UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, DC 20549

Form 10-Q
 ____________________________________________________
xQUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the Quarterly Period Ended March 31,June 30, 2020
or
oTRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the transition period from             to             
Commission file number: 814-00924
 _____________________________________________________
Sierra Income Corporation
(Exact Name of Registrant as Specified in its Charter)
 _____________________________________________________
Maryland 45-2544432
(State or Other Jurisdiction of

Incorporation or Organization)
 
(I.R.S. Employer

Identification No.)
280 Park Avenue, 6th Floor East, New York, NY 10017
(Address of Principal Executive Offices)
(212) 759-0777
(Registrant’s Telephone Number, Including Area Code)
  ___________________________________________________
(Former name, former address and former fiscal year, if changed since last report)


Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.    Yes  x    No  ¨

Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T during the preceding 12 months (or for such shorter period that the registrant was required to submit such files).     Yes  o    No  o

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, smaller reporting company, or an emerging growth company. See definitions of “large accelerated filer”, “accelerated filer”, “smaller reporting company,” and "emerging growth company" in Rule 12b-2 of the Exchange Act:
Large accelerated fileroAccelerated filero
Non-accelerated filer (Do not check if a smaller reporting company)xSmaller reporting companyo
Emerging growth companyo
If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. o

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act).    Yes  o    No  x

Securities registered pursuant to Section 12(b) of the Exchange Act: None

As of May 15,August 13, 2020, the Registrant had 102,859,632102,874,582 shares of common stock, $0.001 par value, outstanding.


TABLE OF CONTENTS
 






Sierra Income Corporation
Consolidated Statements of Assets and Liabilities
 March 31, 2020 December 31, 2019 June 30, 2020December 31, 2019
ASSETS (unaudited)  ASSETS(unaudited)
Investments at fair value    Investments at fair value
Non-controlled/non-affiliated investments (amortized cost of $664,538,772 and $651,393,473 respectively) $491,549,126
 $567,402,503
Controlled/affiliated investments (amortized cost of $146,675,110 and $146,639,688 respectively) 76,732,209
 108,221,427
Non-controlled/non-affiliated investments (amortized cost of $632,966,232 and $651,393,473 respectively)Non-controlled/non-affiliated investments (amortized cost of $632,966,232 and $651,393,473 respectively)$482,526,290  $567,402,503  
Controlled/affiliated investments (amortized cost of $160,421,548 and $146,639,688 respectively)Controlled/affiliated investments (amortized cost of $160,421,548 and $146,639,688 respectively)99,934,957  108,221,427  
Investments at fair value 568,281,335
 675,623,930
Investments at fair value582,461,247  675,623,930  
Cash and cash equivalents 151,795,416
 225,316,656
Cash and cash equivalents84,431,707  225,316,656  
Interest receivable from non-controlled/non-affiliated investmentsInterest receivable from non-controlled/non-affiliated investments3,872,039  8,137,227  
Unsettled trades receivableUnsettled trades receivable730,013  20,481  
Prepaid expenses and other assetsPrepaid expenses and other assets634,451  1,790,983  
Deferred transaction costs (Note 2) 15,708,462
 14,993,778
Deferred transaction costs (Note 2)—  14,993,778  
Interest receivable from non-controlled/non-affiliated investments 3,964,238
 8,137,227
Prepaid expenses and other assets 1,315,380
 1,790,983
Unsettled trades receivable 323,000
 20,481
Total assets $741,387,831
 $925,883,055
Total assets$672,129,457  $925,883,055  
    
LIABILITIES    LIABILITIES
Revolving credit facilities payable (net of deferred financing costs of $1,800,914 and $2,235,279, respectively) (Note 6) $266,299,086
 $325,864,721
Revolving credit facilities payable (net of deferred financing costs of $955,015 and $2,235,279, respectively) (Note 6)Revolving credit facilities payable (net of deferred financing costs of $955,015 and $2,235,279, respectively) (Note 6)$192,858,057  $325,864,721  
Base management fees payable (Note 7) 3,251,451
 4,060,518
Base management fees payable (Note 7)2,944,745  4,060,518  
Accounts payable and accrued expenses 2,616,456
 2,131,765
Accounts payable and accrued expenses1,492,427  2,131,765  
Administrator fees payable (Note 7)Administrator fees payable (Note 7)669,024  381,923  
Interest payableInterest payable609,954  1,612,981  
Deferred tax liabilityDeferred tax liability293,783  240,935  
Unsettled trades payableUnsettled trades payable247,500  —  
Distribution payable (Note 13) 2,334,800
 
Distribution payable (Note 13)153,728  —  
Interest payable 1,385,591
 1,612,981
Administrator fees payable (Note 7) 721,632
 381,923
Transaction costs payable 527,491
 527,491
Transaction costs payable101,319  527,491  
Deferred tax liability 
 240,935
Total liabilities 277,136,507
 334,820,334
Total liabilities$199,370,537  $334,820,334  
    
Commitments (Note 11)    Commitments (Note 11)
    
NET ASSETS    NET ASSETS
Common shares, par value $0.001 per share, 250,000,000 common shares authorized, 102,867,551 and 102,282,366 common shares issued and outstanding, respectively 102,868
 102,282
Common shares, par value $0.001 per share, 250,000,000 common shares authorized, 102,833,465 and 102,282,366 common shares issued and outstanding, respectivelyCommon shares, par value $0.001 per share, 250,000,000 common shares authorized, 102,833,465 and 102,282,366 common shares issued and outstanding, respectively102,833  102,282  
Capital in excess of par value 872,688,536
 869,567,685
Capital in excess of par value872,534,843  869,567,685  
Total distributable earnings/(loss) (408,540,080) (278,607,246)Total distributable earnings/(loss)(399,878,756) (278,607,246) 
Total net assets 464,251,324
 591,062,721
Total net assets472,758,920  591,062,721  
Total liabilities and net assets $741,387,831
 $925,883,055
Total liabilities and net assets$672,129,457  $925,883,055  
NET ASSET VALUE PER COMMON SHARE $4.51
 $5.78
NET ASSET VALUE PER COMMON SHARE$4.60  $5.78  
See accompanying notes to consolidated financial statements.

F-1

Table of Contents
Sierra Income Corporation
Consolidated Statements of Operations
  Three Months Ended March 31,
  2020 2019
INVESTMENT INCOME (unaudited) (unaudited)
Interest and dividend income from investments    
Non-controlled/non-affiliated investments:    
Cash $7,325,853
 $16,757,998
Payment-in-kind 537,045
 787,597
Controlled/affiliated investments:    
Cash 1,846,077
 2,241,272
Payment-in-kind 114,763
 303,561
Total interest and dividend income 9,823,738
 20,090,428
Fee income (Note 12) 121,698
 534,510
Interest from cash and cash equivalents 1,231,375
 285,522
Total investment income 11,176,811
 20,910,460
EXPENSES    
Interest and financing expenses 4,287,663
 5,430,233
Base management fees (Note 7) 3,251,451
 4,442,090
General and administrative expenses 1,970,968
 941,498
Professional fees 118,054
 647,567
Administrator expenses (Note 7) 721,632
 622,071
Offering costs 3,243
 32,308
Total expenses 10,353,011
 12,115,767
NET INVESTMENT INCOME 823,800
 8,794,693
REALIZED AND UNREALIZED GAIN/(LOSS) ON INVESTMENTS    
Net realized gain/(loss) from non-controlled/non-affiliated investments (14,913) (2,029,236)
Net realized gain/(loss) from controlled/affiliated investments 232,392
 (5,379,624)
Net realized gain/(loss) on total return swap (Note 5) 
 (9,176,735)
Net change in unrealized appreciation/(depreciation) on non-controlled/non-affiliated investments (88,998,580) 15,845,140
Net change in unrealized appreciation/(depreciation) on controlled/affiliated investments (31,524,640) 3,164,531
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5) 
 6,669,215
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments 240,935
 (2,974,612)
Net realized and unrealized gain/(loss) on investments (120,064,806) 6,118,679
NET INCREASE/(DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS $(119,241,006) $14,913,372
WEIGHTED AVERAGE - BASIC AND DILUTED EARNINGS PER COMMON SHARE $(1.16) $0.15
WEIGHTED AVERAGE - BASIC AND DILUTED NET INVESTMENT INCOME PER COMMON SHARE $0.01
 $0.09
WEIGHTED AVERAGE COMMON STOCK OUTSTANDING - BASIC AND DILUTED (NOTE 10) 102,715,153
 99,158,430
DISTRIBUTIONS DECLARED PER COMMON SHARE $0.11
 $0.16
(unaudited)
 Three Months Ended
June 30,
Six Months Ended
June 30,
 2020201920202019
INVESTMENT INCOME(unaudited)(unaudited)(unaudited)(unaudited)
Interest and dividend income from investments
Non-controlled/non-affiliated investments:
Cash$10,682,719  $16,569,132  $18,008,572  $33,327,130  
Payment-in-kind472,844  835,808  1,009,889  1,623,405  
Controlled/affiliated investments:
Cash(28,696) 3,364,610  1,817,381  5,605,882  
Payment-in-kind115,628  393,113  230,391  696,674  
Total interest and dividend income11,242,495  21,162,663  21,066,233  41,253,091  
Fee income (Note 12)312,935  2,395,376  434,633  2,929,886  
Interest from cash and cash equivalents144,024  348,524  1,375,399  634,046  
Total investment income11,699,454  23,906,563  22,876,265  44,817,023  
EXPENSES
Interest and financing expenses3,454,940  5,235,234  7,742,603  10,665,467  
Base management fees (Note 7)2,944,745  4,335,538  6,196,196  8,777,628  
General and administrative expenses8,307,229  1,578,495  10,278,197  2,519,993  
Professional fees11,089,264  357,888  11,207,318  1,005,455  
Administrator expenses (Note 7)669,025  536,352  1,390,657  1,158,423  
Offering costs1,914  3,528  5,157  35,836  
Total expenses26,467,117  12,047,035  36,820,128  24,162,802  
NET INVESTMENT INCOME/(LOSS)(14,767,663) 11,859,528  (13,943,863) 20,654,221  
REALIZED AND UNREALIZED GAIN/(LOSS) ON INVESTMENTS
Net realized gain/(loss) from non-controlled/non-affiliated investments(8,265,767) (7,670,130) (8,280,680) (9,699,366) 
Net realized gain/(loss) from controlled/affiliated investments—  9,150,067  232,392  3,770,443  
Net realized gain/(loss) on total return swap (Note 5)—  (146,781) —  (9,323,516) 
Net change in unrealized appreciation/(depreciation) on non-controlled/non-affiliated investments22,547,805  (6,458,459) (66,450,775) 9,386,681  
Net change in unrealized appreciation/(depreciation) on controlled/affiliated investments9,456,310  (26,618,604) (22,068,330) (23,454,073) 
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)—  (144,311) —  6,524,904  
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments(293,783) 2,974,612  (52,848) —  
Net realized and unrealized gain/(loss) on investments23,444,565  (28,913,606) (96,620,241) (22,794,927) 
NET INCREASE/(DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS$8,676,902  $(17,054,078) $(110,564,104) $(2,140,706) 
WEIGHTED AVERAGE - BASIC AND DILUTED EARNINGS/(LOSS) PER COMMON SHARE$0.08  $(0.17) $(1.08) $(0.02) 
WEIGHTED AVERAGE - BASIC AND DILUTED NET INVESTMENT INCOME/(LOSS) PER COMMON SHARE$(0.14) $0.12  $(0.14) $0.21  
WEIGHTED AVERAGE COMMON STOCK OUTSTANDING - BASIC AND DILUTED (NOTE 10)102,856,314  100,135,004  102,785,734  99,649,414  
DISTRIBUTIONS DECLARED PER COMMON SHARE$—  $0.16  $0.11  $0.32  

See accompanying notes to the consolidated financial statements.

F-2

Table of Contents
Sierra Income Corporation
Consolidated Statements of Changes in Net Assets
(unaudited)
Common StockPaid in CapitalDistributableTotal
Common Stock Paid in Capital Distributable TotalSharesPar Amountin Excess of ParEarningsNet Assets
Balance at March 31, 2020Balance at March 31, 2020102,867,551  $102,868  $872,688,536  $(408,540,080) $464,251,324  
Net increase (decrease) in net assets resulting from operations:Net increase (decrease) in net assets resulting from operations:
Net investment income/(loss)Net investment income/(loss)—  —  —  (14,767,663) (14,767,663) 
Net realized gain (loss) on investmentsNet realized gain (loss) on investments—  —  —  (8,265,767) (8,265,767) 
Net change in unrealized appreciation/(depreciation) on investmentsNet change in unrealized appreciation/(depreciation) on investments—  —  —  32,004,115  32,004,115  
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investmentsChange in provision for deferred taxes on unrealized appreciation/(depreciation) on investments—  —  —  (293,783) (293,783) 
Shareholder distributions:Shareholder distributions:
Issuance of common shares pursuant to distribution reinvestment planIssuance of common shares pursuant to distribution reinvestment plan—  —  —  —  —  
Repurchase of common sharesRepurchase of common shares(34,086) (35) (153,693) —  (153,728) 
Distributions from earningsDistributions from earnings—  —  —  (15,578) (15,578) 
Total increase (decrease) for the three months ended June 30, 2020Total increase (decrease) for the three months ended June 30, 2020(34,086) (35) (153,693) 8,661,324  8,507,596  
Balance at June 30, 2020Balance at June 30, 2020102,833,465  $102,833  $872,534,843  $(399,878,756) $472,758,920  
Balance at December 31, 2019Balance at December 31, 2019102,282,366  $102,282  $869,567,685  $(278,607,246) $591,062,721  
Net increase/(decrease) in net assets resulting from operations:Net increase/(decrease) in net assets resulting from operations:
Net investment income/(loss)Net investment income/(loss)—  —  —  (13,943,863) (13,943,863) 
Net realized gain/(loss) on investmentsNet realized gain/(loss) on investments—  —  —  (8,048,288) (8,048,288) 
Net change in unrealized appreciation/(depreciation) on investmentsNet change in unrealized appreciation/(depreciation) on investments—  —  —  (88,519,105) (88,519,105) 
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investmentsChange in provision for deferred taxes on unrealized appreciation/(depreciation) on investments—  —  —  (52,848) (52,848) 
Shareholder distributions:Shareholder distributions:
Issuance of common shares pursuant to distribution reinvestment planIssuance of common shares pursuant to distribution reinvestment plan710,046  711  3,842,420  —  3,843,131  
Repurchase of common sharesRepurchase of common shares(158,947) (160) (875,262) —  (875,422) 
Distributions from earningsDistributions from earnings—  —  —  (10,707,406) (10,707,406) 
Total increase/(decrease) for the six months ended June 30, 2020Total increase/(decrease) for the six months ended June 30, 2020551,099  551  2,967,158  (121,271,510) (118,303,801) 
Balance at June 30, 2020Balance at June 30, 2020102,833,465  $102,833  $872,534,843  $(399,878,756) $472,758,920  
Balance at March 31, 2019Balance at March 31, 201999,485,633$99,486  $864,886,848  $(197,619,611) $667,366,723  
Net increase (decrease) in net assets resulting from operations:Net increase (decrease) in net assets resulting from operations:
Net investment income/(loss)Net investment income/(loss)—  —  —  11,859,528  11,859,528  
Net realized gain (loss) on investmentsNet realized gain (loss) on investments—  —  —  1,479,937  1,479,937  
Net realized gain/(loss) on total return swap (Note 5)Net realized gain/(loss) on total return swap (Note 5)—  —  —  (146,781) (146,781) 
Net change in unrealized appreciation/(depreciation) on investmentsNet change in unrealized appreciation/(depreciation) on investments—  —  —  (33,077,063) (33,077,063) 
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)—  —  —  (144,311) (144,311) 
Change in provision for deferred taxes on unrealized appreciate/(depreciation) on investmentsChange in provision for deferred taxes on unrealized appreciate/(depreciation) on investments—  —  —  2,974,612  2,974,612  
Shareholder distributions:Shareholder distributions:
Issuance of common shares, net of underwriting costsIssuance of common shares, net of underwriting costs—  —  —  —  —  
Issuance of common shares pursuant to distribution reinvestment planIssuance of common shares pursuant to distribution reinvestment plan976,953  977  6,095,932  —  6,096,909  
Repurchase of common sharesRepurchase of common shares—  —  —  —  —  
Distributions from earningsDistributions from earnings—  —  —  (15,973,009) (15,973,009) 
Total increase (decrease) for the three months ended June 30, 2019Total increase (decrease) for the three months ended June 30, 2019976,953  977  6,095,932  (33,027,087) (26,930,178) 
Balance at June 30, 2019Balance at June 30, 2019100,462,586  $100,463  $870,982,780  $(230,646,698) $640,436,545  
Shares Par Amount in Excess of Par Earnings Net Assets
Balance at December 31, 201898,502,907 $98,503
 $858,699,757
 $(196,718,061) $662,080,199
Balance at December 31, 201898,502,907$98,503  $858,699,757  $(196,718,061) $662,080,199  
Net increase/(decrease) in net assets resulting from operations:

        Net increase/(decrease) in net assets resulting from operations:
Net investment income
 
 
 8,794,693
 8,794,693
Net investment income/(loss)Net investment income/(loss)—  —  —  20,654,221  20,654,221  
Net realized gain/(loss) on investments
 
 
 (7,408,860) (7,408,860)Net realized gain/(loss) on investments—  —  —  (5,928,923) (5,928,923) 
Net realized gain/(loss) on total return swap (Note 5)
 
 
 (9,176,735) (9,176,735)Net realized gain/(loss) on total return swap (Note 5)—  —  —  (9,323,516) (9,323,516) 
Net change in unrealized appreciation/(depreciation) on investments
 
 
 19,009,671
 19,009,671
Net change in unrealized appreciation/(depreciation) on investments—  —  —  (14,067,392) (14,067,392) 
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)
 
 
 6,669,215
 6,669,215
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)—  —  —  6,524,904  6,524,904  
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments
 
 
 (2,974,612) (2,974,612)Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments—  —  —  —  —  
Shareholder distributions:         Shareholder distributions:
Issuance of common shares, net of underwriting costs
 
 
 
 
Issuance of common shares, net of underwriting costs—  —  —  —  —  
Issuance of common shares pursuant to distribution reinvestment plan982,726
 983
 6,187,091
 
 6,188,074
Issuance of common shares pursuant to distribution reinvestment plan1,959,679  1,960  12,283,023  —  12,284,983  
Distributions from earnings
 
 
 (15,814,922) (15,814,922)Distributions from earnings—  —  —  (31,787,931) (31,787,931) 
Total increase/(decrease) for the three months ended March 31, 2019982,726
 983
 6,187,091
 (901,550) 5,286,524
Balance at March 31, 201999,485,633
 $99,486
 $864,886,848
 $(197,619,611) $667,366,723
         
Balance at December 31, 2019102,282,366
 $102,282
 $869,567,685
 $(278,607,246) $591,062,721
Net increase/(decrease) in net assets resulting from operations:         
Net investment income
 
 
 823,800
 823,800
Net realized gain/(loss) on investments
 
 
 217,479
 217,479
Net change in unrealized appreciation/(depreciation) on investments
 
 
 (120,523,220) (120,523,220)
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments
 
 
 240,935
 240,935
Shareholder distributions:         
Issuance of common shares pursuant to distribution reinvestment plan710,046
 711
 3,842,420
 
 3,843,131
Repurchase of common shares(124,861) (125) (721,569) 
 (721,694)
Distributions from earnings
 
 
 (10,691,828) (10,691,828)
Total increase/(decrease) for the three months ended March 31, 2020585,185
 586
 3,120,851
 (129,932,834) (126,811,397)
Balance at March 31, 2020102,867,551
 $102,868
 $872,688,536
 $(408,540,080) $464,251,324
Total increase/(decrease) for the six months ended June 30, 2019Total increase/(decrease) for the six months ended June 30, 20191,959,679  1,960  12,283,023  (33,928,637) (21,643,654) 
Balance at June 30, 2019Balance at June 30, 2019100,462,586  $100,463  $870,982,780  $(230,646,698) $640,436,545  

.

See accompanying notes to consolidated financial statements.

F-3

Table of Contents
Sierra Income Corporation
Consolidated Statements of Cash Flows
 Three Months Ended March 31, Six Months Ended June 30,
 2020 2019 20202019
 (unaudited) (unaudited)(unaudited)(unaudited)
Cash flows from operating activities    Cash flows from operating activities
NET INCREASE/(DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS: $(119,241,006) $14,913,372
NET INCREASE/(DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS:$(110,564,104) $(2,140,706) 
ADJUSTMENT TO RECONCILE NET INCREASE/(DECREASE) IN NET ASSETS
FROM OPERATIONS TO NET CASH USED IN OPERATING ACTIVITIES:
    
ADJUSTMENT TO RECONCILE NET INCREASE/(DECREASE) IN NET ASSETS
FROM OPERATIONS TO NET CASH PROVIDED BY/(USED IN) OPERATING ACTIVITIES:
ADJUSTMENT TO RECONCILE NET INCREASE/(DECREASE) IN NET ASSETS
FROM OPERATIONS TO NET CASH PROVIDED BY/(USED IN) OPERATING ACTIVITIES:
Payment-in-kind interest income (651,808) (1,091,158)Payment-in-kind interest income(1,240,280) (2,320,079) 
Net amortization of premium on investments 148,646
 (444,781)Net amortization of premium on investments(174,522) (1,149,608) 
Amortization of deferred financing costs 485,291
 478,679
Amortization of deferred financing costs1,579,789  969,326  
Net realized (gain)/loss on investments (217,479) 7,408,860
Net realized (gain)/loss on investments8,048,288  5,928,923  
Net change in unrealized (appreciation)/depreciation on investments 120,523,220
 (19,009,671)Net change in unrealized (appreciation)/depreciation on investments88,519,105  14,067,392  
Net change in unrealized (appreciation)/depreciation on total return swap (Note 5) 
 (6,669,215)Net change in unrealized (appreciation)/depreciation on total return swap (Note 5)—  (6,524,904) 
Purchases and originations (36,713,624) (61,044,257)Purchases and originations(66,572,171) (121,610,735) 
Proceeds from sale of investments and principal repayments 24,253,640
 107,421,423
Proceeds from sale of investments and principal repayments64,582,263  223,542,838  
(Increase)/decrease in operating assets:    (Increase)/decrease in operating assets:
Unsettled trades receivable (302,519) 1,805,192
Unsettled trades receivable(709,532) 2,029,431  
Interest receivable from non-controlled/non-affiliated investments 4,172,989
 (1,056,780)Interest receivable from non-controlled/non-affiliated investments4,265,188  116,657  
Interest receivable from controlled/affiliated investments 
 382,121
Interest receivable from controlled/affiliated investments—  382,121  
Receivable due on total return swap (Note 5) 
 113,252
Receivable due on total return swap (Note 5)—  108,968  
Deferred transaction costs (714,684) (2,630,360)Deferred transaction costs14,993,778  (4,228,167) 
Prepaid expenses and other assets 475,603
 571,126
Prepaid expenses and other assets1,156,532  202,073  
Increase/(decrease) in operating liabilities:    Increase/(decrease) in operating liabilities:
Unsettled trades payable 
 6,727,683
Unsettled trades payable247,500  9,651,373  
Management fee payable (809,067) (49,145)
Base management fee payableBase management fee payable(1,115,773) (155,696) 
Transaction costs payable 
 1,337,529
Transaction costs payable(426,172) 307,502  
Accounts payable and accrued expenses 484,691
 (485,388)Accounts payable and accrued expenses(639,338) (956,271) 
Payable due from total return swap (Note 5) 
 409,726
Administrator fees payable 339,709
 (67,639)Administrator fees payable287,101  (153,359) 
Interest payable (227,390) (57,357)Interest payable(1,003,027) (26,393) 
Deferred tax liability (240,935) 2,974,612
Deferred tax liability52,848  —  
Taxes PayableTaxes Payable—  3,236,233  
NET CASH PROVIDED BY/(USED IN) OPERATING ACTIVITIES (8,234,723) 51,937,824
NET CASH PROVIDED BY/(USED IN) OPERATING ACTIVITIES1,287,473  121,276,919  
Cash flows from financing activities:    Cash flows from financing activities:
Repayments of revolving credit facility (60,000,000) (26,900,000)Repayments of revolving credit facility(134,286,928) (26,900,000) 
Payment of cash distributions (4,513,897) (9,626,848)Payment of cash distributions(6,864,275) (19,502,948) 
Financing costs paid (50,926) (121,250)Financing costs paid(299,525) (140,000) 
Repurchase of common shares (721,694) 
Repurchase of common shares(721,694) —  
NET CASH PROVIDED BY/(USED IN) FINANCING ACTIVITIES (65,286,517) (36,648,098)NET CASH PROVIDED BY/(USED IN) FINANCING ACTIVITIES(142,172,422) (46,542,948) 
TOTAL INCREASE/(DECREASE) IN CASH (73,521,240) 15,289,726
TOTAL INCREASE/(DECREASE) IN CASH(140,884,949) 74,733,971  
CASH, CASH EQUIVALENTS AND CASH COLLATERAL ON TOTAL RETURN SWAP AT BEGINNING OF PERIOD 225,316,656
 86,481,495
CASH, CASH EQUIVALENTS AND CASH COLLATERAL ON TOTAL RETURN SWAP AT BEGINNING OF PERIOD225,316,656  86,481,495  
CASH, CASH EQUIVALENTS AND CASH COLLATERAL ON TOTAL RETURN SWAP AT END OF PERIOD (1)
 $151,795,416
 $101,771,221
CASH, CASH EQUIVALENTS AND CASH COLLATERAL ON TOTAL RETURN SWAP AT END OF PERIOD (1)
$84,431,707  $161,215,466  
Supplemental Information:    Supplemental Information:
Cash paid during the period for interest $4,029,762
 $5,008,911
Cash paid during the period for interest$7,165,841  $9,722,533  
Supplemental non-cash information:    Supplemental non-cash information:
Non-cash purchase of investments $
 $2,854,540
Non-cash purchase of investments$20,457,589  $15,557,064  
Non-cash sale of investments 
 2,854,540
Non-cash sale of investments20,457,589  15,557,064  
Payment-in-kind interest income 651,808
 1,091,158
Payment-in-kind interest income1,240,280  2,320,079  
Amortization of deferred financing costs 485,291
 478,679
Amortization of deferred financing costs1,579,789  969,327  
Net amortization of premium on investments (148,646) 444,781
Net amortization of premium on investments174,522  1,149,608  
Issuance of common shares in connection with distribution reinvestment plan $3,843,131
 $6,188,074
Issuance of common shares in connection with distribution reinvestment plan$3,843,131  $12,284,983  
(1)Includes cash and cash equivalents of $151,795,416 and $101,179,567 and cash collateral on total return swap of $0 and $591,654 as of March 31, 2020 and 2019, respectively.
(1) Includes cash and cash equivalents of $84,431,707 and $161,214,258 and cash collateral on total return swap of $0 and $1,208 as of June 30, 2020 and 2019, respectively.
See accompanying notes to consolidated financial statements.

F-4

Table of Contents
Sierra Income Corporation
Consolidated Schedule of Investments
As of March 31,June 30, 2020
(unaudited)

Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Non-controlled/non-affiliated investments – 102.1%472,758,920  
AAAHI Acquisition CorporationTransportation: Consumer
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
12/10/2023$7,141,553  $7,141,553  $6,298,518  1.3%
7,141,553  7,141,553  6,298,518  
Alpine SG, LLCHigh Tech Industries
Senior Secured First Lien Revolving Credit Facility LIBOR + 5.750%, 1.000% Floor (4)(5)
11/16/20221,000,000  1,000,000  996,500  0.2%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
11/16/20226,165,354  6,165,354  5,829,959  1.2%
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
11/16/202212,483,025  12,483,025  11,803,948  2.5%
19,648,379  19,648,379  18,630,407  
American Dental Partners, Inc.Healthcare & Pharmaceuticals
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
9/25/20234,893,750  4,893,750  3,670,312  0.8%
4,893,750  4,893,750  3,670,312  
Amerijet Holdings, Inc.Transportation: Cargo
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
7/15/20219,435,368  9,435,368  9,320,256  2.0%
9,435,368  9,435,368  9,320,256  
AMMC CLO 22, Limited Series 2018-22AMulti-Sector Holdings
Subordinated Notes 12.819% effective yield (8)(9)(10)
4/25/20317,222,000  5,564,875  4,443,697  0.9%
7,222,000  5,564,875  4,443,697  
Answers Finance, LLCHigh Tech Industries
Common Stock - 389,533 shares (11)
—  5,076,376  493,437  0.1%
—  5,076,376  493,437  
Apidos CLO XXIV, Series 2016-24AMulti-Sector Holdings
Subordinated Notes 8.117% effective yield (5)(8)(9)(10)
7/20/202718,357,647  10,915,024  7,936,011  1.7%
18,357,647  10,915,024  7,936,011  
Avantor, Inc.Wholesale
Common Stock - 1,867,356 shares (5)(9)(11)(12)
—  26,500,652  25,743,491  5.4%
—  26,500,652  25,743,491  
Aviation Technical Services, Inc.Aerospace & Defense
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
3/31/202225,000,000  25,000,000  23,335,000  4.9%
25,000,000  25,000,000  23,335,000  
Black Angus Steakhouses, LLCHotel, Gaming & Leisure
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor, PIK (4)(5)(13)
12/31/202020,503,051  20,503,051  14,659,681  3.1%
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)
12/31/20201,562,500  1,562,500  1,562,500  0.3%
22,065,551  22,065,551  16,222,181  
BRG Sports, Inc.Consumer Goods: Durable
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(7)
6/15/20234,952,500  4,952,500  4,720,228  1.0%
4,952,500  4,952,500  4,720,228  
Brook & Whittle Holding Corp.Containers, Packaging & Glass
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
10/17/20242,937,058  2,937,058  2,819,870  0.6%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
10/17/2024690,757  690,757  663,196  0.1%
3,627,815  3,627,815  3,483,066  
Centauri Group Holdings, LLCHigh Tech Industries
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor(4)
2/12/20249,978,873  9,963,962  9,557,764  2.0%
9,978,873  9,963,962  9,557,764  
CPI International, Inc.Aerospace & Defense
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
7/28/20258,580,652  8,562,505  7,121,941  1.5%
8,580,652  8,562,505  7,121,941  
F-5

Table of Contents
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Non-controlled/non-affiliated investments – 105.9%         $463,949,497
AAAHI Acquisition Corporation Transportation: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
 12/10/2023 $7,160,618
 $7,160,618
 $6,385,679
 1.4%
        7,160,618
 7,160,618
 6,385,679
  
 Alpine SG, LLC High Tech Industries 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 11/16/2022 6,617,630
 6,617,630
 6,196,749
 1.3%
    
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
 11/16/2022 13,398,750
 13,398,750
 12,546,590
 2.7%
        20,016,380
 20,016,380
 18,743,339
  
American Dental Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 9/25/2023 4,893,750
 4,893,750
 4,190,518
 0.9%
        4,893,750
 4,893,750
 4,190,518
  
Amerijet Holdings, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
 7/15/2021 9,641,618
 9,641,618
 9,360,083
 2.0%
        9,641,618
 9,641,618
 9,360,083
  
AMMC CLO 22, Limited Series 2018-22A Multi-Sector Holdings 
Subordinated Notes 13.638% effective yield (8)(9)(10)
 4/25/2031 7,222,000
 5,637,846
 3,733,774
 0.8%
        7,222,000
 5,637,846
 3,733,774
  
Answers Finance, LLC High Tech Industries 
Common Stock  - 389,533 shares (11) 
   
 5,076,376
 494,707
 0.1%
        
 5,076,376
 494,707
  
Apidos CLO XXIV, Series 2016-24A Multi-Sector Holdings 
Subordinated Notes 11.867% effective yield (5)(8)(9)(10)
 7/20/2027 18,357,647
 11,109,303
 7,371,366
 1.6%
        18,357,647
 11,109,303
 7,371,366
  
Avantor, Inc. Wholesale 
Common Stock - 1,867,356 shares (5)(9)(11)(12)
   
 32,678,730
 23,323,276
 5.0%
        
 32,678,730
 23,323,276
  
Aviation Technical Services, Inc. Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 3/31/2022 25,000,000
 25,000,000
 24,012,500
 5.2%
        25,000,000
 25,000,000
 24,012,500
  
Black Angus Steakhouses, LLC Hotel, Gaming & Leisure 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)(13)
 4/24/2020 18,097,098
 18,097,098
 12,303,264
 2.7%
    
Revolving Credit Facility LIBOR + 9.000%, 1.000% Floor (5)(6)(7)(13)
 4/24/2020 2,232,143
 2,232,143
 1,595,982
 0.3%
        20,329,241
 20,329,241
 13,899,246
  
BRG Sports, Inc. Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(7)
 6/15/2023 5,145,000
 5,145,000
 4,830,126
 1.0%
        5,145,000
 5,145,000
 4,830,126
  
Brook & Whittle Holding Corp. Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 10/17/2024 2,937,058
 2,937,058
 2,789,618
 0.6%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 10/17/2024 690,757
 690,757
 656,081
 0.1%
        3,627,815
 3,627,815
 3,445,699
  
Capstone Nutrition Development, LLC Healthcare & Pharmaceuticals 
Units - 11,124.90 units (5)(11) 
   
 1,112,490
 856,617
 0.2%
        
 1,112,490
 856,617
  
Centauri Group Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor(4)
 2/12/2024 10,004,076
 9,988,117
 9,434,844
 2.0%
        10,004,076
 9,988,117
 9,434,844
  

Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
CT Technologies Intermediate Holdings, Inc.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
12/1/2021966,921  885,099  907,649  0.2%
966,921  885,099  907,649  
DataOnline Corp.High Tech Industries
Revolving Credit Facility LIBOR + 5.500%, 1.000% Floor (4)(5)(6)
11/13/20251,607,143  1,607,143  1,512,857  0.3%
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)(6)
11/13/202514,925,000  14,925,000  14,268,300  3.0%
16,532,143  16,532,143  15,781,157  
DirectBuy Home Improvement, Inc.Retail
Subordinated notes LIBOR + 6.500%, 1.000% Floor (4)(5)(13)
6/20/2022260,919  244,752  39,138  0.0%
Common Stock - 191,678 shares (5)(11)
—  75,340  —  0.0%
260,919  320,092  39,138  
Dryden 38 Senior Loan Fund, Series 2015-38AMulti-Sector Holdings
Subordinated Notes 11.277% effective yield (8)(9)(10)
7/15/20277,000,000  4,564,907  2,729,300  0.6%
7,000,000  4,564,907  2,729,300  
Dryden 43 Senior Loan Fund, Series 2016-43AMulti-Sector Holdings
Subordinated Notes 7.765% effective yield (5)(8)(9)(10)
7/20/20293,620,000  2,624,344  1,708,278  0.4%
3,620,000  2,624,344  1,708,278  
Dryden 49 Senior Loan Fund, Series 2017-49AMulti-Sector Holdings
Subordinated Notes 8.041% effective yield (5)(8)(9)(10)
7/18/203017,233,288  12,942,660  8,103,092  1.7%
17,233,288  12,942,660  8,103,092  
First Boston Construction Holdings, LLCBanking, Finance, Insurance & Real Estate
Senior secured first lien notes 12.000% (5)
2/23/20237,972,000  7,972,000  7,654,714  1.6%
Preferred Equity - 2,304,406 units (5)(11)
—  1,993,000  1,395,100  0.3%
7,972,000  9,965,000  9,049,814  
Friedrich Holdings, Inc.Construction & Building
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
2/7/202310,474,200  10,474,200  10,215,487  2.2%
10,474,200  10,474,200  10,215,487  
GK Holdings, Inc.Services: Business
Senior Secured Second Lien Term Loan LIBOR + 10.250%, 1.000% Floor (4)(13)
1/20/202210,000,000  10,000,000  3,700,000  0.8%
10,000,000  10,000,000  3,700,000  
Golden West Packaging Group LLCForest Products & Paper
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (5)(7)
6/20/20231,413,504  1,413,504  1,339,719  0.3%
1,413,504  1,413,504  1,339,719  
Holland Acquisition Corp.Energy: Oil & Gas
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(13)
5/29/20203,857,305  3,733,979  108,310  0.0%
3,857,305  3,733,979  108,310  
Hylan Datacom & Electrical LLCConstruction & Building
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor (4)(5)
7/25/202115,025,587  15,025,587  10,818,423  2.3%
15,025,587  15,025,587  10,818,423  
IHS Intermediate, Inc.Services: Business
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (7)(13)
7/20/202225,000,000  25,000,000  —  0.0%
25,000,000  25,000,000  —  
Impact Group, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
6/27/20235,765,408  5,765,408  5,038,967  1.1%
5,765,408  5,765,408  5,038,967  
Innovative XCessories & Services, LLCAutomotive
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor(5)(7)
3/5/20272,992,311  2,963,652  2,800,803  0.6%
2,992,311  2,963,652  2,800,803  
Interflex Acquisition Company, LLCContainers, Packaging & Glass
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
8/18/202212,273,452  12,273,452  11,598,413  2.5%
12,273,452  12,273,452  11,598,413  
Iqor US Inc.Services: Business
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
7/31/20201,437,493  1,343,319  1,336,868  0.3%
F-6

Table of Contents
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
CPI International, Inc. Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
 7/28/2025 9,900,752
 9,877,290
 7,706,745
 1.7%
        9,900,752
 9,877,290
 7,706,745
  
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
 12/1/2021 969,466
 874,469
 752,887
 0.2%
        969,466
 874,469
 752,887
  
DataOnline Corp. High Tech Industries 
Revolving Credit Facility LIBOR + 5.500%, 1.000% Floor (4)(5)(6)
 11/13/2025 1,607,143
 1,607,143
 1,466,571
 0.3%
    
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)(6)
 11/13/2025 14,962,500
 14,962,500
 13,980,960
 3.0%
        16,569,643
 16,569,643
 15,447,531
  
DirectBuy Home Improvement, Inc. Retail 
Subordinated notes LIBOR + 6.500%, 1.000% Floor (4)(5)(13)
 6/20/2022 260,919
 244,752
 39,138
 0.0%
    
Common Stock - 191,678 shares (5)(11)
   
 75,340
 
 0.0%
        260,919
 320,092
 39,138
  
Dryden 38 Senior Loan Fund, Series 2015-38A Multi-Sector Holdings 
Subordinated Notes 8.553% effective yield (8)(9)(10)
 7/15/2027 7,000,000
 4,564,907
 3,909,150
 0.8%
        7,000,000
 4,564,907
 3,909,150
  
Dryden 43 Senior Loan Fund, Series 2016-43A Multi-Sector Holdings 
Subordinated Notes 9.285% effective yield (5)(8)(9)(10)
 7/20/2029 3,620,000
 2,690,227
 1,264,669
 0.3%
        3,620,000
 2,690,227
 1,264,669
  
Dryden 49 Senior Loan Fund, Series 2017-49A Multi-Sector Holdings 
Subordinated Notes 9.666% effective yield (5)(8)(9)(10)
 7/18/2030 17,233,288
 13,265,742
 9,643,748
 2.1%
        17,233,288
 13,265,742
 9,643,748
  
First Boston Construction Holdings, LLC Banking, Finance, Insurance & Real Estate 
Senior secured first lien notes 12.000% (5)
 2/23/2023 8,470,250
 8,470,250
 7,800,253
 1.7%
    
Preferred Equity - 2,304,406 units (5)(11)
   
 2,117,562
 1,387,003
 0.3%
        8,470,250
 10,587,812
 9,187,256
  
Friedrich Holdings, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
 2/7/2023 10,500,650
 10,500,650
 10,160,429
 2.2%
        10,500,650
 10,500,650
 10,160,429
  
GK Holdings, Inc. Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 10.250%, 1.000% Floor (4)(13)
 1/20/2022 10,000,000
 10,000,000
 5,000,000
 1.1%
        10,000,000
 10,000,000
 5,000,000
  
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (5)(7)
 6/20/2023 1,417,387
 1,417,387
 1,314,059
 0.3%
        1,417,387
 1,417,387
 1,314,059
  
Holland Acquisition Corp. Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(13)
 5/29/2020 4,400,696
 4,260,117
 660,104
 0.1%
        4,400,696
 4,260,117
 660,104
  
Hylan Datacom & Electrical LLC Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor (4)(5)
 7/25/2021 14,743,158
 14,743,158
 10,320,210
 2.2%
        14,743,158
 14,743,158
 10,320,210
  
IHS Intermediate, Inc. Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (7)(13)
 7/20/2022 25,000,000
 25,000,000
 
 0.0%
        25,000,000
 25,000,000
 0
  
Impact Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 6/27/2023 5,780,881
 5,780,881
 5,052,490
 1.1%
        5,780,881
 5,780,881
 5,052,490
  
Innovative XCessories & Services, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor(5)(7)
 3/5/2027 3,000,000
 2,970,209
 2,970,000
 0.6%
        3,000,000
 2,970,209
 2,970,000
  

Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)
4/1/202119,763,047  19,277,685  11,363,753  2.4%
21,200,540  20,621,004  12,700,621  
Isagenix International, LLCWholesale
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
6/16/20251,797,415  1,790,865  691,645  0.1%
1,797,415  1,790,865  691,645  
Isola USA Corp.High Tech Industries
Senior Secured Second Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(6)(13)
1/2/202310,791,626  7,072,183  6,474,976  1.4%
Common Units - 10,283,782 units (11)
—  —  —  0.0%
10,791,626  7,072,183  6,474,976  
JFL-WCS Partners, LLCEnvironmental Industries
Preferred Units - 618,876 6.000%, PIK (5)
—  693,141  693,141  0.1%
Common Units - 68,764 units (5)(11)
—  68,764  1,787,864  0.4%
—  761,905  2,481,005  
Keystone Acquisition Corp.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
5/1/20241,793,351  1,739,110  1,700,096  0.4%
Senior Secured Second Lien Term Loan LIBOR + 9.250%, 1.000% Floor (4)(5)
5/1/20257,000,000  6,913,293  5,881,400  1.2%
8,793,351  8,652,403  7,581,496  
Kronos IncorporatedServices: Business
Senior Secured Second Lien Term Loan LIBOR + 8.250%(4)(5)
11/1/20242,000,000  1,957,146  2,000,000  0.4%
2,000,000  1,957,146  2,000,000  
Magnetite XIX, LimitedMulti-Sector Holdings
Subordinated Notes LIBOR + 7.610% (4)(8)(9)(10)
7/17/20302,000,000  1,894,263  1,400,400  0.3%
Subordinated Notes 7.929% effective yield (5)(8)(9)(10)
7/17/203013,730,209  9,856,054  6,493,016  1.4%
15,730,209  11,750,317  7,893,416  
Manna Pro Products, LLCConsumer Goods: Non-durable
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
12/8/20234,062,500  4,062,500  3,789,906  0.8%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
12/8/2023825,000  825,000  769,642  0.2%
4,887,500  4,887,500  4,559,548  
Midwest Physician Administrative Services, LLCHealthcare & Pharmaceuticals
Senior Secured Second Lien Term Loan LIBOR + 7.000%, 1.000% Floor (7)
8/15/20251,950,000  1,887,045  1,613,625  0.3%
1,950,000  1,887,045  1,613,625  
Novetta Solutions, LLCHigh Tech Industries
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor(5)(7)
10/17/20221,568,994  1,521,060  1,520,041  0.3%
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (5)(7)
10/16/202311,000,000  10,944,979  10,340,000  2.2%
12,568,994  12,466,039  11,860,041  
Offen Inc.Transportation: Cargo
Senior Secured First Lien Term Loan LIBOR + 5.000% (4)(6)
6/21/20262,908,673  2,874,573  2,739,127  0.6%
2,908,673  2,874,573  2,739,127  
Path Medical, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (5)(7)
10/11/202118,464,462  18,226,016  17,129,481  3.6%
Warrants - 36,716 warrants(5)(11)
1/9/2027—  669,709  —  0.0%
18,464,462  18,895,725  17,129,481  
PetroChoice Holdings, Inc.Chemicals, Plastics & Rubber
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (4)(5)
8/21/20239,000,000  9,000,000  6,955,200  1.6%
9,000,000  9,000,000  6,955,200  
Polymer Solutions Group Holdings, LLCChemicals, Plastics & Rubber
Senior Secured First Lien Term Loan LIBOR + 6.750%, 1.000% Floor (5)(7)
6/30/20211,059,622  1,059,622  1,031,966  0.2%
1,059,622  1,059,622  1,031,966  
Project Silverback Holdings Corp.High Tech Industries
Senior Secured First Lien Term Loan LIBOR + 3.500%, 1.000% Floor (4)
8/21/20244,862,500  4,370,829  4,169,594  0.9%
F-7

Table of Contents
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Interflex Acquisition Company, LLC Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
 8/18/2022 12,454,702
 12,454,702
 11,550,491
 2.5%
        12,454,702
 12,454,702
 11,550,491
  
Iqor US Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)
 4/1/2021 19,763,047
 19,119,453
 11,652,293
 2.5%
        19,763,047
 19,119,453
 11,652,293
  
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 6/16/2025 1,823,099
 1,816,031
 638,814
 0.1%
        1,823,099
 1,816,031
 638,814
  
Isola USA Corp. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(6)(13)
 1/2/2023 10,517,939
 7,098,477
 5,978,397
 1.3%
    
Common Units - 10,283,782 units (11)
   
 
 
 0.0%
        10,517,939
 7,098,477
 5,978,397
  
JFL-WCS Partners, LLC Environmental Industries 
Preferred Units - 618,876 6.000%, PIK (5)
   
 693,141
 693,141
 0.1%
    
Common Units - 68,764 units (5)(11) 
   
 68,764
 1,222,096
 0.3%
        
 761,905
 1,915,237
  
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 5/1/2024 1,797,961
 1,740,237
 1,628,233
 0.4%
    
Senior Secured Second Lien Term Loan LIBOR + 9.250%, 1.000% Floor (4)(5)
 5/1/2025 7,000,000
 6,908,986
 5,329,800
 1.1%
        8,797,961
 8,649,223
 6,958,033
  
Magnetite XIX, Limited Multi-Sector Holdings 
Subordinated Notes LIBOR + 7.610% (4)(8)(9)(10)
 7/17/2030 2,000,000
 1,888,696
 1,120,700
 0.2%
    
Subordinated Notes 7.011% effective yield (5)(8)(9)(10)
 7/17/2030 13,730,209
 10,142,312
 5,748,839
 1.2%
        15,730,209
 12,031,008
 6,869,539
  
Manna Pro Products, LLC Consumer Goods: Non-durable 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7) 
 12/8/2023 4,072,917
 4,072,917
 3,721,424
 0.8%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7) 
 12/8/2023 827,083
 827,083
 755,706
 0.2%
        4,900,000
 4,900,000
 4,477,130
  
Midwest Physician Administrative Services, LLC Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 7.000%, 1.000% Floor (7)
 8/15/2025 1,950,000
 1,884,098
 1,647,750
 0.4%
        1,950,000
 1,884,098
 1,647,750
  
Novetta Solutions, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor(5)(7)
 10/17/2022 1,573,102
 1,520,320
 1,366,711
 0.3%
    
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (5)(7)
 10/16/2023 11,000,000
 10,941,708
 10,546,800
 2.3%
        12,573,102
 12,462,028
 11,913,511
  
Offen Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.000% (4)(6) 
 6/21/2026 2,916,018
 2,880,438
 2,711,948
 0.6%
        2,916,018
 2,880,438
 2,711,948
  
Panther BF Aggregator 2 LP Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.500% (5)(7) 
 4/30/2026 3,989,975
 3,577,159
 3,630,877
 0.8%
        3,989,975
 3,577,159
 3,630,877
  
Path Medical, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (5)(7)(16)
 10/11/2021 18,115,464
 17,846,772
 16,805,717
 3.6%
    
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (5)(7)
 10/11/2021 196,800
 196,800
 196,702
 0.0%
    
Warrants - 36,716 warrants(5)(11) 
 1/9/2027 
 669,709
 
 0.0%
        18,312,264
 18,713,281
 17,002,419
  

Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
4,862,500  4,370,829  4,169,594  
Proppants Holdings, LLCEnergy:  Oil & Gas
Common Units - 161,852 units (11)
—  874,363  323,704  0.1%
Common Units - 161,852 units (11)
—  8,832  —  0.0%
—  883,195  323,704  
PT Network, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
11/30/20238,030,521  7,629,758  7,227,469  1.6%
Membership Units - 1.441 units (5)(11)
—  —  —  0.1%
8,030,521  7,629,758  7,227,469  
RateGain Technologies, Inc.Hotel, Gaming & Leisure
Subordinated Notes (5)(11)
7/31/2020440,050  440,049  220,025  0.0%
Subordinated Notes (5)(11)
7/31/2021476,190  476,190  238,095  0.1%
916,240  916,239  458,120  
Recorded Books Inc.Media: Diversified & Production
Senior Secured Second Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
8/29/202511,155  11,129  10,743  0.0%
11,155  11,129  10,743  
Redwood Services Group, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
6/6/202322,722,922  22,722,922  20,636,958  4.4%
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
6/6/2023737,733  716,754  716,191  0.2%
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
6/6/20232,012,500  2,012,500  1,747,136  0.4%
25,473,155  25,452,176  23,100,285  
Resolute Investment Managers, Inc.Banking, Finance, Insurance & Real Estate
Senior Secured Second Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)(5)
4/30/20237,950,000  7,919,640  7,286,970  1.5%
7,950,000  7,919,640  7,286,970  
Rhombus Cinema Holdings, LPMedia: Diversified & Production
Preferred Equity 10.000% - 7,449 shares (5)(13)
—  4,584,207  —  0.0%
Common Units - 3,163 units (5)(8)(11)
—  3,162,793  —  0.0%
—  7,747,000  —  
SavATree, LLCEnvironmental Industries
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
6/2/20224,303,349  4,303,349  4,196,196  0.9%
4,303,349  4,303,349  4,196,196  
SFP Holding, Inc.Construction & Building
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
9/1/202211,174,350  11,174,350  10,800,260  2.3%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
9/1/20222,992,875  2,992,875  2,925,375  0.6%
Equity - 0.803% of outstanding equity (5)(11)
—  711,698  430,060  0.1%
14,167,225  14,878,923  14,155,695  
Shift4 Payments, LLCBanking, Finance, Insurance & Real Estate
Senior Secured Second Lien Term Loan LIBOR + 4.500%, 1.000% Floor (4)(5)
11/29/20244,610,466  4,581,984  4,486,444  0.9%
4,610,466  4,581,984  4,486,444  
Ship Supply Acquisition CorporationServices: Business
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)(13)
7/31/202021,677,134  21,308,406  —  0.0%
21,677,134  21,308,406  —  
Simplified Logistics, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
2/28/202218,388,264  18,388,264  17,665,605  3.7%
Revolving Credit Facility LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
2/28/20223,533,333  3,533,333  3,479,833  0.7%
21,921,597  21,921,597  21,145,438  
SMART Financial Operations, LLCRetail
Preferred Equity - 1,000,000 units (5)(11)
—  1,000,000  490,000  0.1%
—  1,000,000  490,000  
Smile Doctors, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
10/6/202213,454,943  13,454,943  12,687,903  2.7%
13,454,943  13,454,943  12,687,903  
F-8

Table of Contents
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
PetroChoice Holdings, Inc. Chemicals, Plastics & Rubber 
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (4)(5)
 8/21/2023 9,000,000
 9,000,000
 7,016,400
 1.6%
        9,000,000
 9,000,000
 7,016,400
  
Polymer Solutions Group Holdings, LLC Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.750%, 1.000% Floor (5)(7)
 6/30/2021 1,067,823
 1,067,823
 1,034,293
 0.2%
        1,067,823
 1,067,823
 1,034,293
  
Project Silverback Holdings Corp. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 3.500%, 1.000% Floor (4)
 8/21/2024 4,875,000
 4,354,954
 4,167,638
 0.9%
        4,875,000
 4,354,954
 4,167,638
  
Proppants Holdings, LLC Energy:  Oil & Gas 
Common Units - 161,852 units (11) 
   
 874,363
 323,704
 0.1%
    
Common Units - 161,852 units (11) 
   
 8,832
 
 0.0%
        
 883,195
 323,704
  
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
 11/30/2023 8,009,829
 7,580,179
 7,208,846
 1.7%
    
Membership Units - 1.441 units (5)(11)
   
 
 
 0.1%
        8,009,829
 7,580,179
 7,208,846
  
RateGain Technologies, Inc. Hotel, Gaming & Leisure 
Subordinated Notes (5)(11)
 7/31/2020 440,050
 440,050
 440,050
 0.1%
    
Subordinated Notes (5)(11)
 7/31/2021 476,190
 476,190
 476,190
 0.1%
        916,240
 916,240
 916,240
  
Recorded Books Inc. Media: Diversified & Production 
Senior Secured Second Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
 8/29/2025 13,281
 13,248
 11,447
 0.0%
        13,281
 13,248
 11,447
  
Redwood Services Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 6/6/2023 22,780,286
 22,780,286
 21,916,913
 4.7%
    
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 6/6/2023 2,300,000
 2,300,000
 2,224,963
 0.5%
        25,080,286
 25,080,286
 24,141,876
  
Resolute Investment Managers, Inc. Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)(5)
 4/30/2023 7,950,000
 7,917,123
 7,225,755
 1.6%
        7,950,000
 7,917,123
 7,225,755
  
Rhombus Cinema Holdings, LP Media: Diversified & Production 
Preferred Equity 10.000% - 7,449 shares (5)(13)
   
 4,584,207
 
 0.0%
    
Common Units - 3,163 units (5)(8)(11) 
   
 3,162,793
 
 0.0%
        
 7,747,000
 
  
SavATree, LLC Environmental Industries 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 6/2/2022 4,322,509
 4,322,509
 4,153,066
 0.9%
        4,322,509
 4,322,509
 4,153,066
  
SFP Holding, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
 9/1/2022 11,200,894
 11,200,894
 10,677,996
 2.3%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
 9/1/2022 2,992,875
 2,992,875
 2,992,275
 0.6%
    
Equity - 0.803% of outstanding equity (5)(11)
   
 711,698
 335,777
 0.1%
        14,193,769
 14,905,467
 14,006,048
  
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 4.500%, 1.000% Floor (4)(5)
 11/29/2024 3,482,188
 3,466,341
 3,277,087
 0.7%
    
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 11/28/2025 9,950,000
 9,879,043
 9,216,685
 2.0%
        13,432,188
 13,345,384
 12,493,772
  
Ship Supply Acquisition Corporation Services: Business 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)(13)
 7/31/2020 21,799,085
 21,428,283
 
 0.0%
        21,799,085
 21,428,283
 
  

Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Sound Point CLO XX, Ltd.Multi-Sector Holdings
Subordinated Notes 9.045% effective yield (5)(8)(9)(10)
7/26/20314,489,000  3,714,543  2,382,761  0.5%
4,489,000  3,714,543  2,382,761  
Starfish Holdco, LLCHigh Tech Industries
Senior Secured Second Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)
8/18/20252,000,000  1,980,410  1,804,200  0.4%
2,000,000  1,980,410  1,804,200  
Sungard AS New Holdings, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 4.000%, 1.000% Floor, 2.500% PIK (4)(13)
11/3/20225,047,633  4,938,558  3,028,580  0.6%
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4) (6)
2/3/2022929,390  908,550  853,322  0.2%
Membership units - 73,135 units (11)
—  2,163,076  330,205  0.1%
5,977,023  8,010,184  4,212,107  
Team Car Care, LLCAutomotive
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)
2/23/202313,896,944  13,896,944  13,335,508  2.8%
13,896,944  13,896,944  13,335,508  
The Imagine Group LLCMedia: Advertising, Printing & Publishing
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (5)(7)(13)
6/21/20238,950,000  8,308,984  608,600  0.1%
8,950,000  8,308,984  608,600  
The Octave Music Group, Inc.Media: Diversified & Production
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (5)(7)
5/29/20257,931,034  7,856,490  6,741,379  1.4%
7,931,034  7,856,490  6,741,379  
True Religion Apparel, Inc.Retail
Senior Secured First Lien Term Loan 10.000% (13)
10/27/2022179,437  133,654  12,094  0.0%
Common Stock - 2,448 shares (11)
—  —  —  0.0%
Warrants - 1,122 warrants (11)
—  —  —  0.0%
179,437  133,654  12,094  
Velocity Pooling Vehicle, LLCAutomotive
Senior Secured First Lien Term Loan LIBOR + 11.000%, 1.000% Floor (4)(5)(14)
4/28/2023845,845  793,067  634,384  0.1%
Common units - 4,676 units (5)(11)
—  259,938  —  0.0%
Warrants - 5,591 warrants(5)(11)
3/30/2028—  310,802  —  0.0%
845,845  1,363,807  634,384  
Vertafore, Inc.High Tech Industries
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
7/2/20269,950,000  9,827,829  9,774,880  2.1%
9,950,000  9,827,829  9,774,880  
VOYA CLO 2016-2, LTD.Multi-Sector Holdings
Subordinated Notes 2.185% effective yield (5)(8)(9)(10)
7/19/202811,088,290  7,852,577  3,878,684  0.8%
11,088,290  7,852,577  3,878,684  
VOYA CLO 2015-2, LTD.Multi-Sector Holdings
Subordinated Notes 3.711% effective yield (5)(8)(9)(10)
7/19/202810,735,659  6,384,362  2,744,034  0.6%
10,735,659  6,384,362  2,744,034  
Walker Edison Furniture Company LLCConsumer Goods:  Durable
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
9/26/202414,437,500  14,437,500  13,255,069  2.8%
Senior Secured First Lien Term Loan 8.750%, (4)(5)
9/26/20242,000,000  2,000,000  2,000,000  0.4%
Common units - 2,000 units (5)(11)
—  2,000,000  5,000,000  1.1%
16,437,500  18,437,500  20,255,069  
Watermill-QMC Midco, Inc.Automotive
Equity - 1.62% partnership interest (5)(11)
—  902,277  —  0.0%
—  902,277  —  
West Dermatology, LLCHealthcare & Pharmaceuticals
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor (5)(6)(7)
2/11/20251,657,459  1,657,459  1,643,039  0.3%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (5)(6)(7)
2/11/20254,751,381  4,751,380  4,133,984  0.9%
6,408,840  6,408,839  5,777,023  
  
Total non-controlled/non-affiliated investments$632,966,232$482,526,290102.1%
F-9

Table of Contents
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 2/28/2022 18,434,842
 18,434,842
 17,345,342
 3.7%
    
Revolving Credit Facility LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
 2/28/2022 3,533,333
 3,533,333
 3,237,833
 0.7%
        21,968,175
 21,968,175
 20,583,175
  
SMART Financial Operations, LLC Retail 
Preferred Equity - 1,000,000 units (5)(11) 
   
 1,000,000
 270,000
 0.1%
        
 1,000,000
 270,000
  
Smile Doctors, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 10/6/2022 13,306,191
 13,306,191
 12,211,734
 2.6%
        13,306,191
 13,306,191
 12,211,734
  
Sound Point CLO XX, Ltd. Multi-Sector Holdings 
Subordinated Notes 11.062% effective yield (5)(8)(9)(10)
 7/26/2031 4,489,000
 3,801,120
 2,900,343
 0.6%
        4,489,000
 3,801,120
 2,900,343
  
Starfish Holdco, LLC High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)
 8/18/2025 4,000,000
 3,958,965
 2,917,600
 0.6%
        4,000,000
 3,958,965
 2,917,600
  
Sungard AS New Holdings, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 4.000%, 1.000% Floor, 2.500% PIK (4)(13) 
 11/3/2022 5,036,441
 4,962,629
 2,518,221
 0.5%
    
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4) (6)
 2/3/2022 714,915
 699,899
 597,669
 0.1%
    
Membership units - 73,135 units (11)
   
 2,163,076
 330,205
 0.1%
        5,751,356
 7,825,604
 3,446,095
  
Team Car Care, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)
 2/23/2023 13,994,132
 13,994,132
 13,244,047
 2.9%
        13,994,132
 13,994,132
 13,244,047
  
Techniplas, LLC Automotive 
Senior Secured First Lien Notes 10.000% (8)(13)
 5/1/2020 6,000,000
 6,000,000
 870,000
 0.2%
        6,000,000
 6,000,000
 870,000
  
Tensar Corporation Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 4.750%, 1.000% Floor, 3.000% PIK (4)
 7/9/2021 6,900,187
 6,795,515
 5,766,486
 1.2%
        6,900,187
 6,795,515
 5,766,486
  
The Imagine Group LLC Media: Advertising, Printing & Publishing 
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (5)(7)(13)
 6/21/2023 8,950,000
 8,381,703
 1,118,750
 0.2%
        8,950,000
 8,381,703
 1,118,750
  
The Octave Music Group, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (5)(7)
 5/29/2025 8,000,000
 7,921,068
 7,238,400
 1.6%
        8,000,000
 7,921,068
 7,238,400
  
True Religion Apparel, Inc. Retail 
Senior Secured First Lien Term Loan 10.000% (13)
 10/27/2022 179,437
 133,654
 12,094
 0.0%
    
Common Stock - 2,448 shares (11) 
   
 
 
 0.0%
    
Warrants - 1,122 warrants (11)
   
 
 
 0.0%
        179,437
 133,654
 12,094
  
Velocity Pooling Vehicle, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 11.000%, 1.000% Floor (4)(5)(16)
 4/28/2023 820,037
 770,499
 615,028
 0.1%
    
Common units - 4,676 units (5)(11) 
   
 259,938
 
 0.0%
    
Warrants - 5,591 warrants(5)(11) 
 3/30/2028 
 310,802
 
 0.0%
        820,037
 1,341,239
 615,028
  
Vertafore, Inc. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
 7/2/2026 9,950,000
 9,822,996
 8,474,415
 1.8%
        9,950,000
 9,822,996
 8,474,415
  
VOYA CLO 2016-2, LTD. Multi-Sector Holdings 
Subordinated Notes 6.440% effective yield (5)(8)(9)(10)
 7/19/2028 11,088,290
 8,084,148
 3,246,651
 0.7%
        11,088,290
 8,084,148
 3,246,651
  

Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Controlled/affiliated investments - 21.1%
(15)
1888 Industrial Services, LLCEnergy: Oil & Gas
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)(6)
9/30/20211,224,664  1,224,664  1,224,664  0.3%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK(4)(5)(13)
9/30/20213,428,785  3,315,574  —  0.0%
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor, PIK (4)(5)(13)
9/30/20218,874,029  6,816,029  —  0.0%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)(6)(13)
6/30/2021431,176  416,940  408,367  0.1%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)
9/19/202082,717  82,717  82,717  0.0%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)
9/19/2020298,144  298,144  298,144  0.1%
Units - 7,546.76 units (5)(11)
—  —  —  0.0%
14,339,515  12,154,068  2,013,892  
Access Media Holdings, LLCMedia: Broadcasting & Subscription
Senior Secured First Lien Term Loan 10.000% PIK (5)(13)
7/22/20209,473,264  7,458,342  1,420,990  0.3%
Common Stock - 140 units (5)(11)
—  —  —  0.0%
Preferred Equity - 1,400,000 units (5)(11)
—  1,400,000  —  0.0%
Preferred Equity - 700,000 units (5)(11)
—  700,000  —  0.0%
Preferred Equity - 849,800 units (5)(6)(11)
—  849,800  (88,200) 0.0%
9,473,264  10,408,142  1,332,790  
Caddo Investors Holdings 1 LLCForest Products & Paper
Equity - 12.250% LLC Interest (5)(16)
—  5,032,364  6,054,300  1.3%
—  5,032,364  6,054,300  
Charming Charlie LLCRetail
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
4/24/20233,412,549  3,121,470  —  0.0%
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
4/24/20234,178,224  2,737,658  —  0.0%
Senior Secured First Lien Term Loan 20.000%5/15/2020138,517  138,517  71,281  0.0%
Senior Secured First Lien Delayed Draw Term Loan 20.000%5/15/2020769,967  769,967  396,225  0.1%
Common Stock - 34,923,249 shares (11)
—  —  —  0.0%
8,499,257  6,767,612  467,506  
Dynamic Energy Services International LLCEnergy: Oil & Gas
Senior Secured First Lien Term Loan 13.500% PIK(4)(5)(13)
12/31/20216,570,737  4,449,025  459,952  0.1%
Common Units - 6,500,000 units (5)(11)
—  —  —  0.0%
6,570,737  4,449,025  459,952  
Kemmerer Operations, LLCMetals & Mining
Senior Secured First Lien Term Loan 15.000% PIK (5)
6/21/20231,975,960  1,975,960  1,975,960  0.4%
Senior Secured First Lien Delayed Draw Term Loan 15.000% PIK (6)
6/21/2023496,660  496,660  496,660  0.1%
Common Units - 6.7797 units (5)(11)
—  962,717  962,760  0.2%
2,472,620  3,435,337  3,435,380  
MCM 500 East Pratt Holdings, LLCBanking, Finance, Insurance & Real Estate
Equity - 5,000,000 units (9)(11)
—  5,000,000  7,350,000  1.6%
—  5,000,000  7,350,000  
MCM Capital Office Park Holdings LLCBanking, Finance, Insurance & Real Estate
Equity - 7,500,000 units (9)(11)
—  7,500,000  14,625,000  3.1%
—  7,500,000  14,625,000  
Sierra Senior Loan Strategy JV I LLCMulti-Sector Holdings
Equity - 87.5% ownership of SIC Senior Loan Strategy JV I LLC (9)(16)
105,675,000  105,675,000  63,806,881  13.5%
F-10

Table of Contents
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
VOYA CLO 2015-2, LTD. Multi-Sector Holdings 
Subordinated Notes 9.247% effective yield (5)(8)(9)(10)
 7/19/2028 10,735,659
 6,612,533
 2,298,913
 0.5%
        10,735,659
 6,612,533
 2,298,913
  
Walker Edison Furniture Company LLC Consumer Goods:  Durable 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 9/26/2024 14,531,250
 14,531,250
 14,165,063
 3.1%
    
Common units - 2,000 units (5)(11) 
   
 2,000,000
 3,319,880
 0.7%
        14,531,250
 16,531,250
 17,484,943
  
Watermill-QMC Midco, Inc. Automotive 
Equity - 1.62% partnership interest (5)(11)
   
 902,277
 
 0.0%
        
 902,277
 
  
West Dermatology, LLC Consumer Goods:  Durable 
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor (5)(6)(7)
 2/11/2025 1,657,459
 1,657,459
 1,579,061
 0.3%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (5)(6)(7)
 2/11/2025 4,751,381
 4,751,381
 4,115,677
 0.9%
        6,408,840
 6,408,840
 5,694,738
  
                
Total non-controlled/non-affiliated investments     $664,538,772 $491,549,126 105.9%
               
Controlled/affiliated investments - 16.5%
(14) 
          
1888 Industrial Services, LLC Energy: Oil & Gas 
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)(6)
 9/30/2021 1,204,547
 1,204,547
 1,204,547
 0.3%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK(4)(5)(13)
 9/30/2021 3,373,777
 3,315,574
 
 0.0%
    
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor, PIK (4)(5)(13)
 9/30/2021 8,666,994
 6,816,029
 
 0.0%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)(6)(13)
 6/30/2021 424,259
 416,940
 106,065
 0.0%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)
 9/19/2020 81,390
 81,390
 81,390
 0.0%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, PIK (4)(5)
 9/19/2020 293,361
 293,361
 293,361
 0.1%
    
Units - 7,546.76 units (5)(11) 
   
 
 
 0.0%
        14,044,328
 12,127,841
 1,685,363
  
Access Media Holdings, LLC Media: Broadcasting & Subscription 
Senior Secured First Lien Term Loan 10.000% PIK (5)(13)
 7/22/2020 9,235,236
 7,458,342
 1,385,285
 0.3%
    
Common Stock - 140 units (5)(9)(11) 
   
 
 
 0.0%
    
Preferred Equity - 1,400,000 units (5)(11)
   
 1,400,000
 
 0.0%
    
Preferred Equity - 700,000 units (5)(11) 
   
 700,000
 
 0.0%
    
Preferred Equity - 849,800 units (5)(6)(11) 
   
 849,800
 (88,200) 0.0%
        9,235,236
 10,408,142
 1,297,085
  
Caddo Investors Holdings 1 LLC Forest Products & Paper 
Equity - 12.250% LLC Interest (5)(15) 
   
 5,027,482
 5,716,166
 1.2%
        
 5,027,482
 5,716,166
  
Charming Charlie LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
 4/24/2023 3,412,549
 3,121,470
 
 0.0%
    
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
 4/24/2023 4,178,224
 2,737,658
 
 0.0%
    Senior Secured First Lien Term Loan 20.000% 5/15/2020 138,517
 138,517
 71,281
 0.0%
    Senior Secured First Lien Delayed Draw Term Loan 20.000% 5/15/2020 769,967
 769,967
 396,225
 0.1%
    
Common Stock - 34,923,249 shares (11)
   
 
 
 0.0%
        8,499,257
 6,767,612
 467,506
  
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
105,675,000  105,675,000  63,806,881  
TwentyEighty, Inc.Services: Business
Common Units - 58,098 units(11)
—  —  389,256  0.1%
—  —  389,256  
  
Total controlled/affiliated investments$160,421,548  $99,934,957  21.1%
Total investments$793,387,780  $582,461,247  123.2%
Money Market Fund - 13.7%
State Street Institutional Liquid Reserves Fund
Money Market 0.330%(12)
6,125,004  6,127,454  6,125,617  1.3%
Federated Institutional Prime Obligations Fund
Money Market 0.070% (12)
58,696,106  58,696,106  58,696,106  12.4%
Total money market fund$64,821,110  $64,823,560  $64,821,723  13.7%

(1)All of the Company's investments are domiciled in the United States except for AMMC CLO 22, Limited Series 2018-22A, Apidos CLO XXIV, Series 2016-24A, Dryden 38 Senior Loan Fund, Series 2015-38A, Dryden 43 Senior Loan Fund, Series 2016-43A, Dryden 49 Senior Loan Fund, 2017-49A, Magnetite XIX, Limited, Sound Point CLO XX, Ltd., VOYA CLO 2016-2, LTD., and VOYA CLO 2015-2, LTD., which are all domiciled in the Cayman Islands. All foreign investments were denominated in US Dollars.
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Dynamic Energy Services International LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan 13.500% PIK(4)(5)(13)  
 12/31/2021 6,329,555
 4,449,025
 443,069
 0.1%
    
Common Units - 6,500,000 units (5)(11)
   
 
 
 0.0%
        6,329,555
 4,449,025
 443,069
  
Kemmerer Operations, LLC Metals & Mining 
Senior Secured First Lien Term Loan 15.000% PIK (5)
 6/21/2023 1,903,775
 1,903,775
 1,903,775
 0.4%
    
Senior Secured First Lien Delayed Draw Term Loan 15.000% PIK (5)(6)
 6/21/2023 478,516
 478,516
 478,516
 0.1%
    
Common Units - 6.7797 units (5)(11) 
   
 962,717
 962,760
 0.2%
        2,382,291
 3,345,008
 3,345,051
  
MCM 500 East Pratt Holdings, LLC Banking, Finance, Insurance & Real Estate 
Equity - 5,000,000 units (9)(11)
   
 5,000,000
 7,350,000
 1.6%
        
 5,000,000
 7,350,000
  
MCM Capital Office Park Holdings LLC Banking, Finance, Insurance & Real Estate 
Equity - 7,500,000 units (9)(11)
   
 7,500,000
 13,500,000
 2.9%
        
 7,500,000
 13,500,000
  
Sierra Senior Loan Strategy JV I LLC Multi-Sector Holdings 
Equity - 87.5% ownership of SIC Senior Loan Strategy JV I LLC (6)(9)(15)
   92,050,000
 92,050,000
 42,474,224
 9.2%
        92,050,000
 92,050,000
 42,474,224
  
TwentyEighty, Inc. Services: Business 
Common Units - 58,098 units(11)
   
 
 453,745
 0.1%
        
 
 453,745
  
                
Total controlled/affiliated investments     $146,675,110
 $76,732,209
 16.5%
               
Money Market Fund - 26.0%            
State Street Institutional Liquid Reserves Fund   
Money Market 0.796%(12)
   44,602,786
 44,607,184
 44,607,246
 9.6%
Federated Institutional Prime Obligations Fund   
Money Market 0.530% (12)
   76,200,212
 76,200,212
 76,200,212
 16.4%
Total money market fund     $120,802,998
 $120,807,396
 $120,807,458
 26.0%
(2)Unless otherwise indicated, all securities are valued using significant unobservable inputs, which are categorized as Level 3 assets under the definition of ASC 820 fair value hierarchy.
(3)Percentage is based on net assets of $472,758,920 as of June 30, 2020.
(4)The interest rate on these loans is subject to a base rate plus 3 Month "3M" LIBOR, which at June 30, 2020 was 0.30%. The interest rate is subject to a minimum LIBOR floor.
(5)An affiliated fund that is managed by an affiliate of SIC Advisors LLC also holds an investment in this security.
(6)The investment has an unfunded commitment as of June 30, 2020. For further details see Note 11. Fair value includes an analysis of the unfunded commitment.
(7)The interest rate on these loans is subject to a base rate plus 1 Month "1M" LIBOR, which at June 30, 2020 was 0.16%. The interest rate is subject to a minimum LIBOR floor.
(8)Securities are exempt from registration under Rule 144A of the Securities Act of 1933. These securities represent a fair value of $41,819,273 or 8.8% of net assets as of June 30, 2020 and are considered restricted securities.
(9)The investment is not a qualifying asset under Section 55 of the Investment Company Act of 1940 (the "1940 Act"). Non-qualifying assets represent 26.3% of the Company's portfolio at fair value.
(10)This investment is in the equity class of a collateralized loan obligation ("CLO"). The CLO equity investments are entitled to recurring distributions which are generally equal to the excess cash flow generated from the underlying investments after payment of the contractual payments to debt holders and fund expenses. The current estimated yield is based on the current projections of this excess cash flow taking into account assumptions that have been made regarding expected prepayments, losses and future reinvestment rates. These assumptions are periodically reviewed and adjusted. Ultimately, the actual yield may be higher or lower than the estimated yield if actual results differ from those used for the assumptions.
(11)Security is non-income producing.
(12)Represents securities in Level 1 in the ASC 820 table (see Note 4).
(13)The investment was on non-accrual status as of June 30, 2020.
(14)The investment was on partial non-accrual status as of June 30, 2020
(15)Affiliate Investments are defined by the 1940 Act as investments in companies in which the Company owns at least 5% but no more than 25% of the voting securities or we are under common control with such portfolio company. Control Investments are defined by the 1940 Act as investments in companies in which the Company owns more than 25% of the voting securities or maintains greater than 50% of the board representation.
(16)As a practical expedient, the Company uses NAV to determine the fair value of this investment.

(1)All of the Company's investments are domiciled in the United States except for AMMC CLO 22, Limited Series 2018-22A, Apidos CLO XXIV, Series 2016-24A, Dryden 38 Senior Loan Fund, Series 2015-38A, Dryden 43 Senior Loan Fund, Series 2016-43A, Dryden 49 Senior Loan Fund, 2017-49A, Magnetite XIX, Limited, Sound Point CLO XX, Ltd., VOYA CLO 2016-2, LTD., and VOYA CLO 2015-2, LTD., which are all domiciled in the Cayman Islands. All foreign investments were denominated in US Dollars.
(2)Unless otherwise indicated, all securities are valued using significant unobservable inputs, which are categorized as Level 3 assets under the definition of ASC 820 fair value hierarchy.
(3)Percentage is based on net assets of $464,251,324 as of March 31, 2020.
(4)The interest rate on these loans is subject to a base rate plus 3 Month "3M" LIBOR, which at March 31, 2020 was 1.45%. The interest rate is subject to a minimum LIBOR floor.
(5)An affiliated fund that is managed by an affiliate of SIC Advisors LLC also holds an investment in this security.
(6)The investment has an unfunded commitment as of March 31, 2020. For further details see Note 11. Fair value includes an analysis of the unfunded commitment.
(7)The interest rate on these loans is subject to a base rate plus 1 Month "1M" LIBOR, which at March 31, 2020 was 0.99%. The interest rate is subject to a minimum LIBOR floor.
(8)Securities are exempt from registration under Rule 144A of the Securities Act of 1933. These securities represent a fair value of $41,238,153 or 8.9% of net assets as of March 31, 2020 and are considered restricted securities.
(9)The investment is not a qualifying asset under Section 55 of the Investment Company Act of 1940 (the "1940 Act"). Non-qualifying assets represent 27.5% of the Company's portfolio at fair value.
(10)This investment is in the equity class of a collateralized loan obligation ("CLO"). The CLO equity investments are entitled to recurring distributions which are generally equal to the excess cash flow generated from the underlying investments after payment of the contractual payments to debt holders and fund expenses. The current estimated yield is based on the current projections of this excess cash flow taking into account assumptions that have been made regarding expected prepayments, losses and future reinvestment rates. These assumptions are periodically reviewed and adjusted. Ultimately, the actual yield may be higher or lower than the estimated yield if actual results differ from those used for the assumptions.
(11)Security is non-income producing.
(12)Represents securities in Level 1 in the ASC 820 table (see Note 4).
(13)The investment was on non-accrual status as of March 31, 2020.
(14)Affiliate Investments are defined by the 1940 Act as investments in companies in which the Company owns at least 5% but no more than 25% of the voting securities or we are under common control with such portfolio company. Control Investments are defined by the 1940 Act as investments in companies in which the Company owns more than 25% of the voting securities or maintains greater than 50% of the board representation.
(15)As a practical expedient, the Company uses NAV to determine the fair value of this investment.
(16)The investment was on partial non-accrual status as of March 31, 2020

See accompanying notes to consolidated financial statements.

F-11

Table of Contents
Sierra Income Corporation
Consolidated Schedule of Investments
As of December 31, 2019
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Non-controlled/non-affiliated investments – 96.0%$591,062,721  
AAAHI Acquisition CorporationTransportation: Consumer
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
12/10/2023$6,966,133  $6,966,133  $6,877,180  1.2%
6,966,133  6,966,133  6,877,180  
 Alpine SG, LLCHigh Tech Industries
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
11/16/20226,617,630  6,617,630  6,613,660  1.1%
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(6)(7)
11/16/202213,398,750  13,398,750  13,390,711  2.3%
20,016,380  20,016,380  20,004,371  
American Dental Partners, Inc.Healthcare & Pharmaceuticals
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
9/25/20234,893,750  4,893,750  4,813,492  0.8%
4,893,750  4,893,750  4,813,492  
Amerijet Holdings, Inc.Transportation: Cargo
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
7/15/20219,847,868  9,847,868  9,847,868  1.7%
9,847,868  9,847,868  9,847,868  
AMMC CLO 22, Limited Series 2018-22AMulti-Sector Holdings
Subordinated Notes 12.573% effective yield (8)(9)(10)
4/25/20317,222,000  5,719,206  5,693,103  1.0%
7,222,000  5,719,206  5,693,103  
Answers Finance, LLCHigh Tech Industries
Common Stock - 389,533 shares (11)
—  5,076,376  802,438  0.1%
—  5,076,376  802,438  
Apidos CLO XXIV, Series 2016-24AMulti-Sector Holdings
Subordinated Notes 12.285% effective yield (5)(8)(9)(10)
7/20/202718,357,647  11,350,063  11,142,247  1.9%
18,357,647  11,350,063  11,142,247  
Avantor, Inc.Wholesale
Common Stock - 1,867,356 shares (11)(12)
—  32,678,730  33,892,511  5.7%
—  32,678,730  33,892,511  
Aviation Technical Services, Inc.Aerospace & Defense
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
3/31/202225,000,000  25,000,000  25,000,000  4.2%
25,000,000  25,000,000  25,000,000  
Black Angus Steakhouses, LLCHotel, Gaming & Leisure
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)
4/24/202018,225,446  18,225,446  18,215,218  3.1%
Revolving Credit Facility LIBOR + 9.000%, 1.000% Floor (5)(6)(7)
4/24/20202,232,143  2,232,143  2,233,705  0.4%
20,457,589  20,457,589  20,448,923  
BRG Sports, Inc.Consumer Goods: Durable
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(7)
6/15/20235,337,500  5,337,500  5,331,629  0.9%
5,337,500  5,337,500  5,331,629  
Brook & Whittle Holding Corp.Containers, Packaging & Glass
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
10/17/20242,937,058  2,937,058  2,924,135  0.5%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
10/17/2024690,757  690,757  687,718  0.1%
3,627,815  3,627,815  3,611,853  
Capstone Nutrition Development, LLCHealthcare & Pharmaceuticals
Units - 11,124.90 units (11)
—  1,112,490  1,112,490  0.2%
—  1,112,490  1,112,490  
Centauri Group Holdings, LLCHigh Tech Industries
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor(4)(5)
2/12/202410,029,280  10,012,265  10,004,207  1.7%
10,029,280  10,012,265  10,004,207  
CPI International, Inc.Aerospace & Defense
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
7/28/20259,900,752  9,876,226  9,475,020  1.6%
F-12

Table of Contents
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
9,900,752  9,876,226  9,475,020  
CT Technologies Intermediate Holdings, Inc.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
12/1/2021972,010  863,963  914,856  0.2%
972,010  863,963  914,856  
DataOnline Corp.High Tech Industries
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)(6)
11/13/202515,000,000  15,000,000  15,000,000  2.5%
15,000,000  15,000,000  15,000,000  
Dermatologists of Southwestern Ohio, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
4/20/20222,444,307  2,444,307  2,416,686  0.4%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
4/20/2022927,413  927,413  916,934  0.2%
3,371,720  3,371,720  3,333,620  
DirectBuy Home Improvement, Inc.Retail
Subordinated notes LIBOR + 6.500%, 1.000% Floor (4)
6/20/2022260,919  248,270  260,919  0.0%
Common Stock - 191,678 shares (11)
—  75,340  61,337  0.0%
260,919  323,610  322,256  
Dryden 38 Senior Loan Fund, Series 2015-38AMulti-Sector Holdings
Subordinated Notes 12.678% effective yield (8)(9)(10)
7/15/20277,000,000  4,715,290  4,664,800  0.8%
7,000,000  4,715,290  4,664,800  
Dryden 43 Senior Loan Fund, Series 2016-43AMulti-Sector Holdings
Subordinated Notes 10.956% effective yield (5)(8)(9)(10)
7/20/20293,620,000  2,747,203  2,268,286  0.4%
3,620,000  2,747,203  2,268,286  
Dryden 49 Senior Loan Fund, Series 2017-49AMulti-Sector Holdings
Subordinated Notes 9.486% effective yield (5)(8)(9)(10)
7/18/203017,233,288  13,515,790  11,498,222  1.9%
17,233,288  13,515,790  11,498,222  
First Boston Construction Holdings, LLCBanking, Finance, Insurance & Real Estate
Senior secured first lien notes 12.000% (5)
2/23/20239,217,625  9,217,625  9,217,625  1.6%
Preferred Equity - 2,304,406 units (5)(11)
—  2,304,406  2,304,406  0.4%
9,217,625  11,522,031  11,522,031  
Friedrich Holdings, Inc.Construction & Building
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
2/7/202310,527,100  10,527,100  10,527,100  1.8%
10,527,100  10,527,100  10,527,100  
GK Holdings, Inc.Services: Business
Senior Secured Second Lien Term Loan LIBOR + 10.250%, 1.000% Floor (4)
1/20/202210,000,000  10,000,000  7,048,000  1.2%
10,000,000  10,000,000  7,048,000  
Golden West Packaging Group LLCForest Products & Paper
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (5)(7)
6/20/20231,427,655  1,427,655  1,417,661  0.2%
1,427,655  1,427,655  1,417,661  
Holland Acquisition Corp.Energy: Oil & Gas
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(13)
5/29/20204,400,696  4,260,117  1,100,174  0.2%
4,400,696  4,260,117  1,100,174  
Hylan Datacom & Electrical LLCConstruction & Building
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor (4)(5)
7/25/202114,548,297  14,548,297  11,638,638  2.0%
14,548,297  14,548,297  11,638,638  
IHS Intermediate, Inc.Services: Business
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (4)(13)
7/20/202225,000,000  25,000,000  1,750,000  0.3%
25,000,000  25,000,000  1,750,000  
Impact Group, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
6/27/20235,796,354  5,796,354  5,458,427  0.9%
5,796,354  5,796,354  5,458,427  
Interflex Acquisition Company, LLCContainers, Packaging & Glass
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
8/18/202212,635,953  12,635,953  12,043,326  2.0%
12,635,953  12,635,953  12,043,326  
F-13

Table of Contents
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Iqor US Inc.Services: Business
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(7)
4/1/202119,815,331  19,012,372  17,027,313  2.9%
19,815,331  19,012,372  17,027,313  
Isagenix International, LLCWholesale
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
6/16/20251,848,782  1,841,180  1,293,778  0.2%
1,848,782  1,841,180  1,293,778  
Isola USA Corp.High Tech Industries
Senior Secured Second Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(6)(13)
1/2/202310,237,487  7,578,468  7,187,740  1.2%
Common Units - 10,283,782 units (9)(11)
—  —  —  0.0%
10,237,487  7,578,468  7,187,740  
JFL-WCS Partners, LLCEnvironmental Industries
Preferred Units - 618,876 6.000%, PIK (5)(9)
—  618,876  618,876  0.1%
Common Units - 68,764 units (5)(9)(11)
—  68,764  1,461,923  0.2%
—  687,640  2,080,799  
Keystone Acquisition Corp.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
5/1/20241,802,571  1,741,353  1,757,507  0.3%
Senior Secured Second Lien Term Loan LIBOR + 9.250%, 1.000% Floor (4)(5)
5/1/20257,000,000  6,904,682  6,869,800  1.2%
8,802,571  8,646,035  8,627,307  
L&S Plumbing Partnership, Ltd.Construction & Building
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)(5)
2/15/20227,535,892  7,535,892  7,579,600  1.3%
7,535,892  7,535,892  7,579,600  
Magnetite XIX, LimitedMulti-Sector Holdings
Subordinated Notes LIBOR + 7.610% (4)(8)(9)(10)
7/17/20302,000,000  1,874,937  1,757,368  0.3%
Subordinated Notes 8.407% effective yield (5)(8)(9)(10)
7/17/203013,730,209  10,427,732  8,857,783  1.5%
15,730,209  12,302,669  10,615,151  
Manna Pro Products, LLCConsumer Goods: Non-durable
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
12/8/20234,083,333  4,083,333  3,924,900  0.7%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
12/8/2023829,167  829,167  796,995  0.1%
4,912,500  4,912,500  4,721,895  
Midwest Physician Administrative Services, LLCHealthcare & Pharmaceuticals
Senior Secured Second Lien Term Loan LIBOR + 7.000%, 1.000% Floor (7)
8/15/20251,950,000  1,881,156  1,862,250  0.3%
1,950,000  1,881,156  1,862,250  
Novetta Solutions, LLCHigh Tech Industries
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (7)
10/16/202311,000,000  10,938,515  10,585,300  1.8%
11,000,000  10,938,515  10,585,300  
Offen Inc.Transportation: Cargo
Senior Secured First Lien Term Loan LIBOR + 5.000% (4)(6)
6/21/20262,923,363  2,886,299  2,923,363  0.5%
2,923,363  2,886,299  2,923,363  
Path Medical, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (5)(7)
10/11/202117,601,348  17,340,449  16,328,771  2.8%
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (5)(6)(7)
10/11/2021328,000  328,000  327,836  0.1%
Warrants - 36,716 warrants(5)(11)
1/9/2027—  669,709  —  0.0%
17,929,348  18,338,158  16,656,607  
PetroChoice Holdings, Inc.Chemicals, Plastics & Rubber
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (4)(5)
8/21/20239,000,000  9,000,000  8,422,200  1.5%
9,000,000  9,000,000  8,422,200  
Polymer Solutions Group Holdings, LLCChemicals, Plastics & Rubber
Senior Secured First Lien Term Loan LIBOR + 6.750%, 1.000% Floor (5)(7)
6/30/20211,090,722  1,090,722  1,083,414  0.2%
F-14

Table of Contents
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
1,090,722  1,090,722  1,083,414  
Project Silverback Holdings Corp.High Tech Industries
Senior Secured First Lien Term Loan LIBOR + 3.500%, 1.000% Floor (4)
8/21/20244,887,500  4,338,566  4,257,990  0.7%
4,887,500  4,338,566  4,257,990  
Proppants Holdings, LLCEnergy:  Oil & Gas
Common Units - 161,852 units (11)
—  874,363  809,260  0.1%
Common Units - 161,852 units (11)
—  8,832  8,093  0.0%
—  883,195  817,353  
PT Network, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
11/30/20237,969,098  7,511,671  7,450,310  1.4%
Membership Units - 1.441 units (5)(11)
—  —  —  0.1%
7,969,098  7,511,671  7,450,310  
RateGain Technologies, Inc.Hotel, Gaming & Leisure
Subordinated Notes (5)(11)
7/31/2020440,050  440,050  440,050  0.1%
Subordinated Notes (5)(11)
7/31/2021476,190  476,190  476,190  0.1%
916,240  916,240  916,240  
Redwood Services Group, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
6/6/202322,837,649  22,837,649  22,791,974  3.9%
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
6/6/20231,150,000  1,150,000  1,148,562  0.2%
23,987,649  23,987,649  23,940,536  
Resolute Investment Managers, Inc.Banking, Finance, Insurance & Real Estate
Senior Secured Second Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)(5)
4/30/20237,950,000  7,914,608  7,950,000  1.3%
7,950,000  7,914,608  7,950,000  
Rhombus Cinema Holdings, LPMedia: Diversified & Production
Preferred Equity 10.000% - 7,449 shares (5)(9)
—  4,584,207  2,979,615  0.5%
Common Units - 3,163 units (5)(8)(11)
—  3,162,793  —  0.0%
—  7,747,000  2,979,615  
SavATree, LLCEnvironmental Industries
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
6/2/20224,333,601  4,333,601  4,333,601  0.7%
4,333,601  4,333,601  4,333,601  
SFP Holding, Inc.Construction & Building
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
9/1/20229,367,373  9,367,373  9,367,373  1.6%
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
9/1/2022161,625  161,625  161,625  0.0%
Equity - 0.803% of outstanding equity (5)(11)
—  657,115  591,403  0.1%
9,528,998  10,186,113  10,120,401  
Shift4 Payments, LLCBanking, Finance, Insurance & Real Estate
Senior Secured First Lien Term Loan LIBOR + 4.500%, 1.000% Floor (4)(5)
11/29/20243,491,094  3,474,373  3,502,266  0.6%
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)11/28/20259,950,000  9,875,970  9,950,000  1.7%
13,441,094  13,350,343  13,452,266  
Ship Supply Acquisition CorporationServices: Business
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)(13)
7/31/202021,799,085  21,427,121  —  0.0%
21,799,085  21,427,121  —  
Simplified Logistics, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
2/28/202218,481,420  18,481,420  18,481,420  3.1%
18,481,420  18,481,420  18,481,420  
SMART Financial Operations, LLCRetail
Preferred Equity - 1,000,000 units (5)(9)(11)
—  1,000,000  760,000  0.1%
—  1,000,000  760,000  
Smile Doctors, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
10/6/20228,250,167  8,250,167  8,078,563  1.4%
F-15

Table of Contents
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
10/6/20224,642,608  4,642,608  4,525,356  0.8%
12,892,775  12,892,775  12,603,919  
Sound Point CLO XX, Ltd.Multi-Sector Holdings
Subordinated Notes 12.370% effective yield (5)(8)(9)(10)
7/26/20314,489,000  3,895,539  3,736,644  0.6%
4,489,000  3,895,539  3,736,644  
Starfish Holdco, LLCHigh Tech Industries
Senior Secured Second Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
8/18/20254,000,000  3,957,111  3,862,000  0.7%
4,000,000  3,957,111  3,862,000  
Sungard AS New Holdings, LLCServices: Business
Senior Secured First Lien Term Loan LIBOR + 4.000%, 1.000% Floor, 2.500% PIK (4)
11/3/20224,994,410  4,994,410  4,078,935  0.7%
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)
2/3/2022714,915  698,047  693,467  0.1%
Membership units - 73,135 units (11)
—  2,163,076  2,163,041  0.4%
5,709,325  7,855,533  6,935,443  
Team Car Care, LLCAutomotive
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)
2/23/202314,091,320  14,091,319  13,926,451  2.4%
14,091,320  14,091,319  13,926,451  
Techniplas, LLCAutomotive
Senior Secured First Lien Notes 10.000% (8)
5/1/20206,000,000  6,000,000  5,137,200  0.9%
6,000,000  6,000,000  5,137,200  
Tensar CorporationCapital Equipment
Senior Secured First Lien Term Loan LIBOR + 4.750%, 1.000% Floor, 3.000% PIK (4)
7/9/20216,900,187  6,778,258  6,537,927  1.1%
6,900,187  6,778,258  6,537,927  
The Imagine Group LLCMedia: Advertising, Printing & Publishing
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (5)(7)(13)
6/21/20238,950,000  8,623,411  1,700,500  0.3%
8,950,000  8,623,411  1,700,500  
The Octave Music Group, Inc.Media: Diversified & Production
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (5)(7)
5/27/20226,532,258  6,532,258  6,513,968  1.1%
6,532,258  6,532,258  6,513,968  
True Religion Apparel, Inc.Retail
Senior Secured First Lien Term Loan 10.000% (13)
10/27/2022179,896  134,083  23,386  0.0%
Common Stock - 2,448 shares(11)
—  —  —  0.0%
Warrants - 1,122 warrants (11)
—  —  —  0.0%
179,896  134,083  23,386  
Velocity Pooling Vehicle, LLCAutomotive
Senior Secured First Lien Term Loan LIBOR + 11.000%, 1.000% Floor (4)(5)
4/28/2023794,055  747,813  704,803  0.1%
Common units - 4,676 units (5)(11)
—  259,938  17,956  0.0%
Warrants - 5,591 warrants(5)(11)
3/30/2028—  310,802  21,469  0.0%
794,055  1,318,553  744,228  
Vertafore, Inc.High Tech Industries
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
7/2/20269,950,000  9,818,168  9,827,615  1.7%
9,950,000  9,818,168  9,827,615  
VOYA CLO 2016-2, LTD.Multi-Sector Holdings
Subordinated Notes 6.704% effective yield (5)(8)(9)(10)
7/19/202811,088,290  8,296,086  6,199,335  1.0%
11,088,290  8,296,086  6,199,335  
VOYA CLO 2015-2, LTD.Multi-Sector Holdings
Subordinated Notes 16.348% effective yield (5)(8)(9)(10)
7/19/202810,735,659  6,716,495  6,026,473  1.0%
10,735,659  6,716,495  6,026,473  
Walker Edison Furniture Company LLCConsumer Goods:  Durable
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
9/26/202414,625,000  14,625,000  14,771,250  2.5%
Common units - 2,000 units (5)(9)(11)
—  2,000,000  4,111,210  0.7%
14,625,000  16,625,000  18,882,460  
F-16

Table of Contents
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Watermill-QMC Midco, Inc.Automotive
Equity - 1.62% partnership interest (5)(9)(11)
—  902,277  53,776  0.0%
—  902,277  53,776  
  
Total non-controlled/non-affiliated investments$651,393,473$567,402,50396.0%
Controlled/affiliated investments - 18.3%
(14)
1888 Industrial Services, LLCEnergy: Oil & Gas
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor (4)(5)(6)
9/30/20211,183,094  1,183,094  1,183,094  0.2%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
9/30/20213,315,574  3,315,574  3,315,574  0.6%
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor, PIK (4)(5)(13)
9/30/20218,454,467  6,816,029  2,113,617  0.4%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
6/30/2021416,940  416,940  416,940  0.1%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
9/19/202079,986  79,986  79,986  0.0%
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
9/19/2020288,300  288,300  288,300  0.0%
Units - 7,546.76 units (5)(11)
—  —  —  0.0%
13,738,361  12,099,923  7,397,511  
Access Media Holdings, LLCMedia: Broadcasting & Subscription
Senior Secured First Lien Term Loan 10.000% PIK (5)(7)(13)
7/22/20209,005,670  7,458,342  2,251,418  0.4%
Common Stock - 140 units (5)(9)(11)
—  —  —  0.0%
Preferred Equity - 1,400,000 units (5)(9)(11)
—  1,400,000  —  0.0%
Preferred Equity - 700,000 units (5)(9)(11)
—  700,000  —  0.0%
Preferred Equity - 849,800 units (5)(6)(9)(11)
—  849,800  (88,200) 0.0%
9,005,670  10,408,142  2,163,218  
Caddo Investors Holdings 1 LLCForest Products & Paper
Equity - 12.250% LLC Interest (5)(9)(15)
—  5,027,482  5,765,253  1.0%
—  5,027,482  5,765,253  
Charming Charlie LLCRetail
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
4/24/20233,412,549  3,121,470  —  0.0%
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
4/24/20234,178,224  2,737,658  —  0.0%
Senior Secured First Lien Term Loan 20.000%5/15/2020150,642  150,642  112,981  0.0%
Senior Secured First Lien Delayed Draw Term Loan 20.000% (7)(13)
5/15/2020837,367  837,367  628,025  0.1%
Common Stock - 34,923,249 shares (11)
—  —  —  0.0%
8,578,782  6,847,137  741,006  
Dynamic Energy Services International LLCEnergy: Oil & Gas
Senior Secured First Lien Term Loan 13.500% PIK(5)(7)(13)
12/31/20216,089,982  4,449,025  692,431  0.1%
Common Units - 6,500,000 units (5)(11)
—  —  —  0.0%
6,089,982  4,449,025  692,431  
Kemmerer Operations, LLCMetals & MiningSenior Secured First Lien Term Loan 15.000% PIK6/21/20231,834,227  1,834,227  1,834,227  0.3%
Senior Secured First Lien Delayed Draw Term Loan 15.000% PIK (6)
6/21/2023461,035  461,035  461,035  0.1%
Common Units - 6.7797 units (11)
—  962,717  962,760  0.2%
2,295,262  3,257,979  3,258,022  
MCM 500 East Pratt Holdings, LLCBanking, Finance, Insurance & Real Estate
Equity - 5,000,000 units (9)(11)
—  5,000,000  7,350,000  1.2%
F-17

Table of Contents
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
—  5,000,000  7,350,000  
MCM Capital Office Park Holdings LLCBanking, Finance, Insurance & Real Estate
Equity - 7,500,000 units (9)(11)
—  7,500,000  11,775,000  2.0%
—  7,500,000  11,775,000  
Sierra Senior Loan Strategy JV I LLCMulti-Sector Holdings
Equity - 87.5% ownership of SIC Senior Loan Strategy JV I LLC (6)(9)(15)
92,050,000  92,050,000  68,434,389  11.6%
92,050,000  92,050,000  68,434,389  
TwentyEighty, Inc.Services: Business
Common Units - 58,098 units(11)
—  —  644,597  0.1%
—  —  644,597  
  
Total controlled/affiliated investments$146,639,688  $108,221,427  18.3%
Money Market Fund - 32.5%
State Street Institutional Liquid Reserves Fund
Money Market 1.730%(12)
82,288,653  82,296,916  82,296,882  13.9%
Federated Institutional Prime Obligations Fund
Money Market 1.740% (12)
109,958,375  109,958,375  109,958,375  18.6%
Total money market fund$192,247,028  $192,255,291  $192,255,257  32.5%


(1)All of the Company's investments are domiciled in the United States except for AMMC CLO 22, Limited Series 2018-22A, Apidos CLO XXIV, Series 2016-24A, Dryden 38 Senior Loan Fund, Series 2015-38A, Dryden 43 Senior Loan Fund, Series 2016-43A, Dryden 49 Senior Loan Fund, 2017-49A, Magnetite XIX, Limited, Sound Point CLO XX, Ltd., VOYA CLO 2016-2, LTD., and VOYA CLO 2015-2, LTD., which are all domiciled in the Cayman Islands. All foreign investments were denominated in US Dollars.
(2)Unless otherwise indicated, all securities are valued using significant unobservable inputs, which are categorized as Level 3 assets under the definition of ASC 820 fair value hierarchy.
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Non-controlled/non-affiliated investments – 96.0%         $591,062,721
AAAHI Acquisition Corporation Transportation: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
 12/10/2023 $6,966,133
 $6,966,133
 $6,877,180
 1.2%
        6,966,133
 6,966,133
 6,877,180
  
 Alpine SG, LLC High Tech Industries 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 11/16/2022 6,617,630
 6,617,630
 6,613,660
 1.1%
    
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(6)(7)
 11/16/2022 13,398,750
 13,398,750
 13,390,711
 2.3%
        20,016,380
 20,016,380
 20,004,371
  
American Dental Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 9/25/2023 4,893,750
 4,893,750
 4,813,492
 0.8%
        4,893,750
 4,893,750
 4,813,492
  
Amerijet Holdings, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
 7/15/2021 9,847,868
 9,847,868
 9,847,868
 1.7%
        9,847,868
 9,847,868
 9,847,868
  
AMMC CLO 22, Limited Series 2018-22A Multi-Sector Holdings 
Subordinated Notes 12.573% effective yield (8)(9)(10)
 4/25/2031 7,222,000
 5,719,206
 5,693,103
 1.0%
        7,222,000
 5,719,206
 5,693,103
  
Answers Finance, LLC High Tech Industries 
Common Stock  - 389,533 shares (11) 
   
 5,076,376
 802,438
 0.1%
        
 5,076,376
 802,438
  
Apidos CLO XXIV, Series 2016-24A Multi-Sector Holdings 
Subordinated Notes 12.285% effective yield (5)(8)(9)(10)
 7/20/2027 18,357,647
 11,350,063
 11,142,247
 1.9%
        18,357,647
 11,350,063
 11,142,247
  
Avantor, Inc. Wholesale 
Common Stock - 1,867,356 shares (11)(12)
   
 32,678,730
 33,892,511
 5.7%
        
 32,678,730
 33,892,511
  
Aviation Technical Services, Inc. Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 3/31/2022 25,000,000
 25,000,000
 25,000,000
 4.2%
        25,000,000
 25,000,000
 25,000,000
  
Black Angus Steakhouses, LLC Hotel, Gaming & Leisure 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)
 4/24/2020 18,225,446
 18,225,446
 18,215,218
 3.1%
    
Revolving Credit Facility LIBOR + 9.000%, 1.000% Floor (5)(6)(7)
 4/24/2020 2,232,143
 2,232,143
 2,233,705
 0.4%
        20,457,589
 20,457,589
 20,448,923
  
BRG Sports, Inc. Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(7)
 6/15/2023 5,337,500
 5,337,500
 5,331,629
 0.9%
        5,337,500
 5,337,500
 5,331,629
  
Brook & Whittle Holding Corp. Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 10/17/2024 2,937,058
 2,937,058
 2,924,135
 0.5%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 10/17/2024 690,757
 690,757
 687,718
 0.1%
        3,627,815
 3,627,815
 3,611,853
  
Capstone Nutrition Development, LLC Healthcare & Pharmaceuticals 
Units - 11,124.90 units (11) 
   
 1,112,490
 1,112,490
 0.2%
        
 1,112,490
 1,112,490
  
Centauri Group Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor(4)(5)
 2/12/2024 10,029,280
 10,012,265
 10,004,207
 1.7%
        10,029,280
 10,012,265
 10,004,207
  
(3)Percentage is based on net assets of $591,062,721 as of December 31, 2019.

(4)The interest rate on these loans is subject to a base rate plus 3 Month "3M" LIBOR, which at December 31, 2019 was 1.91%. The interest rate is subject to a minimum LIBOR floor.
(5)An affiliated fund that is managed by an affiliate of SIC Advisors LLC also holds an investment in this security.
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
CPI International, Inc. Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
 7/28/2025 9,900,752
 9,876,226
 9,475,020
 1.6%
        9,900,752
 9,876,226
 9,475,020
  
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
 12/1/2021 972,010
 863,963
 914,856
 0.2%
        972,010
 863,963
 914,856
  
DataOnline Corp. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)(6)
 11/13/2025 15,000,000
 15,000,000
 15,000,000
 2.5%
        15,000,000
 15,000,000
 15,000,000
  
Dermatologists of Southwestern Ohio, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7) 
 4/20/2022 2,444,307
 2,444,307
 2,416,686
 0.4%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 4/20/2022 927,413
 927,413
 916,934
 0.2%
        3,371,720
 3,371,720
 3,333,620
  
DirectBuy Home Improvement, Inc. Retail 
Subordinated notes LIBOR + 6.500%, 1.000% Floor (4)
 6/20/2022 260,919
 248,270
 260,919
 0.0%
    
Common Stock - 191,678 shares (11)
   
 75,340
 61,337
 0.0%
        260,919
 323,610
 322,256
  
Dryden 38 Senior Loan Fund, Series 2015-38A Multi-Sector Holdings 
Subordinated Notes 12.678% effective yield (8)(9)(10)
 7/15/2027 7,000,000
 4,715,290
 4,664,800
 0.8%
        7,000,000
 4,715,290
 4,664,800
  
Dryden 43 Senior Loan Fund, Series 2016-43A Multi-Sector Holdings 
Subordinated Notes 10.956% effective yield (5)(8)(9)(10)
 7/20/2029 3,620,000
 2,747,203
 2,268,286
 0.4%
        3,620,000
 2,747,203
 2,268,286
  
Dryden 49 Senior Loan Fund, Series 2017-49A Multi-Sector Holdings 
Subordinated Notes 9.486% effective yield (5)(8)(9)(10)
 7/18/2030 17,233,288
 13,515,790
 11,498,222
 1.9%
        17,233,288
 13,515,790
 11,498,222
  
First Boston Construction Holdings, LLC Banking, Finance, Insurance & Real Estate 
Senior secured first lien notes 12.000% (5)
 2/23/2023 9,217,625
 9,217,625
 9,217,625
 1.6%
    
Preferred Equity - 2,304,406 units (5)(11)
   
 2,304,406
 2,304,406
 0.4%
        9,217,625
 11,522,031
 11,522,031
  
Friedrich Holdings, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
 2/7/2023 10,527,100
 10,527,100
 10,527,100
 1.8%
        10,527,100
 10,527,100
 10,527,100
  
GK Holdings, Inc. Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 10.250%, 1.000% Floor (4)
 1/20/2022 10,000,000
 10,000,000
 7,048,000
 1.2%
        10,000,000
 10,000,000
 7,048,000
  
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (5)(7)
 6/20/2023 1,427,655
 1,427,655
 1,417,661
 0.2%
        1,427,655
 1,427,655
 1,417,661
  
Holland Acquisition Corp. Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(13)
 5/29/2020 4,400,696
 4,260,117
 1,100,174
 0.2%
        4,400,696
 4,260,117
 1,100,174
  
Hylan Datacom & Electrical LLC Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor (4)(5)
 7/25/2021 14,548,297
 14,548,297
 11,638,638
 2.0%
        14,548,297
 14,548,297
 11,638,638
  
IHS Intermediate, Inc. Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (4)(13)
 7/20/2022 25,000,000
 25,000,000
 1,750,000
 0.3%
        25,000,000
 25,000,000
 1,750,000
  
Impact Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 6/27/2023 5,796,354
 5,796,354
 5,458,427
 0.9%
        5,796,354
 5,796,354
 5,458,427
  
(6)The investment has an unfunded commitment as of December 31, 2019. For further details see Note 11. Fair value includes an analysis of the unfunded commitment.

(7)The interest rate on these loans is subject to a base rate plus 1 Month "1M" LIBOR, which at December 31, 2019 was 1.76%. The interest rate is subject to a minimum LIBOR floor.
(8)Securities are exempt from registration under Rule 144A of the Securities Act of 1933. These securities represent a fair value of $66,981,461 or 11.3% of net assets as of December 31, 2019 and are considered restricted securities.
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Interflex Acquisition Company, LLC Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
 8/18/2022 12,635,953
 12,635,953
 12,043,326
 2.0%
        12,635,953
 12,635,953
 12,043,326
  
Iqor US Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(7)
 4/1/2021 19,815,331
 19,012,372
 17,027,313
 2.9%
        19,815,331
 19,012,372
 17,027,313
  
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 6/16/2025 1,848,782
 1,841,180
 1,293,778
 0.2%
        1,848,782
 1,841,180
 1,293,778
  
Isola USA Corp. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(6)(13)
 1/2/2023 10,237,487
 7,578,468
 7,187,740
 1.2%
    
Common Units - 10,283,782 units (9)(11)
   
 
 
 0.0%
        10,237,487
 7,578,468
 7,187,740
  
JFL-WCS Partners, LLC Environmental Industries 
Preferred Units - 618,876 6.000%, PIK (5)(9)
   
 618,876
 618,876
 0.1%
    
Common Units - 68,764 units (5)(9)(11) 
   
 68,764
 1,461,923
 0.2%
        
 687,640
 2,080,799
  
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 5/1/2024 1,802,571
 1,741,353
 1,757,507
 0.3%
    
Senior Secured Second Lien Term Loan LIBOR + 9.250%, 1.000% Floor (4)(5)
 5/1/2025 7,000,000
 6,904,682
 6,869,800
 1.2%
        8,802,571
 8,646,035
 8,627,307
  
L&S Plumbing Partnership, Ltd. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)(5)
 2/15/2022 7,535,892
 7,535,892
 7,579,600
 1.3%
        7,535,892
 7,535,892
 7,579,600
  
Magnetite XIX, Limited Multi-Sector Holdings 
Subordinated Notes LIBOR + 7.610% (4)(8)(9)(10)
 7/17/2030 2,000,000
 1,874,937
 1,757,368
 0.3%
    
Subordinated Notes 8.407% effective yield (5)(8)(9)(10)
 7/17/2030 13,730,209
 10,427,732
 8,857,783
 1.5%
        15,730,209
 12,302,669
 10,615,151
  
Manna Pro Products, LLC Consumer Goods: Non-durable 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7) 
 12/8/2023 4,083,333
 4,083,333
 3,924,900
 0.7%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7) 
 12/8/2023 829,167
 829,167
 796,995
 0.1%
        4,912,500
 4,912,500
 4,721,895
  
Midwest Physician Administrative Services, LLC Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 7.000%, 1.000% Floor (7)
 8/15/2025 1,950,000
 1,881,156
 1,862,250
 0.3%
        1,950,000
 1,881,156
 1,862,250
  
Novetta Solutions, LLC High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (7)
 10/16/2023 11,000,000
 10,938,515
 10,585,300
 1.8%
        11,000,000
 10,938,515
 10,585,300
  
Offen Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.000% (4)(6) 
 6/21/2026 2,923,363
 2,886,299
 2,923,363
 0.5%
        2,923,363
 2,886,299
 2,923,363
  
Path Medical, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (5)(7) 
 10/11/2021 17,601,348
 17,340,449
 16,328,771
 2.8%
    
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (5)(6)(7) 
 10/11/2021 328,000
 328,000
 327,836
 0.1%
    
Warrants - 36,716 warrants(5)(11)
 1/9/2027 
 669,709
 
 0.0%
        17,929,348
 18,338,158
 16,656,607
  
PetroChoice Holdings, Inc. Chemicals, Plastics & Rubber 
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (4)(5)
 8/21/2023 9,000,000
 9,000,000
 8,422,200
 1.5%
(9)The investment is not a qualifying asset under Section 55 of the Investment Company Act of 1940 (the "1940 Act"). Non-qualifying assets represent 27.9% of the Company's portfolio at fair value.

(10)This investment is in the equity class of a collateralized loan obligation ("CLO"). The CLO equity investments are entitled to recurring distributions which are generally equal to the excess cash flow generated from the underlying investments after payment of the contractual payments to debt holders and fund expenses. The current estimated yield is based on the current projections of this excess cash flow taking into account assumptions that have been made regarding expected prepayments, losses and future reinvestment rates. These assumptions are periodically reviewed and adjusted. Ultimately, the actual yield may be higher or lower than the estimated yield if actual results differ from those used for the assumptions.
(11)Security is non-income producing.
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
        9,000,000
 9,000,000
 8,422,200
  
Polymer Solutions Group Holdings, LLC Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.750%, 1.000% Floor (5)(7)
 6/30/2021 1,090,722
 1,090,722
 1,083,414
 0.2%
        1,090,722
 1,090,722
 1,083,414
  
Project Silverback Holdings Corp. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 3.500%, 1.000% Floor (4)
 8/21/2024 4,887,500
 4,338,566
 4,257,990
 0.7%
        4,887,500
 4,338,566
 4,257,990
  
Proppants Holdings, LLC Energy:  Oil & Gas 
Common Units - 161,852 units (11) 
   
 874,363
 809,260
 0.1%
    
Common Units - 161,852 units (11) 
   
 8,832
 8,093
 0.0%
        
 883,195
 817,353
  
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
 11/30/2023 7,969,098
 7,511,671
 7,450,310
 1.4%
    
Membership Units - 1.441 units (5)(11)
   
 
 
 0.1%
        7,969,098
 7,511,671
 7,450,310
  
RateGain Technologies, Inc. Hotel, Gaming & Leisure 
Subordinated Notes (5)(11)
 7/31/2020 440,050
 440,050
 440,050
 0.1%
    
Subordinated Notes (5)(11)
 7/31/2021 476,190
 476,190
 476,190
 0.1%
        916,240
 916,240
 916,240
  
Redwood Services Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 6/6/2023 22,837,649
 22,837,649
 22,791,974
 3.9%
    
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 6/6/2023 1,150,000
 1,150,000
 1,148,562
 0.2%
        23,987,649
 23,987,649
 23,940,536
  
Resolute Investment Managers, Inc. Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)(5)
 4/30/2023 7,950,000
 7,914,608
 7,950,000
 1.3%
        7,950,000
 7,914,608
 7,950,000
  
Rhombus Cinema Holdings, LP Media: Diversified & Production 
Preferred Equity 10.000% - 7,449 shares (5)(9)
   
 4,584,207
 2,979,615
 0.5%
    
Common Units - 3,163 units (5)(8)(11) 
   
 3,162,793
 
 0.0%
        
 7,747,000
 2,979,615
  
SavATree, LLC Environmental Industries 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 6/2/2022 4,333,601
 4,333,601
 4,333,601
 0.7%
        4,333,601
 4,333,601
 4,333,601
  
SFP Holding, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
 9/1/2022 9,367,373
 9,367,373
 9,367,373
 1.6%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
 9/1/2022 161,625
 161,625
 161,625
 0.0%
    
Equity - 0.803% of outstanding equity (5)(11)
   
 657,115
 591,403
 0.1%
        9,528,998
 10,186,113
 10,120,401
  
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 4.500%, 1.000% Floor (4)(5)
 11/29/2024 3,491,094
 3,474,373
 3,502,266
 0.6%
    Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5) 11/28/2025 9,950,000
 9,875,970
 9,950,000
 1.7%
        13,441,094
 13,350,343
 13,452,266
  
Ship Supply Acquisition Corporation Services: Business 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)(13)
 7/31/2020 21,799,085
 21,427,121
 
 0.0%
        21,799,085
 21,427,121
 
  
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
 2/28/2022 18,481,420
 18,481,420
 18,481,420
 3.1%
        18,481,420
 18,481,420
 18,481,420
  
SMART Financial Operations, LLC Retail 
Preferred Equity - 1,000,000 units (5)(9)(11) 
   
 1,000,000
 760,000
 0.1%
(12)Represents securities in Level 1 in the ASC 820 table (see Note 4).

(13)The investment was on non-accrual status as of December 31, 2019.
(14)Affiliate Investments are defined by the 1940 Act as investments in companies in which the Company owns at least 5% but no more than 25% of the voting securities or we are under common control with such portfolio company. Control Investments are defined by the 1940 Act as investments in companies in which the Company owns more than 25% of the voting securities or maintains greater than 50% of the board representation.
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
        
 1,000,000
 760,000
  
Smile Doctors, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 10/6/2022 8,250,167
 8,250,167
 8,078,563
 1.4%
    
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 10/6/2022 4,642,608
 4,642,608
 4,525,356
 0.8%
        12,892,775
 12,892,775
 12,603,919
  
Sound Point CLO XX, Ltd. Multi-Sector Holdings 
Subordinated Notes 12.370% effective yield (5)(8)(9)(10)
 7/26/2031 4,489,000
 3,895,539
 3,736,644
 0.6%
        4,489,000
 3,895,539
 3,736,644
  
Starfish Holdco, LLC High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
 8/18/2025 4,000,000
 3,957,111
 3,862,000
 0.7%
        4,000,000
 3,957,111
 3,862,000
  
Sungard AS New Holdings, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 4.000%, 1.000% Floor, 2.500% PIK (4)
 11/3/2022 4,994,410
 4,994,410
 4,078,935
 0.7%
    
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)
 2/3/2022 714,915
 698,047
 693,467
 0.1%
    
Membership units - 73,135 units (11)
   
 2,163,076
 2,163,041
 0.4%
        5,709,325
 7,855,533
 6,935,443
  
Team Car Care, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)
 2/23/2023 14,091,320
 14,091,319
 13,926,451
 2.4%
        14,091,320
 14,091,319
 13,926,451
  
Techniplas, LLC Automotive 
Senior Secured First Lien Notes 10.000% (8)
 5/1/2020 6,000,000
 6,000,000
 5,137,200
 0.9%
        6,000,000
 6,000,000
 5,137,200
  
Tensar Corporation Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 4.750%, 1.000% Floor, 3.000% PIK (4)
 7/9/2021 6,900,187
 6,778,258
 6,537,927
 1.1%
        6,900,187
 6,778,258
 6,537,927
  
The Imagine Group LLC Media: Advertising, Printing & Publishing 
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (5)(7)(13)
 6/21/2023 8,950,000
 8,623,411
 1,700,500
 0.3%
        8,950,000
 8,623,411
 1,700,500
  
The Octave Music Group, Inc. Media: Diversified & Production 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (5)(7)
 5/27/2022 6,532,258
 6,532,258
 6,513,968
 1.1%
        6,532,258
 6,532,258
 6,513,968
  
True Religion Apparel, Inc. Retail 
Senior Secured First Lien Term Loan 10.000% (13)
 10/27/2022 179,896
 134,083
 23,386
 0.0%
    
Common Stock - 2,448 shares(11)  
   
 
 
 0.0%
    
Warrants - 1,122 warrants (11)
   
 
 
 0.0%
        179,896
 134,083
 23,386
  
Velocity Pooling Vehicle, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 11.000%, 1.000% Floor (4)(5)
 4/28/2023 794,055
 747,813
 704,803
 0.1%
    
Common units - 4,676 units (5)(11) 
   
 259,938
 17,956
 0.0%
    
Warrants - 5,591 warrants(5)(11) 
 3/30/2028 
 310,802
 21,469
 0.0%
        794,055
 1,318,553
 744,228
  
Vertafore, Inc. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
 7/2/2026 9,950,000
 9,818,168
 9,827,615
 1.7%
        9,950,000
 9,818,168
 9,827,615
  
VOYA CLO 2016-2, LTD. Multi-Sector Holdings 
Subordinated Notes 6.704% effective yield (5)(8)(9)(10)
 7/19/2028 11,088,290
 8,296,086
 6,199,335
 1.0%
        11,088,290
 8,296,086
 6,199,335
  
VOYA CLO 2015-2, LTD. Multi-Sector Holdings 
Subordinated Notes 16.348% effective yield (5)(8)(9)(10)
 7/19/2028 10,735,659
 6,716,495
 6,026,473
 1.0%
        10,735,659
 6,716,495
 6,026,473
  
Walker Edison Furniture Company LLC Consumer Goods:  Durable 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 9/26/2024 14,625,000
 14,625,000
 14,771,250
 2.5%
(15)As a practical expedient, the Company uses NAV to determine the fair value of this investment.

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
    
Common units - 2,000 units (5)(9)(11) 
   
 2,000,000
 4,111,210
 0.7%
        14,625,000
 16,625,000
 18,882,460
  
Watermill-QMC Midco, Inc. Automotive 
Equity - 1.62% partnership interest (5)(9)(11)
   
 902,277
 53,776
 0.0%
        
 902,277
 53,776
  
                
Total non-controlled/non-affiliated investments     $651,393,473 $567,402,503 96.0%
               
Controlled/affiliated investments - 18.3%
(14) 
          
1888 Industrial Services, LLC Energy: Oil & Gas 
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor (4)(5)(6)
 9/30/2021 1,183,094
 1,183,094
 1,183,094
 0.2%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 9/30/2021 3,315,574
 3,315,574
 3,315,574
 0.6%
    
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor, PIK (4)(5)(13)
 9/30/2021 8,454,467
 6,816,029
 2,113,617
 0.4%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 6/30/2021 416,940
 416,940
 416,940
 0.1%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 9/19/2020 79,986
 79,986
 79,986
 0.0%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 9/19/2020 288,300
 288,300
 288,300
 0.0%
    
Units - 7,546.76 units (5)(11) 
   
 
 
 0.0%
        13,738,361
 12,099,923
 7,397,511
  
Access Media Holdings, LLC Media: Broadcasting & Subscription 
Senior Secured First Lien Term Loan 10.000% PIK (5)(7)(13)
 7/22/2020 9,005,670
 7,458,342
 2,251,418
 0.4%
    
Common Stock - 140 units (5)(9)(11) 
   
 
 
 0.0%
    
Preferred Equity - 1,400,000 units (5)(9)(11)
   
 1,400,000
 
 0.0%
    
Preferred Equity - 700,000 units (5)(9)(11) 
   
 700,000
 
 0.0%
    
Preferred Equity - 849,800 units (5)(6)(9)(11) 
   
 849,800
 (88,200) 0.0%
        9,005,670
 10,408,142
 2,163,218
  
Caddo Investors Holdings 1 LLC Forest Products & Paper 
Equity - 12.250% LLC Interest (5)(9)(15) 
   
 5,027,482
 5,765,253
 1.0%
        
 5,027,482
 5,765,253
  
Charming Charlie LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
 4/24/2023 3,412,549
 3,121,470
 
 0.0%
    
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
 4/24/2023 4,178,224
 2,737,658
 
 0.0%
    Senior Secured First Lien Term Loan 20.000% 5/15/2020 150,642
 150,642
 112,981
 0.0%
    
Senior Secured First Lien Delayed Draw Term Loan 20.000% (7)(13)
 5/15/2020 837,367
 837,367
 628,025
 0.1%
    
Common Stock - 34,923,249 shares (11)
   
 
 
 0.0%
        8,578,782
 6,847,137
 741,006
  
Dynamic Energy Services International LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan 13.500% PIK(5)(7)(13)
 12/31/2021 6,089,982
 4,449,025
 692,431
 0.1%
    
Common Units - 6,500,000 units (5)(11)
   
 
 
 0.0%
        6,089,982
 4,449,025
 692,431
  
Kemmerer Operations, LLC Metals & Mining Senior Secured First Lien Term Loan 15.000% PIK 6/21/2023 1,834,227
 1,834,227
 1,834,227
 0.3%
    
Senior Secured First Lien Delayed Draw Term Loan 15.000% PIK (6)
 6/21/2023 461,035
 461,035
 461,035
 0.1%
    
Common Units - 6.7797 units (11) 
   
 962,717
 962,760
 0.2%

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
        2,295,262
 3,257,979
 3,258,022
  
MCM 500 East Pratt Holdings, LLC Banking, Finance, Insurance & Real Estate 
Equity - 5,000,000 units (9)(11)
   
 5,000,000
 7,350,000
 1.2%
        
 5,000,000
 7,350,000
  
MCM Capital Office Park Holdings LLC Banking, Finance, Insurance & Real Estate 
Equity - 7,500,000 units (9)(11)
   
 7,500,000
 11,775,000
 2.0%
        
 7,500,000
 11,775,000
  
Sierra Senior Loan Strategy JV I LLC Multi-Sector Holdings 
Equity - 87.5% ownership of SIC Senior Loan Strategy JV I LLC (6)(9)(15)
   92,050,000
 92,050,000
 68,434,389
 11.6%
        92,050,000
 92,050,000
 68,434,389
  
TwentyEighty, Inc. Services: Business 
Common Units - 58,098 units(11)
   
 
 644,597
 0.1%
        
 
 644,597
  
                
Total controlled/affiliated investments     $146,639,688
 $108,221,427
 18.3%
               
Money Market Fund - 32.5%            
State Street Institutional Liquid Reserves Fund   
Money Market 1.730%(12)
   82,288,653
 82,296,916
 82,296,882
 13.9%
Federated Institutional Prime Obligations Fund   
Money Market 1.740% (12)
   109,958,375
 109,958,375
 109,958,375
 18.6%
Total money market fund     $192,247,028
 $192,255,291
 $192,255,257
 32.5%

(1)All of the Company's investments are domiciled in the United States except for AMMC CLO 22, Limited Series 2018-22A, Apidos CLO XXIV, Series 2016-24A, Dryden 38 Senior Loan Fund, Series 2015-38A, Dryden 43 Senior Loan Fund, Series 2016-43A, Dryden 49 Senior Loan Fund, 2017-49A, Magnetite XIX, Limited, Sound Point CLO XX, Ltd., VOYA CLO 2016-2, LTD., and VOYA CLO 2015-2, LTD., which are all domiciled in the Cayman Islands. All foreign investments were denominated in US Dollars.
(2)Unless otherwise indicated, all securities are valued using significant unobservable inputs, which are categorized as Level 3 assets under the definition of ASC 820 fair value hierarchy.
(3)Percentage is based on net assets of $591,062,721 as of December 31, 2019.
(4)The interest rate on these loans is subject to a base rate plus 3 Month "3M" LIBOR, which at December 31, 2019 was 1.91%. The interest rate is subject to a minimum LIBOR floor.
(5)An affiliated fund that is managed by an affiliate of SIC Advisors LLC also holds an investment in this security.
(6)The investment has an unfunded commitment as of December 31, 2019. For further details see Note 11. Fair value includes an analysis of the unfunded commitment.
(7)The interest rate on these loans is subject to a base rate plus 1 Month "1M" LIBOR, which at December 31, 2019 was 1.76%. The interest rate is subject to a minimum LIBOR floor.
(8)Securities are exempt from registration under Rule 144A of the Securities Act of 1933. These securities represent a fair value of $66,981,461 or 11.3% of net assets as of December 31, 2019 and are considered restricted securities.
(9)The investment is not a qualifying asset under Section 55 of the Investment Company Act of 1940 (the "1940 Act"). Non-qualifying assets represent 27.9% of the Company's portfolio at fair value.
(10)This investment is in the equity class of a collateralized loan obligation ("CLO"). The CLO equity investments are entitled to recurring distributions which are generally equal to the excess cash flow generated from the underlying investments after payment of the contractual payments to debt holders and fund expenses. The current estimated yield is based on the current projections of this excess cash flow taking into account assumptions that have been made regarding expected prepayments, losses and future reinvestment rates. These assumptions are periodically reviewed and adjusted. Ultimately, the actual yield may be higher or lower than the estimated yield if actual results differ from those used for the assumptions.
(11)Security is non-income producing.
(12)Represents securities in Level 1 in the ASC 820 table (see Note 4).
(13)The investment was on non-accrual status as of December 31, 2019.
(14)Affiliate Investments are defined by the 1940 Act as investments in companies in which the Company owns at least 5% but no more than 25% of the voting securities or we are under common control with such portfolio company. Control Investments are defined by the 1940 Act as investments in companies in which the Company owns more than 25% of the voting securities or maintains greater than 50% of the board representation.
(15)As a practical expedient, the Company uses NAV to determine the fair value of this investment.

See accompanying notes to consolidated financial statements.

F-18

Table of Contents
SIERRA INCOME CORPORATION
Notes to Consolidated Financial Statements
March 31,June 30, 2020
(unaudited)
Note 1. Organization
Sierra Income Corporation (the “Company”) was incorporated under the general corporation laws of the State of Maryland on June 13, 2011 and formally commenced operations on April 17, 2012. The Company is an externally managed, non-diversified closed-end management investment company that has elected to be treated as a business development company (“BDC”) under the Investment Company Act of 1940, as amended (the "1940 Act"). The Company is externally managed by SIC Advisors LLC (“SIC Advisors”), an investment adviser registered with the Securities and Exchange Commission (the “SEC”) under the Investment Advisers Act of 1940, as amended (the “Advisers Act”). SIC Advisors is a wholly owned subsidiary of Medley LLC, which is controlled by Medley Management Inc., a publicly traded asset management firm (NYSE: MDLY), which in turn is controlled by Medley Group LLC, an entity wholly-owned by the senior professionals of Medley LLC. The term “Medley” refers to the collective activities of Medley Capital LLC, Medley LLC, Medley Management Inc.("MDLY"), Medley Group LLC, SIC Advisors, associated investment funds and their respective affiliates. The Company has elected, and intends to qualify annually, to be treated for U.S. federal income tax purposes as a regulated investment company (“RIC”) under Subchapter M of the Internal Revenue Code of 1986, as amended (the “Code”). The Company’s fiscal year-end is December 31.

On April 17, 2012, the Company successfully reached its minimum escrow requirement and officially commenced operations by issuing 1,108,033 shares of common stock to SIC Advisors for gross proceeds of $10,000,000. On July 2, 2018, the Company’s board of directors determined to terminate the Company’s offering effective as of July 31, 2018. The Company sold a total of 108,727,717 shares of common stock, which includes shares issued as part of the distribution reinvestment plan (see Note 13), for total gross proceeds of $1.0 billion, which includes the shares sold to SIC Advisors. The proceeds from the issuance of common stock are presented in the Company’s Consolidated Statements of Changes in Net Assets and Consolidated Statements of Cash Flows and are presented net of selling commissions and dealer manager fees.

On August 15, 2013, the Company formed Arbor Funding LLC ("Arbor"), a wholly-owned financing subsidiary.

On June 18, 2014, the Company formed Alpine Funding LLC ("Alpine"), a wholly-owned financing subsidiary.

The Company has formed and expects to continue to form certain taxable subsidiaries (the “Taxable Subsidiaries”), which are taxed as corporations for U.S. federal income tax purposes. Taxable Subsidiaries allow the Company to hold equity securities of portfolio companies organized as pass-through entities while continuing to satisfy the requirements applicable to a RIC under the Code.

The Company’s investment objective is to generate current income, and to a lesser extent, long-term capital appreciation. The Company intends to meet its investment objective by investing primarily in the debt of privately owned U.S. companies with a focus on senior secured debt, second lien debt and, to a lesser extent, subordinated debt. The Company will originate transactions sourced through SIC Advisors’ direct origination network, and also expects to acquire debt securities through the secondary market. The Company may make equity investments in companies that it believes will generate appropriate risk adjusted returns, although it does not expect such investments to be a substantial portion of the portfolio.

Termination of the Agreements and Plan of Mergers

The description of the Mergers (as defined below) and the Settlement (as defined below) set forth below are as of March 31, 2020. Subsequent to such date, the Amended MCC Merger Agreement (as defined below) and the Amended MDLY Merger Agreement (as defined below) were terminated. See “Note 15. Subsequent Developments” for more information.

On August 9, 2018, the Company entered into definitive agreements to acquire Medley Capital Corporation (NYSE/TASE: MCC, MCC) and Medley Management Inc. (NYSE: MDLY, "MDLY"). Pursuant to the Agreement and Plan of Merger, dated as of August 9, 2018, by and between MCC and the Company (the "MCC Merger Agreement"), MCC would, on the terms and subject to the conditions set forth in the MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the merger (the "MCC Merger"). In the MCC Merger, each share of MCC’s common stock issued and outstanding immediately prior to the MCC Merger effective time (other than shares of MCC’s common stock held by MCC, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive 0.8050 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger.

Simultaneously, pursuant to the Agreement and Plan of Merger (the "MDLY Merger Agreement"), dated as of August 9, 2018, by and among MDLY, the Company, and Sierra Management, Inc., a wholly owned subsidiary of the Company ("Merger Sub"), MDLY

would, on the terms and subject to the conditions set forth in the MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the merger (the “MDLY Merger” together with the MCC Merger, the "Mergers"), and MDLY’s existing asset management business would continue to operate as a wholly owned subsidiary of the Company. In the MDLY Merger, each share of MDLY Class A common stock, issued and outstanding immediately prior to the MDLY Merger effective time (other than Dissenting Shares (as defined in the MDLY Merger Agreement) and shares of MDLY Class A common stock held by MDLY, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive (i) 0.3836 shares of our common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MDLY Merger; plus (ii) cash in an amount equal to $3.44 per share. In addition, MDLY's stockholders would have the right to receive certain dividends and/or other payments.

On July 29, 2019, the Company entered into amended and restated definitive agreements with MCC and MDLY. Pursuant to the Amended and Restated Agreement and Plan of Merger, dated as of July 29, 2019 (the “Amended MCC Merger Agreement”), by and between MCCMedley Capital Corporation (“MCC”) and the Company, pursuant to which MCC will,would, on the terms and subject to the conditions set forth in the Amended MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the MCC Merger.merger (the “MCC Merger”). In the MCC Merger, each share of MCC’s common stock, other than shares of MCC’s common stock held by MCC,addition, on July 29, 2019, the Company or their respective wholly owned subsidiaries, will be exchanged for the right to receive (i) 0.68 shares of the Company’s common stock if the attorneys’ fees of plaintiffs’ counsel and litigation expenses paid or incurred by plaintiffs’ counsel or advanced by plaintiffs in connection with the Delaware Action, as described below ( such fees and expenses, the “Plaintiff Attorney Fees”), are less than or equal to $10,000,000; (ii) 0.66 shares of the Company’s common stock if the Plaintiff Attorney Fees are equal to or greater than $15,000,000; (iii) between 0.68 and 0.66 per share of the Company’s common stock if the Plaintiff Attorney Fees are greater than $10,000,000 but less than $15,000,000, calculated on a descending basis, based on straight line interpolation between $10,000,000 and $15,000,000; or (iv) 0.66 shares of the Company’s common stock in the event that the Plaintiff’s Attorney Fees are not fully and finally determined prior to the closing of the MCC Merger (such ratio, the “MCC Merger Exchange Ratio”); provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger. Based upon the Plaintiff Attorney Fees approved by the Court of Chancery of the State of Delaware (the “Delaware Court of Chancery”) as set forth in the Order and Final Judgment entered into on December 20, 2019, as described below (the “Delaware Order and Final Judgment”), the MCC Merger Exchange Ratio will be 0.66 shares of the Company’s common stock. MCC and the Company are appealing the Delaware Order and Final Judgment with respect to the Delaware Court of Chancery’s ruling on the Plaintiff Attorney Fees. Under the Amended MCC Merger Agreement, the MCC Merger exchange ratio is not subject to adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time. In addition, under the Settlement, the defendant parties to the Settlement (other than MDLY) shall, among other things, deposit or cause to be deposited the Settlement Shares, the number of shares of which is to be calculated using the pro forma NAV of $6.37 per share as of June 30, 2019, and is not subject to subsequent adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time, provided that the MCC Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions.

Pursuant to the Amended and Restated Agreement and Plan of Merger, dated as of July 29, 2019 (the “Amended MDLY Merger Agreement”), by and among MDLY, the Company, and Sierra Management, Inc., a wholly owned subsidiary of the Company (“Merger Sub,Sub”), MDLY will,would, on the terms and subject to the conditions set forth in the Amended MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the MDLY Merger. Inmerger (the “MDLY Merger” together with the MDLYMCC Merger, each share of MDLY Class A Common Stock, issued and outstanding immediately prior to the MDLY Merger effective time (other than shares of MDLY Class A Common Stock held by MDLY, the Company or their respective wholly owned subsidiaries (the “Excluded MDLY Shares”“Proposed Mergers”) and the Dissenting Shares (as defined in the Amended MDLY Merger Agreement), held, immediately prior to the MDLY Merger effective time, by any person other than a Medley LLC Unitholder (as defined below)), will be exchanged for (i) 0.2668 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.96 per share. In addition, in the MDLY Merger, each share of MDLY Class A Common Stock issued and outstanding immediately prior to the MDLY Merger effective time, other than the Excluded MDLY Shares and the Dissenting Shares, held, immediately prior to the MDLY Merger effective time, by holders of the issued and outstanding limited liability company interests of Medley LLC (the “Medley LLC Units” and, holders of the Medley LLC Units at any time on or after July 29, 2019, the “Medley LLC Unitholders”) will be exchanged for (i) 0.2072 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.66 per share. Under the Amended MDLY Merger Agreement, the MDLY exchange ratios and the cash consideration amount was fixed on July 29, 2019, the date of the signing of the Amended MDLY Merger Agreement. The MDLY exchange ratios and the cash consideration amount are not subject to adjustment based on changes in the net asset value of Sierra or the market price of MDLY Class A common stock before the MDLY Merger effective time, provided that the MDLY Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions..


Pursuant to the termsSection 9.1(c) of the Amended MCC Merger Agreement the consummation of the MCC Merger is conditioned upon the satisfaction or waiver of each of the conditions to closing under the Amended MDLY Merger Agreement and the consummation of the MDLY Merger. However, pursuant to the termsSection 9.1(c) of the Amended MDLY Merger Agreement the consummation of the MDLY Merger is not contingent upon the consummation of the MCC Merger. If the Mergers are, or only the MDLY Merger is, consummated the Company’s common stock will be listed on the New York Stock Exchange under the symbol "SRA”, with such listing expected to be effective as of the closing date of the Mergers or only the MDLY Merger, as applicable. If the MCC Merger is also consummated, the Company’s common stock will be listed on the Tel Aviv Stock Exchange, with such listing expected to be effective as of the closing date of the Mergers. If both Mergers are consummated, the investment portfolios of MCC andeach permits the Company would be combined, Merger Sub,and either MCC or MDLY, as a successorapplicable, to MDLY, would be a wholly owned subsidiary of the Company (the “Combined Company”), and the Combined Company would be internally managed by MCC Advisors LLC, its wholly controlled adviser subsidiary. If only the MDLY Merger is consummated, while the investment portfolios of MCC and the Company would not be combined, the investment management function relating to the operation of the Company, as the surviving company, would still be internalized (the “Sierra/MDLY Company”) and the Sierra/MDLY Company would be managed by MCC Advisors LLC.

The Mergers are subject to approval by the stockholders of the Company, MCC, and MDLY, regulators, including the SEC, court approval of the Settlement (as described below), other customary closing conditions and third-party consents. There is no assurance that any of the foregoing conditions will be satisfied. The Company and MCC have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MCC Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MCC Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MCC Merger Agreement; (iii) the MCC Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MDLY Merger Agreement has been terminated. The Company and MDLY have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MDLY Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MDLY Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MDLY Merger Agreement; (iii) the MDLY Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MCC Merger Agreement has been terminated.

Set forth below is a description of the Decision (as defined below), which should be read in the context of the impact of the Delaware Order and Final Judgment and corresponding Settlement.

On February 11, 2019, a purported stockholder class action relating to the MCC Merger was commenced in the Delaware Court of Chancery by FrontFour Capital Group LLC and FrontFour Master Fund, Ltd. (together, “FrontFour”), captioned FrontFour Capital Group LLC, et al. v. Brook Taube et al., Case No. 2019-0100 (the “Delaware Action”), against defendants Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, Arthur S. Ainsberg, MDLY, the Company, MCC, MCC Advisors LLC, Medley Group LLC, and Medley LLC. The complaint, as amended on February 12, 2019, alleged that the individuals named as defendants breached their fiduciary duties to MCC’s stockholders in connection with the MCC Merger, and that MDLY, the Company, MCC Advisors LLC, Medley Group LLC, and Medley LLC aided and abetted those alleged breaches of fiduciary duties. The complaint sought to enjoin the vote of MCC’s stockholders on the MCC Merger and enjoin enforcement of certain provisions of the MCC Merger Agreement.

The Delaware Court of Chancery held a trial on the plaintiffs’ motion for a preliminary injunction and issued a Memorandum Opinion (the “Decision”) on March 11, 2019. The Delaware Court of Chancery denied the plaintiffs’ requests to (i) permanently enjoin the MCC Merger and (ii) require MCC to conduct a “shopping process” for MCC on terms proposed by the plaintiffs in their complaint. The Delaware Court of Chancery held that MCC’s directors breached their fiduciary duties in entering into the MCC Merger, but rejected the plaintiffs’ claim that the Company aided and abetted those breaches of fiduciary duties. The Delaware Court of Chancery ordered the defendants to issue corrective disclosures consistent with the Decision, and enjoined a vote of MCC’s stockholders on the MCC Merger until such disclosures had been made and stockholders had the opportunity to assimilate that information.

On March 20, 2019, another purported stockholder class action was commenced by Stephen Altman against Brook Taube, Seth Taube, Jeff Tonkel, Arthur S. Ainsberg, Karin Hirtler-Garvey, Mark Lerdal, and John E. Mack in the Delaware Court of Chancery, captioned Altman v. Taube, Case No. 2019-0219 (the “Altman Action”). The complaint in the Altman Action alleged that the defendants breached their fiduciary duties to stockholders of MCC in connection with the vote of MCC’s stockholders on the proposed

mergers. On April 8, 2019, the Delaware Court of Chancery granted a stipulation consolidating the Delaware Action and the Altman Action, designating the amended complaint in the Delaware Action as the operative complaint, and designating the plaintiffs in the Delaware Action and their counsel the lead plaintiffs and lead plaintiffs’ counsel, respectively.

On December 20, 2019, the Delaware Court of Chancery entered into the Delaware Order and Final Judgment approving the settlement of the Delaware Action (the “Settlement”). Pursuant to the Settlement, MCC agreed to certain amendments to (i) the MCC Merger Agreement and (ii) the MDLY Merger Agreement, which amendments are reflected in the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement. The Settlement also provides for,Agreement, respectively, if the MCC Merger isor the MDLY Merger, as applicable, has not been consummated on or before March 31, 2020 (the “Outside Date”). On May 1, 2020, the creationCompany terminated both the Amended
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Table of a settlement fund, consisting of $17 million in cashContents
MCC Merger Agreement and $30 million of the Company’s common stock, with the number of shares of the Company’s common stock to be calculated using the pro forma NAV of $6.37 per shareAmended MDLY Merger Agreement effective as of June 30, 2019, which will be distributed to eligible members ofMay 1, 2020 as the Settlement Class (as defined in the Settlement). In addition, in connection with the Settlement, on July 29, 2019, MCC entered into a Governance Agreement with FrontFour Capital Group LLC, FrontFour Master Fund, Ltd., FrontFour Capital Corp., FrontFour Opportunity Fund, David A. Lorber, Stephen E. LoukasOutside Date had passed and Zachary R. George, pursuant to which, among other matters, FrontFour is subject to customary standstill restrictions and required to vote in favor ofneither the MCC Merger at a meeting of stockholdersor the MDLY Merger had been consummated. In determining to approveterminate the Amended MCC Merger Agreement. The Settlement also provides for mutual releases between and among FrontFourAgreement and the Settlement Class, onAmended MDLY Merger Agreement, the one hand,Company considered a number of factors, including, among other factors, changes in the relative valuations of the Company, MCC, and MDLY, the changed circumstances and the Medley Parties, onunpredictable economic conditions resulting from the other hand, of all claims that were or could have been asserted inglobal health crisis caused by the Delaware Action through September 26, 2019.

The Delaware Court of Chancery also awarded attorney’s fees as follows: (i) an award of $3,000,000 to lead plaintiffs’ counsel and $75,000 to counsel to plaintiff Stephen Altman (the “Therapeutics Fee Award”) and $420,335 of plaintiff counsel expenses payable to the lead plaintiff’s counsel, which were paid on December 23, 2019, and (ii) an award that is contingent upon the closing of the proposed merger transactions (the “Contingent Fee Award”), consisting of:

a,$100,000 for the agreement by the Company’s board of directors to appoint one independent director of MCC who will be selected by the independent directors of the Company on the board of directors of the post-merger company upon the closing of the Mergers; and

b.the amount calculated by solving for A in the following formula:
Award[A]=(Monetary Fund[M]+Award[A]-Look Through[L])*Percentage[P]
Whereas
Ashall be the amount of the Additional Fee (excluding the $100,000 award for the agreement by the Company’s board of directors to appoint one independent director of MCC who will be selected by the independent directors of the Company on the board of directors of the post-merger company upon the closing of the Mergers);

Mshall be the sum of (i) the $17 million cash component of the Settlement Fund and (ii) the value of the post-merger company stock component of the Settlement Fund, which shall be calculated as the product of the VPS (as defined below) and 4,709,576.14 (the number of shares of post-merger company’s stock comprising the stock component of the net settlement amount);

Lshall be the amount representing the estimated value of the decrease in shares to be received by eligible class members arising by operation of the change in the “Exchange Ratio” under the Amended MCC Merger Agreement, calculated as follows:
L = ((ES * 68%) - (ES * 66%)) * VPS

Where:
ES        shall be the number of eligible shares;

VPSshall be the pro forma NAV per share of the post-merger company’s common stock as of the closing as reported in the public disclosure filed nearest in time and after the closing (the “Closing NAV Disclosure”); and

P    shall equal 0.26

The Contingent Fee Award is contingent upon the closing of the MCC Merger. Payment of the Contingent Fee Award will be made in two stages. First, within five (5) business days of the establishment of the Settlement Fund, MCC or its successor shall (i) pay the plaintiffs’ counsel an estimate of the Contingent Fee Award (the “Additional Fee Estimate”), less twenty (20) percent (the “Additional Fee Estimate Payment”), and (ii) deposit the remaining twenty (20) percent of the Additional Fee Estimate into escrow (the “Escrowed Fee”). For purposes of calculating such estimate, MCC or its successor shall use the formula set above, except that VPS shall equal the pro forma NAV of the post-merger company’s common stock as reported in the public disclosure filed nearest in time and prior to the closing (the “Closing NAV Estimate”).

Second, within five (5) business days of the Closing NAV Disclosure (as defined in the Order and Final Judgment), (i) if the Additional Fee is greater than the Additional Fee Estimate Payment, an amount of the Escrowed Fee shall be released to plaintiffs’ counsel such that the total payments made to plaintiffs’ counsel equal the Additional Feecoronavirus (COVID-19) pandemic, and the remainder ofuncertainty regarding the Escrowed Fee, if any, shall be releasedparties’ ability to MCC or its successor, (ii) ifsatisfy the Additional Fee is less than the Additional Fee Estimate Payment, plaintiffs’ counsel shall returnconditions to MCC or its successor the difference between the Additional Fee Estimate and the Additional Fee and the Escrowed Fee shall be released to MCC or its successor, or (iii) if the Additional Fee is equal to the Additional Fee Estimate Payment, the Escrowed Fee shall be released to MCC or its successor.closing in a timely manner. See Note 2 for more information.

On January 17, 2020, MCC and the Company filed a notice of appeal with the Delaware Supreme Court from those provisions of the Order and Final Judgment with respect to the Contingent Fee Award.

Note 2. Significant Accounting Policies
Basis of Presentation
The Company follows the accounting and reporting guidance in the Financial Accounting Standards Board Accounting Standards Codification ("ASC") Topic 946 - Financial Services, Investment Companies ("ASC 946"). The accompanying consolidated financial statements have been prepared on the accrual basis of accounting in conformity with U.S. generally accepted accounting principles ("GAAP") and include the accounts of the Company and its wholly-owned subsidiaries, Alpine, Arbor, and the Taxable Subsidiaries. All intercompany balances and transactions have been eliminated in consolidation. All references made to the "Company," "we," and "us" herein include Sierra Income Corporation and its consolidated subsidiaries, except as stated otherwise. Additionally, the accompanying consolidated financial statements of the Company and related financial information have been prepared pursuant to the requirements for reporting on Form 10-Q and Article 10 of Regulation S-X. Accordingly, certain disclosures accompanying annual financial statements prepared in accordance with GAAP are omitted. In the opinion of management, the unaudited interim financial results contain all adjustments and reclassifications, which are of a normal recurring nature, that are necessary for the fair presentation of financial statements for the periods presented. Therefore, this Form 10-Q should be read in conjunction with the Company’s annual report on Form 10-K for the year ended December 31, 2019, which was filed with the SEC on March 20, 2020. The current period’s results of operations will not necessarily be indicative of results that ultimately may be achieved for the fiscal year ending December 31, 2020.

Cash and Cash Equivalents
The Company considers cash equivalents to be highly liquid investments or investments with original maturities of three months or less. Cash and cash equivalents include deposits in money market mutual funds. The Company deposits its cash in major U.S. financial institutions which, at times, may be in excess of the Federal Deposit Insurance Corporation insurance limits.

Offering Costs
Offering costs incurred directly by the Company are expensed in the period incurred.

Use of Estimates in the Preparation of Financial Statements
The preparation of financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities, and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates.

Deferred Financing Costs
Financing costs, incurred in connection with the Company’s credit facilities (see Note 6), are deferred and amortized over the life of each corresponding facility.


Deferred Transaction Costs
Transaction costs, incurred in connection with the Proposed Mergers by and among the Company, MCC, MDLY and Merger Sub (see Note 1), arewere deferred until the closing or termination of the Proposed Mergers. On May 1, 2020, the Company terminated the Amended MCC Merger Agreement and the Amended MDLY Merger AgreementAgreement. As a result of the foregoing, the deferred transaction costs were terminated. See “Note 15. Subsequent Developments” for more information.recorded as a component of professional fees and general and administrative expenses on our Consolidated Statements of Operations.

Indemnification
In the normal course of business, the Company enters into contractual agreements that provide general indemnifications against losses, costs, claims and liabilities arising from the performance of individual obligations under such agreements. The Company has had no claims or payments pursuant to such agreements. The Company’s individual maximum exposure under these arrangements is unknown, as this would involve future claims that may be made against the Company that have not yet occurred. However, based on management’s experience, the Company expects the risk of loss to be remote.

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Revenue Recognition
Interest income, adjusted for amortization of premiums and accretion of discounts, is recorded on an accrual basis. The Company records amortized or accreted discounts or premiums as interest income using the effective interest method. Dividend income, which represents dividends from equity investments and distributions from subsidiaries, if any, is recognized on an accrual basis to the extent that the Company expects to collect such amount.

Fee income associated with investments in portfolio companies is recognized as income in the period that the Company becomes entitled to such fees. Other fees related to loan administration requirements are capitalized as deferred revenue and recorded into income over the respective period.

Prepayment penalties received by the Company for debt instruments paid back to the Company prior to the maturity date are recorded as income upon receipt.

The Company holds debt investments that contain a payment-in-kind (PIK) interest provision. PIK interest, which represents contractually deferred interest added to the investment balance that is generally due at maturity, is recorded on an accrual basis to the extent such amounts are expected to be collected. PIK interest is not accrued if the Company does not expect the issuer to be able to pay all principal and interest when due. For the three and six months ended March 31,June 30, 2020, the Company earned PIK interest of $588,472 and $1,240,280, respectively. For the three and six months ended June 30, 2019, the Company earned PIK interest of $651,808$1,228,921 and $1,091,158,$2,320,079, respectively.

Investment transactions are accounted for on a trade-date basis. Realized gains or losses on investments are measured by the difference between the net proceeds from the disposition and the amortized cost basis of investment, without regard to unrealized gains or losses previously recognized. For the three and six months ended March 31,June 30, 2020 the Company did not recognizedrecognize any realized gains or losses on investments related to non-cash restructuring transactions. For the three and six months ended March 31,June 30, 2019, the Company recognized realized losses on investments of $5,388,280,$6,991,921 and $12,371,727, respectively, related to certain non-cash restructuring transactions, which are recorded on the Consolidated Statements of Operations as a component of net realized gain/(loss) from non-controlled/non-affiliated investments and/or net realized gain/(loss) from controlled/affiliated investments. The Company reports changes in fair value of investments that are measured at fair value as a component of the net change in unrealized appreciation/(depreciation) on investments in the Consolidated Statements of Operations. For total return swap transactions (see Note 5), periodic payments arewere received or made at the end of each settlement period, but prior to settlement arewere recorded as realized gains or losses on total return swap in the Consolidated Statements of Operations.

Management reviews all loans that become 90 days or more past due on principal and interest or when there is reasonable doubt that principal or interest will be collected for possible placement on management's designation of non-accrual status. Accrued interest is generally reserved when a loan is placed on non-accrual status. Interest payments received on non-accrual loans may be recognized as income or applied to principal depending upon management’s judgment regarding collectability. Loans on non-accrual status are restored to accrual status when past due principal and interest is paid and, in management’s judgment, are likely to remain current, although the Company may make exceptions to this general rule if the loan has sufficient collateral value and is in the process of collection. As of March 31,June 30, 2020, certain investments in sixteen portfolio companies were on non-accrual status with a combined cost of $140,738,101,$135,486,131, or 17.3%17.1% of the cost of the Company's portfolio, and a combined fair value of $32,030,369,$32,257,556, or 5.6%5.5% of the fair value of the Company's portfolio. As of March 31,June 30, 2020, certain investments in twoone portfolio companies werecompany was on partial non-accrual status with a combined cost of $18,617,271,$793,067, or 2.3%0.1% of the cost of the Company's portfolio, and a combined fair value of $17,420,745,$634,384, or 3.1%0.1% of the fair value of the Company's portfolio. As of December 31, 2019, ten portfolio companies were on non-accrual status with a combined cost of $92,443,091, or 11.6% of the cost of the Company's portfolio, and a combined fair value of $17,447,291, or 2.6% of the fair value of the Company's portfolio.


Interest income from investments in the “equity” class of a collateralized loan obligation ("CLO") security (typically subordinated notes) is recorded based upon an estimation of an effective yield to expected maturity utilizing assumed cash flows in accordance with ASC 325-40, Beneficial Interests in Securitized Financial Assets. The Company monitors the expected cash flows from these investments, including the expected residual payments, and the effective yield is determined and updated periodically. Any difference between the cash distribution received and the amount calculated pursuant to the effective interest method is recorded as an adjustment to the cost basis of such investments.

Investment Classification
The Company classifies its investments in accordance with the requirements of the 1940 Act. Under the 1940 Act, the Company would be deemed to “control” a portfolio company if it owns more than 25% of its outstanding voting securities and/or had the power to exercise control over the management or policies of such portfolio company. The Company refers to such investments in
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portfolio companies that it “controls” as “Controlled Investments.” Under the 1940 Act, the Company would be deemed to be an “Affiliated Person” of a portfolio company if it owns at least 5%, but no more than 25%, of the portfolio company’s outstanding voting securities or if it is under common control with such portfolio company. The Company refers to such investments in Affiliated Persons as “Affiliated Investments.”

Valuation of Investments
The Company applies fair value accounting to all of its financial instruments in accordance with the 1940 Act and ASC Topic 820 - Fair Value Measurements and Disclosures (“ASC 820”). ASC 820 defines fair value, establishes a framework used to measure fair value and requires disclosures for fair value measurements. In accordance with ASC 820, the Company has categorized its financial instruments carried at fair value, based on the priority of the valuation technique, into a three-level fair value hierarchy as discussed in Note 4. Fair value is a market-based measure considered from the perspective of the market participant who holds the financial instrument rather than an entity specific measure. Therefore, when market assumptions are not readily available, the Company’s own assumptions are set to reflect those that management believes market participants would use in pricing the financial instrument at the measurement date.

Investments for which market quotations are readily available are valued at such market quotations, which are generally obtained from an independent pricing service or multiple broker-dealers or market makers. The Company weighs the use of third-party broker quotations, if any, in determining fair value based on management's understanding of the level of actual transactions used by the broker to develop the quote and whether the quote was an indicative price or binding offer. However, debt investments with remaining maturities within 60 days that are not credit impaired are valued at cost plus accreted discount, or minus amortized premium, which approximates fair value. Investments for which market quotations are not readily available are valued at fair value as determined by the Company’s board of directors based upon input from management and third party valuation firms. Because these investments are illiquid and there may not be any directly comparable companies whose financial instruments have observable market values, these loans are valued using a fundamental valuation methodology, consistent with traditional asset pricing standards, that is objective and consistently applied across all loans and through time.

Investments in investment companies are valued at fair value. Fair values are generally determined utilizing the net asset value ("NAV") supplied by, or on behalf of, management of each investment company, which is net of management and incentive fees or allocations charged by the investment company and is in accordance with the "practical expedient", as defined by ASC 820. NAVs received by, or on behalf of, management of each investment company are based on the fair value of the investment company's underlying investments in accordance with policies established by management of each investment company, as described in each of their financial statements and offering memorandum.

The methodologies utilized by the Company in estimating the fair value of its investments categorized as Level 3 generally fall into the following two categories:

The “Market Approach” uses prices and other relevant information generated by market transactions involving identical or comparable assets, liabilities, or a group of assets and liabilities, such as a business.
The “Income Approach” converts future amounts (for example, cash flows or income and expenses) to a single current (that is, discounted) amount. When the Income Approach is used, the fair value measurement reflects current market expectations about those future amounts.

The Company uses third-party valuation firms to assist the board of directors in the valuation of its portfolio investments. The valuation reports generated by the third-party valuation firms consider the evaluation of financing and sale transactions with third parties, expected cash flows and market based information, including comparable transactions, performance multiples, and movement in yields of debt instruments, among other factors. Based on market data obtained from the third-party valuation firms, the Company

uses a combined market yield analysis and an enterprise model of valuation. In applying the market yield analysis, the value of the Company’s loans is determined based upon inputs such as the coupon rate, current market yield, interest rate spreads of similar securities, the stated value of the loan, and the length to maturity. In applying the enterprise model, the Company uses a waterfall analysis which takes into account the specific capital structure of the borrower and the related seniority of the instruments within the borrower’s capital structure into consideration. To estimate the enterprise value of the portfolio company, the Company weighs some or all of the traditional market valuation methods and factors based on the individual circumstances of the portfolio company in order to estimate the enterprise value.

The methodologies and information that the Company utilizes when applying the Market Approach for performing investments includes, among other things:

valuations of comparable public companies (“Guideline Comparable Approach”);
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recent sales of private and public comparable companies (“Guideline Comparable Approach”);
recent acquisition prices of the company, debt securities or equity securities (“Recent Arms-length Transaction”);
external valuations of the portfolio company, offers from third parties to buy the company (“Estimated Sales Proceeds Approach”);
subsequent sales made by the company of its investments (“Expected Sales Proceeds Approach”); and
estimating the value to potential buyers.

The methodologies and information that the Company utilizes when applying the Income Approach for performing investments includes:

discounting the forecasted cash flows of the portfolio company or securities (“Discounted Cash Flow” or “DCF” Approach); and
Black-Scholes model or simulation models or a combination thereof (Income Approach – Option Model) with respect to the valuation of warrants.

For non-performing investments, the Company may estimate the liquidation or collateral value of the portfolio company’s assets and liabilities using an expected recovery model. The Company may estimate the fair value of warrants based on a model such as the Black-Scholes model or simulation models or a combination thereof.

Over-the-counter derivative contracts, such as total return swaps (see Note 5), are fair valued using models that measure the change in fair value of reference assets underlying the swaps offset against any fees payable to the swap counterparty. The fair values of the reference assets underlying the swaps are determined using similar methods as described above for debt and equity investments where the Company also invests directly in such assets.

The Company undertakes a multi-step valuation process each quarter when valuing investments for which market quotations are not readily available, as described below:

the quarterly valuation process begins with each portfolio investment being initially valued by the Company's valuation professionals;
preliminary valuation conclusions are then documented and discussed with senior management; and
an independent valuation firm engaged by the Company’s board of directors prepares an independent valuation report for approximately one-third of the portfolio investments each quarter on a rotating quarterly basis on non-fiscal year-end quarters, such that each of these investments will be valued by an independent valuation firm at least twice per annum when combined with the fiscal year-end review of all the investments by independent valuation firms.

In addition, all of the Company’s investments are subject to the following valuation process:
management reviews preliminary valuations and its own independent assessment;
the independent audit committee of the Company’s board of directors reviews the preliminary valuations of senior management and independent valuation firms; and
the Company’s board of directors discusses valuations and determines the fair value of each investment in the Company’s portfolio in good faith based on the input of SIC Advisors, the respective independent valuation firms and the audit committee.

The Company’s investments in subordinated notes are carried at fair value, which is based on a discounted cash flow model. The discounted cash flow model models both the underlying collateral (assets) and the liabilities of the CLO capital structure. The

discounted cash flow model uses a set of assumptions including projected default rates, recovery rates, reinvestment rates and prepayment rates in order to arrive at estimated cash flows of the assets. The discounted cash flow model distributes the asset cash flows to the liability structure based on the payment priorities and discounts them back using appropriate market discount rates based on discount rates for comparable CLOs. The assumptions are based on available market data as well as management estimates. Additional data is used to validate the results from the discounted cash flow method, such as analysis of relevant data observed in the CLO market, review of quotes, where available, recent acquisitions and observable transactions in the subordinated notes, among other factors.

Due to the inherent uncertainty of determining the fair value of investments that do not have a readily available market value, the fair value of the Company’s investments may differ significantly from the values that would have been used had a readily available market value existed for such investments, and the differences could be material.
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Fair Value of Financial Instruments
The carrying amounts of certain of the Company’s financial instruments, including cash and accounts payable and accrued expenses, approximate fair value due to their short-term nature. The carrying amounts and fair values of the Company’s long-term obligations are discussed in Note 4.

U.S. Federal Income Taxes
The Company has elected, and intends to qualify annually, to be treated as a RIC under Subchapter M of the Code. In order to continue to qualify as a RIC, among other things, the Company is required to meet certain source of income and asset diversification requirements and timely distribute to its stockholders at least 90% of the sum of its investment company taxable income ("ICTI") including PIK, as defined by the Code, and net tax-exempt interest income (which is the excess of the Company’s gross tax-exempt interest income over certain disallowed deductions) for each taxable year in order to be eligible for tax treatment under Subchapter M of the Code. Depending on the level of ICTI earned in a tax year, the Company may choose to carry forward ICTI in excess of current year dividend distributions into the next tax year. Any such carryover ICTI must be distributed before the end of that next tax year through a dividend declared prior to filing the final tax return related to the year which generated such ICTI.

The Company will be subject to a nondeductible U.S. federal excise tax of 4% on undistributed income if it does not distribute at least 98% of its ordinary income in any calendar year and 98.2% of its capital gain net income for each one-year period ending on October 31 of such calendar year. To the extent the Company determines that its estimated current year annual taxable income will be in excess of estimated current year dividend distributions for U.S. federal excise tax purposes, the Company accrues U.S. federal excise tax, if any, on estimated excess taxable income as taxable income is earned.

For the year ended December 31, 2019, the Company distributed at least 98% of its ordinary income and 98.2% of its capital gains, and as such, there was no excise tax accrual or expense recorded.

The Taxable Subsidiaries accrue income taxes payable based on the applicable corporate rates on the unrealized gains generated by the investments held by the Taxable Subsidiaries. As of March 31,June 30, 2020 the Company did not record a deferred tax liability. As ofand December 31, 2019, the Company recorded a deferred tax liability of $293,783 and $240,935, respectively, on the Consolidated Statements of Assets and Liabilities. The change in deferred tax liabilities is included as a component of net realized and unrealized gain/(loss) on investments on the Consolidated Statements of Operations.

ICTI generally differs from net investment income for financial reporting purposes due to temporary and permanent differences in the recognition of income and expenses. The Company may be required to recognize ICTI in certain circumstances in which it does not receive cash. For example, if the Company holds debt obligations that are treated under applicable tax rules as having original issue discount ("OID"), the Company must include in ICTI each year a portion of the OID that accrues over the life of the obligation, regardless of whether cash representing such income is received by the Company in the same taxable year. The Company may also have to include in ICTI other amounts that it has not yet received in cash, such as PIK interest income. Because any OID or other amounts accrued will be included in the Company’s ICTI for the year of accrual, the Company may be required to make a distribution to its stockholders in order to satisfy the minimum distribution requirements, even though the Company will not have received and may not ever receive any corresponding cash amount. ICTI also excludes net unrealized appreciation or depreciation, as investment gains or losses are not included in taxable income until they are realized.

Although the Company files federal and state tax returns, the Company's major tax jurisdiction is the United States federal jurisdiction. The Company’s federal and state tax returns for the prior three fiscal years remain open, subject to examination by the Internal Revenue Service.


The Company accounts for income taxes in conformity with ASC Topic 740 - Income Taxes (“ASC 740”). ASC 740 provides guidelines for how uncertain tax positions should be recognized, measured, presented and disclosed in financial statements. ASC 740 requires the evaluation of tax positions taken or expected to be taken in the course of preparing the Company’s tax returns to determine whether the tax positions are “more-likely-than-not” to be sustained by the applicable tax authority. Tax positions deemed to meet the “more-likely-than-not” threshold would be recorded as a tax benefit or expense in the current period. The Company recognizes interest and penalties, if any, related to unrecognized tax benefits as income tax expense in the Consolidated Statements of Operations. There were no interest or penalties due to material uncertain income tax positions at March 31,June 30, 2020 and 2019.

The following table reflects,
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As of June 30, 2020, for U.S. federal income tax purposes, the sourcesaggregate gross unrealized appreciation and the aggregate gross unrealized depreciation are $15,670,739 and $223,700,244, respectively. As of the cash distributions that the Company has paidJune 30, 2020, net unrealized depreciation is $208,029,505 based on its common stock for the three months ended March 31, 2020 and 2019:a tax basis cost of $790,490,752.
  Three Months Ended March 31, 2020 Three Months Ended March 31, 2019
Source of Distribution 
Distribution
Amount
 Percentage 
Distribution
Amount
 Percentage
Ordinary income $10,691,828
 100.0% $15,814,922
 100.0%
Net realized gain 
 
 
 
Return of capital 
 
 
 
Distributions on a tax basis $10,691,828
 100.0% $15,814,922
 100.0%

As of March 31, 2020,June 30, 2019, for federal income tax purposes, the aggregate gross unrealized appreciation and the aggregate gross unrealized depreciation are $12,019,402$13,510,784 and $252,054,921,$114,422,597, respectively. As of March 31, 2020,June 30, 2019, net unrealized depreciation is $240,035,519$100,911,813 based on a tax basis cost of $808,316,854.$905,933,834.

As of March 31, 2019, for federal income tax purposes, the aggregate gross unrealized appreciation and the aggregate gross unrealized depreciation were $36,889,801 and $104,724,551, respectively. As of March 31, 2019, net unrealized depreciation was $67,834,750 based on a tax basis cost of $958,075,096.

Segments
The Company invests in various industries. The Company separately evaluates the performance of each of its investment relationships. However, because each of these investment relationships has similar business and economic characteristics, they have been aggregated into a single investment segment.

Company Investment Risk, Concentration of Credit Risk, and Liquidity Risk
SIC Advisors has broad discretion in making investments for the Company. Investments generally consist of debt instruments that may be affected by business, financial market or legal uncertainties. Prices of investments may be volatile, and a variety of factors that are inherently difficult to predict, such as domestic or international economic and political developments, may significantly affect the results of the Company’s activities and the value of its investments. In addition, the value of the Company’s portfolio may fluctuate as the general level of interest rates fluctuates.

The value of the Company’s investments in loans and bonds may be detrimentally affected to the extent, among other things, that a borrower defaults on its obligations, there is insufficient collateral and/or there are extensive legal and other costs incurred in collecting on a defaulted loan, observable secondary or primary market yields for similar instruments issued by comparable companies increase materially or risk premiums required in the market between smaller companies, such as the Company’s borrowers, and those for which market yields are observable, increase materially.

The Company’s assets may, at any time, include securities and other financial instruments or obligations that are illiquid or thinly traded, making purchase or sale of such securities and financial instruments at desired prices or in desired quantities difficult. Furthermore, the sale of any such investments may be possible only at substantial discounts, and it may be extremely difficult to value any such investments accurately.

Recently AdoptedRecent Accounting Pronouncements

In August 2018, the FASB issued ASU 2018-13, Fair Value Measurement (Topic 820) - Disclosure Framework - Changes to the Disclosure Requirements for Fair Value Measurement (“ASU 2018-13”). The primary focus of ASU 2018-13 is to improve the effectiveness of the disclosure requirements for fair value measurements. The changes affect all companies that are required to include fair value measurement disclosures. In general, the amendments in ASU 2018-13 are effective for all entities for fiscal years and interim periods within those fiscal years, beginning after December 15, 2019. After evaluating ASU 2018-13, the Company found

no material changes to its fair value disclosures in the notes to the consolidated financial statements were necessary to comply with the pronouncement.

In March 2020, the FASB issued Accounting Standard Update (“ASU”) No.ASU 2020-04, “Reference Rate Reform"Reference rate reform (Topic 848): Facilitation of the Effectseffects of Reference Rate Reformreference rate reform on Financial Reporting.” This ASU providesfinancial reporting." The amendments in this update provide optional expedients and exceptions for applying
U.S. GAAP to contract modifications,certain contracts and hedging relationships and other transactions affected bythat reference LIBOR or another reference rate expected to be discontinued due to reference rate reform and became effective upon issuance for all entities. The Company has agreements that have LIBOR as a reference rate with certain portfolio companies and also with certain lenders. Many of these agreements include language for choosing an alternative successor rate if certain criteriaLIBOR reference is no longer considered to be appropriate. Contract modifications are
met. ASU 2020-04 is elective and required to be evaluated in determining whether the modifications result in the establishment of new contracts or the continuation of existing contracts. The standard is effective onas of March 12, 2020 through December 31, 2022.2022 and the Company plans to apply the amendments in this update to account for contract modifications due to changes in reference rates. The Company expectsdoes not believe that the adoption
of this guidanceit will not have a material impact on its consolidated financial statements.statements and disclosures.

In May 2020, the SEC adopted rule amendments that will impact the requirement of investment companies, including BDCs, to disclose the financial statements of certain of their portfolio companies or certain acquired funds (the “Final Rules”). The Final Rules adopted a new definition of “significant subsidiary” set forth in Rule 1-02(w)(2) of Regulation S-X under the Securities Act. Rules 3-09 and 4-08(g) of Regulation S-X require investment companies to include separate financial statements or summary financial information, respectively, in such investment company’s periodic reports for any portfolio company that meets the
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definition of “significant subsidiary.” The Final Rules adopt a new definition of “significant subsidiary” applicable only to investment companies that (i) modifies the investment test and the income test, and (ii) eliminates the asset test currently in the definition of “significant subsidiary” in Rule 1-02(w) of Regulation S-X. The new Rule 1-02(w)(2) of Regulation S-X is intended to more accurately capture those portfolio companies that are more likely to materially impact the financial condition of an investment company. The Final Rules will be effective on January 1, 2021, but voluntary compliance is permitted in advance of the effective date. The Company has evaluated the impact of the Final Rule and has determined its impact not to be material, and as such, has adopted it for the quarter ended June 30, 2020.

Note 3. Investments
The following table shows the amortized cost and the fair value of the Company’s portfolio investments as of March 31,June 30, 2020:
Amortized CostPercentageFair ValuePercentage
Senior secured first lien term loans$395,916,583  49.9 %$307,649,455  52.8 %
Senior secured second lien term loans143,849,748  18.1  95,053,548  16.3  
Senior secured first lien notes7,972,000  1.0  7,654,714  1.3  
Subordinated notes67,474,600  8.5  42,316,531  7.3  
Sierra Senior Loan Strategy JV I LLC105,675,000  13.4  63,806,881  11.0  
Equity/warrants72,499,849  9.1  65,980,118  11.3  
Total$793,387,780  100.0 %$582,461,247  100.0 %
 Amortized Cost Percentage Fair Value Percentage
Senior secured first lien term loans$405,261,570

49.8%
$314,110,335

55.3%
Senior secured second lien term loans150,564,139

18.6

100,382,115

17.7
Senior secured first lien notes14,470,250

1.8

8,670,253

1.5
Subordinated notes68,957,826

8.5

42,193,531

7.4
Sierra Senior Loan Strategy JV I LLC92,050,000

11.4

42,474,224

7.5
Equity/warrants79,910,097

9.9

60,450,877

10.6
Total$811,213,882

100.0%
$568,281,335

100.0%

The following table shows the amortized cost and the fair value of the Company’s portfolio investments as of December 31, 2019: 
Amortized CostPercentageFair ValuePercentage
Senior secured first lien term loans$382,580,269  48.0 %$328,816,197  48.7 %
Senior secured second lien term loans157,794,323  19.8  122,817,885  18.2  
Senior secured first lien notes15,217,625  1.9  14,354,825  2.1  
Subordinated notes70,422,851  8.8  63,021,420  9.3  
Sierra Senior Loan Strategy JV I LLC92,050,000  11.5  68,434,389  10.1  
Equity/warrants79,968,093  10.0  78,179,214  11.6  
Total$798,033,161  100.0 %$675,623,930  100.0 %


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The following table shows the composition of the Company’s portfolio investments by industry classification at amortized cost and fair value as of March 31,June 30, 2020:
Industry ClassificationAmortized CostPercentageFair ValuePercentage
Multi-Sector Holdings$171,988,609  21.7 %$105,626,154  18.1 %
High Tech Industries86,938,150  11.0  78,546,456  13.5  
Services: Business140,035,921  17.7  72,286,674  12.4  
Healthcare & Pharmaceuticals62,707,562  7.9  56,594,958  9.7  
Banking, Finance, Insurance & Real Estate34,966,624  4.4  42,798,228  7.3  
Construction & Building40,378,710  5.1  35,189,605  6.0  
Aerospace & Defense33,562,505  4.2  30,456,941  5.2  
Wholesale28,291,517  3.6  26,435,136  4.5  
Consumer Goods: Durable23,390,000  2.9  24,975,297  4.3  
Automotive19,126,680  2.4  16,770,695  2.9  
Hotel, Gaming & Leisure22,981,790  2.9  16,680,301  2.9  
Containers, Packaging & Glass15,901,267  2.0  15,081,479  2.6  
Transportation: Cargo12,309,941  1.6  12,059,383  2.1  
Chemicals, Plastics & Rubber10,059,622  1.3  7,987,166  1.4  
Forest Products & Paper6,445,868  0.8  7,394,019  1.3  
Media: Diversified & Production15,614,619  2.0  6,752,122  1.2  
Environmental Industries5,065,254  0.6  6,677,201  1.1  
Transportation: Consumer7,141,553  0.9  6,298,518  1.1  
Consumer Goods: Non-durable4,887,500  0.6  4,559,548  0.8  
Metals & Mining3,435,337  0.4  3,435,380  0.6  
Energy: Oil & Gas21,220,267  2.7  2,905,858  0.5  
Media: Broadcasting & Subscription10,408,142  1.3  1,332,790  0.2  
Retail8,221,358  1.0  1,008,738  0.2  
Media: Advertising, Printing & Publishing8,308,984  1.0  608,600  0.1  
Total$793,387,780  100.0 %$582,461,247  100.0 %

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Industry Classification Amortized Cost Percentage Fair Value Percentage
Multi-Sector Holdings $159,846,834
 19.7% $83,712,377
 14.8%
High Tech Industries 89,347,936
 11.0% 77,571,982
 13.7%
Services: Business 136,202,682
 16.8% 70,329,674
 12.4%
Healthcare & Pharmaceuticals 63,422,521
 7.8% 56,523,542
 9.9%
Banking, Finance, Insurance & Real Estate 44,350,319
 5.5% 49,756,783
 8.8%
Construction & Building 40,149,275
 5.0% 34,486,687
 6.1%
Aerospace & Defense 34,877,290
 4.3% 31,719,245
 5.6%
Wholesale 34,494,761
 4.3% 23,962,090
 4.2%
Consumer Goods: Durable 21,676,250
 2.7% 22,315,069
 3.9%
Automotive 28,785,016
 3.6% 21,329,952
 3.8%
Containers, Packaging & Glass 16,082,517
 2.0% 14,996,190
 2.6%
Hotel, Gaming & Leisure 21,245,481
 2.6% 14,815,486
 2.6%
Transportation: Cargo 12,522,056
 1.5% 12,072,031
 2.1%
Chemicals, Plastics & Rubber 10,067,823
 1.2% 8,050,693
 1.4%
Media: Diversified & Production 15,681,316
 1.9% 7,249,847
 1.3%
Forest Products & Paper 6,444,869
 0.8% 7,030,225
 1.2%
Transportation: Consumer 7,160,618
 0.9% 6,385,679
 1.1%
Environmental Industries 5,084,414
 0.6% 6,068,303
 1.1%
Capital Equipment 6,795,515
 0.8% 5,766,486
 1.0%
Consumer Goods: Non-durable 4,900,000
 0.6% 4,477,130
 0.8%
Metals & Mining 3,345,008
 0.4% 3,345,051
 0.6%
Energy: Oil & Gas 21,720,178
 2.7% 3,112,240
 0.5%
Media: Broadcasting & Subscription 10,408,142
 1.3% 1,297,085
 0.2%
Media: Advertising, Printing & Publishing 8,381,703
 1.0% 1,118,750
 0.2%
Retail 8,221,358
 1.0% 788,738
 0.1%
Total $811,213,882
 100.0% $568,281,335
 100.0%
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The following table shows the composition of the Company’s portfolio investments by industry classification at amortized cost and fair value as of December 31, 2019:
Industry ClassificationAmortized CostPercentageFair ValuePercentage
Multi-Sector Holdings$161,308,341  20.2 %$130,278,650  19.2 %
High Tech Industries86,735,849  10.8  81,531,661  12.1  
Services: Business131,560,449  16.5  81,285,736  12.0  
Healthcare & Pharmaceuticals59,511,718  7.5  57,374,851  8.5  
Banking, Finance, Insurance & Real Estate45,286,982  5.7  52,049,297  7.7  
Construction & Building42,797,402  5.4  39,865,739  5.9  
Wholesale34,519,910  4.3  35,186,289  5.2  
Aerospace & Defense34,876,226  4.4  34,475,020  5.1  
Consumer Goods: Durable21,962,500  2.8  24,214,089  3.6  
Hotel, Gaming & Leisure21,373,829  2.7  21,365,163  3.2  
Automotive22,312,149  2.8  19,861,655  2.9  
Containers, Packaging & Glass16,263,768  2.0  15,655,179  2.3  
Transportation: Cargo12,734,167  1.6  12,771,231  1.9  
Energy: Oil & Gas21,692,260  2.7  10,007,469  1.5  
Chemicals, Plastics & Rubber10,090,722  1.3  9,505,614  1.4  
Media: Diversified & Production14,279,258  1.8  9,493,583  1.4  
Forest Products & Paper6,455,137  0.8  7,182,914  1.1  
Transportation: Consumer6,966,133  0.9  6,877,180  1.0  
Capital Equipment6,778,258  0.8  6,537,927  1.0  
Environmental Industries5,021,241  0.6  6,414,400  0.9  
Consumer Goods: Non-durable4,912,500  0.6  4,721,895  0.7  
Metals & Mining3,257,979  0.4  3,258,022  0.5  
Media: Broadcasting & Subscription10,408,142  1.3  2,163,218  0.3  
Retail8,304,830  1.0  1,846,648  0.3  
Media: Advertising, Printing & Publishing8,623,411  1.1  1,700,500  0.3  
Total$798,033,161  100.0 %$675,623,930  100.0 %

The following table shows the composition of the Company’s portfolio investments by geography classification at fair value as of March 31,June 30, 2020 and December 31, 2019: 
June 30, 2020December 31, 2019
GeographyFair ValuePercentageFair ValuePercentage
United States$540,641,974  92.8 %$613,779,669  90.8 %
Cayman Islands41,819,273  7.2  61,844,261  9.2  
Total$582,461,247  100.0 %$675,623,930  100.0 %
  March 31, 2020 December 31, 2019
Geography Fair Value Percentage Fair Value Percentage
United States $527,043,182
 92.7% $613,779,669
 90.8%
Cayman Islands 41,238,153
 7.3
 61,844,261
 9.2
Total $568,281,335
 100.0% $675,623,930
 100.0%

Transactions with Controlled/Affiliated Companies

During the threesix months ended March 31,June 30, 2020 and 2019, the Company had investments in portfolio companies designated as controlled/affiliated investments under the 1940 Act. Transactions with controlled/affiliated investments were as follows: 


F-28

Table of Contents
Name of Investment(3)
 Type of Investment Fair Value at December 31, 2019 
Purchases/
(Sales)
of Investments
 
Transfers
In/(Out)
of Investments
 
Net change in
unrealized
appreciation/
(depreciation)
 Realized Gain/(Loss) Fair Value at March 31, 2020 Income
Earned
Name of Investment(3)
Type of InvestmentFair Value at December 31, 2019Purchases/
(Sales)
of Investments
Transfers
In/(Out)
of Investments
Net change in
unrealized
appreciation/
(depreciation)
Realized Gain/(Loss)Fair Value at June 30, 2020Income
Earned
1888 Industrial Services, LLC Revolving Credit Facility $1,183,094
 $21,453
 $
 $
 $
 $1,204,547
 $21,237
1888 Industrial Services, LLCRevolving Credit Facility$1,183,094  $41,570  $—  $—  $—  $1,224,664  $41,341  
 Senior Secured First Lien Term Loan 3,315,574
 
 
 (3,315,574) 
 
 58,168
Senior Secured First Lien Term Loan3,315,574  —  —  (3,315,574) —  —  —  
 Senior Secured First Lien Term Loan 2,113,617
 
 
 (2,113,617) 
 
 
Senior Secured First Lien Term Loan2,113,617  —  —  (2,113,617) —  —  —  
 Senior Secured First Lien Term Loan 416,940
 
 
 (310,875) 
 106,065
 7,315
Senior Secured First Lien Term Loan416,940  —  —  (8,573) —  408,367  —  
 Senior Secured First Lien Term Loan 79,986
 1,404
 
 
 
 81,390
 1,403
Senior Secured First Lien Term Loan79,986  2,731  —  —  —  82,717  2,731  
 Senior Secured First Lien Term Loan 288,300
 5,061
 
 
 
 293,361
 5,058
Senior Secured First Lien Term Loan288,300  9,844  —  —  —  298,144  9,892  
 Membership Units 
 
 
 
 
 
 
Membership Units—  —  —  —  —  —  —  
Access Media Holdings, LLC Senior Secured First Lien Term Loan 2,251,418
 
 
 (866,133) 
 1,385,285
 
Access Media Holdings, LLCSenior Secured First Lien Term Loan2,251,418  —  —  (830,428) —  1,420,990  —  
 Common Stock 
 
 
 
 
 
 
Common Stock—  —  —  —  —  —  —  
 Preferred Equity 
 
 
 
 
 
 
Preferred Equity—  —  —  —  —  —  —  
 Preferred Equity 
 
 
 
 
 
 
Preferred Equity—  —  —  —  —  —  —  
 Preferred Equity (88,200) 
 
 
 
 (88,200) 
Preferred Equity(88,200) —  —  —  —  (88,200) —  
Caddo Investors Holdings 1 LLC Equity 5,765,253
 
 
 (49,087) 
 5,716,166
 
Caddo Investors Holdings 1 LLCEquity5,765,253  4,882  —  284,165  —  6,054,300  —  
Charming Charlie LLC Senior Secured First Lien Term Loan 
 
 
 
 
 
 
Charming Charlie LLCSenior Secured First Lien Term Loan—  —  —  —  —  —  —  
 Senior Secured First Lien Term Loan 
 
 
 
 
 
 
Senior Secured First Lien Term Loan—  —  —  —  —  —  —  
 Senior Secured First Lien Term Loan 112,981
 (12,125) 
 (29,575) 
 71,281
 6,437
Senior Secured First Lien Term Loan112,981  (12,125) —  (29,575) —  71,281  6,437  
 Senior Secured First Lien Term Loan 628,025
 (67,400) 
 (164,400) 
 396,225
 
Senior Secured First Lien Term Loan628,025  (67,400) —  (164,400) —  396,225  35,782  
 Common Stock 
 
 
 
 
 
 
Common Stock—  —  —  —  —  —  —  
Dynamic Energy Services International LLC Revolving Credit Facility 
 
 
 
 
 
 
Dynamic Energy Services International LLCRevolving Credit Facility—  —  —  —  —  —  —  
 Senior Secured First Lien Term Loan 692,431
 
 
 (249,362) 
 443,069
 
Senior Secured First Lien Term Loan692,431  —  —  (232,479) —  459,952  —  
 Equity 
 
 
 
 
 
 
Equity—  —  —  —  —  —  —  
Kemmerer Operations, LLC

 Senior Secured First Lien Term Loan 461,035
 17,481
 
 
 
 478,516
 17,488
Kemmerer Operations, LLC
Senior Secured First Lien Term Loan461,035  35,625  —  —  —  496,660  35,640  
 Senior Secured First Lien Delayed Draw Term Loan 1,834,227
 69,548
 
 
 
 1,903,775
 69,577
Senior Secured First Lien Delayed Draw Term Loan1,834,227  141,733  —  —  —  1,975,960  141,792  
 Equity 962,760
 
 
 
 
 962,760
 
Equity962,760  —  —  —  —  962,760  —  
MCM 500 East Pratt Holdings, LLC Equity 7,350,000
 
 
 
 
 7,350,000
 94,677
MCM 500 East Pratt Holdings, LLCEquity7,350,000  —  —  —  —  7,350,000  94,677  
MCM Capital Office Park Holdings LLC Equity 11,775,000
 
 
 1,725,000
 
 13,500,000
 279,480
MCM Capital Office Park Holdings LLCEquity11,775,000  —  —  2,850,000  —  14,625,000  279,480  
Sierra Senior Loan Strategy JV I LLC(2)
 Equity 68,434,389
 
 
 (25,960,165) 
 42,474,224
 1,400,000
Sierra Senior Loan Strategy JV I LLC(2)
Equity68,434,389  13,625,000  —  (18,252,508) —  63,806,881  1,400,000  
TwentyEighty, Inc. Common Units 644,597
 (232,393) 
 (190,851) 232,392
 453,745
 
TwentyEighty, Inc.Common Units644,597  (232,392) —  (255,341) 232,392  389,256  —  
Total $108,221,427
 $(196,971) $
 $(31,524,640) $232,392
 $76,732,209
 $1,960,840
Total$108,221,427  $13,549,468  $—  $(22,068,330) $232,392  $99,934,957  $2,047,772  

 


F-29

Table of Contents
Name of Investment(3)
 Type of Investment Fair Value at December 31, 2018 
Purchases/
(Sales)
of Investments
 
Transfers
In/(Out)
of Investments
 
Net change in
unrealized
appreciation/
(depreciation)
 Realized Gain/(Loss) Fair Value at March 31, 2019 Income
Earned
Name of Investment(3)
Type of InvestmentFair Value at December 31, 2018Purchases/
(Sales)
of Investments
Transfers
In/(Out)
of Investments
Net change in
unrealized
appreciation/
(depreciation)
Realized Gain/(Loss)Fair Value at June 30, 2019Income
Earned
1888 Industrial Services, LLC Revolving Credit Facility $943,344
 $125,780
 $
 $
 $
 $1,069,124
 $19,424
1888 Industrial Services, LLCRevolving Credit Facility$943,344  $251,559  $—  $—  $—  $1,194,903  $41,090  
Senior Secured First Lien Term Loan3,144,481  —  —  —  —  3,144,481  121,706  
 Senior Secured First Lien Term Loan 3,144,481
 
 
 
 
 3,144,481
 61,290
Senior Secured First Lien Term Loan6,005,623  1,695  —  (2,099,443) —  3,907,875  —  
 Senior Secured First Lien Term Loan 6,005,623
 59,895
 
 (1,471,420) 
 4,594,098
 
Senior Secured First Lien Term Loan—  401,814  —  —  —  401,814  248  
  Membership Units 
 
 
 
 
 
 
Membership Units—  —  —  —  —  —  —  
Access Media Holdings, LLC Senior Secured First Lien Term Loan 5,141,747
 
 
 (447,096) 
 4,694,651
 
Access Media Holdings, LLCSenior Secured First Lien Term Loan5,141,747  35,935  —  (362,031) —  4,815,651  —  
 Common Stock 
 
 
 
 
 
 
Common Stock—  —  —  —  —  —  —  
 Preferred Equity 
 
 
 
 
 
 
Preferred Equity—  —  —  —  —  —  —  
 Preferred Equity 
 
 
 
 
 
 
Preferred Equity—  —  —  —  —  —  —  
 Preferred Equity (88,200) 
 
 
 
 (88,200) 
Preferred Equity(88,200) —  —  —  —  (88,200) —  
Caddo Investors Holdings 1 LLC Equity 5,186,935
 
 
 171,140
 
 5,358,075
 
Caddo Investors Holdings 1 LLCEquity5,186,935  —  —  258,202  —  5,445,137  —  
Capstone Nutrition, Inc. Senior Secured First Lien Term Loan 9,524,176
     (2,218,617) 
 7,305,559
 
Capstone Nutrition, Inc.Senior Secured First Lien Term Loan9,524,176  (4,515,044) —  5,009,132  —  
 Senior Secured First Lien Delayed Draw Term Loan 4,282,981
 
 
 (997,703) 
 3,285,278
 
Senior Secured First Lien Delayed Draw Term Loan4,282,981  —  —  (4,282,981) —  —  —  
 Senior Secured First Lien Incremental Delayed Draw Term Loan 1,745,510
 1,049,770
 
 
 
 2,795,280
 106,573
Senior Secured First Lien Incremental Delayed Draw Term Loan1,745,510  1,162,092  —  —  —  2,907,602  267,373  
 Common Stock 
 
 
 
 
 
 
Common Stock—  —  —  —  —  —  —  
 Common Stock 
 
 
 
 
 
 
Common Stock—  —  —  —  —  —  —  
 Common Stock 
 
 
 
 
 
 
Common Stock—  —  —  —  —  —  —  
Charming Charlie LLC Senior Secured First Lien Term Loan 3,121,470
 
 
 (849,451) 
 2,272,019
 
Charming Charlie LLCSenior Secured First Lien Term Loan3,121,470  —  —  (3,121,470) —  —  —  
 Senior Secured First Lien Term Loan 1,515,547
 50,681
 
 (1,566,228) 
 
 
Senior Secured First Lien Term Loan1,515,547  102,381  —  (1,617,928) —  —  —  
 Senior Secured First Lien Term Loan 182,617
 
 
 
 
 182,617
 9,131
Senior Secured First Lien Term Loan182,617  —  —  (182,617) —  —  18,363  
 Senior Secured First Lien Term Loan 
 
 
 
 
 
 3,119
Senior Secured First Lien Term Loan—  —  —  —  —  —  12,274  
 Common Stock 
 
 
 
 
 
 11,849
Common Stock—  —  —  —  —  —  —  
Dynamic Energy Services International LLC Revolving Credit Facility 
 757,459
 246,677
     1,004,136
 20,024
Dynamic Energy Services International LLCRevolving Credit Facility—  690,428  246,677  937,105  42,479  
 Senior Secured First Lien Term Loan 
 
 9,828,831
 (3,823,676) (5,379,805) 625,350
 
Senior Secured First Lien Term Loan—  —  9,828,831  (3,809,572) (5,379,805) 639,454  —  
 Equity 
 
 
 
 
 
 
Equity—  —  —  —  —  —  —  
MCM 500 East Pratt Holdings, LLC Equity 5,000,000
 
 
 
 
 5,000,000
 
MCM Capital Office Park Holdings LLC Equity 12,499,125
 
 
 (1,661,625) 
 10,837,500
 
Medley Chiller Holdings LLC Equity 9,098,157
 2,125,000
 
 14,658,153
 
 25,881,310
 
Nomida LLC(1)
 Equity 989,820
 
 
 
 
 989,820
 
Sierra Senior Loan Strategy JV I LLC(2)
 Equity 82,515,860
 
 
 (1,756,756) 
 80,759,104
 2,012,500
TwentyEighty, Inc. Senior Secured First Lien Term Loan 6,975,035
 68,200
 
 (35,216) 
 7,008,019
 141,073
 Senior Secured First Lien Term Loan 6,497,461
 198,099
 
 100,706
 
 6,796,266
 150,573
 Senior Secured First Lien Term Loan 319,870
 (37,030) 
 2,879
 181
 285,900
 8,690
 Senior Secured First Lien Term Loan 
 
 
 
 
 
 587
 Equity 404,943
 
 
 3,059,441
 
 3,464,384
 
Total $165,006,502
 $4,397,854
 $10,075,508
 $3,164,531
 $(5,379,624) $177,264,771
 $2,544,833
F-30

Table of Contents
Name of Investment(3)
Type of InvestmentFair Value at December 31, 2018Purchases/
(Sales)
of Investments
Transfers
In/(Out)
of Investments
Net change in
unrealized
appreciation/
(depreciation)
Realized Gain/(Loss)Fair Value at June 30, 2019Income
Earned
Kemmerer Operations, LLCSenior Secured First Lien Term Loan—  1,694,915  —  —  —  1,694,915  7,062  
Senior Secured First Lien Delayed Draw Term Loan—  677,966  —  —  —  677,966  —  
Equity—  962,717  —  —  —  962,717  —  
MCM 500 East Pratt Holdings, LLCEquity5,000,000  —  —  —  —  5,000,000  183,627  
MCM Capital Office Park Holdings LLCEquity12,499,125  —  —  (1,661,625) —  10,837,500  141,234  
Medley Chiller Holdings LLCEquity9,098,157  (23,360,420) —  (470,657) 14,732,920  —  557,697  
Nomida LLC(1)
Equity989,820  (771,420) —  1,299,940  (1,518,340) —  —  
Sierra Senior Loan Strategy JV I LLC(2)
Equity82,515,860  —  —  (5,960,185) —  76,555,675  4,200,000  
TwentyEighty, Inc.Senior Secured First Lien Term Loan6,975,035  139,415  —  (69,721) —  7,044,729  283,208  
Senior Secured First Lien Term Loan6,497,461  404,802  —  79,231  —  6,981,494  306,079  
Senior Secured First Lien Term Loan319,870  (118,076) —  2,390  513  204,697  15,525  
Senior Secured First Lien Term Loan—  —  —  —  —  —  —  
Equity404,943  —  —  3,059,439  —  3,464,382  —  
Total$165,006,502  $(17,724,197) $10,075,508  $(23,454,072) $7,835,288  $141,739,029  $6,197,965  

(1)Nomida, LLC ("Nomida") is a non-public real estate investment formed by the Company to purchase and develop a residential property. The Company is the sole equity shareholder of Nomida and has provided 100% of the debt financing to the entity. The Company is Nomida’s sole member responsible for Nomida’s daily operations. In addition, the Chief Financial Officer and Secretary of the Company also serves as President of Nomida. The assets of Nomida are comprised of a residential development property in the city of Chicago, IL and the proceeds of the loan from the Company; the liabilities of Nomida consist of the loan payable to the Company. As of March 31, 2020, the loan payable has been fully paid off.
(2)The Company and Great American Life Insurance Company ("GALIC") are the members of Sierra Senior Loan Strategy JV I LLC ("Sierra JV"), a joint venture formed as a Delaware limited liability company that is not consolidated by either member for financial reporting purposes. The members of Sierra JV make capital contributions as investments by Sierra JV are completed, and all portfolio and other material decisions regarding Sierra JV must be submitted to Sierra JV’s board of managers, which is comprised of an equal number of members appointed by each of the Company and GALIC. Approval of Sierra JV’s board of managers requires the unanimous approval of a quorum of the board of managers, with a quorum consisting of equal representation of members appointed by each of the Company and GALIC. Because management of Sierra JV is shared equally between the Company and GALIC, the Company does not have operational control over the Sierra JV for purposes of the 1940 Act or otherwise.
(3)The par amount and additional detail are shown in the consolidated schedule of investments
(1)Nomida, LLC ("Nomida") was a non-public real estate investment formed by the Company to purchase and develop a residential property. The Company was the sole equity shareholder of Nomida and provided 100% of the debt financing to the entity. The Company was Nomida’s sole member responsible for Nomida’s daily operations. In addition, the Chief Financial Officer and Secretary of the Company also served as President of Nomida. The assets of Nomida were comprised of a residential development property in the city of Chicago, IL and the proceeds of the loan from the Company; the liabilities of Nomida consisted of the loan payable to the Company. As of June 30, 2019, the investment was realized .
(2)The Company and Great American Life Insurance Company ("GALIC") are the members of Sierra Senior Loan Strategy JV I LLC ("Sierra JV"), a joint venture formed as a Delaware limited liability company that is not consolidated by either member for financial reporting purposes. The members of Sierra JV make capital contributions as investments by Sierra JV are completed, and all portfolio and other material decisions regarding Sierra JV must be submitted to Sierra JV’s board of managers, which is comprised of an equal number of members appointed by each of the Company and GALIC. Approval of Sierra JV’s board of managers requires the unanimous approval of a quorum of the board of managers, with a quorum consisting of equal representation of members appointed by each of the Company and GALIC. Because management of Sierra JV is shared equally between the Company and GALIC, the Company does not have operational control over the Sierra JV for purposes of the 1940 Act or otherwise.
(3)The par amount and additional detail are shown in the consolidated schedule of investments

Purchases/(sales) of investments in controlled/affiliated investments are included in the purchases and sales presented on the Consolidated Statements of Cash Flows for the threesix months ended March 31,June 30, 2020 and 2019. Transfers in/(out) of controlled/affiliated represents the fair value for the month an investment became or was removed as a controlled/affiliates investment. Income received from controlled/affiliated investments is included in total investment income on the Consolidated Statements of Operations for the threesix months ended March 31,June 30, 2020 and 2019.

In connection with certain of the Company’s investments, the Company receives warrants that are obtained for the objective of increasing the total investment returns and are not held for hedging purposes. As of March 31,June 30, 2020 and December 31, 2019, the total fair value of warrants were $0 and $21,469, respectively, and were included in investments at fair value on the Consolidated Statements of Assets and Liabilities. Total realized and change in unrealized gains (losses) related to warrants for the three and six months ended March 31,June 30, 2020 were $0 and 2019$(21,469). There were $(21,469)no realized and $173, respectively,change in unrealized gains (losses) related to warrants for the three and were recorded on the Consolidated Statements of Operations in those accounts.six months ended June 30, 2019. The Company receives warrants in connection with individual investments and are not subject to master netting arrangements.

F-31

Table of Contents
As of March 31,June 30, 2020, the Company held loans it has made directly to 6465 investee companies with aggregate principal amounts of $657.7$671.2 million. As of December 31, 2019, the Company held loans it has made directly to 62 investee companies with aggregate principal amounts of $643.5 million. During the three and six months ended March 31,June 30, 2020, and 2019, the Company made 1219 and 2831 loans to investee companies, respectively, with aggregate principal amounts of $35.1$33.2 million and $67.9$68.3 million, respectively. During the three and six months ended June 30, 2019, the Company made 26 and 54 loans to investee companies, respectively, with aggregate principal amounts of $67.0 million and $121.6 million, respectively. The details of the Company’s loans have been disclosed on the consolidated schedule of investments as well as in Note 4.

In addition to the loans that the Company has provided, the Company has unfunded commitments to provide additional financings through undrawn term loans or revolving lines of credit. The details of such arrangements are disclosed in Note 11.

Sierra Senior Loan Strategy JV I LLC
On March 27, 2015, the Company and GALIC entered into a limited liability company operating agreement to co-manage Sierra JV. All portfolio and other material decisions regarding Sierra JV must be submitted to Sierra JV's board of managers, which is comprised of four members, two of whom are selected by the Company and the other two are selected by GALIC. The Company has concluded that it does not operationally control Sierra JV. As the Company does not operationally control Sierra JV, it does not consolidate the operations of Sierra JV within the consolidated financial statements. As a practical expedient, the Company uses NAV to determine the fair value of its investment in Sierra JV; therefore, this investment has been presented as a reconciling item within the fair value hierarchy (see Note 4).

As of March 31,June 30, 2020 Sierra JV had total capital commitments of $120.2 million, with the Company providing $105.7 million and GALIC providing $14.5 million. As of December 31, 2019 Sierra JV had total capital commitments of $116$116.0 million, with the Company providing $101.5 million and GALIC providing $14.5 million. ApproximatelyAs of June 30, 2020 approximately $119.5 million was funded relating to these commitments of which $105.7 million was from the Company. As of December 31, 2019 approximately $105.2 million was funded as of March 31, 2020 and December 31, 2019, relating to these commitments of which $92.1 million was from the Company. The Company does not have the right to withdraw any of their respective capital commitment, unless in connection with a transfer of its membership interests. The Company may transfer full membership interests as long as it is approved by all members and transferred in a transaction exempt from the registration requirements of the Securities Act of 1933, as amended, or applicable state securities laws.

At March 31,June 30, 2020 and December 31, 2019, Sierra JV had a $250 million senior secured revolving credit facility (the "JV Facility") with Deutsche Bank, AG, New York Branch ("DB"). On March 29, 2019, Sierra JV amended the Credit Facility and extended the reinvestment period. On March 29, 2019, the JV Facility reinvestment period was extended from March 30, 2019 to June 28, 2019. On June 28, 2019, the JV Facility reinvestment period was further extended from June 28, 2019 to October 28, 2019. On October 28, 2019, the JV Facility reinvestment period was further extended from October 28, 2019 to March 31, 2020 and the interest rate was modified from bearing an interest rate of LIBOR (with a 0.00% floor) + 2.50% per annum to LIBOR (with a 0.00% floor) +

2.75% per annum. On March 31, 2020, the JV Facility reinvestment period was further extended from March 31, 2020 to April 30, 2020. On April 30, 2020, the JV Facility reinvestment period was further extended from April 30, 2020 to July 31, 2020. Effective as of April 30, 2020, the maturity date was extended to July 31, 2023.The2023. On July 29, 2020, the JV Facility reinvestment period was further extended from July 31, 2020 to April 30, 2021 and the maturity date was extended to April 30, 2024. Additionally, the interest rate was modified from bearing an interest rate of LIBOR (with a 0.00% floor) + 2.75% per annum to LIBOR (with a 0.50% floor) + 3.25% per annum and the total commitment was reduced from $250 million to $175 million. The JV Facility is secured substantially by all of Sierra JV's assets, subject certain exclusions set forth in the CreditJV Facility. As of March 31,June 30, 2020 and December 31, 2019, there was $204.9$122.3 million outstanding under the JV Facility.

The following table shows a summary of Sierra JV's portfolio as of March 31,June 30, 2020 and December 31, 2019:
 June 30, 2020December 31, 2019
(unaudited)
Senior secured loans(1)
$212,102,118  $255,853,296  
Weighted average current interest rate on senior secured loans(2)
5.71 %6.86 %
Number of borrowers in the Sierra JV56  60  
Investments at fair value$182,413,261  $238,316,936  
Largest loan to a single borrower(1)
$10,711,287  $10,826,856  
Total of five largest loans to borrowers(1)
$39,443,892  $43,344,178  

(1)At par value.
(2)Computed as the (a) annual stated interest rate on accruing senior secured loans, divided by (b) total senior secured loans at principal amount.
F-32

Table of Contents
 March 31, 2020 December 31, 2019
 (unaudited)  
Senior secured loans(1)
$258,055,426
 $255,853,296
Weighted average current interest rate on senior secured loans(2)
6.28% 6.86%
Number of borrowers in the Sierra JV60
 60
Investments at fair value$212,132,017
 $238,316,936
Largest loan to a single borrower(1)
$10,769,072
 $10,826,856
Total of five largest loans to borrowers(1)
$43,203,189
 $43,344,178

(1)At par value.
(2)Computed as the (a) annual stated interest rate on accruing senior secured loans, divided by (b) total senior secured loans at principal amount.

The following is a listing of the individual investments in Sierra JV's portfolio as of March 31,June 30, 2020 (unaudited):
CompanyIndustryType of InvestmentMaturityPar AmountCost
Fair Value(2)
4Over International, LLCMedia: Advertising, Printing & Publishing
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
6/7/2022$10,711,287  $10,711,287  $10,120,024  
Callaway Golf CompanyConsumer Goods: Durable
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
1/4/20261,514,532  1,491,517  1,497,645  
Cambrex CorporationHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
12/4/20262,982,506  2,927,646  2,881,996  
Cardenas Markets LLCRetail
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(1)
11/29/20236,272,500  6,241,898  5,932,531  
CHA Consulting, Inc.Construction & Building
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
4/10/20251,343,816  1,339,241  1,272,594  
CHA Consulting, Inc.Construction & Building
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
4/10/2025594,000  594,000  562,518  
Covenant Surgical Partners, Inc.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 4.00%)(1)
7/1/20264,962,594  4,919,946  4,209,816  
CT Technologies Intermediate Holdings, Inc.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
12/1/20214,099,536  4,058,030  3,848,029  
Directbuy Home Improvement, Inc.Retail
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)(3)
6/20/2022274,413  274,413  41,162  
Directbuy Home Improvement, Inc.RetailCommon Stock - 201,591 shares201,591  79,237  —  
Envision Healthcare CorporationHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(1)
10/10/20251,945,375  1,892,805  1,294,939  
GC EOS Buyer, Inc.Automotive
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
8/1/20253,418,987  3,379,502  2,912,635  
GK Holdings, Inc.Services: Business
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
1/20/20213,885,394  3,882,786  2,525,506  
Glass Mountain Pipeline Holdings, LLCEnergy: Oil & Gas
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
12/23/20244,863,062  4,851,337  2,177,679  
Golden West Packaging Group LLCForest Products & Paper
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(1)
6/20/20234,080,982  4,080,982  3,867,955  
High Ridge Brands Co.Consumer Goods: Non-Durable
Senior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)(1)(3)
6/30/20222,887,398  2,872,392  997,019  
Highline Aftermarket Acquisitions, LLCAutomotive
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(1)
4/26/20254,035,294  4,026,032  3,594,035  
Infogroup, Inc.Services: Business
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
4/3/20234,837,500  4,815,093  3,942,563  
Intermediate LLCHigh Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
7/1/20262,729,375  2,714,295  2,441,699  
Isagenix International, LLCWholesale
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(1)
6/16/20252,673,655  2,662,910  1,028,689  
IXS Holdings, Inc.Automotive
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
3/5/20272,992,311  2,963,679  2,800,653  
Keystone Acquisition Corp.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
5/1/20246,115,536  6,052,163  5,797,528  
KNB Holdings CorporationConsumer Goods: Durable
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(1)
4/26/20244,775,218  4,722,976  2,142,879  
F-33

Table of Contents
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
4Over International, LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
 6/7/2022 $10,769,072
 $10,769,072
 $9,939,854
Acrisure, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
 2/15/2027 4,352,698
 4,353,249
 3,692,829
Callaway Golf Company Consumer Goods: Durable 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
 1/4/2026 2,759,312
 2,715,180
 2,450,270
Cambrex Corporation Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 12/4/2026 3,990,000
 3,913,763
 3,686,361
Cardenas Markets LLC Retail 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(1)
 11/29/2023 6,288,750
 6,255,830
 5,845,393
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
 4/10/2025 1,347,244
 1,342,412
 1,258,191
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
 4/10/2025 595,500
 595,500
 556,137
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 4.00%)(1)
 7/1/2026 4,975,031
 4,930,498
 3,950,911
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
 12/1/2021 4,110,324
 4,061,412
 3,192,078
Directbuy Home Improvement, Inc. Retail 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)(4)
 6/20/2022 274,413
 274,413
 41,162
Directbuy Home Improvement, Inc. Retail Common Stock - 201,591 shares   201,591
 79,237
 
Envision Healthcare Corporation Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(1)
 10/10/2025 1,950,313
 1,894,690
 1,126,305
GC EOS Buyer, Inc. Automotive 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
 8/1/2025 3,427,687
 3,386,158
 2,570,765
GK Holdings, Inc. Services: Business 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
 1/20/2021 3,895,673
 3,891,893
 3,240,032
Glass Mountain Pipeline Holdings, LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
 12/23/2024 4,875,500
 4,863,091
 2,888,734

CompanyIndustryType of InvestmentMaturityPar AmountCost
Fair Value(2)
Liasion Acquisition, LLCHigh Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
12/20/20266,467,500  6,452,534  6,176,463  
LifeMiles Ltd.Services: Consumer
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(1)
8/18/20224,380,308  4,370,103  3,345,461  
Manna Pro Products, LLCConsumer Goods: Non-Durable
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
12/8/20233,006,250  3,006,250  2,804,531  
Manna Pro Products, LLCConsumer Goods: Non-Durable
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
12/8/2023610,500  610,500  569,535  
NGS US Finco, LLCCapital Equipment
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
10/1/20252,950,723  2,940,198  2,580,112  
Northern Star Industries, Inc.Capital Equipment
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
3/28/20254,154,375  4,140,233  3,491,752  
Nuvei Technologies Corp.Banking, Finance, Insurance & Real Estate
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
9/29/20252,509,089  2,500,433  2,413,493  
Offen, Inc.Transportation: Cargo
Senior Secured First Lien Term Loan (LIBOR + 5.00%)(1)
6/22/20263,635,841  3,604,693  3,423,909  
Patriot Rail Company LLCTransportation: Cargo
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
10/19/20261,745,625  1,714,145  1,649,616  
Peraton Corp.Aerospace and Defense
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
4/29/20243,380,303  3,371,023  3,223,119  
PetroChoice Holdings, Inc.Chemicals, Plastics and Rubber
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
8/19/20226,787,352  6,773,320  5,605,199  
Phoenix Guarantor Inc.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 3.25%)(1)
3/5/20261,965,113  1,940,275  1,887,785  
Plaskolite PPC Intermediate II LLCChemicals, Plastics and Rubber
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
12/15/20253,201,250  3,153,830  3,065,997  
Port Townsend Holdings Company, Inc.Forest Products & Paper
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
4/3/20242,953,281  2,934,612  2,693,688  
PT Network, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor, 2% PIK)(1)(4)
11/30/20234,473,500  4,265,463  4,026,150  
PT Network, LLCHealthcare & PharmaceuticalsClass C Common Stock —  —  
PVHC Holding CorpContainers, Packaging and Glass
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
8/5/20241,957,408  1,950,653  1,717,234  
Quartz Holding CompanyHigh Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
4/2/2026953,879  953,292  906,185  
RB Media, Inc.Media: Diversified & Production
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
8/29/20255,971,031  5,929,566  5,750,998  
Rough Country, LLCAutomotive
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(1)
5/25/20232,698,652  2,691,649  2,503,810  
Safe Fleet Holdings LLCAutomotive
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(1)
2/3/20251,316,785  1,294,144  1,222,964  
Salient CRGT Inc.High Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)
2/28/20224,284,226  4,255,460  3,839,738  
Shift4 Payments, LLCBanking, Finance, Insurance & Real Estate
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
11/29/20247,304,819  7,281,725  7,108,684  
Sierra Enterprises, LLCBeverage & Food
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
11/11/20243,889,153  3,881,266  3,691,195  
F-34

Table of Contents
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(1)
 6/20/2023 4,092,193
 4,092,193
 3,793,872
High Ridge Brands Co. Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)(1)
 4/18/2020 143,852
 143,082
 143,852
High Ridge Brands Co. Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)(1)
 4/18/2020 143,852
 143,852
 143,852
High Ridge Brands Co. Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)(1)(4)
 6/30/2022 2,887,398
 2,870,522
 997,019
Highline Aftermarket Acquisitions, LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(1)
 4/26/2025 4,045,588
 4,035,825
 3,335,183
Infogroup, Inc. Services: Business 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 4/3/2023 4,850,000
 4,825,505
 3,857,690
Intermediate LLC High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
 7/1/2026 2,736,250
 2,720,504
 2,416,930
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(1)
 6/16/2025 2,711,859
 2,700,411
 950,235
IXS Holdings, Inc. Automotive 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 3/5/2027 3,000,000
 2,970,224
 2,970,000
Jordan Health Products I, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 5/15/2025 5,155,539
 5,097,149
 2,909,271
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
 5/1/2024 6,131,257
 6,063,595
 5,552,466
KNB Holdings Corporation Consumer Goods: Durable 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(1)
 4/26/2024 4,807,267
 4,751,246
 2,635,824
Liasion Acquisition, LLC High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
 12/20/2026 6,483,750
 6,468,169
 5,973,479
LifeMiles Ltd. Services: Consumer 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(1)
 8/18/2022 4,533,162
 4,521,367
 3,615,197
Manna Pro Products, LLC Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
 12/8/2023 3,013,958
 3,013,958
 2,753,854
Manna Pro Products, LLC Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
 12/8/2023 612,042
 612,042
 559,222
MediaOcean Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
 8/18/2025 1,750,000
 1,745,879
 1,627,500
NGS US Finco, LLC Capital Equipment 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
 10/1/2025 2,962,500
 2,951,326
 2,495,906
Northern Star Industries, Inc. Capital Equipment 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
 3/28/2025 4,165,000
 4,150,077
 3,347,411
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 9/29/2025 4,826,747
 4,787,705
 4,417,922
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 9/29/2025 975,269
 975,269
 892,663
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 9/29/2025 707,074
 707,073
 647,184
Offen, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan (LIBOR + 5.00%)(1)
 6/22/2026 3,645,022
 3,612,493
 3,389,935
Patriot Rail Company LLC Transportation: Cargo 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
 10/19/2026 1,750,000
 1,717,193
 1,570,975
CompanyIndustryType of InvestmentMaturityPar AmountCost
Fair Value(2)
Simplified Logistics, LLCServices: Business
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)
2/27/20223,456,250  3,391,209  3,320,419  
Syniverse Holdings, Inc.High Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
3/9/20232,912,702  2,896,942  2,082,873  
T-Mobile USA, Inc.Telecommunications
Senior Secured First Lien Term Loan (LIBOR + 3.00%)(1)
4/1/20274,000,000  3,940,957  3,940,800  
The Imagine Group, LLCMedia: Advertising, Printing & Publishing
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
6/21/2022900,673  896,600  200,535  
The Octave Music Group, Inc.Media: Diversified & Production
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
5/29/20255,948,276  5,892,464  5,056,034  
ThoughtWorks, Inc.High Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(1)
10/11/20244,629,337  4,616,586  4,418,239  
Tortoise Borrower LLCBanking, Finance, Insurance & Real Estate
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(1)
1/31/20252,419,312  2,411,365  2,056,416  
Vero Parent, Inc.High Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 6.25%, 1.00% LIBOR Floor)(1)
8/16/20243,885,812  3,865,588  3,570,867  
Wawona Delaware Holdings, LLCBeverage & Food
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
9/11/2026947,738  939,320  861,967  
Wok Holdings Inc.Retail
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)
3/1/20266,566,875  6,521,091  4,289,154  
Wrench Group LLCServices: Consumer
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
4/30/20262,724,604  2,708,280  2,584,366  
Wrench Group LLCServices: Consumer
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
4/30/2026225,654  218,379  218,379  
Xebec Global Holdings, LLCHigh Tech Industries
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
2/12/20248,073,559  8,073,559  7,732,855  
Z Medica, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(1)
9/29/20222,617,500  2,617,500  2,492,645  
Total$212,102,118  $210,559,374  $182,413,261  

(1)Represents the weighted average annual current interest rate as of June 30, 2020. All interest rates are payable in cash, unless otherwise noted.
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Peraton Corp. Aerospace and Defense 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
 4/29/2024 3,389,015
 3,379,106
 3,179,913
PetroChoice Holdings, Inc. Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 8/19/2022 6,805,165
 6,790,214
 5,619,025
Phoenix Guarantor Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 3.25%)(1)
 3/5/2026 3,970,050
 3,917,313
 3,422,620
Plaskolite PPC Intermediate II LLC Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
 12/15/2025 3,209,375
 3,159,136
 3,028,687
Port Townsend Holdings Company, Inc. Forest Products & Paper 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
 4/3/2024 2,960,962
 2,941,004
 2,641,178
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor, 2% PIK)(1)(5)
 11/30/2023 4,461,974
 4,237,249
 4,015,776
PT Network, LLC Healthcare & Pharmaceuticals Class C Common Stock   1
 
 
PVHC Holding Corp Containers, Packaging and Glass 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
 8/5/2024 1,962,389
 1,955,205
 1,615,607
Quartz Holding Company High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
 4/2/2026 6,450,006
 6,429,444
 5,906,916
RB Media, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(1)
 8/29/2025 5,435,485
 5,393,340
 4,684,844
Rough Country, LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(1)
 5/25/2023 4,698,652
 4,685,411
 4,255,099
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.00%, 1.00% LIBOR Floor)(1)
 2/3/2025 1,329,133
 1,290,227
 1,201,802
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(1)
 2/3/2025 1,684,453
 1,695,948
 1,530,999
Salient CRGT Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)
 2/28/2022 4,346,726
 4,313,172
 3,864,674
SCS Holdings I Inc. Wholesale 
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(1)
 7/1/2026 2,233,153
 2,227,757
 1,941,503
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(1)
 11/29/2024 9,775,000
 9,742,353
 9,199,253
Sierra Enterprises, LLC Beverage & Food 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
 11/11/2024 3,899,099
 3,890,726
 3,659,695
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)
 2/27/2022 3,465,000
 3,396,159
 3,260,219
Syniverse Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(1)
 3/9/2023 2,920,152
 2,902,887
 1,863,641
The Imagine Group, LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
 6/21/2022 7,760,000
 7,724,719
 1,435,600
The Octave Music Group, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
 5/29/2025 6,000,000
 5,940,847
 5,428,800
ThoughtWorks, Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(1)
 10/11/2024 6,641,146
 6,621,848
 5,749,240
Tortoise Borrower LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(1)
 1/31/2025 2,425,500
 2,417,100
 2,073,075
United Road Services, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(1)
 9/2/2024 3,699,998
 3,688,035
 2,869,718
(2)Represents the fair value in accordance with ASC Topic 820. The determination of such fair value is not included in the Company’s board of directors’ valuation process described elsewhere herein.

(3)The investment was on non-accrual status as of June 30, 2020.
(4)Par amount includes accumulated paid-in-kind ("PIK") interest and is net of repayments.
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Vero Parent, Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 6.25%, 1.00% LIBOR Floor)(1)
 8/16/2024 3,895,700
 3,874,200
 3,076,045
Wawona Delaware Holdings, LLC Beverage & Food 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(1)
 9/11/2026 4,950,125
 4,904,391
 4,251,662
Wok Holdings Inc. Retail 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(1)
 3/1/2026 6,583,500
 6,535,386
 4,542,615
Wrench Group LLC Services: Consumer 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
 4/30/2026 2,214,516
 2,197,290
 2,058,525
Wrench Group LLC Services: Consumer 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(1)
 4/30/2026 227,513
 225,267
 225,267
Xebec Global Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(1)
 2/12/2024 8,093,951
 8,093,951
 7,633,405
Z Medica, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(1)
 9/29/2022 2,625,000
 2,625,000
 2,460,150
Total       $258,055,426
 $256,197,742
 $212,132,017


(1)Represents the weighted average annual current interest rate as of March 31, 2020. All interest rates are payable in cash, unless otherwise noted.
(2)Represents the fair value in accordance with ASC Topic 820. The determination of such fair value is not included in the Company’s board of directors’ valuation process described elsewhere herein.
(3)Percentage is based on Sierra JV's net assets of $51,014,288 as of March 31, 2020.
(4)The investment was on non-accrual status as of March 31, 2020.
(5)Par amount includes accumulated paid-in-kind ("PIK") interest and is net of repayments.


The following is a listing of the individual investments in Sierra JV's portfolio as of December 31, 2019:

CompanyIndustryType of InvestmentMaturityPar AmountCost
Fair Value(1)
4Over International, LLCMedia: Advertising, Printing & PublishingSenior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)6/7/2022$10,826,856  $10,826,856  $10,648,215  
Acrisure, LLCBanking, Finance, Insurance & Real EstateSenior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)11/22/20233,182,966  3,183,838  3,187,103  
Brightspring Health ServicesHealthcare & PharmaceuticalsSenior Secured First Lien Term Loan (LIBOR + 4.50%)3/5/20263,980,000  3,933,275  3,998,905  
Callaway Golf CompanyConsumer Goods: DurableSenior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)1/4/20262,766,749  2,720,217  2,794,418  
Cambrex CorporationHealthcare & PharmaceuticalsSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)12/4/20264,000,000  3,920,721  3,920,000  
F-35

Table of Contents
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
CompanyIndustryType of InvestmentMaturityPar AmountCost
Fair Value(1)
4Over International, LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(1)
 6/7/2022 $10,826,856
 $10,826,856
 $10,648,215
Acrisure, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(4)
 11/22/2023 3,182,966
 3,183,838
 3,187,103
Brightspring Health Services Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 4.50%)(2)
 3/5/2026 3,980,000
 3,933,275
 3,998,905
Callaway Golf Company Consumer Goods: Durable 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(2)
 1/4/2026 2,766,749
 2,720,217
 2,794,418
Cambrex Corporation Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(2)
 12/4/2026 4,000,000
 3,920,721
 3,920,000
Cardenas Markets LLC Retail 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(2)
 11/29/2023 6,305,000
 6,269,750
 6,195,293
Cardenas Markets LLCRetailSenior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)11/29/20236,305,000  6,269,750  6,195,293  
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(4)
 4/10/2025 1,350,672
 1,345,582
 1,347,565
CHA Consulting, Inc.Construction & BuildingSenior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)4/10/20251,350,672  1,345,582  1,347,565  
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(4)(6)
 4/10/2025 597,000
 597,000
 595,627
CHA Consulting, Inc.Construction & Building
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(2)
4/10/2025597,000  597,000  595,627  
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 4.00%)(2)(6)
 7/1/2026 4,987,500
 4,941,073
 4,942,594
Covenant Surgical Partners, Inc.Healthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 4.00%)(2)
7/1/20264,987,500  4,941,073  4,942,594  
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(2)
 12/1/2021 4,121,112
 4,064,756
 3,878,791
CT Technologies Intermediate Holdings, Inc.Healthcare & PharmaceuticalsSenior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)12/1/20214,121,112  4,064,756  3,878,791  
Directbuy Home Improvement, Inc. Retail 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(2)
 6/20/2022 274,413
 274,413
 274,413
Directbuy Home Improvement, Inc.Retail
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(2)
6/20/2022274,413  274,413  274,413  
Directbuy Home Improvement, Inc.Directbuy Home Improvement, Inc.Retail
Common Stock - 201,591 shares(3)
201,591  79,237  64,509  
Envision Healthcare CorporationEnvision Healthcare CorporationHealthcare & PharmaceuticalsSenior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)10/10/20251,955,250  1,896,560  1,666,264  
GC EOS Buyer, Inc.GC EOS Buyer, Inc.AutomotiveSenior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)8/1/20253,436,387  3,392,804  3,340,511  
GK Holdings, Inc.GK Holdings, Inc.Services: BusinessSenior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)1/20/20213,905,952  3,900,993  3,241,940  
Glass Mountain Pipeline Holdings, LLCGlass Mountain Pipeline Holdings, LLCEnergy: Oil & GasSenior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)12/23/20244,887,938  4,874,842  4,286,232  
Golden West Packaging Group LLCGolden West Packaging Group LLCForest Products & PaperSenior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)6/20/20234,121,837  4,121,837  4,092,984  
High Ridge (DIP Term Loan)High Ridge (DIP Term Loan)Consumer Goods: Non-Durable
Senior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)(3)(4)
4/18/2020143,852  139,187  143,852  
High Ridge Brands Co.High Ridge Brands Co.Consumer Goods: Non-DurableSenior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)6/30/20223,031,250  3,011,569  1,312,531  
Highline Aftermarket Acquisitions, LLCHighline Aftermarket Acquisitions, LLCAutomotiveSenior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)4/26/20254,055,882  4,045,615  3,660,434  
Infogroup, Inc.Infogroup, Inc.Services: BusinessSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)4/3/20234,862,500  4,835,906  4,704,955  
Intermediate LLCIntermediate LLCHigh Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)7/1/20262,743,125  2,726,710  2,729,409  
Isagenix International, LLCIsagenix International, LLCWholesaleSenior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)6/16/20252,750,063  2,737,896  1,924,494  
Jordan Health Products I, Inc.Jordan Health Products I, Inc.Healthcare & PharmaceuticalsSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)5/15/20255,168,658  5,107,272  3,721,434  
Keystone Acquisition Corp.Keystone Acquisition Corp.Healthcare & PharmaceuticalsSenior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)5/1/20246,146,978  6,075,006  5,993,304  
KNB Holdings CorporationKNB Holdings CorporationConsumer Goods: DurableSenior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)4/26/20244,839,315  4,779,469  3,629,970  
Liasion Acquisition, LLCLiasion Acquisition, LLCHigh Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)12/20/20266,500,000  6,483,801  6,483,750  
LifeMiles Ltd.LifeMiles Ltd.Services: ConsumerSenior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)8/18/20224,684,602  4,671,137  4,614,801  
Manna Pro Products, LLCManna Pro Products, LLCConsumer Goods: Non-Durable
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(2)
12/8/20233,021,667  3,021,667  2,904,426  
Manna Pro Products, LLCManna Pro Products, LLCConsumer Goods: Non-DurableSenior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)12/8/2023613,583  613,583  589,776  
F-36

Table of Contents
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Directbuy Home Improvement, Inc. Retail 
Common Stock - 201,591 shares(7)
   201,591
 79,237
 64,509
Envision Healthcare Corporation Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(2)
 10/10/2025 1,955,250
 1,896,560
 1,666,264
GC EOS Buyer, Inc. Automotive 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(2)
 8/1/2025 3,436,387
 3,392,804
 3,340,511
GK Holdings, Inc. Services: Business 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(4)
 1/20/2021 3,905,952
 3,900,993
 3,241,940
Glass Mountain Pipeline Holdings, LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(2)
 12/23/2024 4,887,938
 4,874,842
 4,286,232
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(2)
 6/20/2023 4,121,837
 4,121,837
 4,092,984
High Ridge (DIP Term Loan) Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)(7)(8)
 4/18/2020 143,852
 139,187
 143,852
High Ridge Brands Co. Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 7.00%, 1.00% LIBOR Floor)(2)(4)
 6/30/2022 3,031,250
 3,011,569
 1,312,531
Highline Aftermarket Acquisitions, LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(2)
 4/26/2025 4,055,882
 4,045,615
 3,660,434
Infogroup, Inc. Services: Business 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(4)
 4/3/2023 4,862,500
 4,835,906
 4,704,955
Intermediate LLC High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(2)
 7/1/2026 2,743,125
 2,726,710
 2,729,409
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(4)
 6/16/2025 2,750,063
 2,737,896
 1,924,494
Jordan Health Products I, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(2)
 5/15/2025 5,168,658
 5,107,272
 3,721,434
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(4)
 5/1/2024 6,146,978
 6,075,006
 5,993,304
KNB Holdings Corporation Consumer Goods: Durable 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(4)
 4/26/2024 4,839,315
 4,779,469
 3,629,970
Liasion Acquisition, LLC High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(4)
 12/20/2026 6,500,000
 6,483,801
 6,483,750
LifeMiles Ltd. Services: Consumer 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(2)
 8/18/2022 4,684,602
 4,671,137
 4,614,801
Manna Pro Products, LLC Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(2)
 12/8/2023 3,021,667
 3,021,667
 2,904,426
Manna Pro Products, LLC Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan (LIBOR + 6.00%, 1.00% LIBOR Floor)(2)
 12/8/2023 613,583
 613,583
 589,776
MediaOcean Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(2)
 8/18/2025 1,750,000
 1,745,688
 1,745,625
NGS US Finco, LLC Capital Equipment 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(2)
 10/1/2025 2,970,000
 2,958,188
 2,968,218
Northern Star Industries, Inc. Capital Equipment 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(4)
 3/28/2025 4,175,625
 4,159,917
 4,049,521
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(2)
 9/29/2025 975,269
 975,269
 980,145

CompanyIndustryType of InvestmentMaturityPar AmountCost
Fair Value(1)
MediaOceanMedia: Advertising, Printing & Publishing
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(2)
8/18/20251,750,000  1,745,688  1,745,625  
NGS US Finco, LLCCapital EquipmentSenior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)10/1/20252,970,000  2,958,188  2,968,218  
Northern Star Industries, Inc.Capital Equipment
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(4)
3/28/20254,175,625  4,159,917  4,049,521  
Nuvei Technologies Corp.Banking, Finance, Insurance & Real EstateSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)9/29/2025975,269  975,269  980,145  
Nuvei Technologies Corp.Banking, Finance, Insurance & Real EstateSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)9/29/20254,826,747  4,785,934  4,850,881  
Nuvei Technologies Corp.Banking, Finance, Insurance & Real EstateSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)9/29/2025707,074  707,074  710,609  
Offen, Inc.Transportation: Cargo
Senior Secured First Lien Term Loan (LIBOR + 5.00%)(2)
6/22/20263,654,204  3,620,287  3,654,204  
Patriot Rail Company LLCTransportation: CargoSenior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)10/19/20261,750,000  1,715,946  1,715,000  
Peraton Corp.Aerospace and DefenseSenior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)4/29/20243,397,727  3,387,186  3,380,739  
PetroChoice Holdings, Inc.Chemicals, Plastics and RubberSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)8/19/20226,822,978  6,807,103  6,473,642  
Plaskolite PPC Intermediate II LLCChemicals, Plastics and RubberSenior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)12/15/20253,217,500  3,164,435  2,984,231  
Port Townsend Holdings Company, Inc.Forest Products & PaperSenior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)4/3/20243,034,160  3,012,438  2,883,970  
PT Network, LLCHealthcare & Pharmaceuticals
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor, 2% PIK)(4)
11/30/20234,439,284  4,198,393  4,150,286  
PT Network, LLCHealthcare & Pharmaceuticals
Class C Common Stock(3)
 —  —  
PVHC Holding CorpContainers, Packaging and Glass
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(2)
8/5/20241,967,369  1,959,755  1,816,508  
Quartz Holding CompanyHigh Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)4/2/20266,466,253  6,444,757  6,433,922  
RB Media, Inc.Media: Diversified & ProductionSenior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)8/29/20255,431,250  5,387,100  5,431,250  
Rough Country, LLCAutomotiveSenior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)5/25/20234,698,652  4,684,364  4,651,666  
Safe Fleet Holdings LLCAutomotiveSenior Secured First Lien Term Loan (LIBOR + 3.00%, 1.00% LIBOR Floor)2/3/20253,414,188  3,407,774  3,254,233  
Safe Fleet Holdings LLCAutomotiveSenior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)2/3/20251,332,506  1,291,776  1,271,344  
Salient CRGT Inc.High Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)2/28/20224,377,976  4,339,781  3,983,958  
SCS Holdings I Inc.WholesaleSenior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)7/1/20262,238,750  2,233,552  2,247,257  
Shift4 Payments, LLCBanking, Finance, Insurance & Real EstateSenior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)11/29/20249,800,000  9,765,521  9,831,360  
Sierra Enterprises, LLCBeverage & FoodSenior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)11/11/20243,909,046  3,900,184  3,889,501  
F-37

Table of Contents
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(2)
 9/29/2025 4,826,747
 4,785,934
 4,850,881
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(2)
 9/29/2025 707,074
 707,074
 710,609
Offen, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan (LIBOR + 5.00%)(4)(6)
 6/22/2026 3,654,204
 3,620,287
 3,654,204
Patriot Rail Company LLC Transportation: Cargo 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(4)
 10/19/2026 1,750,000
 1,715,946
 1,715,000
Peraton Corp. Aerospace and Defense 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(2)
 4/29/2024 3,397,727
 3,387,186
 3,380,739
PetroChoice Holdings, Inc. Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(4)
 8/19/2022 6,822,978
 6,807,103
 6,473,642
Plaskolite PPC Intermediate II LLC Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(4)
 12/15/2025 3,217,500
 3,164,435
 2,984,231
Port Townsend Holdings Company, Inc. Forest Products & Paper 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(2)
 4/3/2024 3,034,160
 3,012,438
 2,883,970
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor, 2% PIK)(4)(9) 
 11/30/2023 4,439,284
 4,198,393
 4,150,286
PT Network, LLC Healthcare & Pharmaceuticals 
Class C Common Stock(7)
   1
 
 
PVHC Holding Corp Containers, Packaging and Glass 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(4)(6)
 8/5/2024 1,967,369
 1,959,755
 1,816,508
Quartz Holding Company High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(2)
 4/2/2026 6,466,253
 6,444,757
 6,433,922
RB Media, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(2)
 8/29/2025 5,431,250
 5,387,100
 5,431,250
Rough Country, LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(2)
 5/25/2023 4,698,652
 4,684,364
 4,651,666
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.00%, 1.00% LIBOR Floor)(2)
 2/3/2025 3,414,188
 3,407,774
 3,254,233
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan (LIBOR + 3.75%, 1.00% LIBOR Floor)(2)
 2/3/2025 1,332,506
 1,291,776
 1,271,344
Salient CRGT Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(2)
 2/28/2022 4,377,976
 4,339,781
 3,983,958
SCS Holdings I Inc. Wholesale 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(2)
 7/1/2026 2,238,750
 2,233,552
 2,247,257
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 4.50%, 1.00% LIBOR Floor)(4)
 11/29/2024 9,800,000
 9,765,521
 9,831,360
Sierra Enterprises, LLC Beverage & Food 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(2)
 11/11/2024 3,909,046
 3,900,184
 3,889,501
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(4)
 2/27/2022 3,473,750
 3,401,169
 3,473,750
SMB Shipping Logistics, LLC Transportation: Cargo 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(5)
 2/5/2024 1,462,048
 1,451,196
 1,451,521
Syniverse Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)(2)
 3/9/2023 2,927,601
 2,908,826
 2,762,191
CompanyIndustryType of InvestmentMaturityPar AmountCost
Fair Value(1)
Simplified Logistics, LLCServices: BusinessSenior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)2/27/20223,473,750  3,401,169  3,473,750  
SMB Shipping Logistics, LLCTransportation: CargoSenior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)2/5/20241,462,048  1,451,196  1,451,521  
Syniverse Holdings, Inc.High Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 5.00%, 1.00% LIBOR Floor)3/9/20232,927,601  2,908,826  2,762,191  
The Imagine Group, LLCMedia: Advertising, Printing & PublishingSenior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)6/21/20227,780,000  7,740,720  2,650,646  
The Octave Music Group, Inc.Media: Diversified & ProductionSenior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)5/28/20214,337,289  4,337,289  4,332,085  
ThoughtWorks, Inc.High Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)10/11/20246,658,045  6,643,269  6,674,690  
Tortoise Borrower LLCBanking, Finance, Insurance & Real EstateSenior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)1/31/20252,431,688  2,422,832  2,416,611  
United Road Services, Inc.Transportation: CargoSenior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)9/2/20243,729,999  3,717,259  3,468,899  
Vero Parent, Inc.High Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 6.25%, 1.00% LIBOR Floor)8/16/20243,905,587  3,882,806  3,739,600  
Wawona Delaware Holdings, LLCBeverage & FoodSenior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)9/11/20264,962,563  4,914,942  4,912,937  
Wok Holdings Inc.RetailSenior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)3/1/20266,600,125  6,549,669  5,321,681  
Wrench Group LLCServices: ConsumerSenior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)4/30/20262,220,094  2,203,372  2,205,275  
Xebec Global Holdings, LLCHigh Tech IndustriesSenior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)2/12/20248,114,342  8,114,342  8,094,056  
Z Medica, LLCHealthcare & PharmaceuticalsSenior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)9/29/20222,632,500  2,632,500  2,566,424  
Total$256,054,888  $254,165,185  $238,316,936  

Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
The Imagine Group, LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(2)
 6/21/2022 7,780,000
 7,740,720
 2,650,646
The Octave Music Group, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(2)
 5/28/2021 4,337,289
 4,337,289
 4,332,085
ThoughtWorks, Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 4.00%, 1.00% LIBOR Floor)(2)
 10/11/2024 6,658,045
 6,643,269
 6,674,690
Tortoise Borrower LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan (LIBOR + 3.50%, 1.00% LIBOR Floor)(2)
 1/31/2025 2,431,688
 2,422,832
 2,416,611
United Road Services, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan (LIBOR + 5.75%, 1.00% LIBOR Floor)(2)
 9/2/2024 3,729,999
 3,717,259
 3,468,899
Vero Parent, Inc. High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 6.25%, 1.00% LIBOR Floor)(4)
 8/16/2024 3,905,587
 3,882,806
 3,739,600
Wawona Delaware Holdings, LLC Beverage & Food 
Senior Secured First Lien Term Loan (LIBOR + 4.75%, 1.00% LIBOR Floor)(2)
 9/11/2026 4,962,563
 4,914,942
 4,912,937
Wok Holdings Inc. Retail 
Senior Secured First Lien Term Loan (LIBOR + 6.50%, 1.00% LIBOR Floor)(5)
 3/1/2026 6,600,125
 6,549,669
 5,321,681
Wrench Group LLC Services: Consumer 
Senior Secured First Lien Term Loan (LIBOR + 4.25%, 1.00% LIBOR Floor)(4)(6)
 4/30/2026 2,220,094
 2,203,372
 2,205,275
Xebec Global Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan (LIBOR + 5.25%, 1.00% LIBOR Floor)(4)
 2/12/2024 8,114,342
 8,114,342
 8,094,056
Z Medica, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan (LIBOR + 5.50%, 1.00% LIBOR Floor)(4)
 9/29/2022 2,632,500
 2,632,500
 2,566,424
Total       $256,054,888
 $254,165,185
 $238,316,936

(1) All securities are valued using significant unobservable inputs, which are categorized as Level 3 assets under the definition of ASC 820 fair value hierarchy.
(2) The interest rate on these loans is subject to a base rate plus 1 Month (“1M”) LIBOR, which at December 31, 2019 was 1.76%. As the interest rate is subject to a minimum LIBOR floor, the prevailing rate in effect at December 31, 2019 was the base rate plus the LIBOR floor or 1M LIBOR.
(3) The interest rate on these loans is subject to a base rate plus 2 Month (“2M”) LIBOR, which at December 31, 2019 was 1.83%. As the interest rate is subject to a minimum LIBOR floor, the prevailing rate in effect at December 31, 2019 was the base rate plus the LIBOR floor or 2M LIBOR.
(4) The interest rate on these loans is subject to a base rate plus 3 Month (“3M”) LIBOR, which at December 31, 2019 was 1.91%. As the interest rate is subject to a minimum LIBOR floor, the prevailing rate in effect at December 31, 2019 was the base rate plus the LIBOR floor or 3M LIBOR.
(5) The interest rate on these loans is subject to a base rate plus 6 Month (“6M”) LIBOR, which at December 31, 2019 was 1.91%. As the interest rate is subject to a minimum LIBOR floor, the prevailing rate in effect at December 31, 2019 was the base rate plus the LIBOR floor or 6M LIBOR.
(6) Includes an analysis of the value of any unfunded loan commitments.
(7)(3) Security is non-income producing.
(8)(4) The investment was on non-accrual status as of December 31, 2019.
(9)(5) Par amount includes accumulated paid-in-kind ("PIK") interest and is net of repayments.


Below is certain summarized financial information for the Sierra JV as of March 31,June 30, 2020 and December 31, 2019 and for the three and six months ended March 31,June 30, 2020 and 2019.
 June 30, 2020December 31, 2019
(unaudited)
Selected Consolidated Statement of Assets and Liabilities Information:
Investments in loans at fair value (amortized cost of $210,559,374 and $254,165,185, respectively)$182,413,261  $238,316,936  
Cash and cash equivalents11,415,505  44,019,523  
Other assets1,055,615  943,994  
Total assets$194,884,381  $283,280,453  
Senior credit facility payable (net of deferred financing costs of $2,432,785 and $2,355,405, respectively)122,270,160  202,544,595  
Interest payable651,593  852,009  
Other liabilities403,579  501,316  
Total liabilities123,325,332  203,897,920  
Members’ capital71,559,049  79,382,533  
Total liabilities and members' capital$194,884,381  $283,280,453  
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 March 31, 2020 December 31, 2019
 (unaudited)  
Selected Consolidated Statement of Assets and Liabilities Information:   
Investments in loans at fair value (amortized cost of $256,197,742 and $254,165,185, respectively)$212,132,017
 $238,316,936
Cash and cash equivalents41,831,750
 44,019,523
Other assets945,640
 943,994
Total assets$254,909,407
 $283,280,453
    
Senior credit facility payable (net of deferred financing costs of $2,273,697 and $2,355,405, respectively)202,626,302
 202,544,595
Other liabilities475,270
 501,316
Interest payable793,547
 852,009
Total liabilities$203,895,119
 $203,897,920
Members’ capital51,014,288
 79,382,533
Total liabilities and members' capital$254,909,407
 $283,280,453
Three Months Ended June 30,Six Months Ended June 30,
 2020201920202019
(unaudited)(unaudited)(unaudited)(unaudited)
Selected Consolidated Statement of Operations Information:
Total investment income$3,681,476  $5,426,634  $8,134,188  $11,025,448  
Total expenses(2,547,948) (3,218,553) (5,558,944) (6,412,699) 
Net change in unrealized appreciation/(depreciation) of investments15,919,611  539,007  (12,297,864) (1,554,951) 
Net realized gain/(loss) on investments(10,758,378) (4,836,350) (10,750,864) (4,772,156) 
Net income/(loss)$6,294,761  $(2,089,262) $(20,473,484) $(1,714,358) 
 Three Months Ended March 31,
 2020 2019
 (unaudited) (unaudited)
Selected Consolidated Statement of Operations Information:   
Total investment income$4,452,712
 $5,598,814
Total expenses(3,010,996) (3,194,145)
Net change in unrealized appreciation/(depreciation) of investments(28,217,476) (2,093,959)
Net realized gain/(loss) on investments7,514
 64,194
Net income/(loss)$(26,768,246) $374,904

In accordance with Rules 3-09 and 4-08(g) of Regulation S-X, the Company must determine whichif any of its unconsolidated Control Investments,portfolio companies, if any, areis considered a “significant subsidiaries.subsidiary.InPursuant to the SEC’s recently adopted amendments to Rule 1-02(w) of Regulation S-X, in evaluating these investments,portfolio companies, there are threetwo tests utilized to determine if any Controlled Investments area portfolio company is considered a significant subsidiaries:subsidiary: the investment test, the asset test and the income test. Rule 3-09 of Regulation S-X requires the Company to include separate audited financial statements of any unconsolidated majority-owned subsidiary (Control Investments(portfolio company in which the Company owns greater than 50% of the voting securities) in anthe Company's annual report on Form 10-K if any of the three tests exceed 20%. Rule 4-08(g) of Regulation S-X requires summarized financial information of Control Investmentsany portfolio company in anthe Company's annual report on Form 10-K or the Company’s quarterly report on Form 10-Q, as applicable, if any of the threeconditions under the two tests exceeds 10%, and summarized financial information in a quarterly report if any of the three tests exceeds 20%are met pursuant to Rule 10-01(b)(1) of Regulation S-X.

As of March 31,After performing the income analysis for the six months ended June 30, 2020, excluding Sierra JV, the Company haddetermined that no single Control Investment whichportfolio company would be deemed to be a significant subsidiary pursuant to Rule 10-01(b)(1) of Regulation S-X.

The Company also determined that the assets of Sierra JV generated more than 20% of the Company’s total income and its fair value exceeded 5% of the Company's total portfolio. Accordingly, the related summary financial information is presented in the “Sierra Senior Loan Strategy JV I LLC” heading above.

Note 4. Fair Value Measurements
The Company follows ASC 820 for measuring the fair value of portfolio investments. Fair value is the price that would be received in the sale of an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date. Where available, fair value is based on observable market prices or parameters, or derived from such prices or parameters. Where observable prices or inputs are not available, valuation models are applied. These valuation models involve some level of management estimation and judgment, the degree of which is dependent on the price transparency for the instruments or market and the instruments’ complexity. The Company’s fair value analysis includes an analysis of the value of any unfunded loan commitments. Financial investments recorded at fair value in the consolidated financial statements are categorized for disclosure purposes based upon the level of judgment associated with the inputs used to measure their value. The valuation hierarchical levels are based upon the transparency of the inputs to the valuation of the investment as of the measurement date. The three levels are defined as follows. Investments which are valued using NAV as a practical expedient are excluded from this hierarchy:

Level 1 — Valuations based on quoted prices in active markets for identical assets or liabilities at the measurement date.
Level 2 — Valuations based on inputs other than quoted prices in active markets included in Level 1, which are either directly or indirectly observable at the measurement date. This category includes quoted prices for similar

assets or liabilities in active markets, quoted prices for identical or similar assets or liabilities in non-active markets including actionable bids from third parties for privately held assets or liabilities, and observable inputs other than quoted prices such as yield curves and forward currency rates that are entered directly into valuation models to determine the value of derivatives or other assets or liabilities.
Level 3 — Valuations based on inputs that are unobservable and where there is little, if any, market activity at the measurement date. The inputs for the determination of fair value may require significant management judgment or estimation and is based upon management’s assessment of the assumptions that market participants would use in pricing the assets or liabilities. These investments include debt and equity investments in private companies or assets valued using the Market or Income Approach and may involve pricing models whose inputs require significant judgment or estimation because of the absence of any meaningful current market data for identical or similar investments. The inputs in these valuations may include, but are not limited to, capitalization and discount rates, beta and Earnings Before Interest, Taxes, Depreciation and Amortization ("EBITDA") multiples. The information may also include pricing information or broker quotes which include a
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disclaimer that the broker would not be held to such a price in an actual transaction. The non-binding nature of consensus pricing and/or quotes accompanied by disclaimer would result in classification as Level 3 information, assuming no additional corroborating evidence.

In addition to using the above inputs in investment valuations, the Company employs the valuation policy approved by the board of directors that is consistent with ASC 820 (see Note 2). Consistent with the Company’s valuation policy, the Company evaluates the source of inputs, including any markets in which the Company’s investments are trading, in determining fair value.

The following table presents the fair value measurements of the Company’s total investments, by major class according to the fair value hierarchy, as of March 31,June 30, 2020:
Type of Investment (1)
Level 1Level 2Level 3Total
Asset
Senior secured first lien term loans$—  $—  $312,135,899  $312,135,899  
Senior secured first lien notes—  —  7,654,714  7,654,714  
Senior secured second lien term loans—  —  90,567,104  90,567,104  
Subordinated notes—  —  42,316,531  42,316,531  
Equity/warrants25,743,491  —  34,182,327  59,925,818  
Total$25,743,491  $—  $486,856,575  $512,600,066  
Investments measured at net asset value$69,861,181  
Total Investments, at fair value$582,461,247  
Type of Investment (1)
 Level 1 Level 2 Level 3 Total
Asset        
Senior secured first lien term loans $
 $
 $314,110,335
 $314,110,335
Senior secured first lien notes 
 
 8,670,253
 8,670,253
Senior secured second lien term loans 
 
 100,382,115
 100,382,115
Subordinated notes 
 
 42,193,531
 42,193,531
Equity/warrants 23,323,276
 
 31,411,435
 54,734,711
Total $23,323,276
 $
 $496,767,669
 $520,090,945
Investments measured at net asset value       $48,190,390
Total Investments, at fair value       $568,281,335


(1)Certain investments that are measured at fair value using NAV have not been categorized in the fair value hierarchy. The fair value amounts presented in
(1)Certain investments that are measured at fair value using NAV have not been categorized in the fair value hierarchy. The fair value amounts presented in
the table are intended to permit reconciliation of the fair value hierarchy to the amount presented in the Consolidated Statements of Assets and Liabilities.


The following table presents the fair value measurements of the Company’s total investments, by major class according to the fair value hierarchy, as of December 31, 2019: 
Type of Investment(1)
Level 1Level 2Level 3Total
Asset
Senior secured first lien term loans$—  $—  $328,816,197  $328,816,197  
Senior secured first lien notes—  —  14,354,825  14,354,825  
Senior secured second lien term loans—  —  122,817,885  122,817,885  
Subordinated notes—  —  63,021,420  63,021,420  
Equity/warrants33,892,511  —  38,521,450  72,413,961  
Total$33,892,511  $—  $567,531,777  $601,424,288  
Investments measured at net asset value$74,199,642  
Total Investments, at fair value$675,623,930  

(1)Certain investments that are measured at fair value using NAV have not been categorized in the fair value hierarchy. The fair value amounts presented in
(1)Certain investments that are measured at fair value using NAV have not been categorized in the fair value hierarchy. The fair value amounts presented in
the table are intended to permit reconciliation of the fair value hierarchy to the amount presented in the Consolidated Statements of Assets and Liabilities.

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The following table provides a reconciliation of the beginning and ending balances for total investments that use Level 3 inputs for the threesix months ended March 31,June 30, 2020:
Senior
Secured
First Lien
Term Loans
Senior
Secured
First Lien
Notes
Senior
Secured
Second Lien
Term Loans
Subordinated NotesEquity/WarrantsTotal
Balance, December 31, 2019$328,816,197  $14,354,825  $122,817,885  $63,021,420  $38,521,450  $567,531,777  
Purchases40,242,750  —  2,509,139  —  110,283  42,862,172  
Sales(22,536,083) (2,115,625) (20,137,262) (2,948,249) (601,371) (48,338,590) 
Transfers in—  —  —  —  —  —  
Transfers out—  —  —  —  —  —  
Amortization of discount/(premium)578,476  —  (410,364) —  —  168,112  
Paid-in-kind interest income1,221,714  —  —  —  18,566  1,240,280  
Net realized gains/(losses)(1,588,561) (5,130,000) (488,073) —  (822,525) (8,029,159) 
Net change in unrealized appreciation/(depreciation)(34,598,594) 545,514  (13,724,221) (17,756,640) (3,044,076) (68,578,017) 
Balance, June 30, 2020$312,135,899  $7,654,714  $90,567,104  $42,316,531  $34,182,327  $486,856,575  
Change in net unrealized appreciation/ (depreciation) in investments held as of June 30, 2020$(35,900,472) $(317,286) $(16,809,037) $(17,756,640) $(3,055,047) $(73,838,482) 
 
Senior
Secured
First Lien
Term Loans
 
Senior
Secured
First Lien
Notes
 
Senior
Secured
Second Lien
Term Loans
 Subordinated Notes Equity/Warrants Total
Balance, December 31, 2019$328,816,197
 $14,354,825
 $122,817,885
 $63,021,420
 $38,521,450
 $567,531,777
Purchases36,306,531
 
 280,452
 13,760
 128,847
 36,729,590
Sales(14,570,348) (747,375) (7,075,281) (1,478,785) (419,236) (24,291,025)
Transfers in
 
 
 
 
 
Transfers out
 
 
 
 
 
Amortization of discount/(premium)286,707
 
 (435,354) 
 
 (148,647)
Paid-in-kind interest income651,808
 
 
 
 
 651,808
Net realized gains/(losses)6,602
 
 
 
 232,392
 238,994
Net change in unrealized appreciation/(depreciation)(37,387,162) (4,937,197) (15,205,587) (19,362,864) (7,052,018) (83,944,828)
Balance, March 31, 2020$314,110,335
 $8,670,253
 $100,382,115
 $42,193,531
 $31,411,435
 $496,767,669
Change in net unrealized appreciation/ (depreciation) in investments held as of March 31, 2020$(37,842,491) $(669,997) $(15,223,877) $(19,362,864) $(7,052,018) $(80,151,247)

Transfers between levels of the fair value hierarchy are reported at the beginning of the reporting period in which they occur. During the threesix months ended March 31,June 30, 2020, the Company recorded no transfers from Level 3 to Level 2 and no transfers from Level 2 to Level 3. The Company recorded no other transfers between levels.

The following table provides a reconciliation of the beginning and ending balances for total investments that use Level 3 inputs for the threesix months ended March 31,June 30, 2019:
Senior
Secured
First Lien
Term Loans
Senior
Secured
First Lien
Notes
Senior
Secured
Second Lien
Term Loans
Subordinated NotesEquity/WarrantsTotal
Return
Swap
Total
Balance, December 31, 2018$479,593,279  $30,752,993  $169,923,547  $66,187,857  $75,480,034  $(6,524,904) $815,412,806  
Purchases68,000,324  —  9,125,119  7,377,980  878,844  —  85,382,267  
Sales(110,922,355) (271,250) (24,485,036) (9,784,347) (52,396,821) —  (197,859,809) 
Transfers in—  —  —  —  —  —  —  
Transfers out—  —  —  —  —  —  —  
Amortization of discount/(premium)744,007  —  340,534  —  —  —  1,084,541  
Paid-in-kind interest income1,610,062  —  1,111,867  —  —  —  2,721,929  
Net realized gains/(losses)(27,130,599) (1,728,750) 124,586  (1,981,643) 15,910,217  —  (14,806,189) 
Net change in unrealized appreciation/(depreciation)(10,007,770) 1,353,407  (6,240,458) 5,242,796  (1,435,031) 6,524,904  (4,562,152) 
Balance, June 30, 2019$401,886,948  $30,106,400  $149,900,159  $67,042,643  $38,437,243  $—  $687,373,393  
Change in net unrealized appreciation/(depreciation) in investments held as of June 30, 2019$(30,084,046) $216,808  $(6,777,748) $2,359,670  $2,600,264  $—  $(31,685,052) 
 
Senior
Secured
First Lien
Term Loans
 
Senior
Secured
First Lien
Notes
 
Senior
Secured
Second Lien
Term Loans
 Subordinated Notes Equity/Warrants 
Total
Return
Swap
 Total
Balance, December 31, 2018$479,593,279
 $30,752,993
 $169,923,547
 $66,187,857
 $75,480,034
 $(6,524,904) $815,412,806
Purchases43,251,311
 
 5,670,970
 7,377,980
 (28,307,536) 
 27,992,725
Sales(89,640,552) (4,801,501) (3,003,000) (8,661,399) 29,903,731
 
 (76,202,721)
Transfers in
 4,742,100
 
 
 
 
 4,742,100
Transfers out
 (876,600) 
 
 
 
 (876,600)
Amortization of discount/(premium)264,258
 (154) 172,181
 
 
 
 436,285
Paid-in-kind interest income789,444
 
 301,714
 
 
 
 1,091,158
Net realized gains/(losses)(5,420,873) (163,654) (37,442) (1,981,643) (173) 
 (7,603,785)
Net change in unrealized appreciation/(depreciation)(6,194,079) 351,742
 (3,369,047) 4,953,636
 10,182,733
 6,669,215
 12,594,200
Balance, March 31, 2019$422,642,788
 $30,004,926
 $169,658,923
 $67,876,431
 $87,258,789
 $144,311
 $777,586,168
Change in net unrealized appreciation/(depreciation) in investments held as of March 31, 2019$(11,395,816) $75,734
 $(3,722,641) $2,074,947
 $10,182,560
 $144,311
 $(2,640,905)

Transfers between levels of the fair value hierarchy are reported at the beginning of the reporting period in which they occur. During the threesix months ended March 31,June 30, 2019, the Company recorded $876,600 inno transfers from Level 3 to Level 2 and $4,742,100 inno transfers from Level 2 to Level 3 due to availability of market data and observable valuation inputs to support the valuation. The Company recorded no other transfers between levels.


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The following table presents the quantitative information about Level 3 fair value measurements of the Company’s total investments, as of March 31,June 30, 2020:
Type of Investment Fair Value Valuation techniques 
Unobservable input(1)
 Range (weighted average)
Senior Secured First Lien Term Loans $263,892,911
 Income Approach (DCF) Market Yield 6.53% - 62.20% (34.87%)
Senior Secured First Lien Term Loans 47,247,424
 Market Approach (Guideline Comparable)/Income Approach (DCF)/ Enterprise Value Analysis EBITDA Multiple(1) Discount Rate
Expected Proceeds
 2.50x - 6.50x (5.12x)
17.75% - 17.75% (17.75%)
$9.0M - $64.0M ($9.0M)
Senior Secured First Lien Term Loans 2,970,000
 Recent Arms-Length Transaction Recent Arms-Length Transaction N/A
Senior Secured First Lien Notes 7,800,253
 Income Approach (DCF) Market Yield 15.40% - 15.40% (15.40%)
Senior Secured First Lien Notes 870,000
 Market Approach Discount Rate 60.0% - $15.40% (37.70%)
Senior Secured Second Lien Term Loan 88,284,968
 Income Approach (DCF) Market Yield 8.98% - 31.18% (11.69%)
Senior Secured Second Lien Term Loans 12,097,147
 Market Approach (Guideline Comparable) EBITDA Multiple(1) 3.50x - 6.25x (5.69x)
Subordinated Notes 955,378
 Market Approach (Guideline Comparable) EBITDA Multiple 4.00x - 4.00x (4.00x)
4.50x - 4.50x (4.50x)
Subordinated Notes 41,238,153
 Income Approach (DCF) Discount Rate 17.40% - 36.50% (24.77%)
Equity 323,704
 Recent Arms-Length Transaction Recent Arms-Length Transaction N/A
Equity 31,087,731
 Market Approach (Guideline Comparable)/Income Approach (DCF)/Enterprise Value Analysis Book Value Multiple
EBITDA Multiple(1)
Capitalization Rate
Discount Rate
Expected Proceeds
 $0.88x - $0.88 ($0.88)
0.14x - 7.25x (4.81x)
7.63% - 8.50% (8.19%)
6.00% - 18.30% (14.50%)
$2.60M - $64.00M ($2.60M)
Total $496,767,669
      

(1)Type of InvestmentRepresents the method used when the Company has determined that market participants would use such inputs when measuring the fair value of these investments.Fair ValueValuation techniques
Unobservable input(1)
Range (weighted average)
Senior Secured First Lien Term Loans$227,772,924 Income Approach (DCF)Market Yield5.67% - 84.19% (13.10%)
Senior Secured First Lien Term Loans65,040,955 Market Approach (Guideline Comparable)/Income Approach (DCF)/ Enterprise Value AnalysisEBITDA Multiple
Discount Rate
Expected Proceeds
2.00x - 8.00x (5.42x)
16.90% - 18.90% (17.90%)
$0.11 - $66.20 ($22.11)
Senior Secured First Lien Term Loans19,322,020 Recent Arms-Length TransactionRecent Arms-Length TransactionN/A
Senior Secured First Lien Notes7,654,714 Income Approach (DCF)Market Yield13.80% - 13.80% (13.80%)
Senior Secured Second Lien Term Loan77,783,528 Income Approach (DCF)Market Yield7.98% - 22.00% (12.92%)
Senior Secured Second Lien Term Loans10,783,576 Market Approach (Guideline Comparable)/Income Approach (DCF)
EBITDA MultipleBlack-Scholes Option Model
4.00x - 7.00x (5.98x)
55.00% - 65.00% (60.00%)
Senior Secured Second Lien Term Loans2,000,000 Recent Arms-Length TransactionRecent Arms-Length TransactionN/A
Subordinated Notes497,258 Market Approach (Guideline Comparable)EBITDA Multiple
3.00x - 5.00x (4.42x)
Subordinated Notes41,819,273 Income Approach (DCF)Discount Rate12.10% - 42.50% (22.64%)
Equity323,704 Recent Arms-Length TransactionRecent Arms-Length TransactionN/A
Equity33,858,623 Market Approach (Guideline Comparable)/Income Approach (DCF)/Enterprise Value Analysis
Capitalization Rate
Book Value Multiple
Expected Proceeds
7.50% - 9.00% (8.33%)
0.75x - 1.00x (0.88x)
$0.10 - $66.20 ($7.02)
Total$486,856,575 


(1)Represents the method used when the Company has determined that market participants would use such inputs when measuring the fair value of these investments.

The following table presents the quantitative information about Level 3 fair value measurements of the Company’s total investments, as of December 31, 2019:

Type of Investment Fair Value Valuation techniques 
Unobservable input(1)
 Range (weighted average)
Senior Secured First Lien Term Loans $265,263,318
 Income Approach (DCF) Market Yield 6.11% - 19.47% (24.25%)
Senior Secured First Lien Term Loans 36,067,276
 Market Approach (Guideline Comparable)/Income Approach (DCF)/ Enterprise Value Analysis EBITDA Multiple Discount Rate
Expected Proceeds
 3.50x - 8.50x (6.28x)
17.75% - 19.50% (18.63%)
$9.0M - $65.0M ($9.0M)
Senior Secured First Lien Term Loans 27,485,603
 Recent Arms-Length Transaction Recent Arms-Length Transaction N/A
Senior Secured First Lien Notes 14,354,825
 Income Approach (DCF) Market Yield 10.94% - 65.06% (30.31%)
Senior Secured Second Lien Term Loan 112,179,645
 Income Approach (DCF) Market Yield 8.98% - 31.18% (11.67%)
Senior Secured Second Lien Term Loans 10,638,240
 Market Approach (Guideline Comparable)/Income Approach (DCF) 
EBITDA Multiple
Expected Proceeds
 4.50x - 123.75x (25.47x)
$123.75 - $123.75 ($123.75)
Subordinated Notes 1,177,159
 Market Approach (Guideline Comparable)/Income Approach (DCF) / Recent Arms-length transaction 
EBITDA Multiple
Discount Rate
Recent Arms-length transaction
 
7.50x - 7.50x (7.50x)
13.00% - 13.00% (13.00%)
Subordinated Notes 61,844,261
 Income Approach (DCF) Discount Rate 9.40% - 23.00% (17.32%)
Equity 35,575,070
 Market Approach (Guideline Comparable)/Income Approach (DCF)/Enterprise Value Analysis 
Book Value Multiple
EBITDA Multiple

Capitalization Rate
Discount Rate
Expected Proceeds
 $1.25x - $1.25 ($1.25)
3.50x - 10.00x (7.92x)
7.63% - 8.50% (8.16%)
9.90% - 21.25% (18.30%)
$2.60M - $65.00M ($11.45M)
Equity 2,946,380
 Recent Arms-Length Transaction Recent Arms-Length Transaction N/A
Total $567,531,777
      

(1)Type of InvestmentRepresents the method used when the Company has determined that market participants would use such inputs when measuring the fair value of these investments.Fair ValueValuation techniques
Unobservable input(1)
Range (weighted average)
Senior Secured First Lien Term Loans$265,263,318 Income Approach (DCF)Market Yield6.11% - 19.47% (9.82%)
Senior Secured First Lien Term Loans36,067,276 Market Approach (Guideline Comparable)/Income Approach (DCF)/ Enterprise Value AnalysisEBITDA Multiple Discount Rate
Expected Proceeds
3.50x - 8.50x (6.28x)
17.75% - 19.50% (18.63%)
$9.0M - $65.0M ($9.0M)
Senior Secured First Lien Term Loans27,485,603 Recent Arms-Length TransactionRecent Arms-Length TransactionN/A
Senior Secured First Lien Notes14,354,825 Income Approach (DCF)Market Yield10.94% - 65.06% (30.31%)
Senior Secured Second Lien Term Loan112,179,645 Income Approach (DCF)Market Yield8.98% - 31.18% (11.67%)
Senior Secured Second Lien Term Loans10,638,240 Market Approach (Guideline Comparable)/Income Approach (DCF)
EBITDA MultipleExpected Proceeds
4.50x - 123.75x (25.47x)
$123.75 - $123.75 ($123.75)
Subordinated Notes1,177,159 Market Approach (Guideline Comparable)/Income Approach (DCF) / Recent Arms-length transactionEBITDA Multiple
Discount Rate
Recent Arms-length transaction
7.50x - 7.50x (7.50x)
13.00% - 13.00% (13.00%)
Subordinated Notes61,844,261 Income Approach (DCF)Discount Rate9.40% - 23.00% (17.32%)
Equity35,575,070 Market Approach (Guideline Comparable)/Income Approach (DCF)/Enterprise Value Analysis
Book Value Multiple
EBITDA MultipleCapitalization Rate
Discount Rate
Expected Proceeds
$1.25x - $1.25 ($1.25)
3.50x - 10.00x (7.92x)
7.63% - 8.50% (8.16%)
9.90% - 21.25% (18.30%)
$2.60M - $65.00M ($11.45M)
Equity2,946,380 Recent Arms-Length TransactionRecent Arms-Length TransactionN/A
Total$567,531,777 

(1)Represents the method used when the Company has determined that market participants would use such inputs when measuring the fair value of these investments.

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The significant unobservable inputs used in the fair value measurement of the Company’s debt and derivative investments are market yields. Increases in market yields would result in lower fair value measurements.

The significant unobservable inputs used in the fair value measurement of the Company’s equity/warrants investments are comparable company multiples of revenue or EBITDA for the latest twelve months (“LTM”), next twelve months (“NTM”) or a reasonable period a market participant would consider. Increases in EBITDA multiples in isolation would result in higher fair value measurement.

Note 5. Total Return Swap
On August 27, 2013, the Company, through its wholly-owned financing subsidiary, Arbor, entered into a TRSTotal Return Swap ("TRS") with Citibank, N.A. (“Citibank”) that is indexed to a basket of loans.

The TRS with Citibank enabled Arbor to obtain the economic benefit of the loans underlying the TRS, despite the fact that such loans were not directly held or otherwise owned by Arbor, in return for an interest-type payment to Citibank.

SIC Advisors acted as the investment manager of Arbor and had discretion over the composition of the basket of loans underlying the TRS. The terms of the TRS were governed by an ISDA 2002 Master Agreement, the Schedule thereto and Credit Support Annex to such Schedule, and the Confirmation exchanged thereunder, between Arbor and Citibank, which collectively established the TRS, and are collectively referred to herein as the “TRS Agreement”. On March 21, 2014, Arbor amended and restated its Confirmation Letter Agreement (the “Amended Confirmation Agreement”) with Citibank. The Amended Confirmation Agreement increased the maximum market value (determined at the time each such loan becomes subject to the TRS) of the portfolio of loans that Arbor may select from $100 million to $200 million, and increased the interest rate payable to Citibank from LIBOR plus 1.30% per annum to LIBOR plus 1.35% per annum. On July 23, 2014, Arbor entered into the Second Amended and Restated Confirmation Letter Agreement with Citibank to increase the maximum market value (determined at the time each such loan becomes subject to the TRS) of the portfolio of loans that Arbor may select from $200 million to $350 million. On June 8, 2015, Arbor entered into the Third Amended and Restated Confirmation Letter Agreement with Citibank to decrease the maximum market value (determined at the

time each such loan becomes subject to the TRS) of the portfolio of loans that Arbor may select from $350 million to $300 million. On March 21, 2016, Arbor entered into the Fourth Amended and Restated Confirmation Letter Agreement (the “Fourth Amended Confirmation Agreement”) with Citibank to extend the term of the TRS from March 21, 2016 through March 21, 2019 and increase the interest rate payable to Citibank from LIBOR plus 1.35% per annum to LIBOR plus 1.65% per annum. On September 29, 2017, Arbor entered into the Fifth Amended and Restated Confirmation Letter Agreement (the “Fifth Amended Confirmation Agreement”) with Citibank to reduce the maximum portfolio notional (determined at the time each such loan becomes subject to the TRS) from $300,000,000 to $180,000,000, through incremental reductions of $60,000,000 on October 3, 2017 and $20,000,000 on each of November 3, 2017, December 3, 2017 and January 3, 2018. The Fifth Amended Confirmation Agreement also decreased the interest rate payable to Citibank from LIBOR plus 1.65% per annum to LIBOR plus 1.60% per annum. On July 22, 2019, the TRS with Citibank was terminated, and the TRS was fully wound down during the fiscal quarter ended September 30.30, 2019.

Pursuant to the terms of the TRS Agreement, as amended and subject to conditions customary for transactions of this nature, Arbor could select a portfolio of loans with a maximum market value (determined at the time each such loan becomes subject to the TRS) of $180 million, subject to the Fifth Amended Confirmation Agreement, which is also referred to as the maximum notional amount of the TRS. Arbor received from Citibank a periodic payment on set dates that iswas based upon any coupons, both earned and accrued, generated by the loans underlying the TRS, subject to limitations described in the TRS Agreement as well as any fees associated with the loans included in the portfolio. Arbor paid to Citibank interest at a rate equal to one-month LIBOR plus 1.60% per annum. In addition, upon the termination or repayment of any loan subject to the TRS, Arbor either received from Citibank the appreciation in the value of such loan, or paid to Citibank any depreciation in the value of such loan.

Arbor was required to pay a minimum usage fee in connection with the TRS of 1.60% on the amount equal to 85% of the average daily unused portion of the maximum amount permitted under the TRS. Such minimum usage fee did not apply during the first 365 days and last 60 days of the term of the TRS. Arbor also paid Citibank customary fees in connection with the establishment and maintenance of the TRS. During the three and six months ended March 31, 2020 andJune 30, 2019, Arbor paid no minimum usage fees.

Arbor was required to initially cash collateralize a specified percentage of each loan (generally 20% to 30% of the market value of such loan) included under the TRS in accordance with margin requirements described in the TRS Agreement. Arbor was restricted from removing the cash collateral posted to Citibank and was required to post additional collateral from time to time as a result of a decline in the mark-to-market value of the portfolio of loans subject to the TRS. The obligations of Arbor under the TRS Agreement were non-recourse to the Company and the Company’s exposure under the TRS Agreement was limited to the
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value of the Company’s investment in Arbor, which generally equaled the value of cash collateral provided by Arbor under the TRS Agreement.

In connection with the TRS, Arbor made customary representations and warranties and was required to comply with various covenants, reporting requirements and other customary requirements for similar transactions. In addition to customary events of default and termination events included in the form ISDA 2002 Master Agreement, the TRS Agreement contained the following termination events: (a) a failure to satisfy the portfolio criteria for at least 30 days; (b) a failure to post initial cash collateral or additional collateral as required by the TRS Agreement; (c) a default by Arbor or the Company with respect to indebtedness in an amount equal to or greater than the lesser of $10,000,000 and 2% of the Company’s NAV at such time; (d) a merger of Arbor or the Company meeting certain criteria; (e) the Company or Arbor amending their respective constituent documents to alter their investment strategy in a manner that has or could reasonably be expected to have a material adverse effect; and (f) SIC Advisors ceasing to be the investment manager of Arbor or to have authority to enter into transactions under the TRS Agreement on behalf of Arbor, and not being replaced by an entity reasonably acceptable to Citibank. As of March 31,June 30, 2020 and December 31, 2019, the Company did not have any derivatives with contingent features in net liability positions; therefore, if a trigger event had occurred, no amount would have been required to be posted by the Company.

Transactions in TRS contracts during the three and six months ended March 31,June 30, 2020 and 2019 were as follows:
Three Months Ended
June 30,
Six Months Ended
June 30,
2020201920202019
Interest income and settlement from TRS portfolio$—  $(103,503) $—  $(9,632,904) 
Traded gains/(loss) on TRS loan sales—  (43,278) —  309,388  
Net realized gains/(loss) on TRS portfolio$—  $(146,781) $—  $(9,323,516) 
Net change in unrealized appreciation/(depreciation) on TRS portfolio$—  $(144,311) $—  $6,524,904  
  Three Months Ended
March 31,
  2020 2019
Interest income and settlement from TRS portfolio $
 $352,666
Traded gains/(loss) on TRS loan sales 
 (9,529,401)
Net realized gains/(loss) on TRS portfolio $
 $(9,176,735)
Net change in unrealized appreciation/(depreciation) on TRS portfolio $
 $6,669,215




The volume of the Company’s derivative transactions for the three and six months ended March 31,June 30, 2020 and 2019 were as follows:
Three Months Ended
June 30,
Six Months Ended
June 30,
 2020201920202019
Average notional amount of contracts(1)
$—  $—  $—  $30,563,576  
 Three Months Ended
March 31,
 2020 2019
Average notional amount of contracts(1)
$
 $30,563,576


(1)Average notional amount is based on the average month end balances for the three months ended March 31, 2020 and 2019, which is representative of the volume of notional contract amounts held during each year.

(1)Average notional amount is based on the average month end balances for the three and six months ended June 30, 2020 and 2019, which is representative of the volume of notional contract amounts held during each year.

Note 6. Borrowings
The following table shows the Company's outstanding debt as of March 31,June 30, 2020 and December 31, 2019:
June 30, 2020December 31, 2019
Total
Commitment
Balance
Outstanding 
Unused
Commitment 
Total
Commitment
Balance
Outstanding
Unused
Commitment
ING Credit Facility$13,813,072  $13,813,072  $—  $215,000,000  $88,100,000  $126,900,000  
Alpine Credit Facility300,000,000  180,000,000  120,000,000  300,000,000  240,000,000  60,000,000  
Total before deferred financing costs313,813,072  193,813,072  120,000,000  515,000,000  328,100,000  186,900,000  
Unamortized deferred financing costs—  (955,015) —  —  (2,235,279) —  
Total borrowings outstanding, net of deferred financing costs$313,813,072  $192,858,057  $120,000,000  $515,000,000  $325,864,721  $186,900,000  
 March 31, 2020 December 31, 2019
 
Total
Commitment
 
Balance
Outstanding 
 
Unused
Commitment 
 
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
ING Credit Facility$215,000,000
 $88,100,000
 $126,900,000
 $215,000,000
 $88,100,000
 $126,900,000
Alpine Credit Facility300,000,000
 180,000,000
 120,000,000
 300,000,000
 240,000,000
 60,000,000
Total before deferred financing costs515,000,000
 268,100,000
 246,900,000
 515,000,000
 328,100,000
 186,900,000
Unamortized deferred financing costs
 (1,800,914) 
 
 (2,235,279) 
Total borrowings outstanding, net of deferred financing costs$515,000,000
 $266,299,086
 $246,900,000
 $515,000,000
 $325,864,721
 $186,900,000

As a BDC, the Company is generally allowed to employ leverage to the extent that its asset coverage, as defined in the 1940 Act, equals at least 200% (or 150% if certain requirements under the 1940 Act are met) after giving effect to such leverage. The amount of leverage that the Company employs at any time depends on its assessment of the market and other factors at the time of any proposed borrowing.

The fair value of the Company’s debt obligation is determined in accordance with ASC 820, which defines fair value in terms of the price that would be paid to transfer a liability in an orderly transaction between market participants at the measurement date under current market conditions. The fair value of the Company’s margin borrowings are estimated based upon market interest rates for its own borrowings or entities with similar credit risk, adjusted for nonperformance risk, if any. The Company’s debt obligation is recorded at its carrying value, which approximates fair value.
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ING Credit Facility
On August 12, 2016, the Company amended its existing senior secured syndicated revolving credit facility (the “ING Credit Facility” as amended from time to time as described below) pursuant to a Senior Secured Revolving Credit Agreement (the “Revolving Credit Agreement” as amended from time to time as described below) with certain lenders party thereto from time to time and ING Capital LLC, as administrative agent. The ING Credit Facility matures on September 30, 2020 and iswas secured by substantially all of the Company’s assets, subject to certain exclusions as further set forth in an Amended and Restated Guarantee, Pledge and Security Agreement (the “Security Agreement”) entered into in connection with the Revolving Credit Agreement, among the Company, the subsidiary guarantors party thereto, ING Capital LLC, as Administrative Agent, each Financial Agent and Designated Indebtedness Holder party thereto and ING Capital LLC, as Collateral Agent. The ING Credit Facility also includesincluded usual and customary representations, covenants and events of default for senior secured revolving credit facilities of this nature. On February 13, 2015, commitments to the ING Credit Facility were expanded from $150,000,000 to $170,000.000. On August 12, 2016, commitments to the ING Credit Facility were expanded from $170,000,000 to $175,000,000. On April 20, 2017, commitments to the ING Credit Facility were expanded from $175,000,000 to $220,000,000.

On February 8, 2019, the Company entered into Amendment No. 1 to the Revolving Credit Agreement that, among other things, permitspermitted the transactions contemplated by the MCC Merger Agreement and the MDLY Merger Agreement.

On July 25, 2019, the Company entered into Amendment No. 2 to the Revolving Credit Agreement that among other things, (i) reduced the size of the commitments thereunder from $220.0 million to $215.0 million, (ii) extended the Revolver Termination Date (as defined in the Revolving Credit Agreement) from August 12, 2019 to March 31, 2020 and (iii) extended the Maturity Date (as defined in the Revolving Credit Agreement) from August 12, 2020 to March 31, 2021.


On March 30, 2020, the Company entered into Amendment No. 3 to the Revolving Credit Agreement that among other things, extended the Revolver Termination Date from March 31, 2020 to April 30, 2020 after which the Revolving Credit Facility would enter amortization.

On May 15, 2020, the Company entered into Amendment No. 4 to the Revolving Credit Agreement to among other things, (i) shorten the maturity date from March 31, 2021 to September 30, 2020, (ii) accelerate the amortization of the Revolving Credit Agreement, and (iii) provide for the prepayment of the outstanding loans under the Revolving Credit Agreement in an aggregate principal amount of not less than $20 million.

On July 22, 2020, the Company paid all remaining outstanding obligations under the Revolving Credit Agreement. On July 31, 2020 (the “Termination Date”), the Company terminated the commitments on the Credit Agreement.

The ING Credit Facility allowsallowed for the Company, at its option, to borrow money at a rate of either (i) an alternate base rate plus 1.50% per annum or (ii) LIBOR plus 2.50% per annum. The interest rate margins arewere subject to certain step-downs upon the satisfaction of certain conditions described in the Revolving Credit Agreement. The alternate base rate will bewould have been the greatest of (i) the U.S. Prime Rate set forth in the Wall Street Journal, (ii) the federal funds effective rate plus 1/2 of 1%, and (iii) three month LIBOR plus 1.00%. As of March 31,June 30, 2020 and December 31, 2019, the commitment under the ING Credit Facility was $13,813,072 and $215,000,000, and the ING Credit Facility includes an accordion feature that allows for potential future expansion of the ING Credit Facility up to a total of $500,000,000.respectively. Availability of loans under the ING Credit Facility iswas linked to the valuation of the collateral pursuant to a borrowing base mechanism.

The Company iswas also required to pay a commitment fee to the lenders based on the daily unused portion of the aggregate commitments under the ING Credit Facility. The commitment fee iswas (i) 1.50% if the used portion of the aggregate commitments is less than or equal to 40%, (ii) 0.75% if the used portion of the aggregate commitments is greater than 40% and less than or equal to 65% or (iii) 0.50% if the used portion of the aggregate commitments is greater than 65%. The ING Credit Facility providesprovided that the Company may use the proceeds of the facilityING Credit Facility for general corporate purposes, including making investments in accordance with the Company’s investment objective and strategy.

Borrowings under the Revolving Credit Agreement arewere subject to, among other things, a minimum borrowing base. Substantially all of the Company’s assets are pledged as collateral under the Revolving Credit Agreement. The ING Credit Facility requiresrequired the Company to, among other things (i) make representations and warranties regarding the collateral as well the Company’s business and operations, (ii) agree to certain indemnification obligations, and (iii) agree to comply with various affirmative and negative covenants. The documents for the Revolving Credit Agreement also includeincluded default provisions, such as the failure to make timely payments under the Revolving Credit Agreement, the occurrence of a change in control, and the failure by the Company to materially perform under the operative agreements governing the Revolving Credit Agreement, which, if not
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complied with, could acceleratehave accelerated repayment under the Revolving Credit Agreement, thereby materially and adversely affecting the Company’s liquidity, financial condition and results of operations.

In connection with the security interest established under the Security Agreement, the Company, ING Capital LLC, in its capacity as collateral agent, and State Street Bank and Trust Company, in its capacity as the Company’s custodian, entered into a control agreement dated as of December 4, 2013, in order to, among other things, perfect the security interest granted pursuant to the Security Agreement in, and provide for control over, the related collateral. As a result of the termination of the Revolving Credit Agreement, the Security Agreement was terminated effective as of the Termination Date.

As of March 31,June 30, 2020 and December 31, 2019, the carrying amount of the Company’s borrowings under the ING Credit Facility approximated their fair value. The fair value of the Company’s debt obligation is determined in accordance with ASC 820, which defines fair value in terms of the price that would be paid to transfer a liability in an orderly transaction between market participants at the measurement date under current market conditions. The fair value of the Company’s borrowings under the Alpine Credit Facility is estimated based upon market interest rates of the Company’s borrowings or entities with similar credit risk, adjusted for nonperformance risk, if any. As of March 31,June 30, 2020 and December 31, 2019, the ING Credit Facility would be deemed to be Level 3, as defined in Note 4.

As of March 31,June 30, 2020 and December 31, 2019, the financing costs of $971,875$357,752 and $1,164,341 related to the ING Credit Facility have been capitalized and are being amortized over the respective terms, respectively.terms. The following table shows additional information about the interest and financing costs related to the ING Credit Facility for the three and six months ended March 31,June 30, 2020 and 2019:

For the Three Months Ended
June 30, (unaudited)
For the Six Months Ended
June 30, (unaudited)
2020201920202019
Interest expense related to the ING Credit Facility$532,770  $1,368,135  $1,711,249  $2,956,802  
Financing expenses related to the ING Credit Facility850,374  248,749  1,093,766  488,187  
Total interest and financing expenses related to the ING Credit Facility$1,383,144  $1,616,884  $2,805,015  $3,444,989  
Weighted average outstanding debt balance of the ING Credit Facility$57,883,812  $109,383,516  $72,825,883  $98,800,552  
Weighted average interest rate of the ING Credit Facility (annualized)3.7 %5.8 %4.6 %6.0 %

 For the Three Months Ended
March 31, (unaudited)
 2020 2019
Interest expense related to the ING Credit Facility$1,178,479
 $1,588,667
Financing expenses related to the ING Credit Facility243,392
 239,438
Total interest and financing expenses related to the ING Credit Facility$1,421,871
 $1,828,105
Weighted average outstanding debt balance of the ING Credit Facility$88,100,000
 $109,620,000
Weighted average interest rate of the ING Credit Facility (annualized)5.3% 5.8%

Alpine Credit Facility
On September 29, 2017, the Company’s wholly-owned, special purpose financing subsidiary, Alpine, amended its existing revolving credit facility (the “Alpine Credit Facility”) pursuant to an Amended and Restated Loan Agreement (the “Amendment”) with JPMorgan Chase Bank, National Association (“JPMorgan”), as administrative agent and lender, the Financing Providers from time to time party thereto, SIC Advisors, as the portfolio manager, and the Collateral Administrator, Collateral Agent and Securities Intermediary party thereto (the “Loan Agreement”). The Loan Agreement was amended to, among other things, (i) extend the reinvestment period until December 29, 2020, (ii) extend the scheduled termination date until March 29, 2022, (iii) decrease the applicable margin for advances to 2.85% per annum and (iv) increase the compliance condition for net advances to 55% of net asset value. Alpine’s obligations to JPMorgan under the Alpine Credit Facility are secured by a first priority security interest in substantially all of the assets of Alpine, including its portfolio of loans. The obligations of Alpine under the Alpine Credit Facility are non-recourse to the Company.

The Alpine Credit Facility provides for borrowings in an aggregate principal amount up to $300,000,000 on a committed basis. Borrowings under the Alpine Credit Facility are subject to compliance with a NAV coverage ratio with respect to the current value of Alpine’s portfolio and various eligibility criteria must be satisfied with respect to the initial acquisition of each loan in Alpine’s portfolio. Any amounts borrowed under the Alpine Credit Facility will mature, and all accrued and unpaid interest thereunder will be due and payable, on March 29, 2022.

Pricing under the Alpine Credit Facility for each one month calculation period is based on LIBOR for an interest period of one month, plus a spread of 2.85% per annum. If LIBOR is unavailable, pricing will be determined at the prime rate offered by JPMorgan or the federal funds effective rate, plus a spread of 2.85% per annum. Interest is payable monthly in arrears. Alpine is also required to pay a commitment fee of 1.00% on the average daily unused amount of the financing commitments to the extent that $300,000,000 has not been borrowed.

Borrowings of Alpine are considered borrowings of the Company for purposes of complying with the asset coverage requirements under the 1940 Act, applicable to BDCs.

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Pursuant to a Sale and Contribution Agreement entered into between the Company and Alpine (the “Sale Agreement”) in connection with the Alpine Credit Facility, the Company may sell loans or contribute cash or loans to Alpine from time to time and will retain a residual interest in any assets contributed through its ownership of Alpine or will receive fair market value for any assets sold to Alpine. In certain circumstances the Company may be required to repurchase certain loans sold to Alpine. In addition to the acquisition of loans pursuant to the Sale Agreement, Alpine may purchase additional assets from various sources. Alpine has appointed SIC Advisors to manage its portfolio of assets pursuant to the terms of a Portfolio Management Agreement between SIC Advisors and Alpine.

As of March 31,June 30, 2020 and December 31, 2019, the carrying amount of the Company’s borrowings under the Alpine Credit Facility approximated the fair value of the Company’s debt obligation. The fair value of the Company’s debt obligation is determined in accordance with ASC 820, which defines fair value in terms of the price that would be paid to transfer a liability in an orderly transaction between market participants at the measurement date under current market conditions. The fair value of the Company’s borrowings under the Alpine Credit Facility is estimated based upon market interest rates of the Company’s borrowings or entities with similar credit risk, adjusted for nonperformance risk, if any. As of March 31,June 30, 2020 and December 31, 2019, the Alpine Credit Facility would be deemed to be Level 3, as defined in Note 4.

As of March 31,June 30, 2020 and December 31, 2019, the financing costs of $829,039$597,263 and $1,070,938 related to the Alpine Credit Facility has been capitalized and isare being amortized over the respective terms, respectively.terms. The following table shows additional information about the interest and financing costs related to the Alpine Credit Facility for the three and six months ended March 31,June 30, 2020 and 2019:

For the Three Months Ended
June 30, (unaudited)
For the Six Months Ended
June 30, (unaudited)
2020201920202019
Interest expense related to the Alpine Credit Facility$1,827,672  $3,376,451  $4,451,565  $6,739,338  
Financing expenses related to the Alpine Credit Facility244,124  241,899  486,023  481,140  
Total Interest and financing expenses related to the Alpine Credit Facility$2,071,796  $3,618,350  $4,937,588  $7,220,478  
Weighted average outstanding debt balance of the Alpine Credit Facility$180,000,000  $240,000,000  $194,175,824  $240,000,000  
Weighted average interest rate of the Alpine Credit Facility (annualized)4.0 %5.6 %4.5 %5.6 %

 For the Three Months Ended
March 31, (unaudited)
 2020 2019
Interest expense related to the Alpine Credit Facility$2,623,893
 $3,362,887
Financing expenses related to the Alpine Credit Facility241,899
 239,241
Total Interest and financing expenses related to the Alpine Credit Facility$2,865,792
 $3,602,128
Weighted average outstanding debt balance of the Alpine Credit Facility$208,351,648
 $240,000,000
Weighted average interest rate of the Alpine Credit Facility (annualized)5.0% 5.6%

Note 7. Agreements
Investment Advisory Agreement
On April 5, 2012, the Company entered into an investment advisory agreement (the “Investment Advisory Agreement”) with SIC Advisors to manage the Company’s investment activities. The Investment Advisory Agreement became effective as of April 17, 2012, the date that the Company met its minimum offering requirement. Pursuant to the 1940 Act, the initial term of the Investment Advisory Agreement was for two years from its effective date. Unless earlier terminated pursuant to its terms, the Investment Advisory Agreement will remain in effect from year-to-year thereafter if approved annually at an in-person meeting of ourthe Company’s board of directors by a majority of ourthe directors who are not "interested persons" (as defined in Section 2(a)(19) of the 1940 Act) of the Company or the Adviser, and either ourthe Company’s board of directors or the holders of a majority of ourthe Company’s outstanding voting securities. Most recently, on April 3, 2020, the Company’s board of directors, at an in-person meeting, approved the renewal of the Investment Advisory Agreement for an additional one-year term, which will expire on April 17, 2021.

Pursuant to the Investment Advisory Agreement, SIC Advisors implements the Company’s business strategy on a day-to-day basis and performs certain services for the Company, subject to oversight by the Company’s board of directors. SIC Advisors is responsible for, among other duties, determining investment criteria, sourcing, analyzing and executing investment transactions, asset sales, financings and performing asset management duties. Under the Investment Advisory Agreement, the Company has agreed to pay SIC Advisors a management fee for investment advisory and management services consisting of a base management fee and an incentive fee.

The base management fee is calculated at an annual rate of 1.75% of the Company’s gross assets payable quarterly in arrears. For purposes of calculating the base management fee, the term “gross assets” includes any assets acquired with the proceeds of leverage. “Gross assets” also includes any cash collateral posted with respect to the TRS, adjusted for realized and unrealized appreciation. For the first quarter of the Company’s operations, the base management fee was calculated based on the initial value of the Company’s gross assets. Subsequently, the base management fee is calculated based on the gross assets at the end of each completed calendar quarter. Base management fees for any partial quarter are appropriately pro-rated. For the three and six months ended March 31,June 30, 2020, the Company recorded an expense for base management fees of $2,944,745 and $6,196,196, respectively. For the three and six months ended June 30, 2019, the Company recorded an expense for base management fees of $3,251,451
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$4,335,538 and $4,442,090,$8,777,628, respectively. As of March 31,June 30, 2020 and December 31, 2019, the Company recorded a base management fee payable of $3,251,451$2,944,745 and $4,060,518, respectively.

The incentive fee consists of the following two parts:

An incentive fee on net investment income (“Subordinated Incentive Fee on Income”) is calculated and payable quarterly in arrears and is based upon pre-incentive fee net investment income for the immediately preceding quarter. No Subordinated Incentive Fee on Income is payable in any calendar quarter in which pre-incentive fee net investment income does not exceed a quarterly return to stockholders of 1.75% per quarter on the Company’s net assets at the end of the immediately preceding fiscal quarter (the “Preferred Quarterly Return”). All pre-incentive fee net investment income, if any, that exceeds the Preferred Quarterly Return, but is less than or equal to 2.1875% of net assets at the end of the immediately preceding fiscal quarter in any quarter, will be payable to SIC Advisors. The Company refers to this portion of its Subordinated Incentive Fee on Income as the “Catch Up”. It is intended to provide an incentive fee of 20% on pre-incentive fee net investment income when pre-incentive fee net investment income exceeds 2.1875% of net assets at the end of the immediately preceding quarter in any quarter. For any quarter in which the Company’s pre-incentive fee net investment income exceeds 2.1875% of net assets at the end of the immediately preceding quarter, the Subordinated Incentive Fee on Income shall equal 20% of the amount of pre-incentive fee net investment income, because the Preferred Quarterly Return and Catch Up will have been achieved. There iswas no incentive fee on net investment income earned on the TRS.

For the three and six months ended March 31,June 30, 2020 and 2019, the Company recorded no incentive fees. As of March 31,June 30, 2020 and December 31, 2019, the Company recorded no incentive fees payable.

A capital gains incentive fee will be earned on realized investments and shall be payable in arrears as of the end of each calendar year during which the Investment Advisory Agreement is in effect. If the Investment Advisory Agreement is terminated, the fee will also become payable as of the effective date of such termination. The fee equals 20% of the realized capital gains, less the aggregate

amount of any previously paid capital gains incentive fees. The incentive fee on capital gains is equal to realized capital gains on a cumulative basis from inception, computed net of all realized capital losses and unrealized capital depreciation on a cumulative basis.

Under GAAP, the Company calculates capital gains incentive fees as if the Company had realized all assets at their fair values and liabilities at their settlement amounts as of the reporting date. GAAP requires that the capital gains incentive fee accrual assume the cumulative aggregate unrealized capital appreciation is realized, even though such unrealized capital appreciation is not payable under the Investment Advisory Agreement. Accordingly, the Company accrues a provisional capital gains incentive fee taking into account any unrealized gains or losses. There can be no assurance that such unrealized capital appreciation will be realized in the future and that the provisional capital gains incentive fee will become payable.

For the three and six months ended March 31,June 30, 2020 and 2019, the Company recorded no capital gains incentive fee.fees. As of March 31,June 30, 2020 and December 31, 2019, the Company recorded no capital gains incentive feefees payable.

Administration Agreement
On April 5, 2012, the Company entered into an administration agreement (the “Administration Agreement”) with Medley Capital LLC, pursuant to which Medley Capital LLC furnishes the Company with administrative services necessary to conduct its day-to-day operations. Pursuant to the 1940 Act, the Administration Agreement remained in effect for an initial period of two years from its effective date. The Administration Agreement became effective on April 17, 2012, the date that we met our minimum offering requirement. Pursuant to its terms, and unless earlier terminated as described below, the Administration Agreement will remain in effect from year-to-year if approved annually by a majority of our directors who are not "interested persons" (as defined in Section 2(a)(19) of the 1940 Act) of the Company or Medley Capital LLC, and either the holders of a majority of our outstanding voting securities or our board of directors. Most recently, on April 3, 2020, the Company’s board of directors, at an in-person meeting, approved the renewal of the Administration Agreement for an additional one-year term, which will expire on April 17, 2021. Medley Capital LLC is reimbursed for administrative expenses it incurs on the Company’s behalf in performing its obligations. Such costs are reasonably allocated to the Company on the basis of assets, revenues, time records or other reasonable methods. The Company does not reimburse Medley Capital LLC for any services for which it receives a separate fee or for rent, depreciation, utilities, capital equipment or other administrative items allocated to a controlling person of Medley Capital LLC. On February 28, 2013, Medley Capital LLC entered into a Sub-Administration Agreement with State Street Bank Global Fund Accounting and Custody to perform certain financial, accounting, administrative and other services on behalf of the Company. For the three and six months ended March 31,June 30, 2020, the Company recorded administrator expenses of $669,025 and $1,390,657, respectively. For the three and six months ended June 30, 2019, the Company recorded administrator expenses of $721,632$536,352 and $622,071,
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$1,158,423, respectively. As of March 31,June 30, 2020 and December 31, 2019, the Company had administrator fees payable of $721,632$669,024 and $381,923, respectively.

Expense Support and Reimbursement Agreement
From June 29, 2012 through December 31, 2016, the Company was party to an Expense Support and Reimbursement Agreement with SIC Advisors (the “Expense Support Agreement”). The Expense Support Agreement expired on December 31, 2016. During the term of the Expense Support Agreement, SIC Advisors reimbursed the Company for operating expenses in an amount equal to the difference between the Company’s distributions paid to its stockholders in each month, less the sum of the Company’s net investment income, net realized capital gains and dividends paid to the Company from its portfolio companies, not included in net income and net realized capital gains, during such period (“Expense Support Reimbursement”). To the extent that no dividends or other distributions were paid to the Company’s stockholders in any given month, then the Expense Support Reimbursement for such month was equal to such amount necessary in order for available operating funds for the month to equal zero. From April 1, 2016 until the expiration of the Expense Support Agreement on December 31, 2016, SIC Advisors made expense support payments on a discretionary basis by making an election on the last day of each month to fund an expense support payment in an amount equal to the difference between the Company’s distributions paid to stockholders during such month less the sum of the Company’s net investment income, net realized capital gains and dividends paid to the Company from its portfolio companies, not included in net income and net realized capital gains during such period.
The purpose of the Expense Support Agreement was to cover distributions to stockholders so as to ensure that the distributions did not constitute a return of capital for GAAP purposes and to reduce operating expenses until the Company had raised sufficient capital to be able to absorb such expenses.
Pursuant to the Expense Support Agreement, the Company reimbursed SIC Advisors for expense support payments it previously made following any calendar quarter for which the Company received net investment income, net realized capital gains and dividends from its portfolio companies (not included in net income and net realized capital gains) in excess of the distributions paid to the Company’s stockholders during such calendar quarter (the “Excess Operating Funds”). Any such reimbursement was made within three years of the date that the expense support payment obligation was incurred by SIC Advisors, subject to the conditions described below. As of December 31, 2019, there were no amounts eligible for reimbursement to SIC Advisors by the Company. The amount of the reimbursement during any calendar quarter was equal the lesser of (i) the Excess Operating Funds received during the quarter and (ii) the aggregate amount of all expense payments made by SIC Advisors that have not yet been reimbursed. In addition, the

Company only made reimbursement payments to the extent its current annualized “operating expense ratio” (as described in footnote 1 to the table below) was equal to or less than its operating expense ratio for the quarter during which the corresponding expense obligation was incurred and to the extent the annualized rate of its regular cash dividends to the Company’s stockholders for the month was equal to or greater than the annualized rate of the Company’s regular cash distributions to stockholders for the month during which the corresponding expense payment was incurred.

Repayments of amounts paid by SIC Advisors to the Company under the Expense Support Agreement will be accrued as they become probable and estimable. The Company refers to Expense Support Reimbursements that are eligible for reimbursement to SIC Advisors by virtue of having satisfied the conditions described above as a “Crystalized Reimbursement.” As of March 31, 2020 and December 31, 2019, the Company did not record any Crystalized Reimbursements. As of March 31,June 30, 2020 and December 31, 2019, there were no remaining amounts eligible for reimbursement of the Company to SIC Advisors.

Note 8. Related Party Transactions
We have entered into an Investment Advisory Agreement with SIC Advisors in which our senior management holds an equity interest and were party to the Expense Support Agreement through December 31, 2016 the date on which such agreement expired. Members of our senior management also serve as principals of other investment managers affiliated with SIC Advisors that do, and may in the future, manage investment funds, accounts or other investment vehicles with investment objectives similar to ours.

We have entered into an Administration Agreement with Medley Capital LLC, pursuant to which Medley Capital LLC furnishes us with administrative services necessary to conduct our day-to-day operations. Medley Capital LLC is reimbursed for administrative expenses it incurs on our behalf. We do not reimburse Medley Capital LLC for any services for which it receives a separate fee or for rent, depreciation, utilities, capital equipment or other administrative items allocated to a controlling person of Medley Capital LLC. Medley Capital LLC is an affiliate of SIC Advisors.

The dealer manager agreement that we entered into with SC Distributors, LLC in connection with our offering was terminated pursuant to its terms in connection with the termination of our offering, effective as of July 31, 2018.

We have entered into a license agreement with SIC Advisors under which SIC Advisors has agreed to grant us a non-exclusive, royalty-free license to use the name “Sierra” for specified purposes in our business. Under this license agreement, we will have a right to use the “Sierra” name, subject to certain conditions, for so long as SIC Advisors or one of its affiliates remains our investment adviser. Other than with respect to this limited license, we will have no legal right to the “Sierra” name.

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Opportunities for co-investments may arise when SIC Advisors or an affiliated adviser becomes aware of investment opportunities that may be appropriate for the Company and other clients or affiliated funds. The Company obtained an exemptive order from the SEC on November 25, 2013 (the “Prior Exemptive Order”). On March 29, 2017, the Company, SIC Advisors and certain other affiliated funds and investment advisers received an exemptive order (the "Exemptive Order") that supersedes the Prior Exemptive Order and allows affiliated registered investment companies to participate in co-investment transactions with us that would otherwise have been prohibited under Section 17(d) and 57(a)(4) and Rule 17d-1. On October 4, 2017, the Company, SIC Advisors and certain of our affiliates received an exemptive order that supersedes the Exemptive Order (the “Current Exemptive Order”) and allows, in addition to the entities already covered by the Exemptive Order, Medley LLC and its subsidiary, Medley Capital LLC, to the extent they hold financial assets in a principal capacity, and any direct or indirect, wholly- or majority-owned subsidiary of Medley LLC that is formed in the future, to participate in co-investment transactions with us that would otherwise be prohibited by either or both of Sections 17(d) and 57(a)(4) of the 1940 Act.

The description of the Mergers (as defined below) and the Settlement (as defined below) set forth below are as of March 31, 2020. Subsequent to such date, the Amended MCC Merger Agreement (as defined below) and the Amended MDLY Merger Agreement (as defined below) were terminated. See “Note 15. Subsequent Developments” for more information.

On August 9, 2018, the Company entered into definitive agreements to acquire MCC and MDLY. Pursuant to the MCC Merger Agreement, MCC would, on the terms and subject to the conditions set forth in the MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the MCC Merger. In the MCC Merger, each share of MCC’s common stock issued and outstanding immediately prior to the MCC Merger effective time (other than shares of MCC’s common stock held by MCC, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive 0.8050 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger. Simultaneously, pursuant to the MDLY Merger Agreement, MDLY would, on the terms and subject to the conditions set forth in the MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the MDLY Merger, and MDLY’s existing asset management business would continue to operate as a wholly owned subsidiary of the Company. In the MDLY Merger, each share of MDLY Class A common stock, issued and outstanding immediately prior to the

MDLY Merger effective time (other than Dissenting Shares (as defined in the MDLY Merger Agreement) and shares of MDLY Class A common stock held by MDLY, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive (i) 0.3836 shares of our common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MDLY Merger; plus (ii) cash in an amount equal to $3.44 per share. In addition, MDLY's stockholders would have the right to receive certain dividends and/or other payments.

On July 29, 2019, the Company entered into amended and restated definitive agreements with MCC and MDLY. Pursuant to the Amended MCC Merger Agreement, MCC will, on the terms and subject to the conditions set forth in the Amended MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the MCC Merger. In the MCC Merger, each share of MCC’s common stock, other than shares of MCC’s common stock held by MCC, the Company or their respective wholly owned subsidiaries, will be exchanged for the right to receive (i) 0.68 shares of the Company’s common stock if the attorneys’ fees of plaintiffs’ counsel and litigation expenses paid or incurred by plaintiffs’ counsel or advanced by plaintiffs in connection with the Delaware Action, as described below ( such fees and expenses, the “Plaintiff Attorney Fees”), are less than or equal to $10,000,000; (ii) 0.66 shares of the Company’s common stock if the Plaintiff Attorney Fees are equal to or greater than $15,000,000; (iii) between 0.68 and 0.66 per share of the Company’s common stock if the Plaintiff Attorney Fees are greater than $10,000,000 but less than $15,000,000, calculated on a descending basis, based on straight line interpolation between $10,000,000 and $15,000,000; or (iv) 0.66 shares of the Company’s common stock in the event that the Plaintiff’s Attorney Fees are not fully and finally determined prior to the closing of the MCC Merger (such ratio, the “MCC Merger Exchange Ratio”); provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger. Based upon the Plaintiff Attorney Fees approved by the Delaware Court of Chancery as set forth in the Order and Final Judgment entered into on December 20, 2019, as described below (the “Delaware Order and Final Judgment”), the MCC Merger Exchange Ratio will be 0.66 shares of the Company’s common stock. MCC and the Company are appealing the Delaware Order and Final Judgment with respect to the Delaware Court of Chancery’s ruling on the Plaintiff Attorney Fees. Under the Amended MCC Merger Agreement, the MCC Merger exchange ratio is not subject to adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time. In addition, under the Settlement, the defendant parties to the Settlement (other than MDLY) shall, among other things, deposit or cause to be deposited the Settlement Shares, the number of shares of which is to be calculated using the pro forma NAV of $6.37 per share as of June 30, 2019, and is not subject to subsequent adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time, provided that the MCC Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions. Pursuant to the Amended MDLY Merger Agreement, MDLY will, on the terms and subject to the conditions set forth in the Amended MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the MDLY Merger. In the MDLY Merger, each share of MDLY Class A Common Stock, issued and outstanding immediately prior to the MDLY Merger effective time (other than shares of MDLY Class A Common Stock held by MDLY, the Company or their respective wholly owned subsidiaries (the “Excluded MDLY Shares”) and the Dissenting Shares (as defined in the Amended MDLY Merger Agreement), held, immediately prior to the MDLY Merger effective time, by any person other than a Medley LLC Unitholder (as defined below)), will be exchanged for (i) 0.2668 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.96 per share. In addition, in the MDLY Merger, each share of MDLY Class A Common Stock issued and outstanding immediately prior to the MDLY Merger effective time, other than the Excluded MDLY Shares and the Dissenting Shares, held, immediately prior to the MDLY Merger effective time, by holders of the issued and outstanding limited liability company interests of Medley LLC (the “Medley LLC Units” and, holders of the Medley LLC Units at any time on or after July 29, 2019, the “Medley LLC Unitholders”) will be exchanged for (i) 0.2072 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.66 per share. Under the Amended MDLY Merger Agreement, the MDLY exchange ratios and the cash consideration amount was fixed on July 29, 2019, the date of the signing of the Amended MDLY Merger Agreement. The MDLY exchange ratios and the cash consideration amount are not subject to adjustment based on changes in the net asset value of the Company or the market price of MDLY Class A common stock before the MDLY Merger effective time, provided that the MDLY Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions.

Pursuant to the terms of the Amended MCC Merger Agreement, the consummation of the MCC Merger is conditioned upon the satisfaction or waiver of each of the conditions to closing under the Amended MDLY Merger Agreement and the consummation of the MDLY Merger. However, pursuant to the terms of the Amended MDLY Merger Agreement, the consummation of the MDLY Merger is not contingent upon the consummation of the MCC Merger. If the Mergers are, or only the MDLY Merger is, consummated the Company’s common stock will be listed on the New York Stock Exchange under the symbol "SRA”, with such listing expected to be effective as of the closing date of the Mergers or only the MDLY Merger, as applicable. If the MCC Merger is also consummated, the Company’s common stock will be listed on the Tel Aviv Stock Exchange, with such listing expected to be effective as of the closing date of the Mergers. If both Mergers are consummated, the investment portfolios of MCC and the Company would be combined, Merger Sub, as a successor to MDLY, would be a wholly owned subsidiary of the Company (the “Combined Company”),

and the Combined Company would be internally managed by MCC Advisors LLC, its wholly controlled adviser subsidiary. If only the MDLY Merger is consummated, while the investment portfolios of MCC and the Company would not be combined, the investment management function relating to the operation of the Company, as the surviving company, would still be internalized (the “Sierra/MDLY Company”) and the Sierra/MDLY Company would be managed by MCC Advisors LLC.

The Mergers are subject to approval by the stockholders of the Company, MCC, and MDLY, regulators, including the SEC, court approval of the Settlement (as described below), other customary closing conditions and third-party consents. There is no assurance that any of the foregoing conditions will be satisfied. The Company and MCC have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MCC Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MCC Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MCC Merger Agreement; (iii) the MCC Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MDLY Merger Agreement has been terminated. The Company and MDLY have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MDLY Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MDLY Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MDLY Merger Agreement; (iii) the MDLY Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MCC Merger Agreement has been terminated.

Note 9. Directors Fees
Effective January 1, 2017, each independent director will be compensated as follows: (i) an annual retainer of $85,000; (ii) a fee of $3,000 for each in-person board meeting in which they participate; (iii) a fee of $1,000 for each telephonic board meeting in which they participate; (iv) a fee of $2,500 for each in-person audit committee meeting in which they participate; (v) a fee $1,000 for each telephonic audit committee meeting in which they participate; (vi) a fee of $2,000 for each in-person nominating and corporate governance committee meeting in which they participate; and (vii) a fee of $1,000 for each telephonic nominating and corporate governance committee meeting in which they participate. In addition, each independent director will be reimbursed for reasonable and documented out-of-pocket expenses incurred in connection with attending each board or committee meeting. In addition, the Chair of the audit committee receives an annual retainer of $15,000, while the Chair of any other committee receives an annual retainer of $5,000. The Lead Independent Director receives an annual retainer of $10,000.

In addition, the Board established a special committee comprised solely of its independent directors (the “Sierra Special Committee”), for the purpose of assessing the merits of various business proposals. On January 26, 2018, the Board approved (i) a monthly fee of $15,000 payable to the Chairman of the Sierra Special Committee, (ii) a monthly fee of $10,000 payable to each of the other members of the Sierra Special Committee, and (iii) reimbursement for all out-of-pocket expenses incurred by the members of the Sierra Special Committee in connection with his services as a member of the Special Committee consistent with the Company’s policies for reimbursement of members of the Board. On July 2, 2018, the Board approved an increase in the monthly fee payable to the members of the Sierra Special Committee. Effective July 1, 2018, the monthly fee payable to the Chairman of the Sierra Special Committee was increased to $20,000 and a monthly fee payable to each of the other members of the Sierra Special Committee was increased to $15,000.

For the three and six months ended March 31,June 30, 2020, the Company recorded directors' fees expenses in General and Administrative expenses on the Consolidated Statement of Operations of $271,250 and $539,375, respectively. For the three and six months ended June 30, 2019, the Company recorded directors' fees expenses in General and Administrative expenses on the Consolidated Statement of Operations of $268,125$243,750 and $293,250,$537,000, respectively.

Note 10. Earnings Per Share
In accordance with the provisions of ASC Topic 260 - Earnings per Share, basic earnings per share is computed by dividing earnings available to common stockholders by the weighted average number of shares outstanding during the period. Other potentially dilutive common shares, and the related impact to earnings, are considered when calculating earnings per share on a diluted basis.

The following table sets forth the computation of the weighted average basic and diluted net increase in net assets per share from operations for the three and six months ended March 31,June 30, 2020 and 2019:

For the Three Months Ended
June 30,
For the Six Months Ended
June 30,
2020201920202019
Net increase/(decrease) in net assets from operations$8,676,902  $(17,054,078) $(110,564,104) $(2,140,706) 
Weighted average common shares outstanding102,856,314  100,135,004  102,785,734  99,649,414  
Weighted average basic and diluted earnings/(loss) per common share$0.08  $(0.17) $(1.08) $(0.02) 

 For the Three Months Ended
March 31, 2020
 2020 2019
Net increase/(decrease) in net assets from operations$(119,241,006) $14,913,372
Weighted average common shares outstanding102,715,153
 99,158,430
Weighted average basic and diluted earnings/(loss) per common share$(1.16) $0.15

Note 11. Commitments
As of March 31,June 30, 2020 and December 31, 2019, the Company had $27,176,014$19,634,795 and $32,654,545, respectively, of unfunded commitments under loan and financing agreements. These amounts are primarily composed of commitments for senior secured
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term loans, revolvers, and additional capital contributions for the Sierra JV. The unrealized gain or loss associated with unfunded commitments is recorded in the financial statements and reflected as an adjustment to the valuation of the related security in the Consolidated Schedule of Investments. The par amount of the unfunded commitments are not recognized by the Company until the commitment is funded.
 As of
 June 30, 2020December 31, 2019
1888 Industrial Services, LLC$454,097  $424,422  
AAAHI Acquisition Corporation1,373,964  1,586,982  
Access Media Holdings, LLC88,200  88,200  
Alpine SG, LLC—  1,000,000  
Black Angus Steakhouses, LLC—  2,232,143  
DataOnline Corp.535,714  2,142,857  
Isola USA Corp.1,138,277  1,138,277  
Kemmerer Operations LLC908,475  908,475  
Offen, Inc.1,061,947  1,061,947  
Redwood Services Group, LLC862,500  1,725,000  
SFP Holdings, Inc.5,459,025  10,151,775  
Sierra Senior Loan Strategy JV I LLC—  4,200,000  
Simplified Logistics, LLC1,466,667  5,000,000  
Smile Doctors LLC365,600  994,467  
Sungard AS New Holdings III, LLC500,440  —  
West Dermatology5,419,889  —  
Total Commitments$19,634,795  $32,654,545  
 As of
 March 31, 2020 December 31, 2019
1888 Industrial Services, LLC$454,097
 $424,422
AAAHI Acquisition Corporation1,373,964
 1,586,982
Access Media Holdings, LLC88,200
 88,200
Alpine SG, LLC1,000,000
 1,000,000
Black Angus Steakhouses, LLC2,232,143
 2,232,143
DataOnline Corp.535,714
 2,142,857
Isola USA Corp.1,138,277
 1,138,277
Kemmerer Operations LLC908,475
 908,475
Offen, Inc.1,061,947
 1,061,947
Redwood Services Group, LLC575,000
 1,725,000
SFP Holdings, Inc.5,459,025
 10,151,775
Sierra Senior Loan Strategy JV I LLC4,200,000
 4,200,000
Simplified Logistics, LLC1,466,667
 5,000,000
Smile Doctors LLC547,700
 994,467
Sungard AS New Holdings III, LLC714,915
 
West Dermatology5,419,890
 
Total Commitments$27,176,014
 $32,654,545


Insurance Reimbursements
In January 2020, the Company received confirmation from its insurance carriers that a portion of expenses related to the Delaware
Action were covered under the Company's insurance policy and that the insurance carriers would reimburse the Company for $0.9 million. Accordingly, as of December 31, 2019, the Company recorded a $0.9 million receivable, which is included on the Consolidated Statement of Assets and Liabilities in prepaid expenses and other assets and resulted in a corresponding offset or reduction in deferred transaction costs. On March 20, 2020, the Company received such insurance reimbursement of $0.9 million.


Note 12. Fee Income
Fee income consists of origination fees, amendment fees, prepayment fees, administrative agent fees and other miscellaneous fees. Origination fees, prepayment fees, amendment fees, and other similar fees are non-recurring fee sources. Such fees are received on a transaction by transaction basis and do not constitute a regular stream of income. The following table shows the Company’s fee income for the three and six months ended March 31,June 30, 2020 and 2019:

For the Three Months Ended
June 30,
For the Six Months Ended
June 30,
2020201920202019
Origination fees$79,957  $3,401  $162,336  $48,090  
Prepayment fees—  2,170,948  —  2,512,536  
Amendment fees218,588  190,821  235,431  309,855  
Administrative agent fees7,213  29,391  22,513  58,590  
Other fees7,177  815  14,353  815  
Fee income$312,935  $2,395,376  $434,633  $2,929,886  

 For the Three Months Ended
March 31, 2020
 2020 2019
Origination fees$82,379
 $44,689
Prepayment fees
 341,588
Amendment fees16,843
 119,034
Administrative agent fees15,300
 29,199
Other fees7,176
 
Fee income$121,698
 $534,510

Note 13. Distributions and Share Repurchase Program Distributions
Distributions to common stockholders are recorded on the ex-dividend date. The amount to be paid out as a distribution is determined by the Company’s board of directors.

The Company has adopted an “opt in” distribution reinvestment plan (“DRIP”) pursuant to which the Company’s stockholders may elect to have the full amount of any cash distributions reinvested in additional shares of the Company’s common stock. On June 30, 2017, the Board approved an amendment to the DRIP, pursuant to which the number of newly-issued shares of the Company’s common stock to be issued to a participating stockholder shall be determined by dividing the total dollar amount of the distribution payable to such stockholder by a price equal to 94.5%, rather than 90%, of the Company’s then current offering price. The Company amended the DRIP as a result of the Company’s revised fee structure, which went into effect on June 16, 2017. Under the Company’s revised fee structure the upfront selling commission was reduced from 7.00% of gross proceeds to up to 3.00% of gross proceeds and the dealer manager fee was reduced from 2.75% of gross proceeds to up to 2.50% of gross proceeds. If the Company declares a cash dividend or other distribution, each stockholder that has “opted in” to the DRIP will have their distributions automatically reinvested in additional shares of the Company’s common stock rather than receiving cash distributions. Stockholders who receive distributions in the form of shares of common stock will be subject to the same federal, state and local tax consequences as if they received cash distributions. For the threesix months ended March 31,June 30, 2020, the Company distributed a total of 10,691,828,$10,707,406, of which $6,848,697$6,864,275 was in cash and $3,843,131 was in the form of common stock associated
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with the DRIP. For the threesix months ended March 31,June 30, 2019, the Company distributed a total of $15,814,922,$31,787,931, of which $9,626,848,$19,502,948, was in cash and $6,188,074$12,284,983 was in the form of common stock associated withissued under the DRIP.

The following table reflects the cash distributions per share that the Company has declared or paid to its stockholders during 2020 and 2019. Stockholders of record as of each respective record date were entitled to receive the distribution.

Record DatePayment DateAmount per share
January 25, 2019January 31, 2019$0.05334
February 11, 2019February 28, 20190.05334
March 11, 2019March 29, 20190.05334
April 29, 2019April 30, 20190.05334
May 30, 2019May 31, 20190.05334
June 27, 2019June 28, 20190.05334
July 30, 2019July 31, 20190.05334
August 29, 2019August 30, 20190.05334
September 27, 2019September 30, 20190.05334
October 30, 2019October 31, 20190.05334
November 28, 2019November 29, 20190.05334
December 30, 2019December 31, 20190.05334
January 30, 2020January 31, 20200.03500
February 27, 2020February 28, 20200.03500
March 30, 2020March 31, 20200.03500

The Company’s distributions may be funded from offering proceeds or borrowings, which may constitute a return of capital and reduce the amount of capital available to the Company for investment. Any capital returned to stockholders through distributions will be distributed after payment of fees and expenses. Our board of directors temporarily suspended the monthly distributions on the shares of the Company’s common stock. See “Recent Developments” for more information.


The Company’s previous distributions to stockholders may have been funded from temporary Expense Support Reimbursements that may have been subject to repayment to SIC Advisors, pursuant to the Expense Support Agreement, which expired on December 31, 2016. The portion of these distributions derived from temporary Expense Support Reimbursements were not based on the Company's investment performance and may not continue in the future. If SIC Advisors had not agreed to make Expense Support Reimbursements, these distributions would have come from paid-in-capital. The Company's contingent obligation to repay eligible reimbursements to SIC Advisors expired on September 30, 2019. See Note 7 for more information.

The determination of the tax attributes (i.e., paid from ordinary income, paid from net capital gains on the sale of securities, and/or a return of paid-in-capital surplus which is a nontaxable distribution) of distributions is made annually as of the end of the Company’s fiscal year based upon its taxable income earned and distributions paid during the fiscal year.

Share Repurchase Program
In June 2013, the Company commenced a share repurchase program pursuant to which it conducted quarterly share repurchases of up to 2.5% of the weighted average number of outstanding shares of its common stock in the prior four calendar quarters or 10% of the weighted average number of outstanding shares in the prior 12-month period. In connection with the Proposed Mergers, the Company suspended the Share Repurchase Program. The purpose of the share repurchase program was to allow stockholders to sell their shares back to the Company at a price equal to the most recently disclosed NAV per share of the Company's common stock immediately prior to the date of repurchase. Shares were purchased from stockholders participating in the program on a pro-rata basis. Unless the Company's board of directors determined otherwise, the number of shares repurchased during any calendar year were limited to the proceeds received in association with the sale of shares of common stock under the distribution reinvestment plan.

The following table reflects activity under the Company’s Share Repurchase Program:
Offer Date Quantity Offered Price per Share Repurchase Date Repurchase Quantity
6/4/2013 16,652
 $9.18
 
 
8/8/2013 32,627
 9.13
 9/27/2013
 3,642
11/7/2013 60,966
 9.14
 12/19/2013
 5,826
3/12/2014 120,816
 9.18
 4/25/2014
 9,835
5/6/2014 199,476
 9.20
 6/13/2014
 17,777
8/5/2014 294,068
 9.25
 9/12/2014
 35,887
11/5/2014 411,894
 9.22
 12/24/2014
 411,894
3/4/2015 535,571
 8.97
 4/24/2015
 68,472
5/6/2015 620,420
 8.98
 6/24/2015
 90,916
8/5/2015 727,654
 8.96
 9/29/2015
 328,353
11/3/2015 853,688
 8.56
 12/23/2015
 285,559
3/2/2016 959,436
 8.16
 4/29/2016
 959,436
5/5/2016 1,005,447
 8.04
 6/30/2016
 855,215
8/4/2016 1,048,412
 8.11
 9/28/2016
 1,048,407
11/25/2016 1,077,370
 8.14
 12/27/2016
 1,077,352
4/4/2017 871,815
 8.17
 5/4/2017
 871,806
5/23/2017 876,277
 8.10
 6/23/2017
 876,254
8/24/2017 870,360
 8.02
 9/25/2017
 870,337
11/22/2017 873,974
 7.89
 12/22/2017
 873,932
3/27/2018 895,070
 7.66
 5/8/2018
 895,036
5/21/2018 890,089
 7.49
 6/29/2018
 890,048
Notwithstanding the suspension of the share repurchase program and, in connection with the Amended MCC Merger Agreement, our board of directors approved the repurchase of shares of our common stock from our stockholders who have requested repurchases in connection with such stockholder’s death or disability. In the event of the death or disability of a stockholder, the Company will repurchase the shares held by such stockholder at a price equal to the NAV per share of our shares as disclosed in the periodic report the Company files with the SEC immediately following the date of the death or disability of such stockholder. The Company's board of directors has the right to suspend or terminate repurchases due to death or disability to the extent that it determines that it is in the Company's best interest to do so. During the three and six months ended March 31,June 30, 2020, and 2019, the Company repurchased 124,86134,086 and 0158,947 shares, respectively, of
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certain shareholders due to death or disability. During the three and six months ended June 30, 2019, the Company repurchased no shares due to death or disability.

Note 14. Financial Highlights
The following is a schedule of financial highlights of the Company for the threesix months ended March 31,June 30, 2020 and 2019:
20202019
Per Share Data:(1)
Net asset value at beginning of period$5.78  $6.72  
Net investment income(0.14) 0.21  
Net realized gains/(losses) on investments and total return swap(0.08) (0.15) 
Net unrealized appreciation/(depreciation) on investments and total return swap(0.86) (0.08) 
Net increase/(decrease) in net assets$(1.08) $(0.02) 
Distributions from return of capital—  —  
Distributions declared from net investment income(2)
(0.11) (0.32) 
Distributions from net realized capital gains—  —  
Total distributions to shareholders$(0.11) $(0.32) 
Issuance of common shares above net asset value(3)
—  (0.01) 
Net asset value at end of period$4.60  $6.37  
Total return based on net asset value(4)(5)
(18.91)%(0.21)%
Portfolio turnover rate(5)
10.61 %13.93 %
Shares outstanding at end of period102,833,465  100,462,586  
Net assets at end of period$472,758,920  $640,436,545  
Ratio/Supplemental Data (annualized):
Ratio of net investment income to average net assets(5.63)%6.32 %
Ratio of net expenses (including incentive fees) to average net assets14.86 %7.39 %
Ratio of incentive fees to average net assets (5)
— %— %
Supplemental Data (annualized):
Asset coverage ratio per unit(6)
$3,440  $2,952  
Percentage of non-recurring fee income(7)
3.62 %2.27 %
Ratio of net expenses (excluding incentive fees) to average net assets14.86 %7.37 %
Ratio of interest and financing related expenses to average net assets3.13 %3.26 %
Total Debt Outstanding:(8)(9)
Revolving Credit Facility$193,813,072  $328,100,000  

(1)The per share data was derived by using the weighted average shares outstanding during the six months ended June 30, 2020 and 2019, which were 102,785,734 and 99,649,414 respectively. Table may not foot due to rounding.
(2)The per share data for distributions is the actual amount of paid distributions per share during the period.
(3)Shares issued under the DRIP (see Note 13) as well as the continuous issuance of common shares may cause on incremental increase/decrease in NAV per share due to the effect of issuing shares at amounts that differ from the prevailing NAV at each issuance.
(4)Total annual returns are historical and assume reinvestments of all dividends and distributions at prices obtained under the Company’s DRIP, and no sales charge.
(5)Not annualized.
(6)Asset coverage per unit is the ratio of the carrying value of the Company's total consolidated assets for regulatory purposes, which includes the underlying fair value of net TRS, less all liabilities and indebtedness not represented by senior securities to the aggregate amount of Senior Securities representing indebtedness and the implied leverage on the TRS. Asset coverage per unit is expressed in terms of dollars per $1,000 of indebtedness. As of June 30, 2020 and 2019, the Company's Asset Coverage Per Unit including unfunded commitments was $3,123 and $2,700, respectively.
(7)Represents the impact of non-recurring fees over total investment income.
(8)Total amount of each class of senior securities outstanding at the end of the period excluding debt issuance costs.
(9)Average market value per unit is not applicable as these classes of securities are not registered for public trading.


 2020 2019
Per Share Data:(1)
Net asset value at beginning of period$5.78
 $6.72
Net investment income0.01
 0.09
Net realized gains/(losses) on investments and total return swap
 (0.17)
Net unrealized appreciation/(depreciation) on investments and total return swap(1.17) 0.23
Net increase/(decrease) in net assets$(1.16) $0.15
Distributions from return of capital
 
Distributions declared from net investment income(2)
(0.11) (0.16)
Distributions from net realized capital gains
 
Total distributions to shareholders$(0.11) $(0.16)
Issuance of common shares above net asset value(3)

 
Net asset value at end of period$4.51
 $6.71
Total return based on net asset value(4)(5)
(20.39)% 2.36%
Portfolio turnover rate(5)
3.90 % 6.73%
Shares outstanding at end of period102,867,551
 99,485,633
Net assets at end of period$464,251,324
 $667,366,723
Ratio/Supplemental Data (annualized):   
Ratio of net investment income to average net assets0.63 % 5.39%
Ratio of net expenses (including incentive fees) to average net assets7.89 % 7.38%
Ratio of incentive fees to average net assets (5)
 % %
Supplemental Data (annualized):   
Asset coverage ratio per unit(6)
$2,731
 $3,034
Percentage of non-recurring fee income(7)
3.57 % 9.80%
Ratio of net expenses (excluding incentive fees) to average net assets7.89 % 7.38%
Ratio of interest and financing related expenses to average net assets3.27 % 3.31%
Total Debt Outstanding:(8)(9)
   
Revolving Credit Facility$268,100,000
 $328,100,000

(1)The per share data was derived by using the weighted average shares outstanding during the three months ended March 31, 2020 and 2019, which were 102,715,153 and 99,158,430 respectively.
(2)The per share data for distributions is the actual amount of paid distributions per share during the period.
(3)Shares issued under the DRIP (see Note 13) as well as the continuous issuance of common shares may cause on incremental increase/decrease in NAV per share due to the effect of issuing shares at amounts that differ from the prevailing NAV at each issuance.
(4)Total annual returns are historical and assume reinvestments of all dividends and distributions at prices obtained under the Company’s DRIP, and no sales charge.
(5)Not annualized.
(6)Asset coverage per unit is the ratio of the carrying value of the Company's total consolidated assets for regulatory purposes, which includes the underlying fair value of net TRS, less all liabilities and indebtedness not represented by senior securities to the aggregate amount of Senior Securities representing indebtedness and the implied leverage on the TRS. Asset coverage per unit is expressed in terms of dollars per $1,000 of indebtedness. As of March 31, 2020 and 2019, the Company's Asset Coverage Per Unit including unfunded commitments was $2,479 and $2,726, respectively.
(7)Represents the impact of non-recurring fees over total investment income.
(8)Total amount of each class of senior securities outstanding at the end of the period excluding debt issuance costs.
(9)Average market value per unit is not applicable as these classes of securities are not registered for public trading.

Note 15. Subsequent Events
Management has evaluated subsequent events through the date of issuance of the consolidated financial statements included herein. There have been no subsequent events that occurred during such period that would require disclosure in this Form 10-Q or would be required to be recognized in the consolidated financial statements as of and for the threesix months ended March 31,June 30, 2020, except as disclosed below.

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On AprilJuly 28, 2020, our board of directors temporarily suspendedapproved a continuation of the temporary suspension of the monthly distributions on the shares of the Company’s common stock to enhance financial flexibility. Shareholder distributions, including both cash and through the distribution reinvestment plan,DRIP, will be suspended beginning with the month ending Aprilthrough September 30, 2020. The Company expects to evaluate resumption of monthly

distributions at a future date. The Company believes that it is in the best long-term interests of its shareholdersstockholders to maintain a conservative approach to its distribution policy during this volatile economic environment.

Section 9.1(c)Subsequent to quarter ended June 30, 2020, the global outbreak of the Amended MCC Merger Agreementcoronavirus (“COVID-19”) pandemic continues to have adverse consequences on the U.S. and Section 9.1(c) of the Amended MDLY Merger Agreement each permits the Company and either MCC or MDLY, as applicable, to terminate the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement, respectively, if the MCC Merger or the MDLY Merger, as applicable, has not been consummated on or before March 31, 2020 (the “Outside Date”). On May 1, 2020, the Company terminated both the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement effective as of May 1, 2020 as the Outside Date has passed and neither the MCC Merger or the MDLY Merger has been consummated. In determining to terminate the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement, the Company considered a number of factors, including, among other factors, changes in the relative valuations of the Company, MCC, and MDLY, the changed circumstances and the unpredictableglobal economies. The ultimate economic conditions resultingfallout from the global health crisis caused by the coronavirus (COVID-19) pandemic, and the uncertainty regardinglong-term impact on economies, markets, industries and individual portfolio companies, remains uncertain. As of August 13, 2020, there is no indication of a reportable subsequent event impacting the parties’ ability to satisfy the conditions to closing in a timely manner.

As a result of the foregoing, in connection with the Delaware Action, no Settlement Fund will be established or paid to the stockholders of MCC and no Contingent Fee Award will be paid to plaintiff’s counsel. The other terms of the Settlement, including the releases providedCompany’s financial statements for in the Delaware Order and Final Judgment, remain in effect. In addition, as a result of the foregoing, $15.7 million of deferred transaction costs incurred in connection with the Mergers that were deferred until the closing or termination of the Mergers will be expensed in the quarter ended June 30, 2020. The Company cannot predict the extent to which its financial condition and results of operations will be affected at this time. The potential impact to our results will depend to a large extent on future developments and new information that may emerge regarding the duration and severity of COVID-19. The Company continues to observe and respond to the evolving COVID-19 environment and its potential impact on areas across its business.


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Item 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations.
The following discussion and analysis should be read in conjunction with our financial statements and related notes and other financial information appearing elsewhere in this annual report on Form 10-K.

Except as otherwise specified, references to “we,” “us,” “our,” or the “Company,” refers to Sierra Income Corporation. “SIC Advisors” or “Adviser” refers to SIC Advisors LLC, our investment adviser. SIC Advisors is a wholly owned subsidiary of Medley LLC, which is controlled by Medley Management Inc., a publicly traded asset management firm ("MDLY"), which in turn is controlled by Medley Group LLC, an entity wholly-owned by the senior professionals of Medley LLC. “Medley” refers, collectively, to the activities and operations of Medley Capital LLC, Medley LLC, Medley Management Inc., Medley Group LLC, SIC Advisors, associated investment funds and their respective affiliates.

Some of the statements in this annual report on Form 10-K constitute forward-looking statements, which relate to future events or our performance or financial condition. The forward-looking statements contained in this annual report on Form 10-K involve risks and uncertainties, including, but not limited to, statements as to:

our future operating results;
our business prospects and the prospects of our portfolio companies;
changes in political, economic, or industry conditions, the interest rate environment or conditions affecting the financial and capital markets, which could result in changes in the value of our assets;
risks associated with possible disruptions in our operations or the economy generally;
the risk that, if the current period of capital markets disruption and instability continues for an extended period of time, that our stockholders may not receive distributions, if any, or at historical levels and that a portion of our distribution in the future may be a return of capital;
the effect of investments that we expect to make;
our contractual arrangements and relationships with third parties;
actual and potential conflicts of interest with SIC Advisors and its affiliates;
the dependence of our future success on the general economy and its effect on the industries in which we invest;
the ability of our portfolio companies to achieve their objectives;
the use of borrowed money to finance a portion of our investments;
the adequacy of our financing sources and working capital;
the timing of cash flows, if any, from the operations of our portfolio companies;
the ability of SIC Advisors to locate suitable investments for us and to monitor and administer our investments;
the ability of SIC Advisors and its affiliates to attract and retain highly talented professionals;
our ability to maintain our qualification as a RIC and as a BDC;
the effect of changes in laws or regulations affecting our operations;
uncertainties associated with the impact from the COVID-19 pandemic, including: its impact on the global and U.S. capital markets, and the global and U.S. economy; the length and duration of the COVID-19 outbreak in the United States as well as worldwide and the magnitude of the economic impact of that outbreak; the effect of the COVID-19 pandemic on our business prospects and the operational and financial performance of our portfolio companies, including our and their ability to achieve their respective objectives; the effect of the disruptions caused by the COVID-19 pandemic on our ability to continue to effectively manage our business and our use of borrowed money to finance a portion of our investments; and
the impact of the termination of the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement on our business, financial results, and ability to pay dividends and distributions, if any, to our stockholders.

Such forward-looking statements may include statements preceded by, followed by or that otherwise include the words “trend,” “opportunity,” “pipeline,” “believe,” “comfortable,” “expect,” “anticipate,” “current,” “intention,” “estimate,” “position,” “assume,” “potential,” “outlook,” “continue,” “remain,” “maintain,” “sustain,” “seek,” “achieve,” and similar expressions, or future or conditional verbs such as “will,” “would,” “should,” “could,” “may,” or similar expressions. The forward-looking statements contained in this quarterly report involve risks and uncertainties. Our actual results could differ materially from those implied or expressed in the forward-looking statements for any reason, including due to the factors set forth in “Risk Factors” in this quarterly report on Form 10-Q and in Item 1A “Risk Factors” in Part 1 of our Annual Report on Form 10-K for the fiscal year ended December 31, 2019.

We have based the forward-looking statements included in this report on information available to us on the date of this report, and we assume no obligation to update any such forward-looking statements. Actual results could differ materially from those anticipated in our forward-looking statements, and future results could differ materially from historical performance. Although we undertake no obligation to revise or update any forward-looking statements, whether as a result of new information, future events
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or otherwise, you are advised to consult any additional disclosures that we may make directly to you or through reports that we have filed or in

the future may file with the SEC, including quarterly reports on Form 10-Q, annual reports on Form 10-K, and current reports on Form 8-K.

COVID-19 Developments

On March 11, 2020, the World Health Organization declared the novel coronavirus (“COVID-19”) as a pandemic, and, on March 13, 2020, the United States declared a national emergency with respect to COVID-19. The outbreak of COVID-19 has severely impacted global economic activity and caused significant volatility and negative pressure in financial markets. The global impact of the outbreak has been rapidly evolving and many countries, including the United States, have reacted by instituting quarantines, imposed restricting travel, and temporarily closing or limiting operations at many corporate offices, retail stores, restaurants, fitness clubs and manufacturing facilities and factories in affected jurisdictions. Such actions are creating disruption in global supply chains and adversely impacting a number of industries. The outbreak could have a continued adverse impact on economic and market conditions and trigger a period of global economic slowdown. The

We are closely monitoring the impact of the outbreak of COVID-19 on all aspects of our business, including how it will impact our portfolio companies, employees, due diligence and underwriting processes, and financial markets. Given the rapid development and fluidity of this situation, precludes any prediction aswe cannot estimate the long-term impact of COVID-19 on our business, future results of operations, financial position or cash flows at this time. Further, the operational and financial performance of the portfolio companies in which we make investments may be significantly impacted by COVID-19, which may in turn impact the valuation of our investments. We believe our portfolio companies have taken immediate actions to effectively and efficiently respond to the ultimate adverse impactchallenges posed by COVID-19 and related orders imposed by state and local governments, including developing liquidity plans supported by internal cash reserves, shareholder support, and, as appropriate, accessing their ability to participate in the recently enacted government Paycheck Protection Program. The extent to which our operations may be impacted by the COVID-19 pandemic will depend largely on future developments, which are highly uncertain and cannot be accurately predicted, including new information which may emerge concerning the severity of COVID-19. Nevertheless,the outbreak and actions by government authorities to contain the outbreak or treat its impact. Furthermore, the impacts of a potential worsening of global economic conditions and the continued disruptions to and volatility in the financial markets remain unknown. COVID-19 presents material uncertainty and risks with respect to the underlying value of the Company’s portfolio companies, the Company’s business, financial condition, results of operations and cash flows, such as the potential negative impact to financing arrangements, increased costs of operations, changes in law and/or regulation, and uncertainty regarding government and regulatory policy.

We have evaluated subsequent events from March 31,June 30, 2020 through May 15, 2020.  August 13, 2020, the filing date of this quarterly report on Form 10-Q. However, as the discussion in this Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations relates to the Company’s financial statements for the quarterly period end March 31,June 30, 2020, the analysis contained herein may not fully account for impacts relating to the COVID-19 pandemic.In that regard, for example, as of March 31,June 30, 2020, the Company valued its portfolio investments in conformity with U.S. GAAP based on the facts and circumstances known by the Company at that time, or reasonably expected to be known at that time. Due to the overall volatility that the COVID-19 pandemic has caused during the months that followed our March 31,June 30, 2020 valuation, any valuations conducted now or in the future in conformity with U.S. GAAP could result in a lower fair value of our portfolio. The impact to our results going forward maywill depend to a large extent on future developments and new information that may emerge regarding the duration and severity of COVID-19 and the actions taken by authorities and other entities to contain the coronavirus or treat its impact, all of which are beyond our control. Accordingly, the Company cannot predict the extent to which its financial condition and results of operations will be affected at this time.

Overview
We are an externally managed non-diversified closed-end management investment company that has elected to be treated as a BDC under the 1940 Act. We are externally managed by SIC Advisors, which is an investment adviser registered with the SEC under the Advisers Act. SIC Advisors is responsible for sourcing potential investments, conducting due diligence on prospective investments, analyzing investment opportunities, structuring investments and monitoring our portfolio on an ongoing basis. In addition, we have elected, and intend to qualify annually to be treated, for U.S. federal income tax purposes, as a RIC under Subchapter M of the Code.

Under our Investment Advisory Agreement, we pay SIC Advisors a base management fee as well as an incentive fee based on our investment performance. Also, under the Administration Agreement, we reimburse Medley for the allocable portion of overhead and other expenses incurred by Medley Capital LLC in performing its obligations under the Administration Agreement, including
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our allocable portion of the costs of compensation and related expenses of our Chief Compliance Officer, Chief Financial Officer and their respective staffs.

We intend to meet our investment objective by primarily lending to, and investing in, the debt of privately owned U.S. middle market companies, which we define as companies with annual revenue between $50 million and $1 billion. We intend to focus primarily on making investments in first lien senior secured debt, second lien secured debt, and to a lesser extent, subordinated debt, of middle market companies in a broad range of industries. We expect that the majority of our debt investments will bear interest at floating interest rates, but our portfolio may also include fixed-rate investments. We will originate transactions sourced through SIC Advisors’ existing network, and, to a lesser extent, expect to acquire debt securities through the secondary market. We may make equity investments in companies that we believe will generate appropriate risk adjusted returns, although we do not expect such investments to be a substantial portion of our portfolio.

The level of our investment activity depends on many factors, including the amount of debt and equity capital available to prospective portfolio companies, the level of merger, acquisition and refinancing activity for such portfolio companies, the availability of credit to finance transactions, the general economic environment and the competitive environment for the types of investments we make. Based on prevailing market conditions, we anticipate that we will invest the proceeds from each subscription closing generally

within 30-90 days. The precise timing will depend on the availability of investment opportunities that are consistent with our investment objectives and strategies.

As a BDC, we are required to comply with certain regulatory requirements. For instance, we generally have to invest at least 70% of our total assets in “qualifying assets,” including securities of private or thinly traded public U.S. companies, cash, cash equivalents, U.S. government securities and high-quality debt investments that mature in one year or less. In addition, we are only allowed to borrow money such that our asset coverage, as defined in the 1940 Act, equals at least 200% (or 150% if certain requirements under the 1940 Act are met) after such borrowing, with certain limited exceptions. To maintain our RIC tax treatment, we must meet specified source-of-income and asset diversification requirements. To be eligible for RIC tax treatment under Subchapter M for U.S. federal income tax purposes, we must distribute at least 90% of our net ordinary income and realized net short-term capital gains in excess of realized net long-term capital losses, if any, for the taxable year.

Termination of the Agreements and Plan of Mergers
The description of the Mergers (as defined below) and the Settlement (as defined below) set forth below are as of March 31, 2020. Subsequent to such date, the Amended MCC Merger Agreement (as defined below) and the Amended MDLY Merger Agreement (as defined below) were terminated. See “Recent Developments” for more information.

On August 9, 2018, the Company entered into definitive agreements to acquire Medley Capital Corporation (NYSE/TASE: MCC, MCC) and Medley Management Inc. (NYSE: MDLY, "MDLY"). Pursuant to the Agreement and Plan of Merger, dated as of August 9, 2018, by and between MCC and the Company (the "MCC Merger Agreement"), MCC would, on the terms and subject to the conditions set forth in the MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the merger (the "MCC Merger"). In the MCC Merger, each share of MCC’s common stock issued and outstanding immediately prior to the MCC Merger effective time (other than shares of MCC’s common stock held by MCC, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive 0.8050 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger.

Simultaneously, pursuant to the Agreement and Plan of Merger (the "MDLY Merger Agreement"), dated as of August 9, 2018, by and among MDLY, the Company, and Sierra Management, Inc., a wholly owned subsidiary of the Company ("Merger Sub"), MDLY would, on the terms and subject to the conditions set forth in the MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the merger (the “MDLY Merger” together with the MCC Merger, the "Mergers"), and MDLY’s existing asset management business would continue to operate as a wholly owned subsidiary of the Company. In the MDLY Merger, each share of MDLY Class A common stock, issued and outstanding immediately prior to the MDLY Merger effective time (other than Dissenting Shares (as defined in the MDLY Merger Agreement) and shares of MDLY Class A common stock held by MDLY, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive (i) 0.3836 shares of our common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MDLY Merger; plus (ii) cash in an amount equal to $3.44 per share. In addition, MDLY's stockholders would have the right to receive certain dividends and/or other payments.

On July 29, 2019, the Company entered into amended and restated definitive agreements with MCC and MDLY. Pursuant to the Amended and Restated Agreement and Plan of Merger, dated as of July 29, 2019 (the “Amended MCC Merger Agreement”), by and between MCCMedley Capital Corporation (“MCC”) and the Company, pursuant to which MCC will,would, on the terms and subject to the conditions set forth in the Amended MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the MCC Merger.merger (the “MCC Merger”). In the MCC Merger, each share of MCC’s common stock, other than shares of MCC’s common stock held by MCC,addition, on July 29, 2019, the Company or their respective wholly owned subsidiaries, will be exchanged for the right to receive (i) 0.68 shares of the Company’s common stock if the attorneys’ fees of plaintiffs’ counsel and litigation expenses paid or incurred by plaintiffs’ counsel or advanced by plaintiffs in connection with the Delaware Action, as described below ( such fees and expenses, the “Plaintiff Attorney Fees”), are less than or equal to $10,000,000; (ii) 0.66 shares of the Company’s common stock if the Plaintiff Attorney Fees are equal to or greater than $15,000,000; (iii) between 0.68 and 0.66 per share of the Company’s common stock if the Plaintiff Attorney Fees are greater than $10,000,000 but less than $15,000,000, calculated on a descending basis, based on straight line interpolation between $10,000,000 and $15,000,000; or (iv) 0.66 shares of the Company’s common stock in the event that the Plaintiff’s Attorney Fees are not fully and finally determined prior to the closing of the MCC Merger (such ratio, the “MCC Merger Exchange Ratio”); provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger. Based upon the Plaintiff Attorney Fees approved by the Court of Chancery of the State of Delaware (the “Delaware Court of Chancery”) as set forth in the Order and Final Judgment entered into on December 20, 2019, as described below (the “Delaware Order and Final Judgment”), the MCC Merger Exchange Ratio will be 0.66 shares of the Company’s common stock. MCC and the Company are appealing the Delaware Order and Final Judgment with respect to the Delaware Court of Chancery’s ruling on the Plaintiff Attorney Fees. Under the Amended MCC Merger Agreement, the MCC Merger exchange ratio is not subject to adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time. In addition, under the

Settlement, the defendant parties to the Settlement (other than MDLY) shall, among other things, deposit or cause to be deposited the Settlement Shares, the number of shares of which is to be calculated using the pro forma NAV of $6.37 per share as of June 30, 2019, and is not subject to subsequent adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time, provided that the MCC Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions.

Pursuant to the Amended and Restated Agreement and Plan of Merger, dated as of July 29, 2019 (the “Amended MDLY Merger Agreement”), by and among MDLY, the Company, and Sierra Management, Inc., a wholly owned subsidiary of the Company (“Merger Sub,Sub”), MDLY will,would, on the terms and subject to the conditions set forth in the Amended MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the MDLY Merger. Inmerger (the “MDLY Merger” together with the MDLYMCC Merger, each share of MDLY Class A Common Stock, issued and outstanding immediately prior to the MDLY Merger effective time (other than shares of MDLY Class A Common Stock held by MDLY, the Company or their respective wholly owned subsidiaries (the “Excluded MDLY Shares”“Proposed Mergers”) and the Dissenting Shares (as defined in the Amended MDLY Merger Agreement), held, immediately prior to the MDLY Merger effective time, by any person other than a Medley LLC Unitholder (as defined below)), will be exchanged for (i) 0.2668 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.96 per share. In addition, in the MDLY Merger, each share of MDLY Class A Common Stock issued and outstanding immediately prior to the MDLY Merger effective time, other than the Excluded MDLY Shares and the Dissenting Shares, held, immediately prior to the MDLY Merger effective time, by holders of the issued and outstanding limited liability company interests of Medley LLC (the “Medley LLC Units” and, holders of the Medley LLC Units at any time on or after July 29, 2019, the “Medley LLC Unitholders”) will be exchanged for (i) 0.2072 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.66 per share. Under the Amended MDLY Merger Agreement, the MDLY exchange ratios and the cash consideration amount was fixed on July 29, 2019, the date of the signing of the Amended MDLY Merger Agreement. The MDLY exchange ratios and the cash consideration amount are not subject to adjustment based on changes in the net asset value of Sierra or the market price of MDLY Class A common stock before the MDLY Merger effective time, provided that the MDLY Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions..

Pursuant to the termsSection 9.1(c) of the Amended MCC Merger Agreement the consummation of the MCC Merger is conditioned upon the satisfaction or waiver of each of the conditions to closing under the Amended MDLY Merger Agreement and the consummation of the MDLY Merger. However, pursuant to the termsSection 9.1(c) of the Amended MDLY Merger Agreement the consummation of the MDLY Merger is not contingent upon the consummation of the MCC Merger. If the Mergers are, or only the MDLY Merger is, consummated the Company’s common stock will be listed on the New York Stock Exchange under the symbol "SRA”, with such listing expected to be effective as of the closing date of the Mergers or only the MDLY Merger, as applicable. If the MCC Merger is also consummated, the Company’s common stock will be listed on the Tel Aviv Stock Exchange, with such listing expected to be effective as of the closing date of the Mergers. If both Mergers are consummated, the investment portfolios of MCC andeach permits the Company would be combined, Merger Sub,and either MCC or MDLY, as a successorapplicable, to MDLY, would be a wholly owned subsidiary of the Company (the “Combined Company”), and the Combined Company would be internally managed by MCC Advisors LLC, its wholly controlled adviser subsidiary. If only the MDLY Merger is consummated, while the investment portfolios of MCC and the Company would not be combined, the investment management function relating to the operation of the Company, as the surviving company, would still be internalized (the “Sierra/MDLY Company”) and the Sierra/MDLY Company would be managed by MCC Advisors LLC.

The Mergers are subject to approval by the stockholders of the Company, MCC, and MDLY, regulators, including the SEC, court approval of the Settlement (as described below), other customary closing conditions and third-party consents. There is no assurance that any of the foregoing conditions will be satisfied. The Company and MCC have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MCC Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MCC Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MCC Merger Agreement; (iii) the MCC Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MDLY Merger Agreement has been terminated. The Company and MDLY have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MDLY Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MDLY Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MDLY Merger Agreement; (iii) the MDLY Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MCC Merger Agreement has been terminated.

Set forth below is a description of the Decision (as defined below), which should be read in the context of the impact of the Delaware Order and Final Judgment and corresponding Settlement.

On February 11, 2019, a purported stockholder class action relating to the MCC Merger was commenced in the Delaware Court of Chancery by FrontFour Capital Group LLC and FrontFour Master Fund, Ltd. (together, “FrontFour”), captioned FrontFour Capital Group LLC, et al. v. Brook Taube et al., Case No. 2019-0100 (the “Delaware Action”), against defendants Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, Arthur S. Ainsberg, MDLY, the Company, MCC, MCC Advisors LLC, Medley Group LLC, and Medley LLC. The complaint, as amended on February 12, 2019, alleged that the individuals named as defendants breached their fiduciary duties to MCC’s stockholders in connection with the MCC Merger, and that MDLY, the Company, MCC Advisors LLC, Medley Group LLC, and Medley LLC aided and abetted those alleged breaches of fiduciary duties. The complaint sought to enjoin the vote of MCC’s stockholders on the MCC Merger and enjoin enforcement of certain provisions of the MCC Merger Agreement.

The Delaware Court of Chancery held a trial on the plaintiffs’ motion for a preliminary injunction and issued a Memorandum Opinion (the “Decision”) on March 11, 2019. The Delaware Court of Chancery denied the plaintiffs’ requests to (i) permanently enjoin the MCC Merger and (ii) require MCC to conduct a “shopping process” for MCC on terms proposed by the plaintiffs in their complaint. The Delaware Court of Chancery held that MCC’s directors breached their fiduciary duties in entering into the MCC Merger, but rejected the plaintiffs’ claim that the Company aided and abetted those breaches of fiduciary duties. The Delaware Court of Chancery ordered the defendants to issue corrective disclosures consistent with the Decision, and enjoined a vote of MCC’s stockholders on the MCC Merger until such disclosures had been made and stockholders had the opportunity to assimilate that information.

On March 20, 2019, another purported stockholder class action was commenced by Stephen Altman against Brook Taube, Seth Taube, Jeff Tonkel, Arthur S. Ainsberg, Karin Hirtler-Garvey, Mark Lerdal, and John E. Mack in the Delaware Court of Chancery, captioned Altman v. Taube, Case No. 2019-0219 (the “Altman Action”). The complaint in the Altman Action alleged that the defendants breached their fiduciary duties to stockholders of MCC in connection with the vote of MCC’s stockholders on the proposed mergers. On April 8, 2019, the Delaware Court of Chancery granted a stipulation consolidating the Delaware Action and the Altman Action, designating the amended complaint in the Delaware Action as the operative complaint, and designating the plaintiffs in the Delaware Action and their counsel the lead plaintiffs and lead plaintiffs’ counsel, respectively.

On December 20, 2019, the Delaware Court of Chancery entered into the Delaware Order and Final Judgment approving the settlement of the Delaware Action (the “Settlement”). Pursuant to the Settlement, MCC agreed to certain amendments to (i) the MCC Merger Agreement and (ii) the MDLY Merger Agreement, which amendments are reflected in the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement. The Settlement also provides for,Agreement, respectively, if the MCC Merger isor the MDLY Merger, as applicable, has not been consummated on or before March 31, 2020 (the “Outside Date”). On May 1, 2020, the creation of a settlement fund, consisting of $17 million in cash and $30 million of the Company’s common stock, with the number of shares of the Company’s common stock to be calculated using the pro forma NAV of $6.37 per share as of June 30, 2019, which will be distributed to eligible members of the Settlement Class (as defined in the Settlement). In addition, in connection with the Settlement, on July 29, 2019, MCC entered into a Governance Agreement with FrontFour Capital Group LLC, FrontFour Master Fund, Ltd., FrontFour Capital Corp., FrontFour Opportunity Fund, David A. Lorber, Stephen E. Loukas and Zachary R. George, pursuant to which, among other matters, FrontFour is subject to customary standstill restrictions and required to vote in favor of the MCC Merger at a meeting of stockholders to approveCompany terminated both the Amended MCC Merger Agreement. The Settlement also provides for mutual releases between and among FrontFourAgreement and the Settlement Class, onAmended MDLY Merger Agreement effective as of May 1, 2020 as the one hand,Outside Date had passed and neither the MCC Merger or the MDLY Merger had been consummated. In determining to terminate the Amended MCC Merger Agreement and the Medley Parties, onAmended MDLY Merger Agreement, the Company considered a number of factors, including, among other hand, of all claims that were or could have been assertedfactors, changes in the Delaware Action through September 26, 2019.

The Delaware Court of Chancery also awarded attorney’s fees as follows: (i) an award of $3,000,000 to lead plaintiffs’ counsel and $75,000 to counsel to plaintiff Stephen Altman (the “Therapeutics Fee Award”) and $420,335 of plaintiff counsel expenses payable to the lead plaintiff’s counsel, which were paid on December 23, 2019, and (ii) an award that is contingent upon the closingrelative valuations of the proposed merger transactions (the “Contingent Fee Award”), consisting of:

a,$100,000 for the agreement by the Company’s board of directors to appoint one independent director of MCC who will be selected by the independent directors of the Company on the board of directors of the post-merger company upon the closing of the Mergers; and

b.the amount calculated by solving for A in the following formula:
Award[A]=(Monetary Fund[M]+Award[A]-Look Through[L])*Percentage[P]
Whereas

Ashall be the amount of the Additional Fee (excluding the $100,000 award for the agreement by the Company’s board of directors to appoint one independent director of MCC who will be selected by the independent directors of the Company on the board of directors of the post-merger company upon the closing of the Mergers);

Mshall be the sum of (i) the $17 million cash component of the Settlement Fund and (ii) the value of the post-merger company stock component of the Settlement Fund, which shall be calculated as the product of the VPS (as defined below) and 4,709,576.14 (the number of shares of post-merger company’s stock comprising the stock component of the net settlement amount);

Lshall be the amount representing the estimated value of the decrease in shares to be received by eligible class members arising by operation of the change in the “Exchange Ratio” under the Amended MCC Merger Agreement, calculated as follows:
L = ((ES * 68%) - (ES * 66%)) * VPS

Where:
ES        shall beCompany, MCC, and MDLY, the number of eligible shares;

VPSshall be the pro forma NAV per share of the post-merger company’s common stock as of the closing as reported in the public disclosure filed nearest in time and after the closing (the “Closing NAV Disclosure”); and

P    shall equal 0.26

The Contingent Fee Award is contingent upon the closing of the MCC Merger. Payment of the Contingent Fee Award will be made in two stages. First, within five (5) business days of the establishment of the Settlement Fund, MCC or its successor shall (i) pay the plaintiffs’ counsel an estimate of the Contingent Fee Award (the “Additional Fee Estimate”), less twenty (20) percent (the “Additional Fee Estimate Payment”), and (ii) deposit the remaining twenty (20) percent of the Additional Fee Estimate into escrow (the “Escrowed Fee”). For purposes of calculating such estimate, MCC or its successor shall use the formula set above, except that VPS shall equal the pro forma NAV of the post-merger company’s common stock as reported in the public disclosure filed nearest in time and prior to the closing (the “Closing NAV Estimate”).

Second, within five (5) business days of the Closing NAV Disclosure (as defined in the Order and Final Judgment), (i) if the Additional Fee is greater than the Additional Fee Estimate Payment, an amount of the Escrowed Fee shall be released to plaintiffs’ counsel such that the total payments made to plaintiffs’ counsel equal the Additional Feechanged circumstances and the remainder ofunpredictable economic conditions resulting from the Escrowed Fee, if any, shall be released to MCC or its successor, (ii) ifglobal health crisis caused by the Additional Fee is less than the Additional Fee Estimate Payment, plaintiffs’ counsel shall return to MCC or its successor the difference between the Additional Fee Estimatecoronavirus (COVID-19) pandemic, and the Additional Fee anduncertainty regarding the Escrowed Fee shall be releasedparties’ ability to MCC or its successor, or (iii) ifsatisfy the Additional Fee is equalconditions to the Additional Fee Estimate Payment, the Escrowed Fee shall be released to MCC or its successor.

On January 17, 2020, MCC and the Company filedclosing in a notice of appeal with the Delaware Supreme Court from those provisions of the Order and Final Judgment with respect to the Contingent Fee Award.timely manner. See Note 2 for more information.
        
Revenues
We generate revenue in the form of interest on the debt securities that we hold and distributions and capital gains on other interests that we acquire in our portfolio companies. We expect that the senior debt we invest in will generally have stated terms of three to ten years and that the subordinated debt we invest in will generally have stated terms of five to ten years. Our senior and subordinated debt investments bear interest at a fixed or floating rate. Interest on debt securities is generally payable monthly, quarterly or semiannually. In addition, some of our investments provide for deferred interest payments or PIK interest. The
3

Table of Contents
principal amount of the debt securities and any accrued but unpaid interest generally will become due at the maturity date. In addition, we may generate revenue in the form of commitment and other fees in connection with transactions. OIDs and market discounts or premiums will be capitalized, and we will accrete or amortize such amounts as interest income. We will record prepayment premiums on loans and debt securities as fee income. Dividend income, if any, will be recognized on an accrual basis to the extent that we expect to collect such amounts.


Expenses
Our primary annual operating expenses consist of the payment of advisory fees and the reimbursement of expenses under our Investment Advisory Agreement with SIC Advisors and our Administration Agreement with Medley Capital LLC. We bear other expenses, which include, among other things:

corporate, organizational and offering expenses relating to offerings of our common stock, subject to limitations included in our Investment Advisory Agreement;
the cost of calculating our NAV, including the related fees and cost of any third-party valuation services;
the cost of effecting sales and repurchases of shares of our common stock and other securities;
fees payable to third parties relating to, or associated with, monitoring our financial and legal affairs, making investments, and valuing investments, including fees and expenses associated with performing due diligence reviews of prospective investments;
interest payable on debt, if any, incurred to finance our investments;
transfer agent and custodial fees;
fees and expenses associated with marketing efforts subject to limitations included in the Investment Advisory Agreement;
federal and state registration fees and any stock exchange listing fees;
federal, state and local taxes;
independent directors’ fees and expenses, including travel expenses;
costs of director and stockholder meetings, proxy statements, stockholders’ reports and notices;
costs of fidelity bonds, directors and officers/errors and omissions liability insurance and other types of insurance;
direct costs, including those relating to printing of stockholder reports and advertising or sales materials, mailing, long distance telephone and staff subject to limitations included in the Investment Advisory Agreement;
fees and expenses associated with independent audits and outside legal costs, including compliance with the Sarbanes-Oxley Act of 2002, the 1940 Act and applicable federal and state securities laws;
brokerage commissions for our investments;
all other expenses incurred by us or SIC Advisors in connection with administering our investment portfolio, including expenses incurred by SIC Advisors in performing certain of its obligations under the Investment Advisory Agreement; and
the reimbursement of the compensation of our Chief Financial Officer and Chief Compliance Officer and their respective staffs, whose compensation is paid by Medley Capital LLC, to the extent that each such reimbursement amount is annually approved by our independent director committee and subject to the limitations included in our Administration Agreement.

Administrative Services
We reimburse Medley Capital LLC for the administrative expenses necessary for its performance of services to us. However, such reimbursement is made at an amount equal to the lower of Medley Capital LLC’s actual costs or the amount that we would be required to pay for comparable administrative services in the same geographic location. Also, such costs will be reasonably allocated to us on the basis of assets, revenues, time records or other reasonable methods. We will not reimburse Medley Capital LLC for any services for which it receives a separate fee or for rent, depreciation, utilities, capital equipment or other administrative items allocated to a controlling person of Medley Capital LLC.






4

Table of Contents
Portfolio and Investment Activity
The following table shows the amortized cost and the fair value of our investment portfolio as of March 31,June 30, 2020:
Amortized CostPercentageFair ValuePercentage
Senior secured first lien term loans$395,916,583  49.9 %$307,649,455  52.8 %
Senior secured second lien term loans143,849,748  18.1  95,053,548  16.3  
Senior secured first lien notes7,972,000  1.0  7,654,714  1.3  
Subordinated notes67,474,600  8.5  42,316,531  7.3  
Sierra Senior Loan Strategy JV I LLC105,675,000  13.4  63,806,881  11.0  
Equity/warrants72,499,849  9.1  65,980,118  11.3  
Total$793,387,780  100.0 %$582,461,247  100.0 %
 Amortized Cost Percentage Fair Value Percentage
Senior secured first lien term loans$405,261,570
 49.8% $314,110,335
 55.3%
Senior secured second lien term loans150,564,139
 18.6
 100,382,115
 17.7
Senior secured first lien notes14,470,250
 1.8
 8,670,253
 1.5
Subordinated notes68,957,826
 8.5
 42,193,531
 7.4
Sierra Senior Loan Strategy JV I LLC92,050,000
 11.4
 42,474,224
 7.5
Equity/warrants79,910,097
 9.9
 60,450,877
 10.6
Total$811,213,882
 100.0% $568,281,335
 100.0%


As of March 31,June 30, 2020, our income-bearing investment portfolio, which represented 81.6%82.5% of our total portfolio, had a weighted average yield based upon the cost of our investment portfolio of 9.7%8.0%, and 3.7%3.6% of our income-bearing portfolio bore interest based on fixed rates, while 96.3%96.4% of our income-bearing portfolio bore interest at floating rates, such as LIBOR.

ForAs of June 30, 2020, the Company held loans it has made directly to 65 investee companies with aggregate principal amounts of $671.2 million. As of December 31, 2019, the Company held loans it has made directly to 62 investee companies with aggregate principal amounts of $643.5 million. During the three and six months ended March 31, 2020, we invested $28.6 million of principal in directly originated transactions across 9 portfolio companies and $6.5 million of principal in syndicated transactions across 3 portfolio companies. As of March 31,June 30, 2020, the investment portfolio was comprisedCompany made 19 and 31 loans to investee companies, respectively, with aggregate principal amounts of $657.7$33.2 million and $68.3 million, respectively. During the three and six months ended June 30, 2019, the Company made 26 and 54 loans to investee companies, respectively, with aggregate principal amounts of principal in directly originated transactions across 64 portfolio companies$67.0 million and $138.0$121.6 million, of principal in syndicated transactions across 23 portfolio companies.respectively.

The following table shows the amortized cost and the fair value of our investment portfolio as of December 31, 2019:
Amortized CostPercentageFair ValuePercentage
Senior secured first lien term loans$382,580,269  48.0 %$328,816,197  48.7 %
Senior secured second lien term loans157,794,323  19.8  122,817,885  18.2  
Senior secured first lien notes15,217,625  1.9  14,354,825  2.1  
Subordinated notes92,050,000  11.5  68,434,389  10.1  
Sierra Senior Loan Strategy JV I LLC70,422,851  8.8  63,021,420  9.3  
Equity/warrants79,968,093  10.0  78,179,214  11.6  
Total$798,033,161  100.0 %$675,623,930  100.0 %

As of December 31, 2019, our income-bearing investment portfolio, which represented 87.2% of our total portfolio, had a weighted average yield based upon the cost of our investment portfolio of approximately 9.6%, and 4.5% of our income-bearing portfolio bore interest based on fixed rates, while 95.5% of our income-bearing portfolio bore interest at floating rates, such as LIBOR.

The following table shows weighted average current yield to maturity based on fair value as of March 31,June 30, 2020 and December 31, 2019:
June 30, 2020December 31, 2019
Percentage
of Total
Investments
Weighted Average
Current
Yield for Total
Investments(1)
Percentage
of Total
Investments
Weighted
Average
Current
Yield for Total
Investments(1)
Senior secured first lien term loans52.8 %9.9 %48.7 %10.4 %
Senior secured second lien term loans16.3  11.1  18.2  11.0  
Senior secured first lien notes1.3  13.8  2.1  29.6  
Subordinated notes7.3  7.5  9.3  10.8  
Sierra Senior Loan Strategy JV I LLC11.0  9.0  10.1  9.6  
Equity/warrants11.3  6.0  11.6  9.7  
Total100.0 %9.9 %100.0 %10.9 %

(1)The weighted average current yield for total investments does not represent the total return to our stockholders.
5

 March 31, 2020 December 31, 2019
 
Percentage
of Total
Investments
 
Weighted Average
Current
Yield for Total
Investments(1)
 
Percentage
of Total
Investments
 
Weighted
Average
Current
Yield for Total
Investments(1)
Senior secured first lien term loans55.3% 12.3% 48.7% 10.4%
Senior secured second lien term loans17.7
 11.8
 18.2
 11.0
Senior secured first lien notes1.5
 13.9
 2.1
 29.6
Subordinated notes7.4
 9.8
 10.1
 10.8
Sierra Senior Loan Strategy JV I LLC7.5
 9.6
 9.3
 9.6
Equity/warrants10.6
 9.7
 11.6
 9.7
Total100.0% 11.8% 100.0% 10.9%

(1)The weighted average current yield for total investments does not represent the total return to our stockholders.

The following table shows the portfolio composition by industry classification based on fair value as of March 31,June 30, 2020:
Industry ClassificationInvestments at Fair ValuePercentage of Total Portfolio
Multi-Sector Holdings$105,626,154  18.1 %
High Tech Industries78,546,456  13.5  
Services: Business72,286,674  12.4  
Healthcare & Pharmaceuticals56,594,958  9.7  
Banking, Finance, Insurance & Real Estate42,798,228  7.3  
Construction & Building35,189,605  6.0  
Aerospace & Defense30,456,941  5.2  
Wholesale26,435,136  4.5  
Consumer Goods: Durable24,975,297  4.3  
Automotive16,770,695  2.9  
Hotel, Gaming & Leisure16,680,301  2.9  
Containers, Packaging & Glass15,081,479  2.6  
Transportation: Cargo12,059,383  2.1  
Chemicals, Plastics & Rubber7,987,166  1.4  
Forest Products & Paper7,394,019  1.3  
Media: Diversified & Production6,752,122  1.2  
Environmental Industries6,677,201  1.1  
Transportation: Consumer6,298,518  1.1  
Consumer Goods: Non-durable4,559,548  0.8  
Metals & Mining3,435,380  0.6  
Energy: Oil & Gas2,905,858  0.5  
Media: Broadcasting & Subscription1,332,790  0.2  
Retail1,008,738  0.2  
Media: Advertising, Printing & Publishing608,600  0.1  
Total$582,461,247  100.0 %

6

Industry Classification Investments at Fair Value Percentage of Total Portfolio
Multi-Sector Holdings $83,712,377
 14.8%
High Tech Industries 77,571,982
 13.7%
Services: Business 70,329,674
 12.4%
Healthcare & Pharmaceuticals 56,523,542
 9.9%
Banking, Finance, Insurance & Real Estate 49,756,783
 8.8%
Construction & Building 34,486,687
 6.1%
Aerospace & Defense 31,719,245
 5.6%
Wholesale 23,962,090
 4.2%
Consumer Goods: Durable 22,315,069
 3.9%
Automotive 21,329,952
 3.8%
Containers, Packaging & Glass 14,996,190
 2.6%
Hotel, Gaming & Leisure 14,815,486
 2.6%
Transportation: Cargo 12,072,031
 2.1%
Chemicals, Plastics & Rubber 8,050,693
 1.4%
Media: Diversified & Production 7,249,847
 1.3%
Forest Products & Paper 7,030,225
 1.2%
Transportation: Consumer 6,385,679
 1.1%
Environmental Industries 6,068,303
 1.1%
Capital Equipment 5,766,486
 1.0%
Consumer Goods: Non-durable 4,477,130
 0.8%
Metals & Mining 3,345,051
 0.6%
Energy: Oil & Gas 3,112,240
 0.5%
Media: Broadcasting & Subscription 1,297,085
 0.2%
Media: Advertising, Printing & Publishing 1,118,750
 0.2%
Retail 788,738
 0.1%
Total $568,281,335
 100.0%


The following table shows the portfolio composition by industry classification based on fair value as of December 31, 2019:
Industry ClassificationInvestments at Fair ValuePercentage of Total Portfolio
Multi-Sector Holdings$130,278,650  19.2 %
High Tech Industries81,531,661  12.1  
Services: Business81,285,736  12.0  
Healthcare & Pharmaceuticals57,374,851  8.5  
Banking, Finance, Insurance & Real Estate52,049,297  7.7  
Construction & Building39,865,739  5.9  
Wholesale35,186,289  5.2  
Aerospace & Defense34,475,020  5.1  
Consumer Goods: Durable24,214,089  3.6  
Hotel, Gaming & Leisure21,365,163  3.2  
Automotive19,861,655  2.9  
Containers, Packaging & Glass15,655,179  2.3  
Transportation: Cargo12,771,231  1.9  
Energy: Oil & Gas10,007,469  1.5  
Chemicals, Plastics & Rubber9,505,614  1.4  
Media: Diversified & Production9,493,583  1.4  
Forest Products & Paper7,182,914  1.1  
Transportation: Consumer6,877,180  1.0  
Capital Equipment6,537,927  1.0  
Environmental Industries6,414,400  0.9  
Consumer Goods: Non-durable4,721,895  0.7  
Metals & Mining3,258,022  0.5  
Media: Broadcasting & Subscription2,163,218  0.3  
Retail1,846,648  0.3  
Media: Advertising, Printing & Publishing1,700,500  0.3  
Total$675,623,930  100.0 %

SIC Advisors regularly assesses the risk profile of our portfolio investments and rates each of them based on the categories set forth below, which we refer to as SIC Advisors’ investment credit rating. Investment credit ratings are assigned to each of the investments in our portfolio that are directly held by the Company, but exclude any off-balance sheet interests of the Company:
Investment
Credit Rating
Definition
1Investments that are performing above expectations.
2Investments that are performing within expectations, with risks that are neutral or favorable compared to risks at the time of origination or purchase. All new loans are rated ‘2’.
3Investments that are performing below expectations and that require closer monitoring, but where no loss of interest, dividend or principal is expected. Companies rated ‘3’ may be out of compliance with financial covenants, however, loan payments are generally not past due.
4Investments that are performing below expectations and for which risk has increased materially since origination or purchase. Some loss of interest or dividend is expected, but no loss of principal. In addition to the borrower being generally out of compliance with debt covenants, loan payments may be past due (but generally not more than 180 days past due).
5Investments that are performing substantially below expectations and whose risks have increased substantially since origination or purchase. Most or all of the debt covenants are out of compliance and payments are substantially delinquent. Some loss of principal is expected.


The following table shows the distribution of our investment portfolio, not including cash and cash equivalents, on the 1 to 5 investment credit rating scale at fair value as of March 31,June 30, 2020 and December 31, 2019:

7

 March 31, 2020 December 31, 2019 June 30, 2020December 31, 2019
Investment
Credit Rating
 
Investments at
Fair Value
 Percentage 
Investments at
Fair Value
 PercentageInvestment
Credit Rating
Investments at
Fair Value
PercentageInvestments at
Fair Value
Percentage
1 $49,728,280
 8.8% $58,241,430
 8.6%1$34,880,069  6.0 %$58,241,430  8.6 %
2 335,852,955
 59.1
 455,613,817
 67.5
2375,758,871  64.5  455,613,817  67.5  
3 150,205,350
 26.4
 144,141,977
 21.3
3131,066,420  22.5  144,141,977  21.3  
4 11,576,070
 2.0
 7,187,740
 1.1
46,474,976  1.1  7,187,740  1.1  
5 20,918,680
 3.7
 10,438,966
 1.5
534,280,911  5.9  10,438,966  1.5  
Total $568,281,335
 100.0% $675,623,930
 100.0%Total$582,461,247  100.0 %$675,623,930  100.0 %
The COVID-19 pandemic has impacted our investment ratings as of June 30, 2020, causing downgrades of certain portfolio companies. As the COVID-19 situation continues to evolve, we are maintaining close communications with our portfolio companies to proactively assess and manage potential risks across our investment portfolio. We have also increased oversight and analysis of credits in vulnerable industries in an attempt to improve loan performance and reduce credit risk.
Results of Operations
The following table shows operating results for the three and six months ended March 31,June 30, 2020 and 2019:
For the Three Months Ended
June 30,
For the Six Months Ended
June 30,
2020201920202019
Total investment income$11,699,454  $23,906,563  $22,876,265  $44,817,023  
Total expenses26,467,117  12,047,035  36,820,128  24,162,802  
Net investment income/(loss)(14,767,663) 11,859,528  (13,943,863) 20,654,221  
Net realized gain/(loss) from investments and total return swap(8,265,767) 1,333,156  (8,048,288) (15,252,439) 
Net change in unrealized appreciation/(depreciation) on investments and total return swap32,004,115  (33,221,374) (88,519,105) (7,542,488) 
Change in provision for deferred taxes on unrealized gain on investments(293,783) 2,974,612  (52,848) —  
Net increase/(decrease) in net assets resulting from operations$8,676,902  $(17,054,078) $(110,564,104) $(2,140,706) 
 For the Three Months Ended March 31,
 2020 2019
Total investment income$11,176,811
 $20,910,460
Total expenses10,353,011
 12,115,767
Net investment income823,800
 8,794,693
Net realized gain/(loss) from investments and total return swap217,479
 (16,585,595)
Net change in unrealized appreciation/(depreciation) on investments and total return swap(120,523,220) 25,678,886
Change in provision for deferred taxes on unrealized gain on investments240,935
 (2,974,612)
Net increase/(decrease) in net assets resulting from operations$(119,241,006) $14,913,372

Investment Income
Total investment income decreased $9,733,649,$12,207,109, or 46.5%51.1%, to $11,176,811$11,699,454 for the three months ended March 31,June 30, 2020, compared to $20,910,460$23,906,563 for the three months ended March 31,June 30, 2019. Total investment income consisted primarily of portfolio interest and dividends, which decreased $10,266,690,$9,920,168, or 51.1%46.9%, to $9,823,738$11,242,495 for the three months ended March 31,June 30, 2020, compared to $20,090,428$21,162,663 for the three months ended March 31,June 30, 2019. This decrease was primarily attributable to an increase in the number of portfolio companies on non-accrual, and to a lesser extent, a decrease in the size of the underlying portfolio due to reduced leverage utilization.

Total investment income decreased $21,940,758, or 49.0%, to $22,876,265 for the six months ended June 30, 2020, compared to $44,817,023 for the six months ended June 30, 2019. Total investment income consisted primarily of portfolio interest and dividends, which decreased $20,186,858, or 48.9%, to $21,066,233 for the six months ended June 30, 2020, compared to $41,253,091 for the six months ended June 30, 2019. This decrease was primarily attributable to an increase in the number of portfolio companies on non-accrual, and to a lesser extent, a decrease in the size of the underlying portfolio due to reduced leverage utilization.

As of March 31,June 30, 2020, certain investments in sixteen portfolio companies were on non-accrual status with a combined cost of $140,738,101,$125,496,131, or 17.3%15.8% of the cost of the Company's portfolio, and a combined fair value of $32,030,369,$32,257,556, or 5.6%5.5% of the fair value of the Company's portfolio. As of March 31,June 30, 2020, certain investments in twoone portfolio companies were on partial non-accrual status with a combined cost of $18,617,271,$793,067, or 2.3%0.1% of the cost of the Company's portfolio, and a combined fair value of $17,420,745,$634,384, or 3.1%0.1% of the fair value of the Company's portfolio. As of March 31,June 30, 2019, nineseven portfolio companies were on non-accrual status with a combined cost of $95,342,694,$69,570,444, or 10.0%7.7% of the cost of the Company's portfolio, and a combined fair value of $40,351,458,$14,633,030, or 4.5%1.8% of the fair value of the Company's portfolio.

Fee income decreased $412,812,$2,082,441, or 77.2%86.9%, to $121,698$312,935 for the three months ended March 31,June 30, 2020, compared to $534,510$2,395,376 for the three months ended March 31,June 30, 2019, primarily due to a decrease in fees associated with loan originations and loan prepayments.

Fee income decreased $2,495,253, or 85.2%, to $434,633 for the six months ended June 30, 2020, compared to $2,929,886 for the six months ended June 30, 2019, primarily due to a decrease in fees associated with loan originations and loan prepayments.
8

Table of Contents
Operating Expenses
The following table shows operating expenses for the three and six months ended March 31,June 30, 2020 and 2019 :
 
For the Three Months Ended
June 30,
For the Six Months Ended
June 30,
2020201920202019
Base management fees$2,944,745  $4,335,538  $6,196,196  $8,777,628  
Interest and financing expenses3,454,940  5,235,234  7,742,603  10,665,467  
General and administrative expenses8,307,229  1,578,495  10,278,197  2,519,993  
Administrator expenses669,025  536,352  1,390,657  1,158,423  
Offering costs1,914  3,528  5,157  35,836  
Professional fees11,089,264  357,888  11,207,318  1,005,455  
Total expenses$26,467,117  $12,047,035  $36,820,128  $24,162,802  
 For the Three Months Ended March 31,
 2020 2019
Base management fees$3,251,451
 $4,442,090
Interest and financing expenses4,287,663
 5,430,233
Incentive fees
 
General and administrative expenses1,970,968
 941,498
Administrator expenses721,632
 622,071
Offering costs3,243
 32,308
Professional fees118,054
 647,567
Total expenses$10,353,011
 $12,115,767


Total expenses decreased $1,762,756,increased $14,420,082, or 14.5%119.7%, to $10,353,011$26,467,117 for the three months ended March 31,June 30, 2020, as compared to $12,115,767$12,047,035 for the three months ended March 31,June 30, 2019, primarily due to an increase in professional fees and general and administrative expenses related to deferred transaction costs (see Note 2), partially offset by a decrease in base management fees and a decrease in interest and financing expenses. Total expenses increased $12,657,326, or 52.4%, to $36,820,128 for the six months ended June 30, 2020, as compared to $24,162,802 for the six months ended June 30, 2019, primarily due to an increase in professional fees and general and administrative expenses related to deferred transaction costs (see Note 2), partially offset by a decrease in base management fees and a decrease in interest and financing expenses.

Base management fees decreased $1,190,639,$1,390,793, or 26.8%32.1%, to $3,251,451$2,944,745 for the three months ended March 31,June 30, 2020, as compared to $4,442,090$4,335,538 for the three months ended March 31,June 30, 2019, primarily due to a decrease in our gross assets. Base management fees decreased $2,581,432, or 29.4%, to $6,196,196 for the six months ended June 30, 2020, as compared to $8,777,628 for the six months ended June 30, 2019, primarily due to a decrease in our gross assets.

Interest and financing expenses decreased $1,142,570,$1,780,294, or 21.0%34.0%, to $4,287,663$3,454,940 for the three months ended March 31,June 30, 2020, as compared to $5,430,233$5,235,234 for the three months ended March 31,June 30, 2019, primarily due to a decrease in the weighted average interest rate of our credit facilities because of a decrease in LIBOR rates of 0.6%1.8%, or a 10.5%31.6% decrease. Interest and financing expenses decreased $2,922,864, or 27.4%, to $7,742,603 for the six months ended June 30, 2020, as compared to $10,665,467 for the six months ended June 30, 2019, primarily due to a decrease in the weighted average interest rate of our credit facilities because of a decrease in LIBOR rates of 1.2%, or a 21.1% decrease.

General and administrative expenses increased $1,029,470,$6,728,734, or 109.3%426.3%, to $1,970,968$8,307,229 for the three months ended March 31,June 30, 2020, as compared to $941,498$1,578,495 for the three months ended March 31,June 30, 2019, primarily due to an increase in expenses related to deferred transaction costs (see Note 2). General and administrative expenses increased $7,758,204, or 307.9%, to $10,278,197 for the Company's insurance expenses.six months ended June 30, 2020, as compared to $2,519,993 for the six months ended June 30, 2019, primarily due to an increase in expenses related to deferred transaction costs (see Note 2).

Professional fees decreased $529,513,increased $10,731,376, or 81.8%2,998.5% to $118,054$11,089,264 for the three months ended March 31,June 30, 2020, as compared to $647,567$357,888 for the three months ended March 31,June 30, 2019, primarily due to a one time adjustmentan increase in valuation expenses.expenses related to deferred transaction costs (see Note 2). Professional fees increased $10,201,863, or 1,014.7% to $11,207,318 for the six months ended June 30, 2020, as compared to $1,005,455 for the six months ended June 30, 2019, primarily due to an increase in expenses related to deferred transaction costs (see Note 2).

Net Realized Gains/Losses on Investments
We measure realized gains or losses by the difference between the net proceeds from the disposition and the amortized cost basis of an investment, without regard to unrealized gains or losses previously recognized. For the three and six months ended March 31,June 30, 2020, we recognized net realized gainloss on investments of $217,479,$8,265,767 and $8,048,288, respectively, primarily due to the sale of investments. For the three and six months ended March 31,June 30, 2019, we recognized net realized gain on investments of $1,333,156 and net realized loss on investments of $16,585,595,$15,252,439, respectively, primarily due to certain non-cash restructuring transactions and the wind-down of our TRS facility.facility .

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Net Unrealized Appreciation/Depreciation on Investments
Net change in unrealized appreciation/depreciation on investments reflects the net change in the fair value of our investments including the TRS and provision for deferred taxes. For the three and six months ended March 31,June 30, 2020, we recorded a net change in unrealized appreciation, net of tax, of $31,710,332 and a net change in unrealized depreciation, net of $120,282,285.tax, of $88,571,953. The unrealized depreciation for the six months ended June 30, 2020 resulted from negative credit-related adjustments that caused a reduction in fair value of certain portfolio investments. Negative credit-related adjustments were, in part, on watchlist securities and portfolio investments on non-accrual. In part, the net change in unrealized depreciation reflected widening credit spreads as market participants expected a higher yield on similar investments given the significant market volatility generated by the COVID-19 pandemic and, to some extent, other factors such as specific industry concerns, uncertainty about the duration of business shutdowns and near-term liquidity needs of certain of our portfolio investments. For additional information concerning the COVID-19 pandemic and its potential impact on our business and our operating results, see Part II - Other information, Item 1A. Risk Factors, “We are currently operating in a period of capital markets disruptions and economic uncertainty. Such market conditions may materially and adversely affect debt and equity capital markets, which may have a negative impact on our business, financial condition and operations” and “We are currently operating in a period of capital markets disruptions and economic uncertainty. Such market conditions may materially and adversely affect debt and equity capital markets, which may have a negative impact on our business, financial condition and operations.”

For the three and six months ended March 31,June 30, 2019, we recorded a net change in unrealized appreciationdepreciation, net of $22,704,274.tax, of $30,246,762 and $7,542,488, respectively. The unrealized appreciationdepreciation resulted from the reversalnegative credit-related adjustments that caused a reduction in fair value of unrealized losses as a result of realizations on certain non-cash restructuring transactions.portfolio investments.

Changes in Net Assets from Operations
For the three and six months ended March 31,June 30, 2020, we recorded a net increase in net assets resulting from operations of $8,676,902 and a net decrease in net assets resulting from operations of $110,564,104. Based on 102,856,314 and 102,785,734 weighted average common shares outstanding for the three and six months ended June 30, 2020, our per share net increase in net assets resulting from operations was $0.08 and our per share net decrease in net assets resulting from operations was $1.08, respectively.

For the three and six months ended June 30, 2019, we recorded a net decrease in net assets resulting from operations of $119,241,006.$17,054,078 and $2,140,706, respectively, in net assets resulting from operations. Based on 102,715,153100,135,004 and 99,649,414 weighted average common shares outstanding for the three and six months ended March 31, 2020,June 30, 2019, our per share net decrease in net assets resulting from operations was $1.16. For the three months ended March 31, 2019, we recorded a net increase in net assets resulting from operations of $14,913,372. Based on 99,158,430 weighted average common shares outstanding for the three months ended March 31, 2019, our per share net increase in net assets resulting from operations was $0.15.$0.17 and $0.02, respectively.

Financial Condition, Liquidity and Capital Resources
As a BDC, we distribute substantially all of our net income to our stockholders and have an ongoing need to raise additional capital for investment purposes. To fund growth, we have a number of alternatives available to increase capital;capital, including increasing debt, and funding from operational cash flow.


Our liquidity and capital resources historically have been generated primarily from the net proceeds of our public offering of common stock, use of our credit facilities and our TRS. Currently, our primary source of liquidity is derived from the use of our credit facility.

As of March 31,June 30, 2020 and December 31, 2019, we had $151.8$84.4 million and $225.3 million, respectively, in cash and cash equivalents. In the future, we may generate cash from future offerings of securities, future borrowings and cash flows from operations, including interest earned from the temporary investment of cash in U.S. government securities and other high-quality debt investments that mature in one year or less. Our primary use of funds is to make investments in our targeted asset classes, cash distributions to our stockholders, and other general corporate purposes.

In order to satisfy the Code requirements applicable to us as a RIC, we intend to distribute to our stockholders substantially all of our taxable income, but we may also elect to periodically spillover certain excess undistributed taxable income from one tax year into the next tax year. In addition, as a BDC, we generally are required to meet a coverage ratio of total assets to total senior securities, which include borrowings and any preferred stock we may issue in the future, of at least 200% (or 150% if certain requirements under the 1940 Act are met) at the time of the borrowing or issuance of preferred stock. This requirement limits the amount that we may borrow.

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The following table shows our net borrowings as of March 31,June 30, 2020 and December 31, 2019:
June 30, 2020December 31, 2019
Total
Commitment
Balance
Outstanding
Unused
Commitment
Total
Commitment
Balance
Outstanding
Unused
Commitment
ING Credit Facility$13,813,072  $13,813,072  $—  $215,000,000  $88,100,000  $126,900,000  
Alpine Credit Facility300,000,000  180,000,000  120,000,000  300,000,000  240,000,000  60,000,000  
Total before deferred financing costs313,813,072  193,813,072  120,000,000  515,000,000  328,100,000  186,900,000  
Unamortized deferred financing costs—  (955,015) —  —  (2,235,279) —  
Total borrowings outstanding, net$313,813,072  $192,858,057  $120,000,000  $515,000,000  $325,864,721  $186,900,000  
 March 31, 2020 December 31, 2019
 
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
 
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
ING Credit Facility$215,000,000
 $88,100,000
 $126,900,000
 $215,000,000
 $88,100,000
 $126,900,000
Alpine Credit Facility300,000,000
 180,000,000
 120,000,000
 300,000,000
 240,000,000
 60,000,000
Total before deferred financing costs515,000,000
 268,100,000
 246,900,000
 515,000,000
 328,100,000
 186,900,000
Unamortized deferred financing costs
 (1,800,914) 
 
 (2,235,279) 
Total borrowings outstanding, net$515,000,000
 $266,299,086
 $246,900,000
 $515,000,000
 $325,864,721
 $186,900,000

ING Credit Facility
On August 12, 2016, the Company amended its existing senior secured syndicated revolving credit facility (the “ING Credit Facility” as amended from time to time as described below) pursuant to a Senior Secured Revolving Credit Agreement (the “Revolving Credit Agreement” as amended from time to time as described below) with certain lenders party thereto from time to time and ING Capital LLC, as administrative agent. The ING Credit Facility matures on September 30, 2020 and iswas secured by substantially all of the Company’s assets, subject to certain exclusions as further set forth in an Amended and Restated Guarantee, Pledge and Security Agreement (the “Security Agreement”) entered into in connection with the Revolving Credit Agreement, among the Company, the subsidiary guarantors party thereto, ING Capital LLC, as Administrative Agent, each Financial Agent and Designated Indebtedness Holder party thereto and ING Capital LLC, as Collateral Agent. The ING Credit Facility also includesincluded usual and customary representations, covenants and events of default for senior secured revolving credit facilities of this nature. On February 13, 2015, commitments to the ING Credit Facility were expanded from $150,000,000 to $170,000.000. On August 12, 2016, commitments to the ING Credit Facility were expanded from $170,000,000 to $175,000,000. On April 20, 2017, commitments to the ING Credit Facility were expanded from $175,000,000 to $220,000,000.

On February 8, 2019, the Company entered into Amendment No. 1 to the Revolving Credit Agreement that, among other things, permits the transactions contemplated by the MCC Merger Agreement and the MDLY Merger Agreement.

On July 25, 2019, the Company entered into Amendment No. 2 to the Revolving Credit Agreement that among other things, (i) reduced the size of the commitments thereunder from $220.0 million to $215.0 million, (ii) extended the Revolver Termination Date (as defined in the Revolving Credit Agreement) from August 12, 2019 to March 31, 2020 and (iii) extended the Maturity Date (as defined in the Revolving Credit Agreement) from August 12, 2020 to March 31, 2021.

On March 30, 2020, the Company entered into Amendment No. 3 to the Revolving Credit Agreement that among other things, extended the Revolver Termination Date from March 31, 2020 to April 30, 2020 after which the Revolving Credit Facility would enter amortization.

On May 15, 2020, the Company entered into Amendment No. 4 to the Revolving Credit Agreement to among other things, (i) shorten the maturity date from March 31, 2021 to September 30, 2020, (ii) accelerate the amortization of the Revolving Credit Agreement, and (iii) provide for the prepayment of the outstanding loans under the Revolving Credit Agreement in an aggregate principal amount of not less than $20 million.

On July 22, 2020, the Company paid all remaining outstanding obligations under the Revolving Credit Agreement. On July 31, 2020 (the “Termination Date”), the Company terminated the commitments on the Credit Agreement.

The ING Credit Facility allowsallowed for us, at our option, to borrow money at a rate of either (i) an alternate base rate plus 1.50% per annum or (ii) LIBOR plus 2.50% per annum. The interest rate margins arewere subject to certain step-downs upon the satisfaction of certain conditions described in the Revolving Credit Agreement. The alternate base rate will bewould have been the greatest of (i) the U.S. Prime Rate set forth in the Wall Street Journal, (ii) the federal funds effective rate plus 1/2 of 1%, and (iii) three month LIBOR plus 1%. As of March 31,June 30, 2020 and December 31, 2019, the commitment under the ING Credit Facility was $215 million$13,813,072 and includes an accordion feature that allows for potential future expansion of the ING Credit Facility up to a total of $500 million.$215,000,000, respectively. Availability of loans under the ING Credit Facility iswas linked to the valuation of the collateral pursuant to a borrowing base mechanism.

We arewere also required to pay a commitment fee to the lenders based on the daily unused portion of the aggregate commitments under the ING Credit Facility. The commitment fee iswas (i) 1.50% if the used portion of the aggregate commitments is less than or equal to 40%, (ii) 0.75% if the used portion of the aggregate commitments is greater than 40% and less than or equal to 65% or (iii) 0.50% if the used portion of the aggregate commitments is greater than 65%. The ING Credit Facility providesprovided that we may use the proceeds of the facilityING Credit Facility for general corporate purposes, including making investments in accordance with our investment objective and strategy. As of March 31,June 30, 2020 and December 31, 2019, our borrowings under the ING Facility totaled $88,100,000
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$13,813,072 and $88,100,000, respectively, and were recorded as part of revolving credit facilities payable on our Consolidated Statements of Assets and Liabilities.

Alpine Credit Facility
On September 29, 2017, the Company’s wholly-owned, special purpose financing subsidiary, Alpine, amended its existing revolving credit facility (the “Alpine Credit Facility”) pursuant to an Amended and Restated Loan Agreement (the “Amendment”) with JPMorgan Chase Bank, National Association (“JPMorgan”), as administrative agent and lender, the Financing Providers from time to time party thereto, SIC Advisors, as the portfolio manager, and the Collateral Administrator, Collateral Agent and Securities Intermediary party thereto (the “Loan Agreement”). The Loan Agreement was amended to, among other things, (i) extend the reinvestment period until December 29, 2020, (ii) extend the scheduled termination date until March 29, 2022, (iii) decrease the applicable margin for advances to 2.85% per annum and (iv) increase the compliance condition for net advances to 55% of net asset value. Alpine’s obligations to JPMorgan under the Alpine Credit Facility are secured by a first priority security interest in substantially all of the assets of Alpine, including its portfolio of loans. The obligations of Alpine under the Alpine Credit Facility are non-recourse to the Company.

Borrowings under the Alpine Credit Facility are subject to compliance with a NAV coverage ratio with respect to the current value of Alpine’s portfolio and various eligibility criteria must be satisfied with respect to the initial acquisition of each loan in Alpine’s portfolio. Any amounts borrowed under the Alpine Credit Facility will mature, and all accrued and unpaid interest thereunder will be due and payable, on March 29, 2022. As of MarchJune 30, 2020 and December 31, 2020,2019, Alpine’s borrowings under the Alpine Credit Facility totaled $180,000,000 and $240,000,000, respectively, and were recorded as part of revolving credit facilities payable on our Consolidated Statements of Assets and Liabilities.

Contractual Obligations
The following table shows our payment obligations for repayment of debt, which total our contractual obligations at March 31,June 30, 2020:
 
Payment Due By Period 
 
Total 
Less than
1 Year 
1 - 3 Years
3 - 5 Years 
More than
5 Years
ING Credit Facility$13,813,072  $13,813,072  $—  $—  $—  
Alpine Credit Facility180,000,000  —  180,000,000  —  
Total Contractual Obligations$193,813,072  $13,813,072  $180,000,000  $—  $—  
 
Payment Due By Period 
 
Total 
 
Less than
1 Year 
 1 - 3 Years 
3 - 5 Years 
 
More than
5 Years
ING Credit Facility$88,100,000
 $88,100,000
 $
 $
 $
Alpine Credit Facility180,000,000
 
 180,000,000
 

 
Total Contractual Obligations$268,100,000
 $88,100,000
 $180,000,000
 $
 $

We have entered into certain contracts under which we have material future commitments. On April 5, 2012, we entered into the Investment Advisory Agreement with SIC Advisors in accordance with the 1940 Act. The Investment Advisory Agreement became effective as of April 17, 2012, the date that we met the minimum offering requirement. Pursuant to the 1940 Act, the initial term of the Investment Advisory Agreement was for two years from its effective date, with one-year renewals subject to approval by our board of directors, a majority of whom must be independent directors. Most recently, on April 3, 2020, the board of directors approved the renewal of the Investment Advisory Agreement for an additional one-year term at a board meeting. SIC Advisors serves as our investment adviser in accordance with the terms of the Investment Advisory Agreement. Payments under our Investment Advisory Agreement in each reporting period consist of (i) a management fee equal to a percentage of the value of our gross assets and (ii) an incentive fee based on our performance.

On April 5, 2012, we entered into the Administration Agreement with Medley Capital LLC with an initial term of two years, pursuant to which Medley Capital LLC furnishes us with administrative services necessary to conduct our day-to-day operations. The Administration Agreement became effective as of April 17, 2012, the date that we met the minimum offering requirement. Most

recently, on April 3, 2020, the board of directors approved the renewal of the Administration Agreement for an additional one-year term at a board meeting. Medley Capital LLC is reimbursed for administrative expenses it incurs on our behalf in performing its obligations. Such costs are reasonably allocated to us on the basis of assets, revenues, time records or other reasonable methods. We do not reimburse Medley Capital LLC for any services for which it receives a separate fee or for rent, depreciation, utilities, capital equipment or other administrative items allocated to a controlling person of Medley Capital LLC.

If any of our contractual obligations discussed above are terminated, our costs may increase under any new agreements that we enter into as replacements. We would also likely incur expenses in locating alternative parties to provide the services we expect to receive under the investment advisory agreement and administration agreement. Any new investment advisory agreement would also be subject to approval by our stockholders.

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Off-Balance Sheet Arrangements
On August 27, 2013, Arbor, a wholly-owned financing subsidiary of the Company, entered into a TRS with Citibank.

On September 29, 2017, Arbor entered into the Fifth Amended Confirmation Letter Agreement with Citibank. The Fifth Amended Confirmation Agreement reduced the maximum portfolio notional (determined at the time each such loan becomes subject to the TRS) from $300,000,000 to $180,000,000, through incremental reductions of $60,000,000 on October 3, 2017 and $20,000,000 on each of November 3, 2017, December 3, 2017 and January 3, 2018. The Fifth Amended Confirmation Agreement also decreased the interest rate payable to Citibank from LIBOR plus 1.65% per annum to LIBOR plus 1.60% per annum. Other than the foregoing, the Fifth Amended Confirmation Agreement did not change any of the other material terms of the TRS. On July 22, 2019, the TRS with Citibank was terminated, and the TRS was fully wound down during the fiscal quarter ended September 30, 2019.

The TRS with Citibank enabled Arbor to obtain the economic benefit of the loans underlying the TRS, despite the fact that such loans were not directly held or otherwise owned by Arbor, in return for an interest-type payment to Citibank. Accordingly, the TRS was analogous to Arbor utilizing leverage to acquire loans and incurring an interest expense to a lender.

SIC Advisors acted as the investment manager of Arbor and had discretion over the composition of the basket of loans underlying the TRS. The terms of the TRS were governed by an ISDA 2002 Master Agreement, the Schedule thereto and Credit Support Annex to such Schedule, and the Confirmation exchanged thereunder, between Arbor and Citibank, which collectively established the TRS, and are collectively referred to herein as the “TRS Agreement”.

There were no transactions in TRS contracts or derivative assets from Citibank during the three and six months ended March 31,June 30, 2020. Transactions in TRS contracts during the three and six months ended March 31,June 30, 2019 were $9.2 million$146,781 and $9,323,516 in realized losses and $6.7 million$144,311 in net change in unrealized depreciation and $6,524,904 in net unrealized appreciation, respectively, which are recorded on the Consolidated Statements of Operations.

The volume of the Company’s derivative transactions for the three and six months ended March 31,June 30, 2020 and 2019 were as follows: 

 Three Months Ended
March 31,
 2020 2019
Average notional amount of contracts (1)
$
 $30,563,576
Three Months Ended
June 30,
Six Months Ended
June 30,
 2020201920202019
Average notional amount of contracts(1)
$—  $—  $—  $30,563,576  

(1)Average notional amount is based on the average month end balances for the three months ended March 31, 2020 and 2019, which is representative of the volume of notional contract amounts held during each year.
(1)Average notional amount is based on the average month end balances for the three and six months ended June 30, 2020 and 2019, which is representative of the volume of notional contract amounts held during each year.

On March 27, 2015, the Company and GALIC entered into a limited liability company operating agreement to co-manage Sierra JV. All portfolio and other material decisions regarding Sierra JV must be submitted to Sierra JV's board of managers, which is comprised of four members, two of whom are selected by the Company and the other two are selected by GALIC. The Company has concluded that it does not operationally control Sierra JV. As the Company does not operationally control Sierra JV, it does not consolidate the operations of Sierra JV within the consolidated financial statements. As a practical expedient, the Company uses NAV to determine the fair value of its investment in Sierra JV; therefore, this investment has been presented as a reconciling item within the fair value hierarchy (see Note 4).

As of March 31,June 30, 2020 Sierra JV had total capital commitments of $120.2 million, with the Company providing $105.7 million and GALIC providing $14.5 million. As of December 31, 2019 Sierra JV had total capital commitments of $116$116.0 million, with the Company providing $101.5 million and GALIC providing $14.5 million. ApproximatelyAs of June 30, 2020 approximately $119.5 million was funded relating to these commitments of which $105.7 million was from the Company. As of December 31, 2019 approximately $105.2 million was funded as of March 31, 2020 and December 31, 2019, relating to these commitments of which $92.1 million was from the Company. The Company does not have the right to withdraw any of their respective capital commitment, unless in connection with a transfer of its membership interests. The Company may transfer full membership interests as long as it is approved by all members and transferred in a transaction exempt from the registration requirements of the Securities Act of 1933, as amended, or applicable state securities laws.

On August 4, 2015,At June 30, 2020 and December 31, 2019, Sierra JV entered intohad a $250 million senior secured revolving credit facility the ("JV(the "JV Facility") led by Credit Suisse, AG, Cayman Islands Branch ("CS") with commitments of $100 million subject to certain leverage and borrowing base restrictions. On December 29, 2015, the JV Facility was amended and the total commitments were increased to $135 million. On March 30, 2017, the Company amended the JV Facility previously administered by CS and facilitated the assignment of all rights and obligations of CS under the JV Facility to Deutsche Bank, AG, New York Branch ("DB"). On March 29, 2019, Sierra JV amended the Credit Facility and increasedextended the total loan commitments to $240 million. On May 26, 2017, the commitments to the JV facility were increased from $240 million to $250 million.reinvestment period. On March 29, 2019, the JV Facility reinvestment period was extended from March 30, 2019 to June 28,
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2019. On June 28, 2019, the JV Facility reinvestment period was further extended from June 28, 2019 to October 28, 2019. On October 28, 2019, the JV Facility reinvestment period was further extended from October 28, 2019 to March 31, 2020 and the interest rate was modified from bearing an interest rate of LIBOR (with a 0.00% floor) + 2.50% per annum to LIBOR (with a 0.00% floor) + 2.75% per annum. On March 31, 2020, the JV Facility reinvestment period was further extended from March 31, 2020 to April 30, 2020. On April 30, 2020, the JV Facility reinvestment period was further extended from April 30, 2020 to July 31, 2020. Effective as of April 30, 2020, the maturity date was extended to July 31, 2023.The2023. On July 29, 2020, the JV Facility reinvestment period was further extended from July 31, 2020 to April 30, 2021 and the maturity date was extended to April 30, 2024. Additionally, the interest rate was modified from bearing an interest rate of LIBOR (with a 0.00% floor) + 2.75% per annum to LIBOR (with a 0.50% floor) + 3.25% per annum and the total commitment was reduced from $250 million to $175 million. The JV Facility is secured substantially by all of Sierra JV's assets, subject certain exclusions set forth in the CreditJV Facility. As of June 30, 2020 and December 31, 2019, there was $122.3 million outstanding under the JV Facility.

As of March 31,June 30, 2020, Sierra JV’s portfolio was comprised of 100.0% of senior secured first lien term loans to 6056 different portfolio companies with two portfolio companies on non-accrual status. As of December 31, 2019, Sierra JV’s portfolio was comprised of 100% of senior secured first lien term loans to 60 different portfolio companies with one portfolio company on non-accrual status.

We haveThe Company has determined that the Sierra JV is an investment company under ASC 946, however in accordance with such guidance, wethe Company will generally not consolidate its investment in a company other than a wholly owned investment company subsidiary or a controlled operating company whose business consists of providing services to us.the Company. Accordingly, we dothe Company does not consolidate ourits interest in the Sierra JV.

Distributions
We have elected, and intend to qualify annually, to be treated for U.S. federal income tax purposes, as a RIC under Subchapter M of the Code. To maintain RIC tax treatment, we must, among others things, distribute at least 90% of our net ordinary income and net short-term capital gains in excess of net long-term capital losses, if any, to our stockholders. In order to avoid certain U.S. federal excise taxes imposed on RICs, we must distribute during each calendar year an amount at least equal to the sum of: (i) 98% of our ordinary income for the calendar year, (ii) 98.2% of our capital gains in excess of capital losses for the one-year period generally ending on October 31 of the calendar year (unless an election is made by us to use our taxable year) and (iii) any ordinary income and net capital gains for preceding years that were not distributed during such years and on which we paid no U.S. federal income tax.

While we intend to distribute any income and capital gains in the manner necessary to minimize imposition of the 4% U.S. federal excise tax, sufficient amounts of our taxable income and capital gains may not be distributed to avoid entirely the imposition of the tax. In that event, we will be liable for the tax only on the amount by which we do not meet the foregoing distribution requirement.

We currently intend to distribute net capital gains (i.e., net long-term capital gains in excess of net short-term capital losses), if any, at least annually out of the assets legally available for such distributions. However, we may decide in the future to retain such capital gains for investment and elect to treat such gains as deemed distributions to you. If this happens, you will be treated for U.S. federal income tax purposes as if you had received an actual distribution of the capital gains that we retain and reinvested the net after tax proceeds in us. In this situation, you would be eligible to claim a tax credit (or, in certain circumstances, a tax refund) equal to your allocable share of the tax we paid on the capital gains deemed distributed to you. We can offer no assurance that we will continue to achieve results that will permit the payment of any cash distributions and, if we issue senior securities, we may be prohibited from making distributions if doing so causes us to fail to maintain the asset coverage ratios stipulated by the 1940 Act or if distributions are limited by the terms of any of our borrowings.

Our board of directors temporarily suspended the monthly distributions on the shares of the Company’s common stock. See “Recent Developments” for more information. Any distributions to our stockholders paid by the Company is subject to our board of directors’ discretion and applicable legal restrictions and take into account our results of operations, our general financial condition, general economic conditions, or other factors prohibit us from declaring a distribution. Any distributions to our stockholders will be declared out of assets legally available for distribution. From time to time, but not less than quarterly, we will review our accounts to determine whether distributions to our stockholders are appropriate. We have not established limits on the amount of funds we may use from available sources to make distributions. From the commencement of our offering through September 30, 2016, a portion of our distributions were comprised in part of expense support payments made by SIC Advisors that were subject to repayment by us within three years of the date of such support payment. The Expense Support Agreement expired on December 31, 2016 and the Company's contingent obligation to repay eligible reimbursements to SIC Advisors expired on September 30, 2019. The purpose

of this arrangement was to cover distributions to stockholders so as to ensure that
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the distributions did not constitute a return of capital for GAAP purposes. In the future, we may have distributions which could be characterized as a return of capital. Such distributions are not based on our investment performance and can only be sustained if we achieve positive investment performance in future periods. There can be no assurance that we will achieve the performance necessary to make distributions and at historical levels in the future. SIC Advisors has no obligation to enter into a renewed expense support agreement.

Our distributions may exceed our earnings, which we refer to as a return of capital, especially during the period before we have invested substantially all of the proceeds of our offering.capital. As a result, a portion of the distributions we make may represent a return of capital. Our use of the term “return of capital” merely means distributions in excess of our earnings and as such may constitute a return on your individual investments and does not mean a return on capital. Therefore stockholders are advised that they should be aware of the differences with our use of the term “return of capital” and “return on capital.”

The following table reflects the cash distributions per share that the Company has declared or paid to its stockholders during 2020 and 2019. Stockholders of record as of each respective record date were entitled to receive the distribution.

Record DatePayment DateAmount per share
January 25, 2019January 31, 2019$0.05334
February 11, 2019February 28, 20190.05334
March 11, 2019March 29, 20190.05334
April 29, 2019April 30, 20190.05334
May 30, 2019May 31, 20190.05334
June 27, 2019June 28, 20190.05334
July 30, 2019July 31, 20190.05334
August 29, 2019August 30, 20190.05334
September 27, 2019September 30, 20190.05334
October 30, 2019October 31, 20190.05334
November 28, 2019November 29, 20190.05334
December 30, 2019December 31, 20190.05334
January 30, 2020January 31, 20200.03500
February 27, 2020February 28, 20200.03500
March 30, 2020March 31, 20200.03500
We have adopted an “opt in” distribution reinvestment plan pursuant to which common stockholders may elect to have the full amount of any cash distributions reinvested in additional shares of our common stock. As a result, if we declare a cash distribution, stockholders that have “opted in” to our distribution reinvestment plan will have their distribution automatically reinvested in additional shares of our common stock rather than receiving cash dividends. Stockholders who receive distributions in the form of shares of common stock will be subject to the same federal, state and local tax consequences as if they received cash distributions.

Each year a statement on Internal Revenue Service Form 1099-DIV (or such successor form) identifying the source of the distribution (i.e., paid from ordinary income, paid from net capital gain on the sale of securities, or a return of capital) will be mailed to our stockholders. The tax basis of shares must be reduced by the amount of any return of capital distributions, which will result in an increase in the amount of any taxable gain (or a reduction in any deductible loss) on the sale of shares.

Related Party Transactions
On October 19, 2011, SIC Advisors entered into a subscription agreement to purchase 110.80 shares of common stock for cash consideration of $1,000. The consideration represented $9.025 per share.

On April 17, 2012, SIC Advisors purchased 1,108,033.24 shares of our common stock for aggregate gross proceeds of $10,000,000. The consideration represented $9.025 per share.

We have entered into an Investment Advisory Agreement with SIC Advisors in which our senior management holds an equity interest and were party to the Expense Support Agreement through December 31, 2016. Members of our senior management also serve as principals of other investment managers affiliated with SIC Advisors that do, and may in the future, manage investment funds, accounts or other investment vehicles with investment objectives similar to ours.


We have entered into an Administration Agreement with Medley Capital LLC, pursuant to which Medley Capital LLC furnishes us with administrative services necessary to conduct our day-to-day operations. Medley Capital LLC is reimbursed for administrative expenses it incurs on our behalf. We do not reimburse Medley Capital LLC for any services for which it receives a separate fee or for rent, depreciation, utilities, capital equipment or other administrative items allocated to a controlling person of Medley Capital LLC. Medley Capital LLC is an affiliate of SIC Advisors.

The dealer manager agreement that we entered into with SC Distributors, LLC in connection with our offering was terminated pursuant to its terms in connection with the termination of our offering, effective as of July 31, 2018.

The description of the Mergers (as defined below) and the Settlement (as defined below) set forth below are as of March 31, 2020. Subsequent to such date, the Amended MCC Merger Agreement (as defined below) and the Amended MDLY Merger Agreement (as defined below) were terminated. See “Recent Developments” for more information.

On August 9, 2018, the Company entered into definitive agreements to acquire MCC and MDLY. Pursuant to the MCC Merger Agreement, MCC would, on the terms and subject to the conditions set forth in the MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the MCC Merger. In the MCC Merger, each share of MCC’s common stock issued and outstanding immediately prior to the MCC Merger effective time (other than shares of MCC’s common stock held by MCC, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive 0.8050 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger. Simultaneously, pursuant to the MDLY Merger Agreement, MDLY would, on the terms and subject to the conditions set forth in the MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the MDLY Merger, and MDLY’s existing asset management business would continue to operate as a wholly owned subsidiary of the Company. In the MDLY Merger, each share of MDLY Class A common stock, issued and outstanding immediately prior to the MDLY Merger effective time (other than Dissenting Shares (as defined in the MDLY Merger Agreement) and shares of MDLY Class A common stock held by MDLY, the Company or their respective wholly owned subsidiaries) would be converted into the right to receive (i) 0.3836 shares of our common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MDLY Merger; plus (ii) cash in an amount equal to $3.44 per share. In addition, MDLY's stockholders would have the right to receive certain dividends and/or other payments.

On July 29, 2019, the Company entered into amended and restated definitive agreements with MCC and MDLY. Pursuant to the Amended MCC Merger Agreement, MCC will, on the terms and subject to the conditions set forth in the Amended MCC Merger Agreement, merge with and into the Company, with the Company as the surviving company in the MCC Merger. In the MCC Merger, each share of MCC’s common stock, other than shares of MCC’s common stock held by MCC, the Company or their respective wholly owned subsidiaries, will be exchanged for the right to receive (i) 0.68 shares of the Company’s common stock if the attorneys’ fees of plaintiffs’ counsel and litigation expenses paid or incurred by plaintiffs’ counsel or advanced by plaintiffs in connection with the Delaware Action, as described below ( such fees and expenses, the “Plaintiff Attorney Fees”), are less than or equal to $10,000,000; (ii) 0.66 shares of the Company’s common stock if the Plaintiff Attorney Fees are equal to or greater than $15,000,000; (iii) between 0.68 and 0.66 per share of the Company’s common stock if the Plaintiff Attorney Fees are greater than $10,000,000 but less than $15,000,000, calculated on a descending basis, based on straight line interpolation between $10,000,000 and $15,000,000; or (iv) 0.66 shares of the Company’s common stock in the event that the Plaintiff’s Attorney Fees are not fully and finally determined prior to the closing of the MCC Merger (such ratio, the “MCC Merger Exchange Ratio”); provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger. Based upon the Plaintiff Attorney Fees approved by the Delaware Court of Chancery as set forth in the Order and Final Judgment entered into on December 20, 2019, as described below (the “Delaware Order and Final Judgment”), the MCC Merger Exchange Ratio will be 0.66 shares of the Company’s common stock. MCC and the Company are appealing the Delaware Order and Final Judgment with respect to the Delaware Court of Chancery’s ruling on the Plaintiff Attorney Fees. Under the Amended MCC Merger Agreement, the MCC Merger exchange ratio is not subject to adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time. In addition, under the Settlement, the defendant parties to the Settlement (other than MDLY) shall, among other things, deposit or cause to be deposited the Settlement Shares, the number of shares of which is to be calculated using the pro forma NAV of $6.37 per share as of June 30, 2019, and is not subject to subsequent adjustment based on changes in the NAV of the Company or the market price of MCC’s common stock before the MCC Merger effective time, provided that the MCC Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions. Pursuant to the Amended MDLY Merger Agreement, MDLY will, on the terms and subject to the conditions set forth in the Amended MDLY Merger Agreement, merge with and into Merger Sub, with Merger Sub as the surviving company in the MDLY Merger. In the MDLY Merger, each share of MDLY Class A Common Stock, issued and outstanding immediately prior to the MDLY Merger effective time (other than shares of MDLY Class A Common Stock held by MDLY, the Company or their respective wholly owned subsidiaries (the “Excluded MDLY Shares”) and the Dissenting Shares (as defined in the Amended MDLY Merger Agreement), held, immediately prior to the MDLY Merger effective time, by any person other than a Medley LLC Unitholder (as defined below)), will be exchanged for (i) 0.2668 shares of the Company’s

common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.96 per share. In addition, in the MDLY Merger, each share of MDLY Class A Common Stock issued and outstanding immediately prior to the MDLY Merger effective time, other than the Excluded MDLY Shares and the Dissenting Shares, held, immediately prior to the MDLY Merger effective time, by holders of the issued and outstanding limited liability company interests of Medley LLC (the “Medley LLC Units” and, holders of the Medley LLC Units at any time on or after July 29, 2019, the “Medley LLC Unitholders”) will be exchanged for (i) 0.2072 shares of the Company’s common stock; provided that cash will be paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.66 per share. Under the Amended MDLY Merger Agreement, the MDLY exchange ratios and the cash consideration amount was fixed on July 29, 2019, the date of the signing of the Amended MDLY Merger Agreement. The MDLY exchange ratios and the cash consideration amount are not subject to adjustment based on changes in the net asset value of the Company or the market price of MDLY Class A common stock before the MDLY Merger effective time, provided that the MDLY Merger is consummated by March 31, 2020, or, if consummated after March 31, 2020, only if the parties subsequently agree to extend the closing date on the same terms and conditions.

Pursuant to the terms of the Amended MCC Merger Agreement, the consummation of the MCC Merger is conditioned upon the satisfaction or waiver of each of the conditions to closing under the Amended MDLY Merger Agreement and the consummation of the MDLY Merger. However, pursuant to the terms of the Amended MDLY Merger Agreement, the consummation of the MDLY Merger is not contingent upon the consummation of the MCC Merger. If the Mergers are, or only the MDLY Merger is, consummated the Company’s common stock will be listed on the New York Stock Exchange under the symbol "SRA”, with such listing expected to be effective as of the closing date of the Mergers or only the MDLY Merger, as applicable. If the MCC Merger is also consummated, the Company’s common stock will be listed on the Tel Aviv Stock Exchange, with such listing expected to be effective as of the closing date of the Mergers. If both Mergers are consummated, the investment portfolios of MCC and the Company would be combined, Merger Sub, as a successor to MDLY, would be a wholly owned subsidiary of the Company (the “Combined Company”), and the Combined Company would be internally managed by MCC Advisors LLC, its wholly controlled adviser subsidiary. If only the MDLY Merger is consummated, while the investment portfolios of MCC and the Company would not be combined, the investment management function relating to the operation of the Company, as the surviving company, would still be internalized (the “Sierra/MDLY Company”) and the Sierra/MDLY Company would be managed by MCC Advisors LLC.

The Mergers are subject to approval by the stockholders of the Company, MCC, and MDLY, regulators, including the SEC, court approval of the Settlement (as described below), other customary closing conditions and third-party consents. There is no assurance that any of the foregoing conditions will be satisfied. The Company and MCC have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MCC Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MCC Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MCC Merger Agreement; (iii) the MCC Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MDLY Merger Agreement has been terminated. The Company and MDLY have the right to terminate the Amended MCC Merger Agreement under certain circumstances, including (subject to certain limitations set forth in the Amended MDLY Merger Agreement), among others: (i) by mutual written agreement of each party; (ii) any governmental entity whose consent or approval is a condition to closing set forth in Section 8.1 of the Amended MDLY Merger Agreement has denied the granting of any such consent or approval and such denial has become final and nonappealable, or any governmental entity of competent jurisdiction shall have issued a final and nonappealable order, injunction or decree permanently enjoining or otherwise prohibiting or making illegal the consummation of the transactions contemplated by the Amended MDLY Merger Agreement; (iii) the MDLY Merger has not closed on or prior to March 31, 2020; or (iv) either party has failed to obtain stockholder approval or the Amended MCC Merger Agreement has been terminated.

We have entered into a license agreement with SIC Advisors under which SIC Advisors has agreed to grant us a non-exclusive, royalty-free license to use the name “Sierra” for specified purposes in our business. Under the license agreement, we will have a
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right to use the “Sierra” name, subject to certain conditions, for so long as SIC Advisors or one of its affiliates remains our investment adviser. Other than with respect to this limited license, we will have no legal right to the “Sierra” name.

Management Fee
We pay SIC Advisors a fee for its services under the Investment Advisory Agreement. The fee consists of two components: a base management fee and an incentive fee.

The base management fee is calculated at an annual rate of 1.75% of our gross assets and is payable quarterly in arrears. The incentive fee consists of:


An incentive fee on net investment income (“subordinated incentive fee on income”) is calculated and payable quarterly in arrears and is based upon pre-incentive fee net investment income for the immediately preceding quarter. No subordinated incentive fee on income is payable in any calendar quarter in which pre-incentive fee net investment income does not exceed a quarterly return to stockholders of 1.75% per quarter on our net assets at the end of the immediately preceding fiscal quarter, or the preferred quarterly return. All pre-incentive fee net investment income, if any, that exceeds the preferred quarterly return, but is less than or equal to 2.1875% of net assets at the end of the immediately preceding fiscal quarter in any quarter, will be payable to SIC Advisors. We refer to this portion of our subordinated incentive fee on income as the catch up. It is intended to provide an incentive fee of 20% on pre-incentive fee net investment income when pre-incentive fee net investment income exceeds 2.1875% of net assets at the end of the immediately preceding quarter in any quarter. For any quarter in which our pre-incentive fee net investment income exceeds 2.1875% of net assets at the end of the immediately preceding quarter, the subordinated incentive fee on income shall equal 20% of the amount of pre-incentive fee net investment income, because the preferred return and catch up will have been achieved.
A capital gains incentive fee will be earned on realized investments and shall be payable in arrears as of the end of each calendar year during which the Investment Advisory Agreement is in effect. If the Investment Advisory Agreement is terminated, the fee will become payable as of the effective date of such termination. The capital gains incentive fee is based on our realized capital gains on a cumulative basis from inception, computed net of all realized capital losses and unrealized capital depreciation on a cumulative basis, which we refer to as “net realized capital gains.” The capital gains incentive fee equals 20% of net realized capital gains, less the aggregate amount of any previously paid capital gains incentive fee.

Under the terms of the Investment Advisory Agreement, SIC Advisors bears all organizational and offering expenses on our behalf. Since June 2, 2014, the date that we raised $300 million in gross proceeds in connection with the sale of shares of our common stock, SIC Advisors was no longer obligated to bear, pay or otherwise be responsible for any ongoing organizational and offering expenses on our behalf, and we have been responsible for paying or otherwise incurring all such organizational and offering expenses. Pursuant to the terms of the Investment Advisory Agreement, we have agreed to reimburse SIC Advisors for any such organizational and offering expenses incurred by SIC Advisors not to exceed 1.25% of the gross subscriptions raised by us over the course of the offering period, which was initially scheduled to terminate two years from the initial offering date, unless extended. On July 2, 2018, the Company’s board of directors determined to terminate the Company’s offering effective as of July 31, 2018.

On April 5, 2012, the Company entered into an investment advisory agreement (the “Investment Advisory Agreement”) with SIC Advisors to manage the Company’s investment activities. The Investment Advisory Agreement became effective as of April 17, 2012, the date that the Company met its minimum offering requirement. Pursuant to the 1940 Act, the initial term of the Investment Advisory Agreement was for two years from its effective date. Unless earlier terminated pursuant to its terms, the Investment Advisory Agreement will remain in effect from year-to-year thereafter if approved annually at an in-person meeting of the Company’s board of directors by a majority of the directors who are not "interested persons" (as defined in Section 2(a)(19) of the 1940 Act) of the Company or the Adviser, and either the Company’s board of directors or the holders of a majority of the Company’s outstanding voting securities. Most recently, on April 3, 2020, the Company’s board of directors, at an in-person meeting, approved the renewal of the Investment Advisory Agreement for an additional one-year term, which will expire on April 17, 2021.

At its meeting held on April 3, 2020, the Company’s board of directors, including all of the independent directors, considered the re-approval of the Investment Advisory Agreement. In advance of that meeting, the independent directors met separately on multiple occasions with their independent counsel. At those meetings, the independent directors reviewed a significant amount of information, which had been furnished by SIC Advisors at the request of independent counsel on behalf of the independent directors. The independent directors met on March 19, 2020 with members of SIC Advisors' senior management to review, among other things, the financial condition of SIC Advisors and its parent company, and, on March 31, 2020 with SIC Advisors' senior
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management and investment team to discuss, among other things, the Company's investment portfolio and its financing arrangements.

In its considerations, the Company’s board of directors focused on information it had received relating to, among other things: (a) the nature, quality and extent of the advisory and other services to be provided to the Company by SIC Advisors; (b) the Company’s investment performance and the investment performance of the Adviser; (c) comparative data with respect to advisory fees or similar expenses paid by other BDCs with similar investment objectives and strategies; (d) the Company’s operating expenses and expense ratio compared to BDCs with similar investment objectives and strategies; (e) any existing and potential sources of indirect income to SIC Advisors and its affiliates from its relationships with the Company and the profitability of those relationships; (f) information about the services to be performed and the personnel performing such services under the Investment Advisory Agreement; (g) the organizational capability and financial condition of SIC Advisors and its affiliates; (h) possible economies of scale arising from the Company's size and/or anticipated growth; and (i) possible alternative fee structures or bases for determining fees.

As part of its review, the Company’s board of directors evaluated charts that compared the advisory fees, administrative fees and performance of many BDCs, including some BDCs that might be considered to be somewhat comparable to the Company with respect to their investment objective or strategy. The Company’s board of directors took into account that it was difficult to identify BDCs that are comparable to the Company for this purpose due to several anomalies that exist in the BDC comparison group regarding apparent loss leader pricing, post-acquisition temporary fee reductions, lower risk profiles and therefore generally lower fee structures, and the general difficulty in determining reasonable comparable peer strategies due to many variables at work in the private loan market and with private loan credits in general. Based upon this analysis, the Company’s board of directors observed that, in light of the unique circumstances applicable to the Company, it was difficult to determine which BDCs were most comparable to the Company in terms of investment objective and investment strategy. Notwithstanding that difficulty, the Company’s board of directors noted that the Company’s investment performance generally appeared to be below that of the BDCs with somewhat similar investment profiles.

The Company’s board of directors also determined that the advisory fees paid by the Company were within the range of fees paid by such BDCs but generally were higher than the median of such BDCs. The board of directors considered management’s discussion of the Company’s relative investment performance and expenses. In particular, the Company’s board of directors considered the Company’s extensive efforts with respect to the proposed mergers with Medley Management Inc. and Medley Capital Corporation, which significantly impacted the Company’s operations, both from an investment standpoint and an operational standpoint. The Company’s board of directors weighed all of these factors in its analysis and decision making.

Pursuant to the Investment Advisory Agreement, SIC Advisors implements the Company’s business strategy on a day-to-day basis and performs certain services for the Company, subject to oversight by the Company’s board of directors. SIC Advisors is responsible for, among other duties, determining investment criteria, sourcing, analyzing and executing investment transactions, asset sales, financings and performing asset management duties. Under the Investment Advisory Agreement, the Company has agreed to pay SIC Advisors a management fee for investment advisory and management services consisting of a base management fee and an incentive fee.

Critical Accounting Policies
This discussion of our expected operating plans is based upon our expected consolidated financial statements, which will be prepared in accordance with U.S. generally accepted accounting principles ("GAAP"). The preparation of these consolidated financial statements will require our management to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenues and expenses. Changes in the economic environment, financial markets and any other parameters used in determining such estimates could cause actual results to differ. In addition to the discussion below, we will describe our critical accounting policies in the notes to our future consolidated financial statements.

Valuation of Investments
We apply fair value accounting to all of its financial instruments in accordance with the 1940 Act and ASC Topic 820 — Fair Value Measurements and Disclosures (“ASC 820”). ASC 820 defines fair value, establishes a framework used to measure fair value and requires disclosures for fair value measurements. In accordance with ASC 820, we have categorized its financial instruments carried at fair value, based on the priority of the valuation technique, into a three-level fair value hierarchy as identified below and discussed in Note 4.
Level 1 — Quoted prices are available in active markets for identical investments as of the reporting date. Publicly listed equities and publicly listed derivatives will be included in Level 1. In addition, securities sold, but not yet purchased and call options will be included in Level 1. We will not adjust the quoted price for these
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investments, even in situations where we hold a large position and a sale could reasonably affect the quoted price.
Level 2 — Pricing inputs are other than quoted prices in active markets, which are either directly or indirectly observable as of the reporting date, and fair value is determined through the use of models or other valuation methodologies. In certain cases, debt and equity securities are valued on the basis of prices from an orderly transaction between market participants provided by reputable dealers or pricing services. In determining the value of a particular investment, pricing services may use certain information with respect to transactions in such investments, quotations from dealers, pricing matrices, market transactions in comparable investments, and various relationships between investments. Investments which are generally expected to be included in this category include corporate bonds and loans, convertible debt indexed to publicly listed securities, and certain over-the-counter derivatives.

Level 3 — Pricing inputs are unobservable for the investment and include situations where there is little, if any, market activity for the investment. The inputs into the determination of fair value require significant judgment or estimation. Investments that are expected to be included in this category are our private portfolio companies.

Fair value is a market-based measure considered from the perspective of the market participant who holds the financial instrument rather than an entity specific measure. Therefore, when market assumptions are not readily available, our own assumptions are set to reflect those that management believes market participants would use in pricing the financial instrument at the measurement date.

Investments for which market quotations are readily available are valued at such market quotations, which are generally obtained from an independent pricing service or multiple broker-dealers or market makers. We weight the use of third-party broker quotes, if any, in determining fair value based on our understanding of the level of actual transactions used by the broker to develop the quote and whether the quote was an indicative price or binding offer. However, debt investments with remaining maturities within 60 days that are not credit impaired are valued at cost plus accreted discount, or minus amortized premium, which approximates fair value. Investments for which market quotations are not readily available are valued at fair value as determined by our board of directors based upon input from management and third party valuation firms. Because these investments are illiquid and because there may not be any directly comparable companies whose financial instruments have observable market values, these loans are valued using a fundamental valuation methodology, consistent with traditional asset pricing standards, that is objective and consistently applied across all loans and through time.

We use third-party valuation firms to assist the board of directors in the valuation of its portfolio investments. The valuation reports generated by the third-party valuation firms consider the evaluation of financing and sale transactions with third parties, expected cash flows and market based information, including comparable transactions, performance multiples, and movement in yields of debt instruments, among other factors. Based on market data obtained from the third-party valuation firms, we use a combined market yield analysis and an enterprise model of valuation. In applying the market yield analysis, the value of our loans are determined based upon inputs such as the coupon rate, current market yield, interest rate spreads of similar securities, the stated value of the loan, and the length to maturity. In applying the enterprise model, we use a waterfall analysis which takes into account the specific capital structure of the borrower and the related seniority of the instruments within the borrower’s capital structure into consideration. To estimate the enterprise value of the portfolio company, we weigh some or all of the traditional market valuation methods and factors based on the individual circumstances of the portfolio company in order to estimate the enterprise value. The methodologies for performing investments may be based on, among other things: valuations of comparable public companies, recent sales of private and public comparable companies, discounting the forecasted cash flows of the portfolio company, third party valuations of the portfolio company, considering offers from third parties to buy the company, estimating the value to potential strategic buyers and considering the value of recent investments in the equity securities of the portfolio company. For non-performing investments, we may estimate the liquidation or collateral value of the portfolio company’s assets and liabilities using an expected recovery model. We may estimate the fair value of warrants based on a model such as the Black-Scholes model or simulation models or a combination thereof.

We undertake a multi-step valuation process each quarter when valuing investments for which market quotations are not readily available, as described below:

our quarterly valuation process begins with each portfolio investment being initially valued by the valuation professionals;
conclusions are then documented and discussed with senior management; and
an independent valuation firm engaged by our board of directors prepares an independent valuation report for approximately one third of the portfolio investments each quarter on a rotating quarterly basis on non fiscal year-end quarters, such that each of these investments will be valued by an independent valuation firm at least
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twice per annum when combined with the fiscal year-end review of all the investments by independent valuation firms, exclusive of any TRS underlying portfolio.

In addition, all of our investments are subject to the following valuation process:

management reviews preliminary valuations and their own independent assessment;
the audit committee of our board of directors reviews the preliminary valuations of senior management and independent valuation firms; and
our board of directors discusses valuations and determines the fair value of each investment in our portfolio in good faith based on the input of SIC Advisors, the respective independent valuation firms and the audit committee.


Due to the inherent uncertainty of determining the fair value of investments that do not have a readily available market value, the fair value of our investments may differ significantly from the values that would have been used had a readily available market value existed for such investments, and the differences could be material. In addition, changes in the market environment (including the impact of COVID-19 on the financial market), portfolio company performance, and other events may occur over the lives of the investments that may cause the gains or losses ultimately realized on these investments to be materially different than the valuations currently assigned.

 
Our investments in subordinated notes are carried at fair value, which is based on a discounted cash flow model. The discounted cash flow model models both the underlying collateral (“assets”) and the liabilities of the CLO capital structure. The discounted cash flow model uses a set of assumptions including projected default rates, recovery rates, reinvestment rates and prepayment rates in order to arrive at estimated cash flows of the assets. The discounted cash flow model distributes the asset cash flows to the liability structure based on the payment priorities and discounts them back using appropriate market discount rates based on discount rates for comparable CLOs. The assumptions are based on available market data as well as management estimates. Additional data is used to validate the results from the discounted cash flow method, such as analysis of relevant data observed in the CLO market, review of quotes, where available, recent acquisitions and observable transactions in the subordinated notes, among other factors.

Revenue Recognition
We record interest income on an accrual basis to the extent that we expect to collect such amounts. For loans and debt securities with contractual PIK interest, which represents contractual interest accrued and added to the principal balance, we generally will not accrue PIK interest for accounting purposes if the portfolio company valuation indicates that such PIK interest is not collectible. We do not accrue as a receivable interest on loans and debt securities or accounting purposes if we have reason to doubt our ability to collect such interest. Original issue discounts, market discounts, or premiums are accreted or amortized using the effective interest method as interest income. We record prepayment premiums on loans and debt securities as fee income. Dividend income, if any, is recognized on an accrual basis to the extent that we expect to collect such amount.

Net Realized Gains or Losses and Net Change in Unrealized Appreciation or Depreciation
We measure net realized gains or losses by the difference between the net proceeds from the repayment or sale and the amortized cost basis of the investment, without regard to unrealized appreciation or depreciation previously recognized. Net change in unrealized appreciation or depreciation reflects the change in portfolio investment values during the reporting period, including any reversal of previously recorded unrealized appreciation or depreciation, when gains or losses are realized.

Payment-in-Kind Interest
We have investments in our portfolio that contain a PIK interest provision. Any PIK interest is added to the principal balance of such investments and is recorded as income, if the portfolio company valuation indicates that such PIK interest is collectible. In order to maintain RIC tax treatment, substantially all of this income must be paid out to stockholders in the form of dividends, even if we have not collected any cash.

Organizational and Offering Expenses
We have been responsible for all ongoing organizational and offering expenses since June 2, 2014 until the termination of the Company's offering effective as of July 31, 2018.

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U.S. Federal Income Taxes
We have elected, and intend to qualify annually, to be treated for U.S. federal income tax purposes as a RIC under Subchapter M of the Code. As a RIC, we generally will not have to pay corporate-level U.S. federal income taxes on any ordinary income or capital gains that we distribute to our stockholders from our tax earnings and profits. To obtain and maintain our RIC tax treatment, we must, among other things, meet specified source-of-income and asset diversification requirements and distribute annually at least 90% of our ordinary income and realized net short-term capital gains in excess of realized net long-term capital losses, if any.

Recent Developments
On AprilJuly 28, 2020, our board of directors temporarily suspendedapproved a continuation of the suspension of the monthly distributions on the shares of the Company’s common stock to enhance financial flexibility. Shareholder distributions, including both cash and through the distribution reinvestment plan, will be suspended beginning with the month ending April 30, 2020.stock. The Company expects to evaluate resumption of monthly distributions at a future date. The Company believes that it is in the best long-term interests of its shareholders to maintain a conservative approach to its distribution policy during this volatile economic environment.

Section 9.1(c)Subsequent to quarter ended June 30, 2020, the global outbreak of the Amended MCC Merger Agreementcoronavirus (“COVID-19”) pandemic continues to have adverse consequences on the U.S. and Section 9.1(c) of the Amended MDLY Merger Agreement each permits the Company and either MCC or MDLY, as applicable, to terminate the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement, respectively, if the MCC Merger or the MDLY Merger, as applicable, has not been consummated on or before March 31, 2020 (the “Outside Date”). On May 1, 2020, the Company terminated both the Amended MCC Merger Agreement and

the Amended MDLY Merger Agreement effective as of May 1, 2020 as the Outside Date has passed and neither the MCC Merger or the MDLY Merger has been consummated. In determining to terminate the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement, the Company considered a number of factors, including, among other factors, changes in the relative valuations of the Company, MCC, and MDLY, the changed circumstances and the unpredictableglobal economies. The ultimate economic conditions resultingfallout from the global health crisis caused by the coronavirus (COVID-19) pandemic, and the uncertainty regardinglong-term impact on economies, markets, industries and individual portfolio companies, remains uncertain. As of August 13, 2020, there is no indication of a reportable subsequent event impacting the parties’ ability to satisfy the conditions to closing in a timely manner.

As a result of the foregoing, in connection with the Delaware Action, no Settlement Fund will be established or paid to the stockholders of MCC and no Contingent Fee Award will be paid to plaintiff’s counsel. The other terms of the Settlement, including the releases providedCompany’s financial statements for in the Delaware Order and Final Judgment, remain in effect. In addition, as a result of the foregoing, $15.7 million of deferred transaction costs incurred in connection with the Mergers that were deferred until the closing or termination of the Mergers will be expensed in the quarter ended June 30, 2020. The Company cannot predict the extent to which its financial condition and results of operations will be affected at this time. The potential impact to our results will depend to a large extent on future developments and new information that may emerge regarding the duration and severity of COVID-19. The Company continues to observe and respond to the evolving COVID-19 environment and its potential impact on areas across its business.

Item 3. Quantitative and Qualitative Disclosures About Market Risk
We are subject to financial market risks, including changes in interest rates. In addition, U.S. and global capital markets and credit markets have experienced a higher level of stress due to the COVID-19 pandemic, which has resulted in an increase in the level of volatility across such markets. As of March 31,June 30, 2020, 96.3%96.4% of our portfolio investments (based on fair value) paid floating interest rates, while 3.7%3.6% paid fixed interest rates and 18.4%17.5% were non-income producing investments while 81.6%82.5% were income producing investments. A rise in the general level of interest rates can be expected to lead to higher interest rates applicable to any variable rate investments we hold and to declines in the value of any fixed rate investments we hold. In addition, a rise in interest rates may increase the likelihood that a portfolio company defaults on a loan. However, many of our variable rate investments provide for an interest rate floor, which may prevent our interest income from increasing until benchmark interest rates increase beyond a threshold amount. To the extent that a substantial portion of our investments may be in variable rate investments, an increase in interest rates beyond this threshold would make it easier for us to meet or exceed the hurdle rate applicable to the subordinated incentive fee on income under the Investment Advisory Agreement we have entered into with SIC Advisors, and may result in a substantial increase in our net investment income and to the amount of incentive fees payable to SIC Advisors with respect to our increased pre-incentive fee net investment income.

Our interest expense will also be affected by changes in the published LIBOR rate in connection with our credit facilities. See "Risks Relating to Debt Financing - Changes relating to the LIBOR calculation process may adversely affect the value of our portfolio of LIBOR-indexed, floating-rate debt securities” in "Item 1 A. Risk Factors" of our annual report on Form 10-K for the fiscal year ended December 31, 2019. We expect any future credit facilities, total return swap agreements or other financing arrangements that we or any of our subsidiaries may enter into will also be based on a floating interest rate. As a result, we are subject to risks relating to changes in market interest rates. In periods of rising interest rates, when we or our subsidiaries have debt outstanding or financing arrangements in effect, our cost of funds would increase, which could reduce our net investment income, especially to the extent we hold fixed rate investments.

In addition, any investments we make that are denominated in a foreign currency will be subject to risks associated with changes in currency exchange rates. These risks include the possibility of significant fluctuations in the foreign currency markets, the imposition or modification of foreign exchange controls and potential illiquidity in the secondary market. These risks will vary depending upon the currency or currencies involved.

Based on our Consolidated Statement of Assets and Liabilities as of March 31,June 30, 2020, the following table shows the approximate annual impact on the change in net interest income of hypothetical base rate changes in interest rates, assuming no changes in our investment portfolio and capital structure:
20

Table of Contents
 Change inChange in
Basis point increase/(decrease) 
Interest
Income (1)
 
Interest
Expense
 Net Interest IncomeBasis point increase/(decrease)
Interest
Income (1)
Interest
Expense
Net Interest Income
300 $17,077,983
 $8,043,000
 $9,034,983
300$15,404,030  $5,814,392  $9,589,638  
200 11,385,322
 5,362,000
 6,023,322
2006,411,002  3,876,261  2,534,741  
100 5,692,661
 2,681,000
 3,011,661
1001,276,326  1,938,131  (661,805) 
(100) (1,587,635) (2,681,000) 1,093,365
(100)—  (314,462) 314,462  
(200) (1,587,635) (2,654,190) 1,066,555
(200)—  (314,462) 314,462  
(300) (1,587,635) (2,654,190) 1,066,555
(300)—  (314,462) 314,462  
(1)Assumes no defaults or prepayments by portfolio companies over the next twelve months.
(1)Assumes no defaults or prepayments by portfolio companies over the next twelve months.

We expect that our long-term investments will be financed primarily with equity and debt. If deemed prudent, we may use interest rate risk management techniques in an effort to minimize our exposure to interest rate fluctuations. These techniques may include various interest rate hedging activities to the extent permitted by the 1940 Act. Adverse developments resulting from changes in

interest rates or hedging transactions could have a material adverse effect on our business, financial condition and results of operations. During the three months ended March 31,June 30, 2020, we did not engage in interest rate hedging activities.

In addition, we may have risk regarding portfolio valuation. See “Item 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations-Critical Accounting Policies-Valuation of Investments” and “Item 1A. Risk Factors.”

21

Table of Contents
Item 4. Controls and Procedures
Evaluation of Disclosure Controls and Procedures
Our management, under the supervision and with the participation of our Chief Executive Officer and Chief Financial Officer, conducted an evaluation of the effectiveness of our disclosure controls and procedures, as defined in Rules 13a-15(e) and 15d-15(e) of the Exchange Act. Based on that evaluation, as of the end of the period covered by this quarterly report on Form 10-Q, our Chief Executive Officer and Chief Financial Officer have concluded that our disclosure controls and procedures are effective to ensure that information required to be disclosed by us in reports that we file or submit under the Exchange Act is recorded, processed, summarized, and reported within the time periods specified in the SEC’s rules and forms, and that information required to be disclosed by us in the reports that we file or submit under the Exchange Act is accumulated and communicated to our management, including our Chief Executive Officer and Chief Financial Officer, as appropriate to allow timely decisions regarding required disclosure.

Changes in Internal Control Over Financial Reporting
There have been no changes in our internal control over financial reporting, as defined in Rules 13a-15(f) and 15d-15(f) of the Exchange Act, that occurred during our most recently completed fiscal quarter that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

PART II. Other Information
Item 1. Legal Proceedings
From time to time, we are involved in various legal proceedings, lawsuits and claims incidental to the conduct of our business. Our businesses are also subject to extensive regulation, which may result in regulatory proceedings against us. Except as described below, we are not currently party to any material legal proceedings.

On January 25, 2019,May 11, 2010, the court approved a settlement and dismissed two purported class actions werethat had been commenced in the Supreme Court of the State of New York, County of New York, (the "New York Supreme Court"), by alleged stockholders of Medley Capital Corporation (“MCC”), captioned, respectively, Helene Lax v. Brook Taube, et al., Index No. 650503/2019, and Richard Dicristino, et al. v. Brook Taube, et al., Index No. 650510/2019 (together with the Lax Action, the “New York Actions”). NamedThe Company and its wholly owned subsidiary, Sierra Management, Inc. were named as defendants in each complaint, are along withBrook Taube, Seth Taube, Jeffrey Tonkel, Arthur S. Ainsberg, Karin Hirtler-Garvey, John E. Mack, Mark Lerdal, Richard T. Allorto, Jr., MCC, MDLY, the Company and Merger Sub.Medley Management Inc. (“MDLY”). The complaints in each of the New York Actions alleged that the individuals named as defendants breached their fiduciary duties in connection with the proposed merger of MCC with and into the Company,Sierra, and that the other defendants aided and abetted those alleged breaches of fiduciary duties. Compensatory damages in unspecified amounts were sought. On December 20, 2019,The defendants vigorously denied any wrongdoing or liability with respect to the Delaware court entered an Orderfacts and Final Judgment approving the settlement of the Delaware Action (defined below). The release in the Delaware Action also operates to release the claims that were asserted, or which could have been asserted, in the New York Actions. The attorneys forNone of the Defendants paid any consideration to the plaintiffs in connection with the dismissal. The plaintiffs agreed to dismiss the New York Actions acknowledged that the settlement of the Delaware Action rendered the New York Actions moot; however, the attorneysin exchange for the plaintiffs in the New York Actions sought an order awarding them fees and recovery of expenses on account of their purported contributions to the settlement of the Delaware Action.

Following a period of negotiations, the Company and the other defendants reached anMCC’s agreement with the respective plaintiffs to resolve the New York Actions. While the Company and the other defendants believed that the allegations in the New York Actions were without merit, to avoid the nuisance, potential expense, burden and delay due to continued litigation, MCC agreed to pay $50,000 in attorneys’ fees and expenses to plaintiffs’ counsel in connection with the mooted claims asserted. This amount will be covered by MCC’s insurance carrier. counsel.

On May 11, 2010,August 4, 2020, the court formally approved the parties’a settlement agreement and dismissed the New York Actions.

Set forth below is a description of the Decision (as defined below), which should be read in the context of the impact of the Delaware Order and corresponding Settlement.

On February 11, 2019, a purported stockholder class action relating to the MCC Merger was commenced in the Delaware Court of Chancery by FrontFour Capital Group LLC and FrontFour Master Fund, Ltd. (together, “FrontFour”), captioned FrontFour Capital Group LLC, et al. v. Brook Taube et al., Case No. 2019-0100 (the “Delaware“Anderson Action”), against defendants Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, Arthur S. Ainsberg, MDLY, the Company, MCC, MCC Advisors LLC, Medley Group LLC, and Medley LLC. The complaint, as amended on February 12, 2019, alleged that the individuals named as defendants breached their fiduciary duties to MCC’s stockholders in connection with the MCC Merger, and that MDLY, the Company, MCC Advisors LLC, Medley Group LLC, and Medley LLC aided and abetted those alleged breaches of fiduciary duties. The complaint sought to enjoin the vote of MCC’s stockholders on the MCC Merger and enjoin enforcement of certain provisions of the MCC Merger Agreement.


The Delaware Court of Chancery held a trial on the plaintiffs’ motion for a preliminary injunction and issued a Memorandum Opinion (the “Decision”) on March 11, 2019. The Delaware Court of Chancery denied the plaintiffs’ requests to (i) permanently enjoin the MCC Merger and (ii) require MCC to conduct a “shopping process” for MCC on terms proposed by the plaintiffs in their complaint. The Delaware Court of Chancery held that MCC’s directors breached their fiduciary duties in entering into the MCC Merger, but rejected the plantiffs’ claim that the Company aided and abetted those breaches of fiduciary duties. The Delaware Court of Chancery ordered the defendants to issue corrective disclosures consistent with the Decision, and enjoined a vote of MCC’s stockholders on the MCC Merger until such disclosures had been made and stockholders had the opportunity to assimilate that information.

On March 20, 2019, another purported stockholder class action was commenced by Stephen Altman against Brook Taube, Seth Taube, Jeff Tonkel, Arthur S. Ainsberg, Karin Hirtler-Garvey, Mark Lerdal, and John E. Mack in the Delaware Court of Chancery, captioned Altman v. Taube, Case No. 2019-0219 (the “Altman Action”). The complaint in the Altman Action alleged that the defendants breached their fiduciary duties to stockholders of MCC in connection with the vote of MCC’s stockholders on the proposed mergers. On April 8, 2019, the Delaware Court of Chancery granted a stipulation consolidating the Delaware Action and the Altman Action, designating the amended complaint in the Delaware Action as the operative complaint, and designating the plaintiffs in the Delaware Action and their counsel the lead plaintiffs and lead plaintiffs’ counsel, respectively.

On December 20, 2019, the Delaware Court of Chancery entered into the Delaware Order and Final Judgment approving the settlement of the Delaware Action (the “Settlement”). Pursuant to the Settlement, MCC agreed to certain amendments to (i) the MCC Merger Agreement and (ii) the MDLY Merger Agreement, which amendments are reflected in the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement. The Settlement also provides for, if the MCC Merger had been consummated, the creation of a settlement fund (the “Settlement Fund”), consisting of $17 million in cash and $30 million of the Company’s common stock, with the number of shares of the Company’s common stock to be calculated using the pro forma NAV of $6.37 per share as of June 30, 2019, which would have been distributed to eligible members of the Settlement Class (as defined in the Settlement). In addition, in connection with the Settlement, on July 29, 2019, MCC entered into a Governance Agreement with FrontFour Capital Group LLC, FrontFour Master Fund, Ltd., FrontFour Capital Corp., FrontFour Opportunity Fund, David A. Lorber, Stephen E. Loukas and Zachary R. George, pursuant to which, among other matters, FrontFour is subject to customary standstill restrictions and required to vote in favor of the MCC Merger at a meeting of stockholders to approve the Amended MCC Merger Agreement. The Settlement also provides for mutual releases between and among FrontFour and the Settlement Class, on the one hand, and the Medley Parties, on the other hand, of all claims that were or could have been asserted in the Delaware Action through September 26, 2019.

The Delaware Court of Chancery also awarded attorney’s fees as follows: (i) an award of $3,000,000 to lead plaintiffs’ counsel and $75,000 to counsel to plaintiff Stephen Altman (the “Therapeutics Fee Award”) and $420,335 of plaintiff counsel expenses payable to the lead plaintiff’s counsel, which were paid on December 23, 2019, and (ii) an award that was contingent upon the closing of the proposed merger transactions (the “Contingent Fee Award”).

On May 1, 2020, the Company terminated the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement. Accordingly, no Settlement Fund will be established or paid to stockholders of MCC and no Contingent Fee Award will be paid to plaintiff’s counsel. The other terms of the Settlement, including the releases provided for in the Delaware Order and Final Judgment, remain in effect.

On January 17, 2020, MCC and the Company filed a notice of appeal with the Delaware Supreme Court from those provisions of the Delaware Order and Final Judgment with respect to the Contingent Fee Award. In light of the termination of the Amended MCC Merger Agreement, the appeal is expected to be dismissed.

On April 5, 2019, a purported stockholder class action was commenced pending in the Supreme Court of the State of New York, County of New York, by alleged stockholders of Sierra Income Corporation, captioned Roger Anderson et al. v. Stephen R. Byers et al., Index No. 652006/2019. Named as defendants arewere Stephen R. Byers, Oliver T. Kane, Valerie Lancaster-Beal, Brook Taube, Seth Taube, Sierra Income Corporation,the Company, and Sierra Management, Inc. (collectively, the “Defendants”). The complaint allegesalleged that the individuals named as defendantsDefendants breached their fiduciary duties to stockholders of Sierra Income Corporation in connection with the proposed mergers of Medley Capital CorporationMCC with and into Sierra Income Corporationthe Company and Medley Management Inc.MDLY with and into Sierra Management, Inc., a wholly owned subsidiary of the Company. Compensatory damages in unspecified amounts were sought. The defendants vigorously denied any wrongdoing or liability with respect to the facts and that Brook Taube, Seth Taube, Sierra Income Corporation, and Sierra Management, Inc. aided and abetted those alleged breaches of fiduciary duties. The complaint seeks to enjoin the proposed mergersclaims which were asserted, or which could have been asserted, in the alternative,Anderson Action. None of the Defendants paid any consideration to recover money damagesthe plaintiffs in connection with the dismissal. The plaintiff’s attorneys intend to file a motion seeking an award of attorneys’ fees and expenses in an unspecified amount. On November 8, 2019, the plaintiffs filed an amended complaint that reiterated the allegationsThe Company intends to oppose plaintiff’s attorneys motion for fees and expenses.

22

Table of the original complaint and added allegations concerning the new mergers, including that the new mergers are “even more financially unfavorable to Sierra” than the old mergers and that under the new mergers, and that “Sierra would actually be paying more for MDLY . . . when all consideration is taken into account,” based on the erroneous allegation that Sierra is the party responsible for bearing the cost of the MCC settlement fund. Plaintiffs also allege that Brook Taube and Seth Taube exercised control over Sierra and breached fiduciary duties owed to Sierra in that capacity. Pursuant to a stipulation entered by the Court on February 5, 2020, the plaintiffs are requiredContents

to advise the defendants within twenty days of the filing of a definitive proxy statement relating to the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement whether they intend to file a second amended complaint. Defendants’ time to respond shall be 45 days following the later of the plaintiffs either filing a second amended complaint or notifying the defendants that they do not intend to file a second amended complaint. A preliminary conference was scheduled for April 21, 2020. In light of the COVID-19 pandemic, the preliminary conference that was set for April 21, 2020 has been continued with no new date set. The defendants believe the claims asserted in the action are without merit and they intend to defend the lawsuit vigorously.

Item 1A. Risk Factors
In addition to other information set forth in this report, you should carefully consider the “Risk Factors” discussed in our annual report on Form 10-K for the fiscal year ended December 31, 2019, filed with the SEC on March 20, 2020, which could materially affect our business, financial condition and/or operating results. Other than the items disclosed below, there have been no material changes during the threesix months ended March 31,June 30, 2020 to the risk factors discussed in “Item 1A. Risk Factors” of our annual report on Form 10-K. Additional risks or uncertainties not currently known to us or that we currently deem to be immaterial also may materially affect our business, financial condition and/or operating results.

Certain Risks in the Current Environment

We are currently operating in a period of capital markets disruptions and economic uncertainty. Such market conditions may materially and adversely affect debt and equity capital markets, which may have a negative impact on our business, financial condition and operations.

From time to time, capital markets may experience periods of disruption and instability. The U.S. capital markets have experienced extreme volatility and disruption following the global outbreak of coronavirus (“COVID-19”) that began in December 2019. Some economists and major investment banks have expressed concern that the continued spread of the COVID-19 globally could lead to a world-wide economic downturn. Even after the COVID-19 pandemic subsides, the U.S. economy, as well as most other major economies, may continue to experience a recession, and we anticipate our businesses would be materially and adversely affected by a prolonged recession in the U.S. and other major markets. Disruptions in the capital markets have increased the spread between the yields realized on risk-free and higher risk securities, resulting in illiquidity in parts of the capital markets. The COVID-19 outbreak is having,continues to have, and any future outbreaks could have, an adverse impact on the ability of lenders to originate loans, the volume and type of loans originated, the ability of borrowers to make payments and the volume and type of amendments and waivers granted to borrowers and remedial actions taken in the event of a borrower default, each of which could negatively impact the amount and quality of loans available for investment by the Company and returns to the Company, among other things. With respect to the U.S. credit markets (in particular for middle-market loans), the COVID-19 outbreak has resulted in, and until fully resolved is likely to continue to result in, the following among other things: (i) increased draws by borrowers on revolving lines of credit and other financing instruments; (ii) increased requests by borrowers for amendments and waivers of their credit agreements to avoid default, increased defaults by such borrowers and/or increased difficulty in obtaining refinancing at the maturity dates of their loans; (iii) greater volatility in pricing and spreads and difficulty in valuing loans during periods of increased volatility; and (iv) rapidly evolving proposals and/or actions by state and federal governments to address problems being experienced by the markets and by businesses and the economy in general which will not necessarily adequately address the problems facing the loan market and middle-market businesses. These and future market disruptions and/or illiquidity could have an adverse effect on our business, financial condition, results of operations and cash flows. Unfavorable economic conditions also could increase our funding costs, limit our access to the capital markets or result in a decision by lenders not to extend credit to us. These events could limit our investment originations, limit our ability to grow and have a material negative impact on our operating results and the fair values of our debt and equity investments. We may have to access, if available, alternative markets for debt and equity capital, and a severe disruption in the global financial markets, deterioration in credit and financing conditions or uncertainty regarding U.S. government spending and deficit levels or other global economic conditions could have a material adverse effect on our business, financial condition and results of operations.

For example, between 2008 and 2009, the U.S. and global capital markets were unstable as evidenced by periodic disruptions in liquidity in the debt capital markets, significant write-offs in the financial services sector, the re-pricing of credit risk in the broadly syndicated credit market and the failure of major financial institutions.  Despite actions of the U.S. federal government and foreign governments, these events contributed to worsening general economic conditions that materially and adversely impacted the broader financial and credit markets and reduced the availability of debt and equity capital for the market as a whole and financial services firms in particular.

Volatility and dislocation in the capital markets can also create a challenging environment in which to raise or access debt capital. The current market and future market conditions similar to those experienced from 2008 through 2009 for any substantial length of time could make it difficult to extend the maturity of or refinance our existing indebtedness or obtain new indebtedness with similar

terms and any failure to do so could have a material adverse effect on our business.  The debt capital that will be available to us in the future, if at all, may be at a higher cost and on less favorable terms and conditions than what we currently experience, including being at a higher cost in a rising interest rate environment.  If any of these conditions appear, they may have an adverse effect on our business, financial condition, and results of operations.  These events could limit our investment originations, limit our ability to increase returns to equity holders through the effective use of leverage, and negatively impact our operating results.

23

Table of Contents
In addition, significant changes or volatility in the capital markets may also have a negative effect on the valuations of our investments. While most of our investments are not publicly traded, applicable accounting standards require us to assume as part of our valuation process that our investments are sold in a principal market to market participants (even if we plan on holding an investment through its maturity). Significant changes in the capital markets may also affect the pace of our investment activity and the potential for liquidity events involving our investments. Thus, the illiquidity of our investments may make it difficult for us to sell our investments to access capital if required, and as a result, we could realize significantly less than the value at which we have recorded our investments if we were required to sell them for liquidity purposes. An inability to raise or access capital could have a material adverse effect on our business, financial condition or results of operations.

Governmental authorities worldwide have taken increased measures to stabilize the markets and support economic growth. The success of these measures is unknown and they may not be sufficient to address the market dislocations or avert severe and prolonged reductions in economic activity.

We also face an increased risk of investor, creditor or portfolio company disputes, litigation and governmental and regulatory scrutiny as a result of the effects of COVID-19 on economic and market conditions.

Events outside of our control, including public health crises, could negatively affect our portfolio companies and our results of our operations.

Periods of market volatility have occurred and could continue to occur in response to pandemics or other events outside of our control. These types of events have adversely affected and could continue to adversely affect operating results for us and for our portfolio companies. The recent outbreak ofIn December 2019, COVID-19 surfaced in manyChina and has since spread and continues to spread to other countries, including the United States,States. COVID-19 spread quickly and has been identified as a global pandemic by the World Health Organization The COVID-19 pandemic continues to adversely impact global commercial activity and has contributed to significant volatility in financial markets. COVID-19 spread quickly and has been identified as a global pandemic by the World Health Organization. In response, beginning in March 2020, in affected jurisdiction including the United States, unprecedented actions were and continue to be taken by governmental authorities have imposedand businesses, including quarantines, “stay at home” orders, travel restrictions on traveland bans, and the temporary closure and limited operations of many businesses (including corporate offices, retail stores, restaurants, fitness clubs, and manufacturing facilities and factories, in affected jurisdictions, including, beginning in March 2020,and other businesses). The actions to contain the COVID-19 pandemic varied by country and by state in the United States. While state and local governments across the United States have taken steps to re-open their economies by lifting “stay at home” orders and re-opening businesses, a number of states and local governments have needed to pause or slow the re-opening or impose new shut-down orders as the number of cases of COVID-19 has continued to rise. COVID-19 and the resulting economic dislocations have had and continue to have adverse consequences for the business operations and financial performance of some of our portfolio companies, which may, in turn impact the valuation of our investments and have adversely affected, and threaten to continue to adversely affect, our operations. Local, state and federal and numerous non-U.S. governmental authorities have imposed travel restrictions and bans, business closures or limited business operations, and other quarantine measures on service providersbusinesses and other individuals that remain in effect on the date of this Quarterly Report on Form 10-Q. COVID-19 has caused the effective cessation of all business activity deemed non-essential by such governmental authorities. We cannot predict the full impact of COVID-19, including the duration of the closures and restrictions described above. As a result, we are unable to predict the duration of these business and supply-chain disruptions, the extent to which COVID-19 will negatively affect our portfolio companies’ operating results or the impact that such disruptions may have on our results of operations and financial condition. With respect to loans to portfolio companies, the Company will be impacted if, among other things, (i) amendments and waivers are granted (or are required to be granted) to borrowers permitting deferral of loan payments or allowing for PIK interest payments, (ii) borrowers default on their loans, are unable to refinance their loans at maturity, or go out of business, or (iii) the value of loans held by the Company decreases as a result of such events and the uncertainty they cause. Portfolio companies may also be more likely to seek to draw on unfunded commitments we have made, and the risk of being unable to fund such commitments is heightened during such periods. Depending on the duration and extent of the disruption to the business operations of our portfolio companies, we expect some portfolio companies, particularly those in vulnerable industries to experience financial distress and possibly to default on their financial obligations to us and/or their other capital providers. In addition, if such portfolio companies are subjected to prolonged and severe financial distress, we expect some of them to substantially curtail their operations, defer capital expenditures and lay off workers. These developments would be likely to permanently impair their businesses and result in a reduction in the value of our investments in them.

The Company will also be negatively affected if the operations and effectiveness of SIC Advisors or our portfolio companies (or any of the key personnel or service providers of the foregoing) are compromised or if necessary or beneficial systems and processes are disrupted as a result of stay-at-home orders or other related interruptions to business operations.

Risks Relating to the Termination
24

Table of the MergersContents


The termination of the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement could negatively impact us.

The termination of the Amended MCC Merger Agreement and the Amended MDLY Merger Agreement may result in various consequences, including:

our business may have been adversely impacted by the failure to pursue other beneficial opportunities due to the focus of management on the Mergers, without realizing any of the anticipated benefits of completing the Mergers;

we may experience negative publicity and negative reactions from the financial markets and from our investors, creditors and employees;

we have incurred and may continue to incur certain significant costs relating to the Mergers, such as legal, accounting, financial advisor, printing, and other professional service fees, which may relate to activities that we would not have undertaken other than in connection with the Mergers; and

we have committed, and may be required to further commit, time and resources to defending legal proceedings commenced against us relating to the Mergers.

Item 2. Unregistered Sales of Equity Securities and Use of Proceeds
In June 2013, we commenced a share repurchase program pursuant to which we conducted quarterly share repurchases, of up to 2.5% of the weighted average number of outstanding shares in any 3-month period or 10% of the weighted average number of outstanding shares in any 12-month period. The purpose of the share repurchase program was to allow stockholders to sell their shares back to us at a price equal to the most recently disclosed NAV per share of our common stock immediately prior to the date of repurchase. Shares were purchased from stockholders participating in the program on a pro rata basis. Unless our board of directors determined otherwise, the number of shares to be repurchased during any calendar year were limited to the proceeds received in association with the sale of shares of common stock under the distribution reinvestment plan.

Notwithstanding the suspension of the share repurchase program, and, in connection with the Amended MCC Merger Agreement, our board of directors approved the repurchase of shares of our common stock from our stockholders who have requested repurchases in connection with such stockholder’s death or disability. See Note 13 to our consolidated financial statements for more information.

During the three and six months ended March 31,June 30, 2020, the Company repurchased 124,86134,086 shares of certain shareholders due to death or disability. The following table provides information concerning our repurchases of shares of our common stock from our stockholders who have requested repurchases in connection with such stockholder’s death or disability during the three and six months ended March 31,June 30, 2020:

PeriodTotal Number of
Shares Purchased
Average Price Per
Share Paid
Total Number of Shares Purchased as Part of Publicly Announced Plans or ProgramsMaximum Number of Shares that May Yet be Purchased Under the Plans or Programs
March 1, 2020 - March 31, 2020124,861$5.78
June 1, 2020 - June 30, 202034,0864.51
Total158,947$5.51


Period 
Total Number of
Shares Purchased
 
Average Price Per
Share Paid
 Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs Maximum Number of Shares that May Yet be Purchased Under the Plans or Programs
March 1, 2020 - March 31, 2020 124,861 $5.78  
Total 124,861 5.78  


Item 3. Defaults Upon Senior Securities
None. 

Item 4. Mine Safety Disclosures
Not Applicable.


Item 5. Other Information
On May 15, 2020, the Company entered into Amendment No. 4 to its existing Amended and Restated Senior Secured Revolving Credit Agreement (the “Amendment No. 4”), with certain lenders party thereto, ING Capital LLC, as administrative agent , and, solely for purposes of Section 2.9 of the Amendment No. 4, the subsidiary guarantors party thereto.  The Amendment No. 4 amends certain provisions of the Company’s Amended and Restated Senior Secured Revolving Credit Agreement (as amended by Amendment No. 1, Amendment No. 2, and Amendment No. 3, the “ING Revolving Credit Agreement”). The Amendment No. 4 amends the ING Revolving Credit Agreement to, among other things, (i) shorten the maturity date from March 31, 2021 to September 30, 2020, (ii) accelerate the amortization of the ING Revolving Credit Agreement, and (iii) provide for the prepayment of the outstanding loans under the ING Revolving Credit Agreement in an aggregate principal amount of not less than $20 million.None.

The foregoing description of the Amendment No. 4 does not purport to be complete and is qualified in its entirety by reference to the full text of the Amendment No. 4 attached hereto as Exhibit 10.18.

Item 6. Exhibits
3.1 
3.2 
3.3 
3.4 
3.5 
3.6 
10.1
10.2
10.3
10.4
10.5
10.6
10.7
10.8
10.910.6
10.1010.7
10.1110.8
25

10.1210.9
10.1310.10
10.1410.11
10.1510.12
10.1610.13
10.1710.14
10.1810.15

10.16
10.19
10.2010.17
10.2110.18
10.2210.19
10.2310.20
10.2410.21
10.2510.22
10.26
10.27
10.28
10.29
11
12
31.1  
31.2  
32.1  

* Filed herewith.

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Table of Contents
SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned thereunto duly authorized.

Dated: August 13, 2020Sierra Income Corporation
Dated: May 15, 2020Sierra Income Corporation
By /s/ Seth Taube
 
Seth Taube

Chief Executive Officer

(Principal Executive Officer)
By /s/ Richard T. Allorto, Jr.
 
Richard T. Allorto, Jr.

Chief Financial Officer
(Principal Accounting and Financial Officer)

 


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