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 JuneSeptember 30, 2019
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)


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

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 filero Accelerated filero
Non-accelerated filer (Do not check if a smaller reporting company)x Smaller 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

As of AugustNovember 14, 2019, the Registrant had 100,796,249101,684,286 shares of common stock, $0.001 par value, outstanding.
     

TABLE OF CONTENTS
 
Part I. Financial Information 
Part II. Other Information 


Sierra Income Corporation
Consolidated Statements of Assets and Liabilities
 June 30, 2019 December 31, 2018 September 30, 2019 December 31, 2018
ASSETS (unaudited)   (unaudited)  
Investments at fair value        
Non-controlled/non-affiliated investments (amortized cost of $714,454,593 and $819,032,531, respectively) $663,283,003
 $758,474,260
Controlled/affiliated investments (amortized cost of $186,820,930 and $186,634,331, respectively) 141,739,028
 165,006,502
Non-controlled/non-affiliated investments (amortized cost of $690,478,114 and $819,032,531, respectively) $618,427,718
 $758,474,260
Controlled/affiliated investments (amortized cost of $147,131,998 and $186,634,331, respectively) 118,522,939
 165,006,502
Investments at fair value 805,022,031
 923,480,762
 736,950,657
 923,480,762
Cash and cash equivalents 161,214,258
 59,481,495
 192,205,852
 59,481,495
Deferred transaction costs (Note 2) 11,280,858
 7,052,691
 13,558,259
 7,052,691
Interest receivable from non-controlled/non-affiliated investments 9,037,707
 9,154,364
 9,132,494
 9,154,364
Prepaid expenses and other assets 425,345
 627,418
 273,262
 627,418
Unsettled trades receivable 310,116
 2,339,547
 810,902
 2,339,547
Cash collateral on total return swap (Note 5) 1,216
 27,000,000
Receivable due on total return swap (Note 5) 4,284
 113,252
 
 113,252
Cash collateral on total return swap (Note 5) 1,208
 27,000,000
Interest receivable from controlled/affiliated investments 
 382,121
 
 382,121
Total assets $987,295,807
 $1,029,631,650
 $952,932,642
 $1,029,631,650
        
LIABILITIES        
Revolving credit facilities payable (net of deferred financing costs of $2,631,660 and $3,460,986, respectively) (Note 6) $325,468,340
 $351,539,014
Revolving credit facilities payable (net of deferred financing costs of $2,660,252 and $3,460,986, respectively) (Note 6) $325,439,748
 $351,539,014
Unsettled trades payable 9,651,373
 
 7,292,149
 
Base management fees payable (Note 7) 4,335,538
 4,491,234
 4,180,333
 4,491,234
Taxes Payable 3,236,233
 
Interest payable 1,808,346
 1,834,739
 1,660,599
 1,834,739
Accounts payable and accrued expenses 1,116,898
 2,073,169
 1,437,059
 2,073,169
Administrator fees payable (Note 7) 998,134
 689,711
Transaction costs payable 706,182
 398,680
 871,031
 398,680
Administrator fees payable (Note 7) 536,352
 689,711
Deferred tax liability 442,842
 
Unrealized depreciation on total return swap (Note 5) 
 6,524,904
 
 6,524,904
Total liabilities $346,859,262
 $367,551,451
 $342,321,895
 $367,551,451
        
Commitments (Note 11)        
        
NET ASSETS        
Common shares, par value $0.001 per share, 250,000,000 common shares authorized, 100,462,586 and 98,502,907 common shares issued and outstanding, respectively $100,463
 $98,503
Common shares, par value $0.001 per share, 250,000,000 common shares authorized, 101,330,757 and 98,502,907 common shares issued and outstanding, respectively $101,331
 $98,503
Capital in excess of par value 870,982,780
 858,699,757
 876,082,679
 858,699,757
Total distributable earnings/(loss) (230,646,698) (196,718,061) (265,573,263) (196,718,061)
Total net assets 640,436,545
 662,080,199
 610,610,747
 662,080,199
Total liabilities and net assets $987,295,807
 $1,029,631,650
 $952,932,642
 $1,029,631,650
NET ASSET VALUE PER COMMON SHARE $6.37
 $6.72
 $6.03
 $6.72
See accompanying notes to consolidated financial statements.

Sierra Income Corporation
Consolidated Statements of Operations
 Three Months Ended June 30,Six Months Ended June 30, Three Months Ended
September 30,
Nine Months Ended
September 30,
 2019 20182019 2018 2019 20182019 2018
INVESTMENT INCOME (unaudited) (unaudited) (unaudited) (unaudited) (unaudited) (unaudited)
Interest and dividends from investments            
Non-controlled/non-affiliated investments:            
Cash $16,569,132
 $20,570,784
$33,327,130
 $41,251,531
 $13,472,014
 $18,589,227
$46,799,144
 $60,443,983
Payment-in-kind 835,808
 303,893
1,623,405
 576,517
 1,054,823
 305,284
2,678,228
 881,801
Controlled/affiliated investments:            
Cash 3,364,610
 2,522,757
5,605,882
 4,885,199
 2,119,902
 3,462,502
7,725,784
 7,744,476
Payment-in-kind 393,113
 490,883
696,674
 867,382
 762,611
 617,645
1,459,285
 1,485,027
Total interest and dividend income 21,162,663
 23,888,317
41,253,091
 47,580,629
 17,409,350
 22,974,658
58,662,441
 70,555,287
Fee income (Note 12) 2,395,376
 947,466
2,929,886
 1,592,141
 339,621
 1,388,794
3,269,507
 2,980,935
Interest from cash and cash equivalents 348,524
 55,100
634,046
 78,153
 411,854
 113,670
1,045,900
 191,823
Total investment income 23,906,563
 24,890,883
44,817,023
 49,250,923
 18,160,825
 24,477,122
62,977,848
 73,728,045
EXPENSES            
Interest and financing expenses 5,235,234
 5,219,779
10,665,467
 10,392,209
 5,078,781
 5,453,365
15,744,248
 15,845,574
Base management fees (Note 7) 4,335,538
 4,834,495
8,777,628
 9,838,311
 4,180,333
 4,681,915
12,957,961
 14,520,226
General and administrative expenses 1,578,495
 1,216,840
2,519,993
 2,641,958
 1,556,514
 1,053,799
4,076,507
 3,695,757
Administrator expenses (Note 7) 536,352
 758,178
1,158,423
 1,481,713
 998,134
 527,752
2,156,557
 2,009,465
Professional fees 357,888
 413,143
1,005,455
 750,689
 407,094
 611,571
1,412,549
 1,362,260
Incentive Fees (Note 7) 176,061
 446,703
176,061
 446,703
Offering costs 3,528
 187,736
35,836
 470,986
 6,322
 (655,352)42,158
 (184,366)
Total expenses 12,047,035
 12,630,171
24,162,802
 25,575,866
 12,403,239
 12,119,753
36,566,041
 37,695,619
NET INVESTMENT INCOME 11,859,528
 12,260,712
20,654,221
 23,675,057
 5,757,586
 12,357,369
26,411,807
 36,032,426
REALIZED AND UNREALIZED GAIN/(LOSS) ON INVESTMENTS            
Net realized gain/(loss) from non-controlled/non-affiliated investments (7,670,130) 909,846
(9,699,366) (31,271,252) 99,549
 (19,352,081)(9,599,817) (50,623,333)
Net realized gain/(loss) from controlled/affiliated investments (net of taxes of $4,064,844 ) 9,150,067
 
3,770,443
 
Net realized gain/(loss) from controlled/affiliated investments (net of taxes of $2,828,611) (19,820,718) 7,969
(16,050,275) 7,969
Net realized gain/(loss) on total return swap (Note 5) (146,781) (1,043,675)(9,323,516) 434,947
 
 1,099,536
(9,323,516) 1,534,483
Net change in unrealized appreciation/(depreciation) on non-controlled/non-affiliated investments (6,458,459) (14,252,484)9,386,681
 8,813,872
 (20,878,806) 2,156,903
(11,492,125) 10,970,775
Net change in unrealized appreciation/(depreciation) on controlled/affiliated investments (26,618,604) (2,837,785)(23,454,073) (10,705,907) 16,472,843
 (2,329,948)(6,981,230) (13,035,855)
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5) (144,311) (306,714)6,524,904
 2,634,655
 
 735,874
6,524,904
 3,370,529
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments 2,974,612
 (57,177)
 78,278
 (442,842) (381,726)(442,842) (303,448)
Net realized and unrealized gain/(loss) on investments (28,913,606) (17,587,989)(22,794,927) (30,015,407) (24,569,974) (18,063,473)(47,364,901) (48,078,880)
NET INCREASE/(DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS $(17,054,078) $(5,327,277)$(2,140,706) $(6,340,350) $(18,812,388) $(5,706,104)$(20,953,094) $(12,046,454)
WEIGHTED AVERAGE - BASIC AND DILUTED EARNINGS PER COMMON SHARE $(0.17) $(0.05)$(0.02) $(0.07) $(0.19) $(0.06)$(0.21) $(0.12)
WEIGHTED AVERAGE - BASIC AND DILUTED NET INVESTMENT INCOME PER COMMON SHARE $0.12
 $0.13
$0.21
 $0.24
 $0.06
 $0.13
$0.26
 $0.37
WEIGHTED AVERAGE COMMON STOCK OUTSTANDING - BASIC AND DILUTED (NOTE 10) 100,135,004
 97,385,971
99,649,414
 97,190,689
 101,035,420
 97,047,494
100,116,493
 97,142,433
DISTRIBUTIONS DECLARED PER COMMON SHARE $0.16
 $0.16
$0.32
 $0.32
 $0.16
 $0.16
$0.48
 $0.48
See accompanying notes to the consolidated financial statements.

Sierra Income Corporation
Consolidated Statements of Changes in Net Assets
Common Stock Paid in Capital Distributable TotalCommon Stock Paid in Capital Distributable Total
Shares Par Amount in Excess of Par Earnings Net AssetsShares Par Amount in Excess of Par Earnings Net Assets
Balance at March 31, 201999,485,633
 99,486
 $864,886,848
 $(197,619,611) $667,366,723
Balance at June 30, 2019100,462,586
 100,463
 $870,982,780
 $(230,646,698) $640,436,545
Net increase/(decrease) in net assets resulting from operations:                  
Net investment income
 
 
 11,859,528
 11,859,528

 
 
 5,757,586
 5,757,586
Net realized gain/(loss) on investments
 
 
 1,479,937
 1,479,937

 
 
 (19,721,169) (19,721,169)
Net realized gain/(loss) on total return swap (Note 5)
 
 
 (146,781) (146,781)
 
 
 
 
Net change in unrealized appreciation/(depreciation) on investments
 
 
 (33,077,063) (33,077,063)
 
 
 (4,405,963) (4,405,963)
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)
 
 
 (144,311) (144,311)
 
 
 
 
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments
 
 
 2,974,612
 2,974,612

 
 
 (442,842) (442,842)
Shareholder distributions:                  
Issuance of common shares pursuant to distribution reinvestment plan976,953
 977
 6,095,932
 
 6,096,909
1,012,527
 1,012
 6,019,307
 
 6,020,319
Repurchase of common shares(144,356) (144) (919,408) 
 (919,552)
Distributions from earnings
 
 
 (15,973,009) (15,973,009)
 
 
 (16,114,177) (16,114,177)
Total 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, 2019100,462,586
 100,463
 $870,982,780
 $(230,646,698) $640,436,545
Total increase/(decrease) for the three months ended September 30, 2019868,171
 868
 5,099,899
 (34,926,565) (29,825,798)
Balance at September 30, 2019101,330,757
 101,331
 $876,082,679
 $(265,573,263) $610,610,747
Balance at December 31, 201898,502,907
 98,503
 $858,699,757
 $(196,718,061) $662,080,199
98,502,907
 98,503
 $858,699,757
 $(196,718,061) $662,080,199
Net increase/(decrease) in net assets resulting from operations:                  
Net investment income
 
 
 20,654,221
 20,654,221

 
 
 26,411,807
 26,411,807
Net realized gain/(loss) on investments
 
 
 (5,928,923) (5,928,923)
 
 
 (25,650,092) (25,650,092)
Net realized gain/(loss) on total return swap (Note 5)
 
 
 (9,323,516) (9,323,516)
 
 
 (9,323,516) (9,323,516)
Net change in unrealized appreciation/(depreciation) on investments
 
 
 (14,067,392) (14,067,392)
 
 
 (18,473,355) (18,473,355)
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)
 
 
 6,524,904
 6,524,904

 
 
 6,524,904
 6,524,904
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments
 
 
 
 

 
 
 (442,842) (442,842)
Shareholder distributions:                  
Issuance of common shares pursuant to distribution reinvestment plan1,959,679
 1,960
 12,283,023
 
 12,284,983
2,972,206
 2,972
 18,302,330
 
 18,305,302
Repurchase of common shares(144,356) (144) (919,408) 
 (919,552)
Distributions from earnings
 
 
 (31,787,931) (31,787,931)
 
 
 (47,902,108) (47,902,108)
Total 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, 2019100,462,586
 100,463
 $870,982,780
 $(230,646,698) $640,436,545
Balance at March 31, 201897,578,798
 97,579
 $850,980,124
 $(120,235,840) $730,841,863
Total increase/(decrease) for the nine months ended September 30, 20192,827,850
 2,828
 17,382,922
 (68,855,202) (51,469,452)
Balance at September 30, 2019101,330,757
 101,331
 $876,082,679
 $(265,573,263) $610,610,747
Balance at June 30, 201896,784,857
 96,785
 $844,995,420
 $(141,119,029) $703,973,176
Net increase/(decrease) in net assets resulting from operations:                  
Net investment income
 
 
 12,260,712
 12,260,712

 
 
 12,357,369
 12,357,369
Net realized gain/(loss) on investments
 
 
 909,846
 909,846

 
 
 (19,344,112) (19,344,112)
Net realized gain/(loss) on total return swap (Note 5)
 
 
 (1,043,675) (1,043,675)
 
 
 1,099,536
 1,099,536
Net change in unrealized appreciation/(depreciation) on investments
 
 
 (17,090,269) (17,090,269)
 
 
 (173,045) (173,045)
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)
 
 
 (306,714) (306,714)
 
 
 735,874
 735,874
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments
 
 
 (57,177) (57,177)
 
 
 (381,726) (381,726)
Shareholder distributions:                  
Issuance of common shares, net of underwriting costs135,832
 136
 1,030,134
 
 1,030,270
153
 
 1,158
 
 1,158
Issuance of common shares pursuant to distribution reinvestment plan855,311
 855
 6,505,803
 
 6,506,658
930,435
 930
 6,373,674
 
 6,374,604
Repurchase of common shares(1,785,084) (1,785) (13,520,641) 
 (13,522,426)(168,845) (169) (1,264,478) 
 (1,264,647)
Distributions from earnings
 
 
 (15,555,912) (15,555,912)
 
 
 (15,515,973) (15,515,973)
Total increase/(decrease) for the three months ended June 30, 2018(793,941) (794) (5,984,704) (20,883,189) (26,868,687)
Balance at June 30, 201896,784,857
 96,785
 $844,995,420
 $(141,119,029) $703,973,176
Total increase/(decrease) for the three months ended September 30, 2018761,743
 761
 5,110,354
 (21,222,077) (16,110,962)
Balance at September 30, 201897,546,600
 97,546
 $850,105,774
 $(162,341,106) $687,862,214
Balance at December 31, 201796,620,231 $96,620
 $843,592,066
 $(103,702,117) $739,986,569
96,620,231 $96,620
 $843,592,066
 $(103,702,117) $739,986,569
Net increase/(decrease) in net assets resulting from operations:                  
Net investment income
 
 
 23,675,057
 23,675,057

 
 
 36,032,426
 36,032,426
Net realized gain/(loss) on investments
 
 
 (31,271,252) (31,271,252)
 
 
 (50,615,364) (50,615,364)
Net realized gain/(loss) on total return swap (Note 5)
 
 
 434,947
 434,947

 
 
 1,534,483
 1,534,483
Net change in unrealized appreciation/(depreciation) on investments
 
 
 (1,892,035) (1,892,035)
 
 
 (2,065,080) (2,065,080)
Net change in unrealized appreciation/(depreciation) on total return swap (Note 5)
 
 
 2,634,655
 2,634,655

 
 
 3,370,529
 3,370,529
Change in provision for deferred taxes on unrealized appreciation/(depreciation) on investments
 
 
 78,278
 78,278

 
 
 (303,448) (303,448)
Shareholder distributions:                  
Issuance of common shares, net of underwriting costs323,587
 324
 2,478,121
 
 2,478,445
323,740
 324
 2,479,279
 
 2,479,603
Issuance of common shares pursuant to distribution reinvestment plan1,721,015
 1,721
 13,172,650
 
 13,174,371
2,651,450
 2,651
 19,546,324
 
 19,548,975
Repurchase of common shares(1,879,976) (1,880) (14,247,417) 
 (14,249,297)(2,048,821) (2,049) (15,511,895) 
 (15,513,944)
Distributions from earnings
 
 
 (31,076,562) (31,076,562)
 
 
 (46,592,535) (46,592,535)
Total increase/(decrease) for the six months ended June 30, 2018164,626
 165
 1,403,354
 (37,416,912) (36,013,393)
Balance at June 30, 201896,784,857
 $96,785
 $844,995,420
 $(141,119,029) $703,973,176
Total increase/(decrease) for the nine months ended September 30, 2018926,369
 926
 6,513,708
 (58,638,989) (52,124,355)
Balance at September 30, 201897,546,600
 $97,546
 $850,105,774
 $(162,341,106) $687,862,214
See accompanying notes to consolidated financial statements.

Sierra Income Corporation
Consolidated Statements of Cash Flows
 Six Months Ended June 30, Nine Months Ended September 30,
 2019 2018 2019 2018
 (unaudited) (unaudited) (unaudited) (unaudited)
Cash flows from operating activities        
NET INCREASE/(DECREASE) IN NET ASSETS RESULTING FROM OPERATIONS: $(2,140,706) $(6,340,350) $(20,953,094) $(12,046,454)
ADJUSTMENT TO RECONCILE NET INCREASE/(DECREASE) IN NET ASSETS
FROM OPERATIONS TO NET CASH USED IN OPERATING ACTIVITIES:
        
Payment-in-kind interest income (2,320,079) (1,443,899) (4,137,513) (2,366,828)
Net amortization of premium on investments (1,149,608) (998,023) (1,260,667) (1,380,312)
Amortization of deferred financing costs 969,326
 942,636
 1,447,271
 1,421,683
Net realized (gain)/loss on investments 5,928,923
 31,271,252
 25,650,096
 50,615,364
Net change in unrealized (appreciation)/depreciation on investments 14,067,392
 1,892,035
 18,473,355
 2,065,080
Net change in unrealized (appreciation)/depreciation on total return swap (Note 5) (6,524,904) (2,634,655) (6,524,904) (3,370,529)
Purchases and originations (121,610,735) (122,795,043) (191,474,286) (184,162,170)
Proceeds from sale of investments and principal repayments 223,542,838
 164,772,739
 339,279,120
 231,634,105
(Increase)/decrease in operating assets:        
Unsettled trades receivable 2,029,431
 (1,914,446) 1,528,645
 (820,514)
Interest receivable from non-controlled/non-affiliated investments 116,657
 (469,280) 21,870
 (339,588)
Interest receivable from controlled/affiliated investments 382,121
 306,871
 382,121
 (97,924)
Receivable for Company shares sold 
 235,060
 
 234,700
Receivable due on total return swap (Note 5) 108,968
 (25,556) 113,252
 458,828
Deferred transaction costs (4,228,167) 
 (6,505,568) (4,974,094)
Prepaid expenses and other assets 202,073
 (121,454) 354,156
 (787,646)
Increase/(decrease) in operating liabilities:        
Unsettled trades payable 9,651,373
 195,517
 7,292,149
 (308,233)
Taxes Payable 3,236,233
 
 442,842
 
Management fee payable (155,696) (362,503) (310,901) (515,082)
Transaction costs payable 307,502
 
 472,351
 2,492,529
Accounts payable and accrued expenses (956,271) (429,982) (636,110) 131,025
Payable due from total return swap (Note 5) 
 
Incentive fees payable 
 (2,827,372) 
 (2,380,669)
Administrator fees payable (153,359) 62,400
 308,423
 (168,024)
Interest payable (26,393) (70,462) (174,140) (163,624)
Deferred tax liability 
 (78,277) 
 303,449
NET CASH PROVIDED BY/(USED IN) OPERATING ACTIVITIES 121,276,919
 59,167,208
 163,788,468
 75,475,072
Cash flows from financing activities:        
Borrowings under revolving credit facility 
 38,000,000
 
 48,000,000
Repayments of revolving credit facility (26,900,000) (88,000,000) (26,900,000) (113,000,000)
Proceeds from issuance of common stock, net of underwriting costs 
 2,478,445
 
 2,479,603
Payment of cash distributions (19,502,948) (17,902,191) (29,596,806) (27,043,560)
Financing costs paid (140,000) (37,500) (646,537) (56,249)
Repurchase of common shares 
 (7,582,843) (919,552) (15,513,944)
NET CASH PROVIDED BY/(USED IN) FINANCING ACTIVITIES (46,542,948) (73,044,089) (58,062,895) (105,134,150)
TOTAL INCREASE/(DECREASE) IN CASH 74,733,971
 (13,876,881) 105,725,573
 (29,659,078)
CASH, CASH EQUIVALENTS AND CASH COLLATERAL ON TOTAL RETURN SWAP AT BEGINNING OF PERIOD 86,481,495
 112,909,759
 86,481,495
 112,909,759
CASH, CASH EQUIVALENTS AND CASH COLLATERAL ON TOTAL RETURN SWAP AT END OF PERIOD (1)
 $161,215,466
 $99,032,878
 $192,207,068
 $83,250,681
Supplemental Information:        
Cash paid during the period for interest $9,722,533
 $9,520,035
 $14,471,117
 $14,587,515
Supplemental non-cash information:        
Non-cash purchase of investments $15,557,064
 $20,928,063
 $20,819,610
 $27,616,168
Non-cash sale of investments 15,557,064
 20,928,063
 20,819,610
 27,616,168
Payment-in-kind interest income 2,320,079
 1,443,899
 4,137,513
 2,366,828
Amortization of deferred financing costs 969,327
 942,636
 1,447,271
 1,421,683
Net amortization of premium on investments 1,149,608
 998,023
 1,260,667
 1,380,312
Issuance of common shares in connection with distribution reinvestment plan $12,284,983
 $13,174,371
 $18,305,302
 $19,548,975
(1)Includes cash and cash equivalents of $161,214,258$192,205,852 and $44,690,925$38,250,000 and cash collateral on total return swap of $1,208$1,216 and $44,000,000$45,000,000 as of JuneSeptember 30, 2019 and 2018, respectively.
See accompanying notes to consolidated financial statements.

Sierra Income Corporation
Consolidated Schedule of Investments
As of JuneSeptember 30, 2019
(unaudited)
Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Non-controlled/non-affiliated investments – 103.6%       $640,436,545
Non-controlled/non-affiliated investments – 101.3%Non-controlled/non-affiliated investments – 101.3%       $610,610,747
AAAHI Acquisition Corporation Transportation: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
 12/10/2023 $7,003,198
 $7,003,197
 $6,930,181
 1.1% Transportation: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(6)
 12/10/2023 $6,984,666
 $6,984,666
 $6,833,805
 1.1%
 7,003,198
 7,003,197
 6,930,181
   6,984,666
 6,984,666
 6,833,805
  
Alpine SG, LLC  High Tech Industries 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.500%, 1.000% Floor (5)(7)
 11/16/2022 6,617,630
 6,617,630
 6,563,366
 1.0%  High Tech Industries 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.500%, 1.000% Floor (5)(7)
 11/16/2022 6,617,630
 6,617,630
 6,563,366
 1.1%
 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (5)(6)(7)
 11/16/2022 13,398,750
 13,398,750
 13,288,880
 2.1% 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (5)(6)(7)
 11/16/2022 13,398,750
 13,398,750
 13,288,880
 2.2%
 20,016,380
 20,016,380
 19,852,246
   20,016,380
 20,016,380
 19,852,246
  
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
 4,767,981
 0.7% 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
 4,767,981
 0.8%
 4,893,750
 4,893,750
 4,767,981
   4,893,750
 4,893,750
 4,767,981
  
Amerijet Holdings, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
 7/15/2021 11,102,205
 11,102,205
 11,051,135
 1.7% Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
 7/15/2021 10,895,955
 10,895,955
 10,863,267
 1.8%
 11,102,205
 11,102,205
 11,051,135
   10,895,955
 10,895,955
 10,863,267
  
AMMC CLO 22, Limited Series 2018-22A Multi-Sector Holdings 
Subordinated Notes 11.693% effective yield (8)(9)(10)
 4/25/2031 7,222,000
 5,958,183
 5,828,876
 0.9% Multi-Sector Holdings 
Subordinated Notes 11.866% effective yield (8)(9)(10)
 4/25/2031 7,222,000
 5,850,557
 5,602,604
 0.9%
 7,222,000
 5,958,183
 5,828,876
   7,222,000
 5,850,557
 5,602,604
  
Answers Finance, LLC High Tech Industries 
Common Stock  - 389,533 shares (11) 
 
 5,426,955
 1,188,076
 0.2% High Tech Industries 
Common Stock  - 389,533 shares (11) 
 
 5,076,376
 802,438
 0.1%
 
 5,426,955
 1,188,076
   
 5,076,376
 802,438
  
Apidos CLO XXIV, Series 2016-24A Multi-Sector Holdings 
Subordinated Notes 10.323% effective yield (5)(8)(9)(10)
 7/20/2027 18,357,647
 12,042,458
 11,142,247
 1.7% Multi-Sector Holdings 
Subordinated Notes 11.341% effective yield (5)(8)(9)(10)
 7/20/2027 18,357,647
 11,785,125
 11,143,092
 1.8%
 18,357,647
 12,042,458
 11,142,247
   18,357,647
 11,785,125
 11,143,092
  
Avantor, Inc. Wholesale 
Common Stock - 1,867,356 shares (11)
 
 32,678,730
 35,647,826
 5.6% Wholesale 
Common Stock - 1,867,356 shares (11)
 
 32,678,730
 27,450,133
 4.5%
 
 32,678,730
 35,647,826
   
 32,678,730
 27,450,133
  
Aviation Technical Services, Inc. Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)(12) 
 3/31/2022 25,000,000
 25,000,000
 24,830,000
 3.9% Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)(13) 
 3/31/2022 25,000,000
 25,000,000
 24,830,000
 4.1%
 25,000,000
 25,000,000
 24,830,000
   25,000,000
 25,000,000
 24,830,000
  
Barry's Bootcamp Holdings, LLC Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6) 
 7/14/2022 10,000,000
 10,000,000
 9,917,000
 1.5% Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6) 
 7/14/2022 9,975,000
 9,975,000
 9,975,000
 1.6%
 
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6) 
 7/14/2022 5,600,000
 5,600,000
 5,552,960
 0.9% 
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6) 
 7/14/2022 5,600,000
 5,600,000
 5,600,000
 0.9%
 15,600,000
 15,600,000
 15,469,960
   15,575,000
 15,575,000
 15,575,000
  
Black Angus Steakhouses, LLC Hotel, Gaming & Leisure 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)(6)(12) 
 4/24/2020 18,353,795
 18,353,795
 18,268,287
 2.9% Hotel, Gaming & Leisure 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)(6)(13)
 4/24/2020 18,225,447
 18,225,447
 18,131,341
 3.0%
 
Revolving Credit Facility LIBOR + 9.000%, 1.000% Floor (4)(5)(6)(12)
 4/24/2020 1,227,679
 1,227,679
 1,226,328
 0.2% 
Revolving Credit Facility LIBOR + 9.000%, 1.000% Floor (4)(5)(6)(13)
 4/24/2020 2,232,143
 2,232,143
 2,227,009
 0.4%
 19,581,474
 19,581,474
 19,494,615
   20,457,590
 20,457,590
 20,358,350
  
BRG Sports, Inc. Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 6/15/2023 6,422,500
 6,422,500
 6,344,788
 1.0% Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 6/15/2023 6,230,000
 6,230,000
 6,154,617
 1.0%
 6,422,500
 6,422,500
 6,344,788
   6,230,000
 6,230,000
 6,154,617
  
Brook & Whittle Holding Corp. Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
 10/17/2024 2,937,058
 2,937,058
 2,902,401
 0.5% Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
 10/17/2024 2,937,058
 2,937,058
 2,890,065
 0.5%
 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
 10/17/2024 690,757
 690,757
 682,606
 0.1% 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
 10/17/2024 690,757
 690,757
 682,606
 0.1%
 3,627,815
 3,627,815
 3,585,007
   3,627,815
 3,627,815
 3,572,671
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.500%(4)(5)
 10/4/2024 6,900,154
 6,886,595
 6,831,152
 1.1%
Capstone Nutrition Development, LLC Healthcare & Pharmaceuticals 
Units - 10,374 units (11) 
 
 1,037,490
 1,037,490
 0.2%
 
 1,037,490
 1,037,490
  
Centauri Group Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.250%(4)(5)
 2/12/2024 7,222,004
 7,203,949
 7,203,949
 1.2%
 6,900,154
 6,886,595
 6,831,152
   7,222,004
 7,203,949
 7,203,949
  
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
 9,874,098
 9,510,662
 1.5% Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
 7/28/2025 9,900,752
 9,875,162
 9,662,144
 1.6%
 9,900,752
 9,874,098
 9,510,662
   9,900,752
 9,875,162
 9,662,144
  
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
 12/1/2021 977,099
 843,308
 801,221
 0.1% Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.250%, 1.000% Floor (5)(7)
 12/1/2021 974,555
 853,576
 889,281
 0.1%
 977,099
 843,308
 801,221
   974,555
 853,576
 889,281
  
DataOnline Corp. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)(6)
 7/31/2025 9,925,000
 9,925,000
 9,830,713
 1.5% High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)(6)
 7/31/2025 9,900,000
 9,900,000
 9,742,670
 1.6%
 9,925,000
 9,925,000
 9,830,713
   9,900,000
 9,900,000
 9,742,670
  
Dermatologists of Southwestern Ohio, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7) 
 4/20/2022 2,456,796
 2,456,796
 2,434,439
 0.4% Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7) 
 4/20/2022 2,450,551
 2,450,551
 2,430,212
 0.4%
 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 4/20/2022 932,129
 932,129
 923,646
 0.1% 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 4/20/2022 929,771
 929,771
 922,054
 0.2%
 3,388,925

3,388,925
 3,358,085
   3,380,322

3,380,322
 3,352,266
  
DirectBuy Home Improvement, Inc. Retail 
Subordinated notes LIBOR + 6.500%, 1.000% Floor (13)
 6/20/2022 260,919
 260,919
 260,919
 0.0% Retail 
Subordinated notes LIBOR + 6.500%, 1.000% Floor (14)
 6/20/2022 260,919
 253,833
 260,710
 0.0%
 
Common Stock - 191,678 shares (11)
 
 75,340
 74,754
 0.0% 
Common Stock - 191,678 shares (11)
 
 75,340
 61,337
 0.0%
 260,919
 336,259
 335,673
   260,919
 329,173
 322,047
  
Dryden 38 Senior Loan Fund, Series 2015-38A Multi-Sector Holdings 
Subordinated Notes 12.092% effective yield (8)(9)(10)
 7/15/2027 7,000,000
 4,781,219
 4,691,288
 0.7% Multi-Sector Holdings 
Subordinated Notes 13.757% effective yield (8)(9)(10)
 7/15/2027 7,000,000
 4,715,290
 4,442,431
 0.7%
 7,000,000
 4,781,219
 4,691,288
   7,000,000
 4,715,290
 4,442,431
  
Dryden 43 Senior Loan Fund, Series 2016-43A Multi-Sector Holdings 
Subordinated Notes 5.640% effective yield (5)(8)(9)(10)
 7/20/2029 3,620,000
 2,801,234
 2,441,690
 0.4% Multi-Sector Holdings 
Subordinated Notes 8.589% effective yield (5)(8)(9)(10)
 7/20/2029 3,620,000
 2,823,482
 2,126,783
 0.3%
 3,620,000
 2,801,234
 2,441,690
   3,620,000
 2,823,482
 2,126,783
  
Dryden 49 Senior Loan Fund, Series 2017-49A Multi-Sector Holdings 
Subordinated Notes 7.275% effective yield (5)(9)(10)
 7/18/2030 17,233,288
 14,211,718
 12,514,831
 2.0% Multi-Sector Holdings 
Subordinated Notes 9.431% effective yield (5)(9)(10)
 7/18/2030 17,233,288
 13,905,375
 11,498,050
 1.9%
 17,233,288
 14,211,718
 12,514,831
   17,233,288
 13,905,375
 11,498,050
  
First Boston Construction Holdings, LLC Banking, Finance, Insurance & Real Estate 
Senior secured first lien notes 12.000% (5)
 2/23/2023 9,965,000
 9,965,000
 9,965,000
 1.6% Banking, Finance, Insurance & Real Estate 
Senior secured first lien notes 12.000% (5)
 2/23/2023 9,965,000
 9,965,000
 9,965,000
 1.6%
 
Preferred Equity - 2,491,250 units (5)(11)
 
 2,491,250
 2,491,250
 0.4% 
Preferred Equity - 2,491,250 units (5)(11)
 
 2,491,250
 2,491,250
 0.4%
 9,965,000
 12,456,250
 12,456,250
   9,965,000
 12,456,250
 12,456,250
  
FKI Security Group, LLC Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (5)(7)
 3/30/2020 11,000,000
 11,000,000
 10,688,700
 1.7% Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (5)(7)
 3/30/2020 10,906,250
 10,906,250
 10,680,491
 1.7%
 11,000,000
 11,000,000
 10,688,700
   10,906,250
 10,906,250
 10,680,491
  
Friedrich Holdings, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (5)(7)
 2/7/2023 10,580,000
 10,580,000
 10,499,592
 1.6% Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (5)(7)
 2/7/2023 10,553,550
 10,553,550
 10,473,343
 1.7%
 10,580,000
 10,580,000
 10,499,592
   10,553,550
 10,553,550
 10,473,343
  
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
 8,147,000
 1.3% Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 10.250%, 1.000% Floor (4)
 1/20/2022 10,000,000
 10,000,000
 8,301,000
 1.4%
 10,000,000
 10,000,000
 8,147,000
   10,000,000
 10,000,000
 8,301,000
  
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (5)(7)
 6/20/2023 1,454,574
 1,454,574
 1,448,174
 0.2% Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (5)(7)
 6/20/2023 1,450,691
 1,450,691
 1,442,132
 0.2%
 1,454,574
 1,454,574
 1,448,174
   1,450,691
 1,450,691
 1,442,132
  
Heligear Acquisition Co. Aerospace & Defense 
Senior secured first lien notes 10.250% (5)(8)
 10/15/2019 15,000,000
 15,000,000
 14,613,000
 2.3%
 15,000,000
 15,000,000
 14,613,000
  
Holland Acquisition Corp. Energy: Oil & Gas Senior Secured First Lien Term Loan LIBOR + 9.000%, 5/29/2020 4,408,696
 4,387,535
 3,009,636
 0.5% Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 9.000%, (14) 
 5/29/2020 4,400,696
 4,259,261
 1,377,418
 0.2%
 4,408,696
 4,387,535
 3,009,636
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 4,400,696
 4,259,261
 1,377,418
  
Hylan Datacom & Electrical LLC Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (5)(7)
 7/25/2021 14,140,026
 14,140,026
 13,150,224
 2.1% Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (5)(7)
 7/25/2021 14,366,718
 14,366,718
 11,493,374
 1.9%
 
Senior Secured First Lien Term Loan LIBOR + 2.7500%, 1.000% Floor (5)(7)
 10/4/2019 439,993
 432,868
 439,993
 0.1%
 14,140,026
 14,140,026
 13,150,224
   14,806,711
 14,799,586
 11,933,367
  
IHS Intermediate, Inc. Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (4)
 7/20/2022 25,000,000
 25,000,000
 20,727,500
 3.2% Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (4)(14)
 7/20/2022 25,000,000
 25,000,000
 17,500,000
 2.9%
 25,000,000
 25,000,000
 20,727,500
   25,000,000
 25,000,000
 17,500,000
  
Impact Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 6/27/2023 5,827,301
 5,827,301
 5,559,245
 0.9% Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 6/27/2023 5,811,827
 5,811,827
 5,544,483
 0.9%
 5,827,301
 5,827,301
 5,559,245
   5,811,827
 5,811,827
 5,544,483
  
Interflex Acquisition Company, LLC Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
 8/18/2022 12,998,453
 12,998,452
 12,176,950
 1.9% Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
 8/18/2022 12,817,203
 12,817,203
 12,216,076
 2.0%
 12,998,453
 12,998,452
 12,176,950
   12,817,203
 12,817,203
 12,216,076
  
Iqor US Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (7)
 4/1/2021 14,308,955
 13,473,318
 13,915,463
 2.2% Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (7)
 4/1/2021 19,867,614
 18,905,837
 17,483,500
 2.9%
 14,308,955
 13,473,318
 13,915,463
   19,867,614
 18,905,837
 17,483,500
  
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 6/16/2025 1,900,000
 1,891,274
 1,489,220
 0.2% Wholesale 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 6/16/2025 1,874,466
 1,866,310
 1,422,345
 0.2%
 1,900,000
 1,891,274
 1,489,220
   1,874,466
 1,866,310
 1,422,345
  
Isola USA Corp. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(6)
 1/2/2023 9,685,569
 7,187,239
 6,800,238
 1.1% High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(6)
 1/2/2023 9,962,054
 7,603,927
 6,994,358
 1.1%
 
Common Units - 10,283,782 units (9)(11)
 
 
 
 0.0% 
Common Units - 10,283,782 units (9)(11)
 
 
 
 0.0%
 9,685,569
 7,187,239
 6,800,238
   9,962,054
 7,603,927
 6,994,358
  
JFL-WCS Partners, LLC Environmental Industries 
Preferred Units - 618,876 6.000%, PIK (5)(9)
 
 618,876
 618,876
 0.1% 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% 
Common Units - 68,764 units (5)(9)(11) 
 
 68,764
 1,461,923
 0.2%
 
 687,640
 2,080,799
   
 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 1,811,791
 1,743,554
 1,715,404
 0.3% Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 5/1/2024 1,807,181
 1,742,459
 1,751,520
 0.3%
 
Senior Secured Second Lien Term Loan LIBOR + 9.250%, 1.000% Floor (4)(5)
 5/1/2025 7,000,000
 6,896,081
 6,619,900
 1.0% 
Senior Secured Second Lien Term Loan LIBOR + 9.250%, 1.000% Floor (4)(5)
 5/1/2025 7,000,000
 6,900,380
 6,757,100
 1.1%
 8,811,791
 8,639,635
 8,335,304
   8,807,181
 8,642,839
 8,508,620
  
L&S Plumbing Partnership, Ltd. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 2/15/2022 10,283,287
 10,283,287
 10,283,287
 1.6% Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 2/15/2022 8,909,589
 8,909,589
 8,909,589
 1.5%
 10,283,287
 10,283,287
 10,283,287
   8,909,589
 8,909,589
 8,909,589
  
Magnetite XIX, Limited Multi-Sector Holdings 
Subordinated Notes LIBOR + 7.610% (4)(8)(9)(10)
 7/17/2030 2,000,000
 1,874,937
 1,831,651
 0.3% 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 5.254% effective yield (5)(8)(9)(10)
 7/17/2030 13,730,209
 11,073,051
 9,293,978
 1.5% 
Subordinated Notes 7.181% effective yield (5)(8)(9)(10)
 7/17/2030 13,730,209
 10,752,236
 8,857,783
 1.5%
 15,730,209
 12,947,988
 11,125,629
   15,730,209
 12,627,173
 10,615,151
  
Manna Pro Products, LLC Consumer Goods: Non-durable 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(6)(7) 
 12/8/2023 4,104,167
 4,104,167
 3,901,831
 0.6% Consumer Goods: Non-durable 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(6)(7) 
 12/8/2023 4,093,750
 4,093,750
 3,891,928
 0.6%
 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (5)(6)(7) 
 12/8/2023 833,333
 833,333
 792,250
 0.1% 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.000%, 1.000% Floor (5)(6)(7) 
 12/8/2023 831,250
 831,250
 790,269
 0.1%
 4,937,500
 4,937,500
 4,694,081
   4,925,000
 4,925,000
 4,682,197
  
Midwest Physician Administrative Services, LLC Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 7.000%, 0.750% Floor (7)
 8/15/2025 1,950,000
 1,875,286
 1,901,250
 0.3% Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 7.000%, 0.750% Floor (7)
 8/15/2025 1,950,000
 1,878,219
 1,896,375
 0.3%
 1,950,000
 1,875,286
 1,901,250
   1,950,000
 1,878,219
 1,896,375
  
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
 10,932,354
 10,456,600
 1.6%
 11,000,000
 10,932,354
 10,456,600
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
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
 10,935,398
 10,450,000
 1.7%
 11,000,000
 10,935,398
 10,450,000
  
Offen Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (6)
 6/21/2026 2,938,053
 2,908,673
 2,908,673
 0.5% Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (6)
 6/21/2026 2,930,708
 2,892,155
 2,890,782
 0.5%
 2,938,053
 2,908,673
 2,908,673
   2,930,708
 2,892,155
 2,890,782
  
Path Medical, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (5)(7) 
 10/11/2021 16,572,335
 16,255,197
 15,205,118
 2.4% Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (5)(7) 
 10/11/2021 17,090,586
 16,801,157
 16,772,211
 2.7%
 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (5)(6)(7) 
 10/11/2021 656,000
 656,000
 653,166
 0.1% 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (5)(6)(7) 
 10/11/2021 459,200
 459,200
 458,970
 0.1%
 
Warrants - 36,716 warrants(5)(11)
 1/9/2027 
 669,709
 
 0.0% 
Warrants - 36,716 warrants(5)(11)
 1/9/2027 
 669,709
 
 0.0%
 17,228,335
 17,580,906
 15,858,284
   17,549,786
 17,930,066
 17,231,181
  
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
 8,937,000
 1.5% 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
 8,585,100
 1.5%
 9,000,000
 9,000,000
 8,937,000
   9,000,000
 9,000,000
 8,585,100
  
Polymer Solutions Group Holdings, LLC Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 6/30/2021 2,432,861
 2,432,861
 2,426,049
 0.4% Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(7)
 6/30/2021 2,426,702
 2,426,702
 2,393,942
 0.4%
 2,432,861
 2,432,861
 2,426,049
   2,426,702
 2,426,702
 2,393,942
  
Press Ganey Holdings, Inc Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 6.500%, 1.000% Floor (7)
 10/21/2024 2,842,724
 2,883,371
 2,832,206
 0.4%
 2,842,724
 2,883,371
 2,832,206
  
Project Silverback Holdings Corp. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 3.500%, 1.000% Floor (7)
 8/21/2024 4,912,500
 4,306,442
 4,273,875
 0.7% High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 3.500%, 1.000% Floor (7)
 8/21/2024 4,900,000
 4,322,488
 4,267,410
 0.7%
 4,912,500
 4,306,442
 4,273,875
   4,900,000
 4,322,488
 4,267,410
  
Proppants Holdings, LLC Energy:  Oil & Gas 
Common Units - 161,852 units (11) 
 
 874,363
 874,001
 0.1% Energy:  Oil & Gas 
Common Units - 161,852 units (11) 
 
 874,363
 874,001
 0.1%
 
Common Units - 161,852 units (11) 
 
 8,832
 8,093
 0.0% 
Common Units - 161,852 units (11) 
 
 8,832
 8,093
 0.0%
 
 883,195
 882,094
   
 883,195
 882,094
  
PT Network, LLC Healthcare & Pharmaceuticals Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor 11/30/2023 7,921,094
 7,408,412
 7,405,430
 1.3% Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)
 11/30/2023 7,928,575
 7,443,470
 7,412,424
 1.3%
 Membership Units - 1.441 units 
 
 
 0.1% 
Membership Units - 1.441 units (11)
 
 
 
 0.1%
 7,928,575
 7,443,470
 7,412,424
  
Quantum Spatial, Inc. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 9/5/2024 15,000,000
 14,777,992
 15,000,000
 2.5%
 7,921,094
 7,408,412
 7,405,430
   15,000,000
 14,777,992
 15,000,000
  
RateGain Technologies, Inc. Hotel, Gaming & Leisure 
Subordinated Notes (5)(11)
 7/31/2020 476,190
 476,190
 476,190
 0.1% Hotel, Gaming & Leisure 
Subordinated Notes (5)(11)
 7/31/2020 476,190
 476,190
 476,190
 0.1%
 
Subordinated Notes (5)(11)
 7/31/2021 476,190
 476,190
 476,190
 0.1% 
Subordinated Notes (5)(11)
 7/31/2021 476,190
 476,190
 476,190
 0.1%
 952,380
 952,380
 952,380
   952,380
 952,380
 952,380
  
Redwood Services Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 6/6/2023 19,969,281
 19,969,281
 19,779,572
 3.1% Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 6/6/2023 19,919,108
 19,919,108
 19,729,876
 3.2%
 
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 6/6/2023 1,437,500
 1,437,500
 1,413,638
 0.2% 
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 6/6/2023 1,437,500
 1,437,500
 1,413,637
 0.2%
 21,406,781
 21,406,781
 21,193,210
   21,356,608
 21,356,608
 21,143,513
  
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
 7,909,581
 7,899,120
 1.2% 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
 7,912,094
 7,899,120
 1.3%
 7,950,000
 7,909,581
 7,899,120
   7,950,000
 7,912,094
 7,899,120
  
Rhombus Cinema Holdings, LP Media: Diversified & Production 
Preferred Equity 10.000% - 7,449 shares (5)(9)
 
 4,584,207
 4,067,175
 0.6% Media: Diversified & Production 
Preferred Equity 10.000% - 7,449 shares (5)(9)
 
 4,584,207
 4,067,154
 0.7%
 
Common Units - 3,163 units (5)(8)(11) 
 
 3,162,793
 
 0.0% 
Common Units - 3,163 units (5)(8)(11) 
 
 3,162,793
 
 0.0%
 
 7,747,000
 4,067,175
   
��7,747,000
 4,067,154
  
RMS Holding Company, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(7)
 11/16/2022 18,179,877
 18,179,877
 18,019,894
 2.8%
 
Revolving Credit Facility LIBOR + 6.000%, 1.000% Floor (4)(5)(6)
 11/16/2022 2,322,033
 2,322,033
 2,287,546
 0.4%
 20,501,910
 20,501,910
 20,307,440
  
SavATree, LLC Environmental Industries 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 6/2/2022 4,344,693
 4,344,693
 4,344,693
 0.7%

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
SavATree, LLC Environmental Industries 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 6/2/2022 4,355,785
 4,355,785
 4,355,785
 0.7%
 4,355,785
 4,355,785
 4,355,785
   4,344,693
 4,344,693
 4,344,693
  
SFP Holding, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
 9/1/2022 9,224,604
 9,224,604
 9,132,358
 1.4% Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
 9/1/2022 9,207,724
 9,207,724
 9,121,172
 1.5%
 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
 9/1/2022 850,000
 850,000
 850,000
 0.1% 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)(11)
 9/1/2022 850,000
 850,000
 850,600
 0.1%
 
Equity - 0.94% of outstanding equity (5)(11)
 
 657,115
 657,115
 0.1% 
Equity - 0.94% of outstanding equity (5)(11)
 
 657,115
 591,403
 0.1%
 10,074,604
 10,731,719
 10,639,473
   10,057,724
 10,714,839
 10,563,175
  
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 11/28/2025 9,950,000
 9,869,825
 9,604,735
 1.5% Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 11/28/2025 9,950,000
 9,872,898
 9,777,865
 1.6%
 9,950,000
 9,869,825
 9,604,735
   9,950,000
 9,872,898
 9,777,865
  
Ship Supply Acquisition Corporation Services: Business 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)(13)
 7/31/2020 21,867,378
 21,495,414
 
 0.0% Services: Business 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)(14)
 7/31/2020 21,867,378
 21,495,414
 
 0.0%
 21,867,378
 21,495,414
 
   21,867,378
 21,495,414
 
  
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
 2/28/2022 18,574,575
 18,574,575
 18,574,575
 2.9% Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)(6)
 2/28/2022 18,527,997
 18,527,997
 18,527,997
 3.0%
 18,574,575
 18,574,575
 18,574,575
   18,527,997
 18,527,997
 18,527,997
  
SMART Financial Operations, LLC Retail 
Preferred Equity - 1,000,000 units (5)(9)(11) 
 
 1,000,000
 770,000
 0.1% Retail 
Preferred Equity - 1,000,000 units (5)(9)(11) 
 
 1,000,000
 760,000
 0.1%
 
 1,000,000
 770,000
   
 1,000,000
 760,000
  
Smile Doctors, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 10/6/2022 8,292,046
 8,292,046
 8,051,577
 1.3% Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 10/6/2022 8,271,106
 8,271,106
 8,031,244
 1.3%
 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)(6)
 10/6/2022 3,310,278
 3,310,278
 3,146,322
 0.5% 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)(6)
 10/6/2022 3,800,711
 3,800,711
 3,636,995
 0.6%
 11,602,324
 11,602,324
 11,197,899
   12,071,817
 12,071,817
 11,668,239
  
Sound Point CLO XX, Ltd. Multi-Sector Holdings 
Subordinated Notes 13.937% effective yield (5)(8)(9)(10)
 7/26/2031 4,489,000
 4,059,832
 4,103,175
 0.6% Multi-Sector Holdings 
Subordinated Notes 14.123% effective yield (5)(8)(9)(10)
 7/26/2031 4,489,000
 3,966,448
 3,677,654
 0.6%
 4,489,000
 4,059,832
 4,103,175
   4,489,000
 3,966,448
 3,677,654
  
Southwest Dealer Services, Inc. Automotive 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 6/2/2022 4,597,660
 4,597,660
 4,515,362
 0.7% Automotive 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 6/2/2022 4,567,413
 4,567,413
 4,485,656
 0.7%
 4,597,660
 4,597,660
 4,515,362
   4,567,413
 4,567,413
 4,485,656
  
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
 3,953,405
 3,995,200
 0.6% High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(7)
 8/18/2025 4,000,000
 3,955,258
 3,954,000
 0.6%
 4,000,000
 3,953,405
 3,995,200
   4,000,000
 3,955,258
 3,954,000
  
Sungard AS New Holdings, LLC Services: Business Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, 2.500% PIK 2/3/2022 4,933,892
 4,933,892
 4,933,892
 0.8% Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor, 2.500% PIK (7)
 2/3/2022 4,940,911
 4,940,911
 3,952,729
 0.6%
 Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor 2/3/2022 714,915
 694,357
 714,915
 0.1% 
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (7)
 2/3/2022 714,915
 696,199
 693,468
 0.1%
 Membership units - 73,135 units 
 2,163,076
 2,163,041
 0.3% 
Membership units - 73,135 units (11)
 
 2,163,076
 2,163,041
 0.4%
 5,648,807
 7,791,325
 7,811,848
   5,655,826
 7,800,186
 6,809,238
  
Team Car Care, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
 2/23/2023 14,285,694
 14,285,694
 14,004,266
 2.2% Automotive 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(7)
 2/23/2023 14,188,507
 14,188,507
 13,908,993
 2.3%
 14,285,694
 14,285,694
 14,004,266
   14,188,507
 14,188,507
 13,908,993
  
Techniplas, LLC Automotive 
Senior Secured First Lien Notes 10.000% (8)
 5/1/2020 6,000,000
 6,000,000
 5,528,400
 0.9% Automotive 
Senior Secured First Lien Notes 10.000% (8)
 5/1/2020 6,000,000
 6,000,000
 5,130,000
 0.8%
 6,000,000
 6,000,000
 5,528,400
   6,000,000
 6,000,000
 5,130,000
  
Tensar Corporation Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 4.750%, 1.000% Floor (4)
 7/9/2021 6,900,187
 6,743,870
 6,491,006
 1.0% Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 4.750%, 1.000% Floor (4)
 7/9/2021 6,900,187
 6,761,043
 6,541,377
 1.1%
 6,900,187
 6,761,043
 6,541,377
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 6,900,187
 6,743,870
 6,491,006
  
The Imagine Group LLC Media: Advertising, Printing & Publishing 
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (5)(7)
 6/21/2023 8,950,000
 8,860,270
 6,749,195
 1.1% Media: Advertising, Printing & Publishing 
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (5)(7)
 6/21/2023 8,950,000
 8,865,852
 5,116,715
 0.8%
 8,950,000
 8,860,270
 6,749,195
   8,950,000
 8,865,852
 5,116,715
  
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
 6,457,137
 1.0% 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
 6,457,137
 1.1%
 6,532,258
 6,532,258
 6,457,137
   6,532,258
 6,532,258
 6,457,137
  
True Religion Apparel, Inc. Retail Senior Secured First Lien Term Loan 10.000% 10/27/2022 180,813
 139,665
 
 0.0% Retail 
Senior Secured First Lien Term Loan 10.000% (14)
 10/27/2022 180,355
 134,423
 
 0.0%
 
Common Stock - 2,448 shares(11)  
 
 
 
 0.0% 
Common Stock - 2,448 shares(11)  
 
 
 
 0.0%
 
Warrants - 1,122 warrants (11)
 
 
 
 0.0% 
Warrants - 1,122 warrants (11)
 
 
 
 0.0%
 180,813
 139,665
 
   180,355
 134,423
 
  
Velocity Pooling Vehicle, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 11.000%, 1.000% Floor (4)(5)
 4/28/2023 742,482
 689,890
 651,008
 0.1% Automotive 
Senior Secured First Lien Term Loan LIBOR + 11.000%, 1.000% Floor (4)(5)
 4/28/2023 768,324
 718,899
 678,661
 0.1%
 
Common units - 4,676 units (5)(11) 
 
 259,938
 259,939
 0.0% 
Common units - 4,676 units (5)(11) 
 
 259,938
 17,956
 0.0%
 
Warrants - 5,591 warrants(5)(11) 
 3/30/2028 
 310,802
 310,804
 0.0% 
Warrants - 5,591 warrants(5)(11) 
 3/30/2028 
 310,802
 21,469
 0.0%
 742,482
 1,260,630
 1,221,751
   768,324
 1,289,639
 718,086
  
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
 9,808,523
 9,664,435
 1.5% High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(7)
 7/2/2026 9,950,000
 9,813,344
 9,767,915
 1.6%
 9,950,000
 9,808,523
 9,664,435
   9,950,000
 9,813,344
 9,767,915
  
VOYA CLO 2016-2, LTD. Multi-Sector Holdings 
Subordinated Notes 2.413% effective yield (5)(8)(9)(10)
 7/19/2028 11,088,290
 8,532,973
 6,870,305
 1.1% Multi-Sector Holdings 
Subordinated Notes 5.839% effective yield (5)(8)(9)(10)
 7/19/2028 10,735,659
 6,867,057
 6,026,473
 1.0%
 11,088,290
 8,532,973
 6,870,305
   10,735,659
 6,867,057
 6,026,473
  
VOYA CLO 2015-2, LTD. Multi-Sector Holdings 
Subordinated Notes 13.904% effective yield (5)(8)(9)(10)
 7/19/2028 10,735,659
 6,993,146
 7,111,301
 1.1% Multi-Sector Holdings 
Subordinated Notes 16.113% effective yield (5)(8)(9)(10)
 7/23/2027 11,088,290
 8,311,538
 6,132,711
 1.0%
 10,735,659
 6,993,146
 7,111,301
   11,088,290
 8,311,538
 6,132,711
  
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 14,812,500
 14,812,500
 14,812,500
 2.3% Consumer Goods:  Durable 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 9/26/2024 14,718,750
 14,718,750
 14,718,750
 2.4%
 
Common units - 2,000 units (5)(9)(11) 
 
 2,000,000
 3,000,000
 0.5% 
Common units - 2,000 units (5)(9)(11) 
 
 2,000,000
 3,410,210
 0.6%
 14,812,500
 16,812,500
 17,812,500
   14,718,750
 16,718,750
 18,128,960
  
Watermill-QMC Midco, Inc. Automotive 
Equity - 2.3% partnership interest (5)(9)(11)
 
 902,277
 315,797
 0.0% Automotive 
Equity - 2.3% partnership interest (5)(9)(11)
 
 902,277
 154,925
 0.0%
 
 902,277
 315,797
   
 902,277
 154,925
  
YRC Worldwide Inc. Transportation:  Cargo 
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (7)(9)
 7/26/2022 5,641,066
 5,527,749
 5,539,527
 0.9%
 5,641,066
 5,527,749
 5,539,527
  
                
Total non-controlled/non-affiliated investmentsTotal non-controlled/non-affiliated investments   $714,454,593 $663,283,003 103.6%Total non-controlled/non-affiliated investments   $690,478,114 $618,427,718 101.3%
                
Controlled/affiliated investments - 22.1%
(14) 
        
Controlled/affiliated investments - 19.4%Controlled/affiliated investments - 19.4%
(15) 
        
1888 Industrial Services, LLC Energy: Oil & Gas 
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor (4)(5)(6)
 9/30/2021 1,194,903
 1,194,903
 1,194,903
 0.2% Energy: Oil & Gas 
Revolving Credit Facility LIBOR + 5.000%, 1.000% Floor (4)(5)(6)
 9/30/2021 1,509,351
 1,509,351
 1,509,351
 0.2%
 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 9/30/2021 3,144,481
 3,144,481
 3,144,481
 0.5% 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 9/30/2021 3,144,481
 3,144,481
 3,144,481
 0.5%
 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor, PIK (4)(5)(13)
 9/30/2021 7,815,751
 7,024,117
 3,907,875
 0.6% 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor, PIK (4)(5)(14)
 9/30/2021 7,815,751
 6,862,815
 1,953,938
 0.3%
 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 6/30/2021 401,814
 401,814
 401,814
 0.1% 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 6/30/2021 401,814
 401,814
 401,814
 0.1%
 
Units - 7,546.76 units (5)(11) 
 
 
 
 0.0% Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5) 9/18/2020 78,384
 78,384
 78,384
 0.0%
 12,556,949
 11,765,315
 8,649,073
   
Units - 7,546.76 units (5)(11) 
 
 
 
 0.0%
 12,949,781
 11,996,845
 7,087,968
  
Access Media Holdings, LLC Media: Broadcasting & Subscription 
Senior Secured First Lien Term Loan 10.000% PIK (5)(7)(13) 
 7/22/2020 8,561,156
 7,458,342
 4,815,651
 0.8% Media: Broadcasting & Subscription 
Senior Secured First Lien Term Loan 10.000% PIK (5)(7)(14)
 7/22/2020 8,781,810
 7,458,342
 2,195,453
 0.4%
 
Common Stock - 14 units (5)(9)(11) 
 
 
 
 0.0%
 
Preferred Equity - 1,400,000 units (5)(9)(11)
 
 1,400,000
 
 0.0%

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
 
Common Stock - 14 units (5)(9)(11) 
 
 
 
 0.0% 
Preferred Equity - 700,000 units (5)(9)(11) 
 
 700,000
 
 0.0%
 
Preferred Equity - 1,400,000 units (5)(9)(11)
 
 1,400,000
 
 0.0% 
Preferred Equity - 849,800 units (5)(6)(9)(11) 
 
 938,000
 
 0.0%
 
Preferred Equity - 700,000 units (5)(9)(11) 
 
 700,000
 
 0.0% 8,781,810
 10,496,342
 2,195,453
  
 
Preferred Equity - 849,800 units (5)(6)(9)(11) 
 
 849,800
 (88,200) 0.0%
 8,561,156
 10,408,142
 4,727,451
  
Caddo Investors Holdings 1 LLC Forest Products & Paper 
Equity - 12.250% LLC Interest (5)(9)(15) 
 
 4,972,863
 5,445,137
 0.9% Forest Products & Paper 
Equity - 12.250% LLC Interest (5)(9)(16) 
 
 5,027,482
 5,631,800
 0.9%
 
 4,972,863
 5,445,137
   
 5,027,482
 5,631,800
  
Capstone Nutrition, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 12.500%, 1.000% Floor, PIK (4)(5)(13) 
 9/25/2020 25,406,608
 15,652,279
 3,455,299
 0.5%
Charming Charlie LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(6)(14)
 4/24/2023 3,409,094
 3,121,470
 
 0.0%
 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 12.500%, 1.000% Floor, PIK (4)(5)(13) 
 9/25/2020 11,425,241
 7,268,839
 1,553,833
 0.2% 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(14)
 4/24/2023 4,186,863
 2,622,254
 (258,708) 0.0%
 
Senior Secured First Lien Incremental Delayed Draw Term Loan LIBOR + 12.500%, 1.000% Floor, PIK (4)(5) 
 9/25/2020 2,907,602
 2,907,602
 2,907,602
 0.5%
 
Common Stock - 2,197.8 shares (5)(11) 
 
 9
 
 0.0%
 
Common Stock - 3,498.5 shares(5)(11) 
 
 
 
 0.0%
 
Common Stock - 7,068.3 shares(5)(11)
 
 300,002
 
 0.0%
 39,739,451
 26,128,731
 7,916,734
  
Charming Charlie LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(6)(13)
 4/24/2023 3,304,026
 3,121,470
 
 0.0%
 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(13)
 4/24/2023 4,057,824
 2,840,039
 
 0.0% Senior Secured First Lien Term Loan 20.000% 5/15/2019 182,617
 182,617
 136,963
 0.0%
 Senior Secured First Lien Term Loan 20.000% 5/15/2019 182,617
 182,617
 
 0.0% 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 10.000%, 1.000% Floor (4)(6)(14)
 5/15/2020 1,034,831
 1,034,831
 730,469
 0.1%
 
Common Stock - 34,923,249 shares (11)
 
 
 
 0.0% 
Common Stock - 34,923,249 shares (11)
 
 
 
 0.0%
 7,544,467
 6,144,126
 
   8,813,405
 6,961,172
 608,724
  
Dynamic Energy Services International LLC Energy: Oil & Gas 
Revolving Credit Facility 12.000% (5)(6)
 6/30/2019 937,105
 937,105
 937,105
 0.1% Energy: Oil & Gas 
Revolving Credit Facility 12.000% (5)(6)
 12/31/2019 286,896
 286,896
 286,896
 0.0%
 
Senior Secured First Lien Term Loan 13.500% PIK(5)(7)(13) 
 12/31/2021 5,624,037
 4,449,025
 639,453
 0.1% 
Senior Secured First Lien Term Loan 13.500% PIK(5)(7)(14)
 12/31/2021 5,854,934
 4,449,025
 665,706
 0.1%
 
Common Units - 6,500,000 units (5)(11)
 
 
 
 0.0% 
Common Units - 6,500,000 units (5)(11)
 
 
 
 0.0%
 6,561,142
 5,386,130
 1,576,558
   6,141,830
 4,735,921
 952,602
  
Kemmerer Operations, LLC Metals & Mining Senior Secured First Lien Term Loan 15.000% PIK 6/21/2023 1,694,915
 1,694,915
 1,694,915
 0.3% Metals & Mining Senior Secured First Lien Term Loan 15.000% PIK 6/21/2023 1,766,511
 1,694,915
 1,766,511
 0.3%
 
Senior Secured First Lien Delayed Draw Term Loan 15.000% PIK (6)
 6/21/2023 677,966
 677,966
 677,966
 0.1% 
Senior Secured First Lien Delayed Draw Term Loan 15.000% PIK (6)
 6/21/2023 706,604
 706,604
 706,604
 0.1%
 Common Units - 6.7797 units 
 962,717
 962,717
 0.2% 
Common Units - 6.7797 units (11) 
 
 962,717
 994,000
 0.2%
 2,372,881
 3,335,598
 3,335,598
   2,473,115
 3,364,236
 3,467,115
  
MCM 500 East Pratt Holdings, LLC Banking, Finance, Insurance & Real Estate 
Equity - 5,000,000 units (9)(11)
 
 5,000,000
 5,000,000
 0.8% Banking, Finance, Insurance & Real Estate 
Equity - 5,000,000 units (9)(11)
 
 5,000,000
 7,100,000
 1.2%
 
 5,000,000
 5,000,000
   
 5,000,000
 7,100,000
  
MCM Capital Office Park Holdings LLC Banking, Finance, Insurance & Real Estate 
Equity - 7,500,000 units (9)(11)
 
 7,500,000
 10,837,500
 1.7% Banking, Finance, Insurance & Real Estate 
Equity - 7,500,000 units (9)(11)
 
 7,500,000
 11,775,000
 1.9%
 
 7,500,000
 10,837,500
   
 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)(16)
 92,050,000
 92,050,000
 73,409,359
 12.0%
 92,050,000
 92,050,000
 73,409,359
  
TwentyEighty, Inc. Services: Business 
Common Units - 58,098 units(11)
 
 
 6,294,918
 1.0%
 
 
 6,294,918
  
        
Total controlled/affiliated investmentsTotal controlled/affiliated investments   $147,131,998
 $118,522,939
 19.4%
        
Money Market Fund - 24.7%Money Market Fund - 24.7%        
State Street Institutional Liquid Reserves Fund 
Money Market 2.060%(12)
 92,039,134
 92,039,134
 92,039,134
 15.1%
Federated Institutional Prime Obligations Fund 
Money Market 2.030% (12)
 58,703,019
 58,703,019
 58,703,019
 9.6%
Total money market fund $150,742,153
 $150,742,153
 $150,742,153
 24.7%
        

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
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
 76,555,675
 12.0%
        92,050,000
 92,050,000
 76,555,675
  
TwentyEighty, Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 4.000%, 1.000% Floor, 4.000% PIK (4)(6) 
 3/31/2020 7,114,450
 7,114,450
 7,044,729
 1.1%
    
Senior Secured First Lien Term Loan 0.250%, 8.750% PIK (4)
 3/31/2020 6,981,494
 6,811,166
 6,981,494
 1.1%
    
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)
 3/31/2020 204,697
 204,409
 204,697
 0.0%
    
Common Units - 58,098 units(11) 
   
 
 3,464,382
 0.5%
        14,300,641
 14,130,025
 17,695,302
  
                
Total controlled/affiliated investments     $186,820,930
 $141,739,028
 22.1%
               
Money Market Fund - 10.9%            
Federated Institutional Prime Obligations Fund   
Money Market 2.390% (16)
   69,810,676
 69,810,676
 69,810,676
 10.9%
Total money market fund       $69,810,676
 $69,810,676
 $69,810,676
  
                
Derivative instrument - long exposure    Notional Amount Unrealized Appreciation/(Depreciation) 
Total return swap with Citibank, N.A. (Note 5)   Total Return Swap        
Total derivative instrument - long exposure      $  $  
Company(1)(2)
IndustryType of InvestmentMaturityPar
Amount
CostFair Value
% of Net Assets(3)
Derivative instrument - long exposureNotional AmountUnrealized Appreciation/(Depreciation)
Total return swap with Citibank, N.A. (Note 5)Total Return Swap0.0%
Total derivative instrument - long exposure$$0.0%

(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, Series 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 $640,436,545$610,610,747 as of JuneSeptember 30, 2019.
(4)The interest rate on these loans is subject to a base rate plus 3 Month "3M" LIBOR, which at JuneSeptember 30, 2019 was 2.32%2.09%. 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 JuneSeptember 30, 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 JuneSeptember 30, 2019 was 2.40%2.02%. 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 $73,455,911$54,896,899 or 11.4%9.0% of net assets as of JuneSeptember 30, 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 23.2%26.9% 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)A portion of this investment was sold via a participation agreement. The listed amount is the portion retained by Sierra Income Corporation.
(13)(14)The investment was on non-accrual status as of JuneSeptember 30, 2019.
(14)(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.
(15)(16)As a practical expedient, the Company uses NAV to determine the fair value of this investment.
(16)Represents securities in Level 1 in the ASC 820 table (see Note 4).



See accompanying notes to consolidated financial statements.

Sierra Income Corporation
Consolidated Schedule of Investments
As of December 31, 2018

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Non-controlled/non-affiliated investments – 114.6%
       $662,080,199
AAAHI Acquisition Corporation Transportation: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(12)
 12/10/2023 $7,402,367
 $7,402,367
 $7,402,367
 1.1%
        7,402,367
 7,402,367
 7,402,367
  
 Alpine SG, LLC  High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 11/16/2022 6,617,630
 6,617,630
 6,617,630
 1.0%
    
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(12)
 11/16/2022 13,398,750
 13,398,750
 13,398,750
 2.0%
        20,016,380
 20,016,380
 20,016,380
  
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
 4,790,492
 0.7%
        4,893,750
 4,893,750
 4,790,492
  
Amerijet Holdings, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(6)
 7/15/2021 11,514,705
 11,514,705
 11,514,705
 1.7%
        11,514,705
 11,514,705
 11,514,705
  
AMMC CLO 22, Limited Series 2018-22A Multi-Sector Holdings 
Subordinated Notes 11.435% effective yield (7)(8)(9)
 4/25/2031 7,222,000
 6,089,733
 5,927,818
 0.9%
        7,222,000
 6,089,733
 5,927,818
  
Answers Finance, LLC High Tech Industries 
Common Stock  - 389,533 shares (10) 
   
 5,426,955
 1,188,076
 0.2%
        
 5,426,955
 1,188,076
  
Apidos CLO XXIV, Series 2016-24A Multi-Sector Holdings 
Subordinated Notes 10.169% effective yield (5)(7)(8)(9) 
 7/20/2027 18,357,647
 12,332,974
 11,146,763
 1.7%
        18,357,647
 12,332,974
 11,146,763
  
Aviation Technical Services, Inc. Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)(11) 
 3/31/2022 25,000,000
 25,000,000
 25,000,000
 3.8%
        25,000,000
 25,000,000
 25,000,000
  
Barry's Bootcamp Holdings, LLC Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(12) 
 7/14/2022 8,571,429
 8,571,429
 8,488,429
 1.3%
    
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(12) 
 7/14/2022 3,360,000
 3,360,000
 3,312,960
 0.5%
        11,931,429
 11,931,429
 11,801,389
  
Black Angus Steakhouses, LLC Hotel, Gaming & Leisure 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)(5)(11)(12) 
 4/24/2020 18,722,098
 18,722,098
 18,353,183
 2.8%
        18,722,098
 18,722,098
 18,353,183
  
BRG Sports, Inc. Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(6)
 6/15/2023 6,711,250
 6,711,250
 6,617,293
 1.0%
        6,711,250
 6,711,250
 6,617,293
  
Brook & Whittle Holding Corp. Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)
 10/17/2024 3,719,582
 3,719,582
 3,719,582
 0.6%
        3,719,582
 3,719,582
 3,719,582
  
Central States Dermatology Services, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(6)(12) 
 4/20/2022 3,090,991
 3,090,991
 3,045,360
 0.5%
        3,090,991
 3,090,991
 3,045,360
  
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.500%(4)(5)
 10/4/2024 6,935,170
 6,920,608
 6,865,818
 1.0%
        6,935,170
 6,920,608
 6,865,818
  
CPI International, Inc. Aerospace & Defense 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(6)
 7/28/2025 9,900,752
 9,871,970
 9,776,992
 1.5%
        9,900,752
 9,871,970
 9,776,992
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
DataOnline Corp. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)(12)
 7/31/2025 9,975,000
 9,975,000
 9,975,000
 1.5%
        9,975,000
 9,975,000
 9,975,000
  
Drew Marine Partners, LP Transportation: Cargo 
Senior Secured Second Lien Term Loan LIBOR + 7.000%, 1.000% Floor (6)
 5/19/2021 10,000,000
 10,035,660
 9,862,000
 1.5%
        10,000,000
 10,035,660
 9,862,000
  
Dryden 38 Senior Loan Fund, Series 2015-38A Multi-Sector Holdings 
Subordinated Notes 12.456% effective yield (7)(8)(9)
 7/15/2027 7,000,000
 4,877,323
 4,890,900
 0.7%
        7,000,000
 4,877,323
 4,890,900
  
Dryden 43 Senior Loan Fund, Series 2016-43A Multi-Sector Holdings 
Subordinated Notes 4.966% effective yield (5)(7)(8)(9)
 7/20/2029 3,620,000
 2,902,869
 2,330,918
 0.4%
        3,620,000
 2,902,869
 2,330,918
  
Dryden 49 Senior Loan Fund, Series 2017-49A Multi-Sector Holdings 
Subordinated Notes 6.812% effective yield (5)(8)(9)
 7/18/2030 17,233,288
 14,799,896
 12,414,861
 1.9%
        17,233,288
 14,799,896
 12,414,861
  
Dynamic Energy Services International LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan 12.000% (5)(12) 
 6/30/2019 246,677
 246,677
 246,677
 0.0%
    
Senior Secured First Lien Term Loan 8.500% PIK + LIBOR (4)(5)(13) 
 5/6/2019 11,474,068
 9,828,831
 1,304,602
 0.2%
        11,720,745
 10,075,508
 1,551,279
  
Elite Comfort Solutions LLC Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (6)(12)
 1/15/2021 8,019,802
 8,019,802
 8,019,802
 1.2%
        8,019,802
 8,019,802
 8,019,802
  
First Boston Construction Holdings, LLC Banking, Finance, Insurance & Real Estate 
Senior secured first lien notes 12.000% (5)
 2/23/2023 9,965,000
 9,965,000
 9,910,193
 1.5%
    
Preferred Equity - 2,491,250 units (5)(10)
   
 2,491,250
 2,491,250
 0.4%
        9,965,000
 12,456,250
 12,401,443
  
FKI Security Group, LLC Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (5)(6)
 3/30/2020 11,187,500
 11,187,500
 11,187,500
 1.7%
        11,187,500
 11,187,500
 11,187,500
  
Friedrich Holdings, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(6)
 2/7/2023 14,853,555
 14,853,555
 14,853,555
 2.2%
        14,853,555
 14,853,555
 14,853,555
  
Fusion Telecommunications International Inc. Telecommunications 
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (4)
 5/4/2023 894,729
 862,917
 836,840
 0.1%
        894,729
 862,917
 836,840
  
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
 8,763,000
 1.3%
        10,000,000
 10,000,000
 8,763,000
  
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (5)(6)
 6/20/2023 2,503,182
 2,503,182
 2,503,182
 0.4%
        2,503,182
 2,503,182
 2,503,182
  
Heligear Acquisition Co. Aerospace & Defense 
Senior secured first lien notes 10.250% (5)(7)
 10/15/2019 15,000,000
 15,000,000
 14,451,000
 2.2%
        15,000,000
 15,000,000
 14,451,000
  
High Ridge Brands Co. Consumer Goods: Non-Durable 
Senior secured first lien notes 8.875% (5)(7)(13)
 3/15/2025 2,000,000
 2,000,000
 876,600
 0.1%
        2,000,000
 2,000,000
 876,600
  
Holland Acquisition Corp. Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (4)
 5/29/2020 4,400,696
 4,380,988
 3,134,616
 0.5%
        4,400,696
 4,380,988
 3,134,616
  
Hylan Datacom & Electrical LLC Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor (5)(6)
 7/25/2021 14,316,715
 14,316,715
 14,183,570
 2.1%
        14,316,715
 14,316,715
 14,183,570
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
IHS Intermediate, Inc. Services: Business 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (4)
 7/20/2022 25,000,000
 25,000,000
 24,815,000
 3.7%
        25,000,000
 25,000,000
 24,815,000
  
Impact Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)
 6/27/2023 6,158,312
 6,158,312
 6,158,312
 0.9%
        6,158,312
 6,158,312
 6,158,312
  
Interflex Acquisition Company, LLC Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(6)
 8/18/2022 13,412,500
 13,412,500
 12,445,459
 1.9%
        13,412,500
 13,412,500
 12,445,459
  
Invision Diversified, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(6)(11) 
 6/30/2020 22,631,334
 22,631,334
 22,631,334
 3.4%
        22,631,334
 22,631,334
 22,631,334
  
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 6/16/2025 1,950,000
 1,940,090
 1,925,430
 0.3%
        1,950,000
 1,940,090
 1,925,430
  
Isola USA Corp. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(12)
 1/2/2023 9,541,669
 6,639,511
 6,699,206
 1.0%
    
Common Units - 10,283,782 units(8)(10)
   
 
 
 0.0%
        9,541,669
 6,639,511
 6,699,206
  
JFL-WCS Partners, LLC Environmental Industries 
Preferred Units - 618,876 6.000%, PIK (5)(8)
   
 618,876
 618,876
 0.1%
    
Common Units - 68,764 units (5)(8)(10) 
   
 68,764
 363,762
 0.1%
        
 687,640
 982,638
  
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 9.250%, 1.000% Floor (4)(5)(14) 
 5/1/2025 7,000,000
 6,887,491
 6,934,900
 1.0%
        7,000,000
 6,887,491
 6,934,900
  
L&S Plumbing Partnership, Ltd. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 8.500%, 1.000% Floor (5)(6)
 2/15/2022 10,615,319
 10,615,319
 10,683,257
 1.6%
        10,615,319
 10,615,319
 10,683,257
  
Livingston International Inc. Transportation: Cargo 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.250% Floor (4)(8)
 4/17/2020 4,613,287
 4,528,653
 4,359,556
 0.7%
        4,613,287
 4,528,653
 4,359,556
  
Magnetite XIX, Limited Multi-Sector Holdings 
Subordinated Notes LIBOR + 7.610% (4)(7)(8)(9)
 7/17/2030 2,000,000
 1,875,000
 1,797,800
 0.3%
    
Subordinated Notes 4.790% effective yield (5)(7)(8)(9)
 7/17/2030 13,730,209
 11,634,266
 9,863,782
 1.5%
        15,730,209
 13,509,266
 11,661,582
  
Manna Pro Products, LLC Consumer Goods: Non-durable 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (5)(6)(12) 
 12/8/2023 4,633,333
 4,633,333
 4,513,837
 0.7%
        4,633,333
 4,633,333
 4,513,837
  
Nathan's Famous, Inc. Beverage & Food 
Senior secured first lien notes 6.625% (5)(7)(8)(15)
 11/1/2025 4,950,000
 4,965,308
 4,742,100
 0.7%
        4,950,000
 4,965,308
 4,742,100
  
New Media Holdings II LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (5)(6)
 7/14/2022 7,447,624
 7,439,698
 7,410,386
 1.1%
        7,447,624
 7,439,698
 7,410,386
  
Nine West Holdings, Inc. Consumer Goods:  Non-durable Senior Secured First Lien Term Loan 8.250% 10/8/2019 2,212,649
 2,134,223
 2,132,551
 0.3%
        2,212,649
 2,134,223
 2,132,551
  
Novetta Solutions, LLC High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (6)
 10/16/2023 11,000,000
 10,926,479
 9,903,300
 1.5%
        11,000,000
 10,926,479
 9,903,300
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Oxford Mining Company, LLC Metals & Mining 
Senior Secured First Lien Term Loan LIBOR + 10.500%, 0.750% Floor, 3.000% PIK (4)(5)(13) 
 12/31/2018 13,424,511
 11,680,099
 4,093,133
 0.6%
    
Senior Secured First Lien Term Loan LIBOR + 10.500%, 0.750% Floor, 3.000% PIK(4)(5)(13) 
 12/31/2018 9,289,873
 8,063,161
 2,832,482
 0.4%
        22,714,384
 19,743,260
 6,925,615
  
Path Medical, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 9.500%, 1.000% Floor, PIK (4)(5) 
 10/11/2021 15,601,663
 15,231,477
 14,779,456
 2.2%
    
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(5)(12) 
 10/11/2021 918,400
 918,400
 918,400
 0.1%
    
Warrants - 36,716 warrants  (5)(10)
 1/9/2027 
 669,709
 
 0.0%
        16,520,063
 16,819,586
 15,697,856
  
PetroChoice Holdings, Inc. Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 8/19/2022 2,904,173
 2,875,786
 2,877,454
 0.4%
    
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (4)(5)(11) 
 8/21/2023 9,000,000
 9,000,000
 8,902,800
 1.3%
        11,904,173
 11,875,786
 11,780,254
  
Polymer Solutions Group Holdings, LLC Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (5)(6)
 6/30/2021 2,445,180
 2,445,180
 2,445,180
 0.4%
        2,445,180
 2,445,180
 2,445,180
  
Press Ganey Holdings, Inc Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loan LIBOR + 6.500%, 1.000% Floor (6)
 10/21/2024 5,842,724
 5,927,327
 5,769,106
 0.9%
        5,842,724
 5,927,327
 5,769,106
  
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)(12) 
 11/30/2021 7,921,094
 7,921,094
 7,665,272
 1.2%
        7,921,094
 7,921,094
 7,665,272
  
RateGain Technologies, Inc. Hotel, Gaming & Leisure 
Subordinated Notes (5)(10)
 7/31/2020 476,190
 476,190
 476,190
 0.1%
    
Subordinated Notes (5)(10)
 7/31/2021 476,190
 476,190
 476,190
 0.1%
        952,380
 952,380
 952,380
  
Redwood Services Group, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 6/6/2023 20,069,765
 20,069,765
 19,806,851
 3.0%
    
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(12)
 6/6/2023 1,150,000
 1,150,000
 1,150,000
 0.2%
        21,219,765
 21,219,765
 20,956,851
  
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
 7,904,561
 7,868,115
 1.2%
        7,950,000
 7,904,561
 7,868,115
  
Rhombus Cinema Holdings, LP Media: Diversified & Production 
Preferred Equity 10.000% - 7,449 shares (5)(8)
   
 4,584,207
 5,647,861
 0.9%
    
Common Units - 3,163 units (5)(8)(10) 
   
 3,162,793
 1,198,288
 0.2%
        
 7,747,000
 6,846,149
  
RMS Holding Company, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 11/16/2022 18,277,090
 18,277,090
 18,277,090
 2.8%
    
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)(12)
 11/16/2022 2,870,681
 2,870,681
 2,805,157
 0.4%
        21,147,771
 21,147,771
 21,082,247
  
SavATree, LLC Environmental Industries 
Senior Secured First Lien Term Loan LIBOR + 5.250%, 1.000% Floor (4)(5)(12)
 6/2/2022 4,219,081
 4,219,081
 4,181,430
 0.6%
        4,219,081
 4,219,081
 4,181,430
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
SFP Holding, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)
 9/1/2022 6,678,921
 6,678,921
 6,678,921
 1.0%
    
Senior Secured First Lien Term Loan LIBOR + 6.250%, 1.000% Floor (4)(5)(12)
 9/1/2022 2,726,241
 2,726,241
 2,726,241
 0.4%
    
Equity - 0.94% of outstanding equity (5)(10)
   
 491,270
 491,270
 0.1%
        9,405,162
 9,896,432
 9,896,432
  
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 8.500%, 1.000% Floor (4)(5)
 11/28/2025 9,950,000
 9,863,685
 9,820,650
 1.5%
        9,950,000
 9,863,685
 9,820,650
  
Ship Supply Acquisition Corporation Services: Business 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)(5)(13)
 7/31/2020 21,562,500
 21,190,536
 10,332,750
 1.6%
        21,562,500
 21,190,536
 10,332,750
  
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor (4)(5)(12)
 2/28/2022 18,668,289
 18,668,289
 18,363,996
 2.8%
        18,668,289
 18,668,289
 18,363,996
  
Sizzling Platter, LLC Hotel, Gaming & Leisure 
Senior Secured First Lien Term Loan LIBOR + 7.500%, 1.000% Floor(16)
 4/29/2020 15,000,000
 15,000,000
 15,000,000
 2.3%
        15,000,000
 15,000,000
 15,000,000
  
SMART Financial Operations, LLC Retail 
Preferred Equity - 1,000,000 units (5)(8)(10) 
   1,000,000
 1,000,000
 1,000,000
 0.2%
        1,000,000
 1,000,000
 1,000,000
  
Smile Doctors, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)
 10/6/2022 8,333,925
 8,333,925
 8,177,247
 1.2%
    
Senior Secured First Lien Term Loan LIBOR + 5.750%, 1.000% Floor (4)(5)(12)
 10/6/2022 1,357,903
 1,357,903
 1,251,428
 0.2%
        9,691,828
 9,691,828
 9,428,675
  
Sound Point CLO XX, Ltd. Multi-Sector Holdings 
Subordinated Notes 13.366% effective yield (5)(7)(8)(9)
 7/26/2031 4,489,000
 4,072,623
 4,063,892
 0.6%
        4,489,000
 4,072,623
 4,063,892
  
Southwest Dealer Services, Inc. Automotive 
Senior Secured First Lien Term Loan LIBOR + 6.000%, 1.000% Floor (4)(5)
 6/2/2022 4,658,156
 4,658,156
 4,574,775
 0.7%
        4,658,156
 4,658,156
 4,574,775
  
SRS Software, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 7.000%, 1.000% Floor, 0.500% unused fee (4)(5)(12)
 2/17/2022 19,158,750
 19,158,750
 19,158,750
 2.9%
        19,158,750
 19,158,750
 19,158,750
  
Starfish Holdco, LLC High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 9.000%, 1.000% Floor (5)(6)
 8/18/2025 4,000,000
 3,949,703
 3,905,200
 0.5%
        4,000,000
 3,949,703
 3,905,200
  
Team Car Care, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (5)(6)
 2/23/2023 14,480,069
 14,480,070
 14,271,556
 2.2%
        14,480,069
 14,480,070
 14,271,556
  
Techniplas, LLC Automotive 
Senior Secured First Lien Notes 10.000% (7)
 5/1/2020 6,000,000
 6,000,000
 5,515,200
 0.8%
        6,000,000
 6,000,000
 5,515,200
  
The Imagine Group LLC Media: Advertising, Printing & Publishing 
Senior Secured Second Lien Term Loan LIBOR + 8.750%, 1.000% Floor (5)(6)(14)
 6/21/2023 8,950,000
 8,849,117
 7,888,530
 1.2%
        8,950,000
 8,849,117
 7,888,530
  
The Octave Music Group, Inc. Media: Diversified & Production 
Senior Secured Second Lien Term Loan LIBOR + 8.250%, 1.000% Floor (5)(6)
 5/27/2022 7,500,000
 7,500,000
 7,475,250
 1.1%
        7,500,000
 7,500,000
 7,475,250
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
True Religion Apparel, Inc. Retail Senior Secured First Lien Term Loan 10.000% 10/27/2022 181,731
 139,861
 64,587
 0.0%
    
Common Stock - 2,448 shares(10)  
   
 
 
 0.0%
    
Warrants - 1,122 warrants (10)
   
 
 
 0.0%
        181,731
 139,861
 64,587
  
U.S. Auto Sales Inc. Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loan LIBOR + 10.500%, 1.000% Floor (5)(6)(11) 
 6/8/2020 5,500,000
 5,500,000
 5,490,650
 0.8%
        5,500,000
 5,500,000
 5,490,650
  
U.S. Well Services, LLC Energy: Oil & Gas 
Warrants - 2.04% of outstanding equity (10)
 2/21/2019 
 173
 
 0.0%
        
 173
 
  
Vail Holdco Corp Wholesale 
Preferred Equity 12.500% - PIK 20,330 shares (5)
   
 21,457,643
 21,648,460
 3.3%
    
Preferred Equity - 15,250 shares (5)(10) 
   
 15,250,000
 18,112,425
 2.7%
    
Warrants - 14,007 warrants (5)(10)
   
 860,357
 1,172,806
 0.2%
        
 37,568,000
 40,933,691
  
Valence Surface Technologies, Inc. Aerospace & Defense 
Senior Secured First Lien Term Loan LIBOR + 5.500%, 1.000% Floor (4)(5)
 6/13/2021 5,949,311
 5,947,586
 5,949,311
 0.9%
        5,949,311
 5,947,586
 5,949,311
  
Velocity Pooling Vehicle, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 11.000%, 1.000% Floor (4)(5)
 4/28/2023 694,375
 635,495
 609,036
 0.1%
    
Common units - 4,676 units (5)(10) 
   
 259,938
 259,938
 0.0%
    
Warrants - 5,591 warrants(5)(10) 
 3/30/2028 
 310,802
 310,803
 0.0%
        694,375
 1,206,235
 1,179,777
  
Vertafore, Inc. High Tech Industries 
Senior Secured Second Lien Term Loan LIBOR + 7.250%, 1.000% Floor (5)(6)
 7/2/2026 2,000,000
 1,981,064
 1,898,800
 0.3%
        2,000,000
 1,981,064
 1,898,800
  
VOYA CLO 2016-2, LTD. Multi-Sector Holdings 
Subordinated Notes 1.683% effective yield (5)(7)(8)(9)
 7/19/2028 22,842,661
 18,392,998
 12,798,743
 1.9%
        22,842,661
 18,392,998
 12,798,743
  
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 15,000,000
 15,000,000
 15,000,000
 2.3%
    
Common units - 2,000 units (5)(8)(10) 
   
 2,000,000
 2,000,000
 0.3%
        15,000,000
 17,000,000
 17,000,000
  
Watermill-QMC Midco, Inc. Automotive 
Equity - 2.3% partnership interest (5)(8)(10)
   
 902,277
 170,530
 0.0%
        
 902,277
 170,530
  
Z Gallerie, LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 6.500%, 1.000% Floor, PIK (5)(13)(16)
 10/8/2021 4,682,375
 4,491,243
 2,720,928
 0.4%
        4,682,375
 4,491,243
 2,720,928
  
                
Total non-controlled/non-affiliated investments     $819,032,531 $758,474,260 114.6%
               
Controlled/affiliated investments – 24.9%(17)
            
1888 Industrial Services, LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)(12)
 9/30/2021 943,344
 943,344
 943,344
 0.1%
    
Senior Secured First Lien Term Loan LIBOR + 5.000%, 1.000% Floor (4)(5)
 9/30/2021 3,144,481
 3,144,481
 3,144,481
 0.5%
    
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor, PIK (4)(5) 
 9/30/2021 7,815,751
 7,022,422
 6,005,623
 0.9%
    
Units - 7,546.76 units (5)(10) 
   
 
 
 0.0%
        11,903,576
 11,110,247
 10,093,448
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
Access Media Holdings, LLC Media: Broadcasting & Subscription 
Senior Secured First Lien Term Loan 10.000% PIK (5)(13) 
 7/22/2020 8,140,827
 7,422,407
 5,141,747
 0.8%
    
Common Stock - 14 units (5)(8)(10) 
   
 
 
 0.0%
    
Preferred Equity - 1,400,000 units (5)(8)(10)
   
 1,400,000
 
 0.0%
    
Preferred Equity - 700,000 units (5)(8)(10) 
   
 700,000
 
 0.0%
    
Preferred Equity - 849,800 units (5)(8)(10)(12) 
   
 849,800
 (88,200) 0.0%
        8,140,827
 10,372,207
 5,053,547
  
Caddo Investors Holdings 1 LLC Forest Products & Paper 
Equity - 12.250% LLC Interest (5)(8)(19) 
   
 4,972,863
 5,186,935
 0.8%
        
 4,972,863
 5,186,935
  
Capstone Nutrition, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 12.500%, 1.000% Floor, PIK (4)(5)(13) 
 9/25/2020 23,545,552
 15,652,279
 9,524,176
 1.4%
    
Senior Secured First Lien Term Loan LIBOR + 12.500%, 1.000% Floor, PIK (4)(5)(13) 
 9/25/2020 10,588,333
 7,268,839
 4,282,981
 0.6%
    
Senior Secured First Lien Term Loan LIBOR + 12.500%, 1.000% Floor, PIK (4)(5) 
 9/25/2020 1,745,510
 1,745,509
 1,745,510
 0.3%
    
Common Stock - 2,197.8 shares (5)(10) 
   
 9
 
 0.0%
    
Common Stock - 3,498.5 shares(5)(10) 
   
 
 
 0.0%
    
Common Stock - 7,068.3 shares(5)(10)
   
 300,002
 
 0.0%
        35,879,395
 24,966,638
 15,552,667
  
Charming Charlie LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)(12)
 4/24/2023 3,121,470
 3,121,470
 3,121,470
 0.5%
    
Senior Secured First Lien Term Loan LIBOR + 10.000%, 1.000% Floor (4)
 4/24/2023 3,821,350
 2,737,658
 1,515,547
 0.2%
    Senior Secured First Lien Term Loan 20.000% 5/15/2019 182,617
 182,617
 182,617
 0.0%
    
Common Stock - 34,923,249 shares (10)
   
 
 
 0.0%
        7,125,437
 6,041,745
 4,819,634
  
MCM 500 East Pratt Holdings, LLC Banking, Finance, Insurance & Real Estate 
Equity - 5,000,000 units (8)(10)
   
 5,000,000
 5,000,000
 0.8%
        
 5,000,000
 5,000,000
  
MCM Capital Office Park Holdings LLC Banking, Finance, Insurance & Real Estate 
Equity - 7,500,000 units (8)(10)
   
 7,500,000
 12,499,125
 1.9%
        
 7,500,000
 12,499,125
  
Medley Chiller Holdings LLC Services:  Business 
Equity - 85% interest (8)(10)(19)
   
 8,627,500
 9,098,157
 1.4%
        
 8,627,500
 9,098,157
  
Nomida, LLC Construction & Building 
Equity 5,400,000 units (8)(10)
   
 2,289,760
 989,820
 0.1%
        
 2,289,760
 989,820
  
Sierra Senior Loan Strategy JV I LLC Multi-Sector Holdings 
Equity - 87.5% ownership of SIC Senior Loan Strategy JV I LLC (8)(12)(19)
   92,050,000
 92,050,000
 82,515,860
 12.5%
        92,050,000
 92,050,000
 82,515,860
  

Company(1)(2)
 Industry Type of Investment Maturity Par
Amount
 Cost Fair Value 
% of Net Assets(3)
TwentyEighty, Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 4.000%, 1.000% Floor, 4.000% PIK (4)(12) 
 3/31/2020 6,975,035
 6,975,035
 6,975,035
 1.1%
    
Senior Secured First Lien Term Loan 0.250%, 8.750% PIK (4)
 3/31/2020 6,687,383
 6,406,364
 6,497,461
 1.0%
    
Senior Secured First Lien Term Loan LIBOR + 8.000%, 1.000% Floor (4)
 3/31/2020 323,167
 321,972
 319,870
 0.0%
    
Common Units - 58,098 units(10) 
   
 
 404,943
 0.1%
        13,985,585
 13,703,371
 14,197,309
  
                
Total controlled/affiliated investments     $186,634,331
 $165,006,502
 24.9%
               
Money market fund – 3.7%              
Federated Institutional Prime Obligations Fund (18)
   Money Market 2.460%   34,482,189
 34,482,189
 34,482,189
 5.2%
Total money market fund       $34,482,189
 $34,482,189
 $34,482,189
  
                
Derivative instrument - long exposure    Notional Amount Unrealized Appreciation/(Depreciation) 
Total return swap with Citibank, N.A. (Note 5)   Total Return Swap    78,776,760  (6,524,904) 
Total derivative instrument - long exposure      $78,776,760  $(6,524,904) 

(1)
All of the Company's investments are domiciled in the United States except for Livingston International Inc., which is domiciled in Canada and 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, Series 2017-49A, Magnetite XIX, Limited, Sound Point CLO XX, Ltd., and VOYA CLO 2016-2, Ltd.
(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 $662,080,199 as of December 31, 2018.
(4)The interest rate on these loans is subject to a base rate plus 3 Month “3M” LIBOR, which at December 31, 2018 was 2.81%.
(5)An affiliated fund that is managed by an affiliate of SIC Advisors also holds an investment in this security.
(6)The interest rate on these loans is subject to a base rate plus 1 Month "1M" LIBOR, which at December 31, 2018 was 2.50%.
(7)Securities are exempt from registration under Rule 144A of the Securities Act of 1933. These securities represent a fair value of $78,405,516 or 11.8% of net assets as of December 31, 2018 and are considered restricted.
(8)The investment is not a qualifying asset as defined under Section 55(a) of the Investment Company Act of 1940 (the "1940 Act"). Non-qualifying assets represent 21.7% of the Company's portfolio at fair value.
(9)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.
(10)Security is non-income producing.
(11)A portion of this investment was sold via a participation agreement. The listed amount is the portion retained by the Company.
(12)The investment has an unfunded commitment as of December 31, 2018. For further details, see Note 11. Fair value includes an analysis of the unfunded commitment.
(13)The investment was on non-accrual status as of December 31, 2018.
(14)Security is also held in the underlying portfolio of the total return swap with Citibank, N.A. (see Note 5). The Company's total exposure to The Imagine Group, LLC, and Keystone Acquisition Corp. is $13,739,430 or 2.1% and $8,760,522 or 1.3% of Net Assets as of December 31, 2018.
(15)Represents securities in Level 2 in the ASC 820 table (see Note 4).
(16)The interest rate on these loans is subject to a base rate plus 2 Month "2M" LIBOR, which at December 31, 2018 was 2.61%.
(17)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.
(18)Represents securities in Level 1 in the ASC 820 table (see Note 4).
(19)As a practical expedient, the Company uses NAV to determine the fair value of this investment.

The following is a summary of the TRStotal return swap ("TRS") reference assets as of December 31, 2018:
Company(1)
 Industry Type of Investment Maturity Par Amount 
Notional
Amount(2)
 Fair Value Unrealized Appreciation/ (Depreciation)
Asurion, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured Second Lien Term Loans LIBOR + 6.500%, 1.000% Floor(4)
 8/4/2025 $2,945,455
 $3,006,205
 $3,004,363
 $(1,842)
BW NHHC Holdco Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loans LIBOR + 5.000%(4)
 5/15/2025 2,991,000
 2,946,135
 2,911,140
 (34,995)
Comfort Holding, LLC Consumer Goods:  Durable 
Senior Secured First Lien Term Loans LIBOR + 4.750%, 1.000% Floor(4)
 2/5/2024 7,889,949
 7,788,664
 7,386,965
 (401,699)
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loans LIBOR + 4.250%, 1.000% Floor(4)
 12/1/2021 984,733
 965,038
 926,634
 (38,404)
Deliver Buyer, Inc. Capital Equipment 
Senior Secured First Lien Term Loans LIBOR + 5.000%, 1.000% Floor(5)
 5/1/2024 5,996,885
 5,973,054
 5,996,885
 23,831
Highline Aftermarket Acquisitions, LLC Automotive 
Senior Secured First Lien Term Loans LIBOR + 3.500%, 1.000% Floor(4)
 4/26/2025 1,760,294
 1,755,893
 1,708,542
 (47,351)
Iqor US Inc. Services:  Business 
Senior Secured First Lien Term Loans LIBOR + 5.000%, 1.000% Floor(4)
 4/1/2021 4,474,751
 4,385,256
 4,001,188
 (384,068)
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loans LIBOR + 5.250%, 1.000% Floor(5)
 5/1/2024 1,825,622
 1,825,622
 1,807,731
 (17,891)
Kronos Incorporated Services:  Business 
Senior Secured Second Lien Term Loans LIBOR + 8.250%, 1.000% Floor(3)(5)
 11/1/2024 2,000,000
 1,980,000
 1,971,260
 (8,740)
LifeMiles Ltd. Services:  Consumer 
Senior Secured First Lien Term Loans LIBOR + 5.500%, 1.000% Floor(3)(5)
 8/18/2022 4,455,000
 4,410,450
 4,469,702
 59,252
Lightstone Holdco LLC Utilities:  Electric 
Senior Secured First Lien Term Loans LIBOR + 3.750%, 1.000% Floor(4)
 1/30/2024 224,885
 221,550
 212,329
 (9,221)
Lightstone Holdco LLC Utilities:  Electric 
Senior Secured First Lien Term Loans LIBOR + 3.750%, 1.000% Floor(4)
 1/30/2024 4,187,072
 4,124,993
 3,953,308
 (171,685)
Midcoast Energy LLC Energy:  Oil & Gas 
Senior Secured First Lien Term Loans LIBOR + 5.500%, 1.000% Floor(5)
 8/1/2025 1,000,000
 990,000
 970,000
 (20,000)
Midwest Physician Administrative Services, LLC Healthcare & Pharmaceuticals 
Senior Secured Second Lien Term Loans LIBOR + 7.000%, 0.750% Floor(4)
 8/15/2025 3,950,000
 3,910,500
 3,863,890
 (46,610)
Preferred Proppants, LLC Energy:  Oil & Gas 
Senior Secured First Lien Term Loans LIBOR + 5.750%, 1.000% Floor(5)
 7/27/2020 5,887,969
 5,578,851
 2,060,789
 (3,518,062)
Project Silverback Holdings Corp. High Tech Industries 
Senior Secured First Lien Term Loans LIBOR + 3.500%, 1.000% Floor(4)
 8/21/2024 4,950,000
 4,937,625
 4,421,984
 (515,641)
Sungard Availability Services Capital, Inc. Services:  Business 
Senior Secured First Lien Term Loans LIBOR + 7.000%, 1.000% Floor(4)
 9/30/2021 5,682,099
 5,659,993
 4,801,374
 (858,619)
Tensar Corporation Capital Equipment 
Senior Secured First Lien Term Loans LIBOR + 4.750%, 1.000% Floor(5)
 7/9/2021 6,900,187
 6,831,185
 6,710,432
 (120,753)
The Imagine Group, LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loans LIBOR + 4.750%, 1.000% Floor(4)
 6/21/2022 5,910,000
 5,850,900
 5,509,302
 (341,598)
United Road Services, Inc. Transportation:  Cargo 
Senior Secured First Lien Term Loans LIBOR + 5.250%, 1.000% Floor(4)
 9/1/2024 1,891,500
 1,882,043
 1,880,151
 (1,892)
YRC Worldwide Inc. Transportation:  Cargo 
Senior Secured First Lien Term Loans LIBOR + 8.500%, 1.000% Floor(4)
 7/26/2022 3,697,343
 3,752,803
 3,458,569
 (294,234)
Total   $79,604,744
 $78,776,760
 $72,026,538
 $(6,750,222)
Total accrued interest income, net of expenses         225,318
Total unrealized depreciation on TRS         $(6,524,904)

(1)All investments are domiciled in the United States.
(2)Represents the cost of an investment in which the TRS is referenced.
(3)The investment is not a qualifying asset as defined under Section 55(a) of the 1940 Act.
(4)The interest rate on these loans is subject to a base rate plus 1 Month (“1M”) LIBOR, which at December 31, 2018 was 2.50%. The interest rate is subject to a minimum LIBOR floor.
(5)The interest rate on these loans is subject to a base rate plus 3 Month (“3M”) LIBOR, which at December 31, 2018 was 2.81%. The interest rate is subject to a minimum LIBOR floor.
See accompanying notes to consolidated financial statements.

SIERRA INCOME CORPORATION
Notes to Consolidated Financial Statements
JuneSeptember 30, 2019
(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 (the "1940 Act"). The Company is externally managed by SIC Advisors LLC (“SIC Advisors”), a registered investment adviser 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., 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 31st.

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. As of JuneSeptember 30, 2019, the Company has sold a total of 100,462,586101,330,757 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 of 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.

Agreements and Plan of Mergers
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 Sierrathe 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 entitycompany (the "Combined Company") in the merger (the "MCC Merger").Under 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, Sierrathe Company or their respective wholly owned subsidiaries, would be converted into the right to receive 0.8050 shares of the Company’s common stock.
 
Simultaneously, pursuant to the Agreement and Plan of Merger (the "MDLY Merger Agreement" together with the MCC Merger Agreement, the “Merger Agreements”), dated as of August 9, 2018, by and among MDLY, the Company, and Sierra Management, Inc., a newly formed Delaware corporation and 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 Combined 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; 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 MCC and the Company, pursuant to which 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 consolidated actions pending in the Court of Chancery of the State of Delaware (the “Delaware Court of Chancery”) under caption of In re Medley Capital Corporation Stockholder Litigation, C.A. No. 2019-0100-KSJM (the “MCC Stockholder Action” and 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, and (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; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger.

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 Merger Sub, pursuant to which 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.

As a result of the foregoing, the investment management function relating to the operation of the Combined Company will be internalized. 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, successfullyor only the MDLY Merger is consummated, ourthe Company’s common stock wouldwill be listed on the New York Stock Exchange under the symbol "SRA" and the Tel Aviv Stock Exchange,"SRA, with such listingslisting expected to be effective as of the closing date of the Mergers. Upon completionMergers 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 Mergers, the investment portfolios of MCC and the Company would be combined, Merger Sub, as a successor to MDLY, would be a wholly owned subsidiaryclosing date of the Combined Company, and the Combined Company would be internally managed by MCC Advisors LLC, its wholly controlled adviser subsidiary.Mergers.

Set forth below is a description of the Decision (as defined below), which should be read in the context of the impact that the Decision and corresponding Settlement Term Sheet (as defined below) may have on the Company with respect to any potential amendment to the Merger Agreements..

On February 11, 2019, a putativepurported stockholder class action related to the MCC Merger was commenced in the Delaware Court of Chancery of the State of Delaware by FrontFour Capital Group LLC and FrontFour Master Fund, Ltd (collectively,Ltd. (together, “FrontFour”). The action, as consolidated, is, captioned In re Medley Capital Corporation Stockholder Litigation, C.A. No. 2019-0100-KSJM, 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 “Class Action”).LLC. The complaint, as amended on February 12, 2019, alleged that MCC’s directors (Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, and Arthur S. Ainsberg)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. OnThe complaint sought to enjoin the vote of MCC stockholders on the proposed merger and enjoin enforcement of certain provisions of the MCC Merger Agreement. The Court held a trial on the plaintiffs’ claims on March 11,6-7, 2019 following a two-day trial, the Courtand issued a Memorandum Opinion (the “Decision”) denyingon March 11, 2019. The Delaware Court of Chancery denied FrontFour’s requests to (i) permanently enjoin the MCC Merger and (ii) require MCC to conduct

a “shopping process” for MCC on terms proposed by FrontFour in its complaint. The Court held that MCC’s directors breached their fiduciary duties in entering into the MCC Merger, but rejected FrontFour’s claim that the Company aided and abetted those breaches of fiduciary duties. The Court 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 have been made and stockholders have had the opportunity to assimilate this 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 alleged that the defendants breached their fiduciary duties to stockholders of MCC in connection with the vote of MCC stockholders on the proposed mergers. On April 8, 2019, the Delaware Court of Chancery granted a stipulation consolidating the MCC Stockholder Action and the Altman Action, designating the amended complaint in the MCC Stockholder Action as the operative complaint, and designating the plaintiffs in the MCC Stockholder Action and their counsel the lead plaintiffs and lead plaintiffs’ counsel, respectively.

On April 15, 2019, certain parties in the Class Action reached agreement on the principal terms of a settlement of the MCC Stockholder Action, which arewere contained in a binding term sheet, dated April 15, 2019 (the “Settlement Term Sheet”),. On July 29, 2019, MDLY entered into a Stipulation of Settlement (and, as amended, on August 8, 2019, the “Stipulation”) by and among MCC, Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, Arthur S. Ainsberg, MCC,MDLY, MCC Advisors LLC, Medley LLC, and Medley Group LLC (the “Medley Parties”), on the one hand, and FrontFour, on behalf of itself and a class of similarly situated stockholders of MCC, on the other hand. hand, in connection with the MCC Stockholder Action.

The Settlement Term Sheet is intended to formStipulation provides for the basissettlement of a definitive stipulation of settlementall claims brought against the Medley Parties in the ClassMCC Stockholder Action. The Settlement Term Sheet provides thatUnder the Stipulation, MCC willagreed to seek to obtain the agreement and/or consent of the Company to effect certain amendments to (i) the MCC Merger Agreement and (ii) the MDLY Merger Agreement. If the foregoing amendments are entered into they will, among other matters (as described in further detail in the Settlement Term Sheet): (a) extend the Outside Date (as defined in the Merger Agreements) to October 31, 2019; (b) permit MCC’s special committee of independent directors (the “MCC Special Committee”) to undertake a sixty-day “go shop” process to solicit superior transactions toAgreement (together with the MCC Merger and (c)Agreement, the “Merger Agreements”), which have been reflected in the revised Merger Agreements annexed to the Stipulation. The Stipulation also provides for, if the MCC Merger is consummated, createthe creation of a settlement fund, consisting of $17 million in cash and $30 million of the Company’s stock, with the number of shares of the Company’s stock to be calculated using the pro forma NAV reported in the future proxy supplement describing the amendments to the MCC Merger Agreement, which will be distributed to eligible members of the Settlement Class (as defined in the Settlement Term Sheet)Stipulation). In connection withUnder the Settlement Term Sheet,Stipulation, MDLY has executed an acknowledgement and agreementalso consented to take certain actions, including consenting to certain amendments to the Merger Agreements That have been reflected in furtherance of the transactions contemplated thereby.

revised Merger Agreements annexed to the Stipulation. In addition, in connection with the Settlement Term Sheet provides thatStipulation, on July 29, 2019, MCC and FrontFour will enterentered 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 will beis subject to customary standstill restrictions and be required to vote in favor of the MCC Merger at a meeting of stockholders to approve the Amended MCC Merger Agreement and in favor of the directors nominated by our board of directors for election at MCC’s 2019 annual meeting of stockholders.Agreement.

Under the Settlement Term Sheet, the parties have agreed to cooperate to reduce the agreements reflected therein to a definitive stipulation of settlement (the “Settlement Stipulation”), and to obtain approval of Court of Chancery of the State of Delaware as soon as reasonably practicable thereafter. The Settlement Stipulation will providealso 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 ClassMCC Stockholder Action. The Medley Parties will also release all claims arising out of or relating to the prosecution and settlement of the ClassMCC Stockholder Action and all claims that were or could have been asserted (other than claims against NexPoint Advisors, L.P. and its affiliates)the Highland Parties, as defined in the Stipulation) in the litigation pending in the United States District Court for the Southern District of New York captioned Medley Capital Corporation v. FrontFour Capital Group LLC, et al., No. 1:19-cv-02055-LTS (S.D.N.Y.) (the “Federal Action”), and FrontFour and the Settlement Class will release all claims arising out of or relating to the prosecution and settlement of the Federal Action.

Under the Settlement Term Sheet,The Stipulation further provides that MCC and FrontFour have also undertaken toshall work together in good faith to agree to supplemental disclosures relating to the transactions contemplated by the Merger Agreements consistent with the Decision.

If the contemplated amendmentsThe Stipulation is subject to the Merger Agreements have not been entered into by May 15,approval of the Delaware Court of Chancery. On September 26, 2019, FrontFour filed a motion seeking an order approving the Settlement Term Sheet may be terminated by MCC or FrontFour.Stipulation, and also moved for the Delaware Court of Chancery to award plaintiffs’ counsel attorneys’ fees in the amount of $22 million and expenses in the amount of $420,334.97 (the “Fee Application”). The contemplated amendmentsDelaware Court of Chancery held a hearing to consider the Stipulation and the Fee Application on October 24, 2019. The parties submitted supplemental briefing with respect to the Merger Agreements requireStipulation on October 31, 2019. To date, the agreementDelaware Court of Chancery has not issued a decision with respect to approval of the Company and there can be no assurance that such agreement will be obtainedStipulation or that agreements on the amendments to the Merger Agreements will be reached.Fee Application.

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, 2018, which was filed with the U.S. Securities and Exchange Commission ("SEC") on April 1, 2019. 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, 2019.

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 United States 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 Mergers by and among the Company, MCC, MDLY and Merger Sub (see Note 1), are deferred until the closing or termination of the Mergers.

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.


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 sixnine months ended JuneSeptember 30, 2019, the Company earned PIK interest of $1,228,921$1,817,434 and $2,320,079,$4,137,513, respectively. For the three and sixnine months ended JuneSeptember 30, 2018, the Company earned PIK interest of $794,776$922,929 and $1,443,899,$2,366,828, 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 sixnine months ended JuneSeptember 30, 2019, the Company recognized realized losses on investments of $6,991,921$10,680,838 and $12,371,727,$23,052,565, 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. For the three and sixnine months ended JuneSeptember 30, 2018, the Company recognized realized losses on investments of $0$18,551,535 and $26,781,391,$45,332,926, 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 are received or made at the end of each settlement period, but prior to settlement are 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 JuneSeptember 30, 2019, sevennine portfolio companies were on non-accrual status with a cost of $69,570,444,$76,691,668, or 7.7%9.2% of the cost of the Company's portfolio, and a fair value of $14,633,030,$24,424,986, or 1.8%3.3% of the fair value of the Company's portfolio. As of December 31, 2018, seven portfolio companies were on non-accrual status with a cost of $87,597,395, or 8.7% of the cost of the Company's portfolio, and a fair value of $41,109,398, or 4.5% 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 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”);
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.

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, 2018, 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 JuneSeptember 30, 2019 and December 31, 2018, the Company recorded a deferred tax liability of $0$442,842 and $0, 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 and interest income from investments that have been classified as non-accrual for financial reporting purposes. Interest income on non-accrual investments is not recognized for financial reporting purposes, but generally is recognized in ICTI. 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 JuneSeptember 30, 2019 and 2018. For the three and sixnine months ended JuneSeptember 30, 2019 the company recognized $828,611 relating to state income taxes and $3,236,233$2,000,000 relating to federal income taxes as a result of the sale of Medley Chiller Holdings LLC. These taxes are recorded on the Consolidated Statements of Operations as a component of net realized gain/(loss) from controlled/affiliated investments.


The following table reflects, for U.S. federal income tax purposes, the sources of the cash distributions that the Company has paid on its common stock for the sixnine months ended JuneSeptember 30, 2019 and 2018:
 Six Months Ended June 30, 2019 Six Months Ended June 30, 2018 Nine Months Ended September 30, 2019 Nine Months Ended September 30, 2018
Source of Distribution 
Distribution
Amount
 Percentage 
Distribution
Amount
 Percentage 
Distribution
Amount
 Percentage 
Distribution
Amount
 Percentage
Ordinary income $31,787,931
 100.0% $31,076,562
 100.0% $47,902,108
 100.0% $46,592,535
 100.0%
Net realized gain 
 
 
 
 
 
 
 
Return of capital 
 
 
 
 
 
 
 
Distributions on a tax basis $31,787,931
 100.0% $31,076,562
 100.0% $47,902,108
 100.0% $46,592,535
 100.0%


As of JuneSeptember 30, 2019, for federal income tax purposes, the aggregate gross unrealized appreciation and the aggregate gross unrealized depreciation are $13,510,784$16,480,016 and $114,422,597,$115,579,450, respectively. As of JuneSeptember 30, 2019, net unrealized depreciation is $100,911,813$99,099,434 based on a tax basis cost of $905,933,834.$836,050,091.

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. All applicable segment disclosures are included in or can be derived from the Company’s consolidated financial statements (See Note 3).

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 (“ASU 2018-13”) (Topic 820) - Disclosure Framework - Changes to the Disclosure Requirements for Fair Value Measurement. ASU 2018-13 eliminates, adds and modifies certain disclosure requirements for fair value measurements. This guidance is effective for the Company on January 1, 2020 and early adoption is permitted. The Company is currently assessing the potential impact of this guidance to the fair value disclosures.

In October 2018, the SEC adopted amendments (the Amendments) to certain disclosure requirements that have become redundant, duplicative, overlapping, outdated, or superseded, in light of other SEC disclosure requirements, U.S. GAAP requirements, or changes in the information environment. In part, the Amendments require an investment company to present distributable earnings in total, rather than showing the three components of distributable earnings. The compliance date for the Amendments is for all filings on or after November 5, 2018. Management has adopted the Amendments and included the required disclosures in the Company’s consolidated financial statements.

In October 2018, the SEC adopted an amendment requiring registrants to report a reconciliation of changes in stockholders’ equity, either as a separate statement or in the notes, and the analysis should reconcile the beginning balance to the ending balance of each caption in stockholders’ equity for each period for which an income statement is required to be filed. The compliance date for the amendment is for all interim period filings on or after November 5, 2018. Management has adopted the amendment and included the required reconciliation in the Company’s Consolidated Statement of Changes in Net Assets.

Note 3. Investments
The following table shows the amortized cost and the fair value of the Company’s portfolio investments as of JuneSeptember 30, 2019:
Amortized Cost Percentage Fair Value PercentageAmortized Cost Percentage Fair Value Percentage
Senior secured first lien term loans$464,604,012
 51.5% $401,886,948
 50.0%$419,330,178
 50.1% $365,464,032
 49.5%
Senior secured second lien term loans160,476,041
 17.8
 149,900,159
 18.6
158,038,539
 18.8
 142,716,810
 19.4
Senior secured first lien notes30,965,000
 3.4
 30,106,400
 3.7
15,965,000
 1.9
 15,095,000
 2.0
Subordinated notes73,542,052
 8.2
 67,042,643
 8.3
72,058,258
 8.6
 62,478,039
 8.5
Sierra Senior Loan Strategy JV I LLC92,050,000
 10.3
 76,555,675
 9.5
92,050,000
 11.0
 73,409,359
 10.0
Equity/warrants79,638,418
 8.8
 79,530,206
 9.9
80,168,137
 9.6
 77,787,417
 10.6
Total$901,275,523
 100.0% $805,022,031
 100.0%$837,610,112
 100.0% $736,950,657
 100.0%

The following table shows the amortized cost and the fair value of the Company’s portfolio investments as of December 31, 2018: 
 Amortized Cost Percentage Fair Value Percentage
Senior secured first lien term loans$532,302,573
 52.9% $479,593,279
 52.0%
Senior secured second lien term loans174,258,971
 17.3
 169,923,547
 18.4
Senior secured first lien notes37,930,308
 3.8
 35,495,093
 3.8
Subordinated notes92,050,000
 9.2
 82,515,860
 8.9
Sierra Senior Loan Strategy JV I LLC77,930,062
 7.7
 66,187,857
 7.2
Equity/warrants91,194,948
 9.1
 89,765,126
 9.7
Total$1,005,666,862
 100.0% $923,480,762
 100.0%


The following table shows the composition of the Company’s portfolio investments by industry classification at amortized cost and fair value as of JuneSeptember 30, 2019:
Industry Classification Amortized Cost Percentage Fair Value Percentage Amortized Cost Percentage Fair Value Percentage
Services: Business $158,200,629
 17.6% $133,931,579
 16.6% $128,897,870
 15.4% $101,604,649
 13.8%
Multi-Sector Holdings 164,378,752
 18.2% 142,385,017
 17.7% 162,902,045
 19.4% 134,674,308
 18.3%
High Tech Industries 93,605,112
 11.2% 88,034,986
 11.9%
Healthcare & Pharmaceuticals 92,131,243
 10.2% 71,205,546
 8.8% 58,131,549
 6.9% 56,763,857
 7.7%
High Tech Industries 71,556,298
 7.9% 66,061,383
 8.2%
Aerospace & Defense 49,874,115
 5.5% 48,953,662
 6.1%
Banking, Finance, Insurance & Real Estate 42,735,656
 4.7% 45,797,605
 5.7% 42,741,241
 5.1% 49,008,235
 6.7%
Construction & Building 45,735,032
 5.1% 44,572,576
 5.5% 44,977,564
 5.4% 41,879,474
 5.7%
Aerospace & Defense 34,875,162
 4.2% 34,492,144
 4.7%
Wholesale 34,570,004
 3.8% 37,137,046
 4.6% 34,545,040
 4.1% 28,872,478
 3.9%
Transportation: Cargo 19,538,627
 2.2% 19,499,335
 2.4%
Hotel, Gaming & Leisure 21,409,970
 2.6% 21,310,730
 2.9%
Automotive 27,046,261
 3.0% 25,585,576
 3.2% 26,947,836
 3.2% 24,397,660
 3.3%
Consumer Goods: Durable 23,235,000
 2.6% 24,157,288
 3.0% 22,948,750
 2.7% 24,283,577
 3.3%
Hotel, Gaming & Leisure 20,533,856
 2.3% 20,446,997
 2.5%
Capital Equipment 17,743,870
 2.0% 17,179,706
 2.1% 17,667,293
 2.1% 17,221,868
 2.3%
Containers, Packaging & Glass 16,626,267
 1.8% 15,761,957
 2.0% 16,445,018
 2.0% 15,788,747
 2.1%
Media: Diversified & Production 14,279,258
 1.6% 10,524,312
 1.3%
Services: Consumer 15,600,000
 1.7% 15,469,960
 1.9% 15,575,000
 1.9% 15,575,000
 2.1%
Energy: Oil & Gas 22,422,175
 2.5% 14,117,361
 1.8% 21,875,222
 2.6% 10,300,082
 1.4%
Transportation: Cargo 13,788,110
 1.6% 13,754,049
 1.9%
Chemicals, Plastics & Rubber 11,432,861
 1.3% 11,363,049
 1.4% 11,426,702
 1.4% 10,979,042
 1.5%
Media: Diversified & Production 14,279,258
 1.7% 10,524,291
 1.4%
Forest Products & Paper 6,478,173
 0.8% 7,073,932
 1.0%
Transportation: Consumer 7,003,197
 0.8% 6,930,182
 0.9% 6,984,666
 0.8% 6,833,805
 0.9%
Forest Products & Paper 6,427,437
 0.7% 6,893,311
 0.9%
Environmental Industries 5,032,333
 0.6% 6,425,492
 0.9%
Media: Advertising, Printing & Publishing 8,860,270
 1.0% 6,749,195
 0.8% 8,865,852
 1.1% 5,116,715
 0.7%
Environmental Industries 5,043,425
 0.6% 6,436,584
 0.8%
Media: Broadcasting & Subscription 10,408,142
 1.2% 4,727,451
 0.6%
Consumer Goods: Non-durable 4,937,500
 0.5% 4,694,081
 0.6% 4,925,000
 0.6% 4,682,197
 0.6%
Metals & Mining 3,335,598
 0.4% 3,335,599
 0.4% 3,364,236
 0.4% 3,467,115
 0.5%
Media: Broadcasting & Subscription 10,496,342
 1.3% 2,195,453
 0.3%
Retail 7,620,050
 0.8% 1,105,673
 0.1% 8,424,768
 1.0% 1,690,771
 0.2%
Total $901,275,523
 100.0% $805,022,031
 100.0% $837,610,112
 100.0% $736,950,657
 100.0%


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, 2018:
Industry Classification Amortized Cost Percentage Fair Value Percentage
Services: Business $168,346,878
 16.7% $156,398,957
 16.9%
Multi-Sector Holdings 169,027,682
 16.8
 147,751,337
 16.0
Healthcare & Pharmaceuticals 87,119,313
 8.7
 75,750,145
 8.2
High Tech Industries 78,073,842
 7.8
 72,744,712
 7.9
Aerospace & Defense 55,819,556
 5.6
 55,177,303
 6.0
Banking, Finance, Insurance & Real Estate 48,224,496
 4.8
 53,079,983
 5.7
Construction & Building 51,971,781
 5.2
 50,606,634
 5.5
Wholesale 39,508,090
 3.9
 42,859,121
 4.6
Hotel, Gaming & Leisure 34,674,478
 3.4
 34,305,563
 3.7
Transportation: Cargo 26,079,018
 2.6
 25,736,261
 2.8
Automotive 27,246,738
 2.7
 25,711,838
 2.8
Consumer Goods: Durable 23,711,250
 2.4
 23,617,293
 2.6
Chemicals, Plastics & Rubber 22,340,768
 2.2
 22,245,236
 2.4
Containers, Packaging & Glass 17,132,082
 1.7
 16,165,041
 1.8
Media: Advertising, Printing & Publishing 16,288,815
 1.6
 15,298,916
 1.7
Energy: Oil & Gas 25,566,916
 2.5
 14,779,343
 1.6
Media: Diversified & Production 15,247,000
 1.5
 14,321,399
 1.6
Services: Consumer 11,931,429
 1.2
 11,801,389
 1.3
Capital Equipment 11,187,500
 1.1
 11,187,500
 1.2
Retail 11,672,849
 1.2
 8,605,149
 0.9
Forest Products & Paper 7,476,045
 0.7
 7,690,117
 0.8
Consumer Goods: Non-durable 8,767,556
 0.9
 7,522,988
 0.8
Transportation: Consumer 7,402,367
 0.7
 7,402,367
 0.8
Metals & Mining 19,743,260
 2.0
 6,925,615
 0.7
Environmental Industries 4,906,721
 0.5
 5,164,068
 0.6
Media: Broadcasting & Subscription 10,372,207
 1.0
 5,053,547
 0.5
Beverage & Food 4,965,308
 0.5
 4,742,100
 0.5
Telecommunications 862,917
 0.1
 836,840
 0.1
Total $1,005,666,862
 100.0% $923,480,762
 100.0%

See the Consolidated Schedule of Investments for industry classifications of the underlying total return swap ("TRS") reference assets as December 31, 2018. There were no underlying TRS assets as of JuneSeptember 30, 2019.

The following table shows the composition of the Company’s portfolio investments by geography classification at fair value as of JuneSeptember 30, 2019 and December 31, 2018: 
 June 30, 2019 December 31, 2018 September 30, 2019 December 31, 2018
Geography Fair Value Percentage Fair Value Percentage Fair Value Percentage Fair Value Percentage
United States $739,192,689
 91.8% $853,885,729
 92.4% $675,685,708
 91.7% $853,885,729
 92.4%
Cayman Islands 65,829,342
 8.2
 65,235,477
 7.1
 61,264,949
 8.3
 65,235,477
 7.1
Canada 
 
 4,359,556
 0.5
 
 
 4,359,556
 0.5
Total $805,022,031
 100.0% $923,480,762
 100.0% $736,950,657
 100.0% $923,480,762
 100.0%

Transactions with Controlled/Affiliated Companies

During the sixnine months ended JuneSeptember 30, 2019 and 2018, the Company had investments in portfolio companies designated as controlled/affiliated investments under the 1940 Act. Transactions with controlled/affiliated investments were as follows: 

 

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 June 30, 2019 Income
Earned
 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 September 30, 2019 Income
Earned
1888 Industrial Services, LLC Revolving Credit Facility $943,344
 $251,559
 $
 $
 $
 $1,194,903
 $41,090
 Revolving Credit Facility $943,344
 $566,007
 $
 $
 $
 $1,509,351
 $66,903
 Senior Secured First Lien Term Loan 3,144,481
 
 
 
 
 3,144,481
 180,516
 Senior Secured First Lien Term Loan 3,144,481
 
 
 
 
 3,144,481
 121,706
 Senior Secured First Lien Term Loan 6,005,623
 (159,607) 
 (3,892,078) 
 1,953,938
 
 Senior Secured First Lien Term Loan 6,005,623
 1,695
 
 (2,099,443) 
 3,907,875
 
 Senior Secured First Lien Term Loan 
 401,814
 
 
 
 401,814
 7,769
 Senior Secured First Lien Term Loan 
 401,814
 
 
 
 401,814
 248
 Senior Secured First Lien Term Loan 
 78,384
       78,384
 187
  Membership Units 
 
 
 
 
 
 
  Membership Units 
 
 
 
 
 
 
Access Media Holdings, LLC Senior Secured First Lien Term Loan 5,141,747
 35,935
 
 (362,031) 
 4,815,651
 
 Senior Secured First Lien Term Loan 5,141,747
 35,935
 
 (2,982,229) 
 2,195,453
 
 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
 
 
 258,202
 
 5,445,137
 
 Equity 5,186,935
 54,619
 
 390,246
 
 5,631,800
 
Capstone Nutrition, Inc. Senior Secured First Lien Term Loan 9,524,176
     (4,515,044) 
 5,009,132
 
 Senior Secured First Lien Term Loan 9,524,176
 (1,413,538)   6,128,103
 (14,238,741) 
 
 Senior Secured First Lien Delayed Draw Term Loan 4,282,981
 
 
 (4,282,981) 
 
 
 Senior Secured First Lien Delayed Draw Term Loan 4,282,981
 (635,662) 
 2,985,858
 (6,633,177) 
 
 Senior Secured First Lien Incremental Delayed Draw Term Loan 1,745,510
 1,162,092
 
 
 
 2,907,602
 267,373
 Senior Secured First Lien Incremental Delayed Draw Term Loan 1,745,510
 (1,745,510) 
 
 
 
 319,581
 Common Stock 
 
 
 
 
 
 
 Common Stock 
 
 
 9
 (9) 
 
 Common Stock 
 
 
 
 
 
 
 Common Stock 
 
 
 
 
 
 
 Common Stock 
 
 
 
 
 
 
 Common Stock 
 
 
 300,002
 (300,002) 
 
Charming Charlie LLC Senior Secured First Lien Term Loan 3,121,470
 
 
 (3,121,470) 
 
 
 Senior Secured First Lien Term Loan 3,121,470
 
 
 (3,380,178) 
 (258,708) 
 Senior Secured First Lien Term Loan 1,515,547
 102,381
 
 (1,617,928) 
 
 
 Senior Secured First Lien Term Loan 1,515,547
 (115,404) 
 (1,400,143) 
 
 
 Senior Secured First Lien Term Loan 182,617
 
 
 (182,617) 
 
 18,363
 Senior Secured First Lien Term Loan 182,617
 
 
 (45,654) 
 136,963
 27,697
 Senior Secured First Lien Term Loan 
 
 
 
 
 
 12,274
 Senior Secured First Lien Term Loan 
 1,034,831
 
 (304,362) 
 730,469
 91,608
 Common Stock 
 
 
 
 
 
 
 Common Stock 
 
 
 
 
 
 
Dynamic Energy Services International LLC Revolving Credit Facility 
 690,428
 246,677
     937,105
 42,479
 Revolving Credit Facility 
 40,219
 246,677
     286,896
 54,451
 Senior Secured First Lien Term Loan 
 
 9,828,831
 (3,809,572) (5,379,805) 639,454
 
 Senior Secured First Lien Term Loan 
 
 9,828,831
 (3,783,319) (5,379,806) 665,706
 
 Equity 
 
 
 
 
 
 
 Equity 
 
 
 
 
 
 
Kemmerer Operations, LLC

 Senior Secured First Lien Term Loan 
 1,694,915
 
 
 
 1,694,915
 7,062
 Senior Secured First Lien Term Loan 
 1,694,915
 
 71,596
 
 1,766,511
 72,332
 Senior Secured First Lien Delayed Draw Term Loan 
 677,966
 
 
 
 677,966
 
 Senior Secured First Lien Delayed Draw Term Loan 
 706,604
 
 
 
 706,604
 28,933
 Equity 
 962,717
 
 
 
 962,717
 
 Equity 
 962,717
 
 31,283
 
 994,000
 
MCM 500 East Pratt Holdings, LLC Equity 5,000,000
 
 
 
 
 5,000,000
 183,627
 Equity 5,000,000
 
 
 2,100,000
 
 7,100,000
 367,254
MCM Capital Office Park Holdings LLC Equity 12,499,125
 
 
 (1,661,625) 
 10,837,500
 141,234
 Equity 12,499,125
 
 
 (724,125) 
 11,775,000
 294,935
Medley Chiller Holdings LLC Equity 9,098,157
 (23,360,420) 
 (470,657) 14,732,920
 
 557,697
Nomida LLC(1)
 Equity 989,820
 (771,420) 
 1,299,940
 (1,518,340) 
 
Sierra Senior Loan Strategy JV I LLC(2)
 Equity 82,515,860
 
 
 (5,960,185) 
 76,555,675
 4,200,000

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 September 30, 2019 Income
Earned
Medley Chiller Holdings LLC Equity 9,098,157
 (20,531,808) 
 (470,657) 11,904,308
 
 557,697
Nomida LLC(1)
 Equity 989,820
 (771,420) 
 1,299,940
 (1,518,340) 
 
Sierra Senior Loan Strategy JV I LLC(2)
 Equity 82,515,860
 
 
 (9,106,501) 
 73,409,359
 6,037,500
TwentyEighty, Inc. Senior Secured First Lien Term Loan 6,975,035
 139,415
 
 (69,721) 
 7,044,729
 283,208
 Senior Secured First Lien Term Loan 6,975,035
 (6,975,035) 
 
 
 
 427,674
 Senior Secured First Lien Term Loan 6,497,461
 404,802
 
 79,231
 
 6,981,494
 306,079
 Senior Secured First Lien Term Loan 6,497,461
 (6,521,105) 
 (91,097) 114,741
 
 631,186
 Senior Secured First Lien Term Loan 319,870
 (118,076) 
 2,390
 513
 204,697
 15,525
 Senior Secured First Lien Term Loan 319,870
 (322,723) 
 2,102
 751
 
 18,846
 Senior Secured First Lien Term Loan 
 
 
 
 
 
 
 Senior Secured First Lien Term Loan 
 
 
 
 
 
 
 Equity 404,943
 
 
 3,059,439
 
 3,464,382
 
 Equity 404,943
 
 
 5,889,975
 
 6,294,918
 
Total $165,006,502
 $(17,724,197) $10,075,508
 $(23,454,072) $7,835,288
 $141,739,029
 $6,197,965
 $165,006,502
 $(33,527,567) $10,075,508
 $(6,981,229) $(16,050,275) $118,522,939
 $9,185,069

Name of Investment(3)
 Type of Investment Fair Value at December 31, 2017 
Purchases/
(Sales)
of Investments
 
Transfers
In/(Out)
of Investments
 
Net change in
unrealized
appreciation/
(depreciation)
 Realized Gain/(Loss) Fair Value at June 30, 2018 Income
Earned
1888 Industrial Services, LLC Senior Secured First Lien Term Loan $188,669
 $880,455
 $
 $
 $
 $1,069,124
 $20,178
  Senior Secured First Lien Term Loan 3,144,481
 
 
 
 
 3,144,481
 110,574
  Senior Secured First Lien Term Loan 7,078,964
 450,275
 
 (800,634) 
 6,728,605
 368,665
   Membership Units 
 
 
 
 
 
 
Access Media Holdings, LLC Senior Secured First Lien Term Loan 7,390,587
 31,820
 
 (2,280,614) 
 5,141,793
 
  Common Stock 
 
 
 
 
 
 
  Preferred Equity 
 
 
 
 
 
 
  Preferred Equity 
 
 
 
 
 
 
  Preferred Equity 130,200
 226,800
 
 (434,000) 
 (77,000) 
Capstone Nutrition Senior Secured First Lien Term Loan 12,042,301
 
 
 (2,924,653) 
 9,117,648
 
  Senior Secured First Lien Term Loan 5,210,693
 
 
 (1,265,494) 
 3,945,199
 
  Senior Secured First Lien Term Loan 
 1,617,800
 
 
 
 1,617,800
 
  Common Stock 
 
 
 
 
 
 
  Common Stock 
 
 
 
 
 
 
  Common Stock 
 
 
 
 
 
 
Charming Charlie LLC Senior Secured First Lien Term Loan 
 2,470,184
 
 (35,167) 
 2,435,017
 85,265
  Senior Secured First Lien Term Loan 
 3,043,620
 
 
 
 3,043,620
 82,552
  Common Stock   
 
 
 
 
 
MCM 500 East Pratt Holdings, LLC Equity 455,871
 4,544,129
 
 
 
 5,000,000
 188,575
MCM Capital Office Park Holdings LLC Equity 7,500,000
 
 
 
 
 7,500,000
 194,805
Medley Chiller Holdings LLC Equity 
 8,627,500
 
 (128,614) 
 8,498,886
 
Nomida LLC(1)
 Senior Secured First Lien Term Loan 2,935,000
 (2,935,000) 
 
 
 
 71,564
  Equity 5,400,000
 (606,000) 
 (504,000) 
 4,290,000
 
Sierra Senior Loan Strategy JV I LLC(2)
 Equity 79,515,513
 7,683,750
 
 (2,047,501) 
 85,151,762
 3,937,500
TwentyEighty, Inc. Senior Secured First Lien Term Loan 5,501,849
 379,928
 
 (192,705) 
 5,689,072
 280,270
  Senior Secured First Lien Term Loan 6,696,055
 137,785
 
 (89,523) 
 6,744,317
 270,794
  Senior Secured First Lien Term Loan 3,098,085
 (688,902) 
 (3,002) 
 2,406,181
 1,184
  Senior Secured First Lien Term Loan 
 
 
 
 
 
 140,655
  Equity 
 
 
 
 
 
 
Total   $146,288,268
 $25,864,144
 $
 $(10,705,907) $
 $161,446,505
 $5,752,581
Name of Investment(3) Type of Investment Fair Value at December 31, 2017 Purchases/
(Sales)
of Investments
 Transfers
In/(Out)
of Investments
 Net change in
unrealized
appreciation/
(depreciation)
 Realized Gain/(Loss) Fair Value at September 30, 2018 Income
Earned
1888 Industrial Services, LLC Senior Secured First Lien Term Loan $188,669
 $1,069,123
 $
 $
 $
 $1,257,792
 $43,755
  Senior Secured First Lien Term Loan 3,144,481
 
 
 
 
 3,144,481
 169,519
  Senior Secured First Lien Term Loan 7,078,964
 699,392
 
 (874,530) 
 6,903,826
 569,786
   Membership Units 
 
 
 
 
 
 
Access Media Holdings, LLC Senior Secured First Lien Term Loan 7,390,587
 31,820
 
 (2,280,663) 
 5,141,744
 
  Common Stock 
 
 
 
 
 
 
  Preferred Equity 
 
 
 
 
 
 
  Preferred Equity 
 
 
 
 
 
 
  Preferred Equity 130,200
 320,600
 
 (602,000) 
 (151,200) 
Caddo Investors Holdings 1 LLC Equity 
 4,975,000
 
 
 
 4,975,000
 55,243
Capstone Nutrition, Inc. Senior Secured First Lien Term Loan 12,042,301
 32,381
 
 (2,581,434) 
 9,493,248
 
  Senior Secured First Lien Term Loan 5,210,693
 399,652
 
 (1,341,273) 
 4,269,072
 
  Senior Secured First Lien Term Loan 
 1,682,040
 
 
 
 1,682,040
 197,424
  Common Stock 
 
 
 
 
 
 
  Common Stock 
 
 
 
 
 
 
  Common Stock 
 
 
 
 
 
 
Charming Charlie LLC Senior Secured First Lien Term Loan 
 3,082,088
 
 
 
 3,082,088
 194,997

Name of Investment(3) Type of Investment Fair Value at December 31, 2017 Purchases/
(Sales)
of Investments
 Transfers
In/(Out)
of Investments
 Net change in
unrealized
appreciation/
(depreciation)
 Realized Gain/(Loss) Fair Value at September 30, 2018 Income
Earned
  Senior Secured First Lien Term Loan 
 2,602,031
 
 (1,086,565) 
 1,515,466
 202,465
  Senior Secured First Lien Term Loan 
 182,617
 
 
 
 182,617
 406
  Common Stock   
 
 
 
 
 
MCM 500 East Pratt Holdings, LLC Equity 455,871
 4,544,129
 
 
 
 5,000,000
 377,150
MCM Capital Office Park Holdings LLC Equity 7,500,000
 
 
 1,875,000
 
 9,375,000
 292,208
Medley Chiller Holdings LLC Equity 
 8,627,500
 
 (128,613) 
 8,498,887
 
Nomida LLC(1) Senior Secured First Lien Term Loan 2,935,000
 (2,935,000) 
 
 
 
 71,564
  Equity 5,400,000
 (1,326,000) 
 (856,545) 
 3,217,455
 
Sierra Senior Loan Strategy JV I LLC(2) Equity 79,515,513
 12,233,750
 
 (4,826,019) 
 86,923,244
 6,037,499
TwentyEighty, Inc. Senior Secured First Lien Term Loan 6,696,055
 206,883
 
 (90,429) 
 6,812,509
 410,555
  Senior Secured First Lien Term Loan 5,501,849
 575,335
 
 (230,898) 
 5,846,286
 427,495
  Senior Secured First Lien Term Loan 3,098,085
 (2,733,735) 
 (11,886) 7,969
 360,433
 179,436
  Equity 
 
 
 
 
 
 
Total   $146,288,268
 $34,269,606
 $
 $(13,035,855) $7,969
 $167,529,988
 $9,229,502


(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 JuneSeptember 30, 2019, the loan payableinvestment has been fully paid off.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 sixnine months ended JuneSeptember 30, 2019 and 2018. 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 sixnine months ended JuneSeptember 30, 2019 and 2018.

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 JuneSeptember 30, 2019 and December 31, 2018, Sierra JV had total capital commitments of $116 million, with the Company providing $101.5 million and GALIC providing $14.5 million. Approximately $105.2 million was funded as of JuneSeptember 30, 2019 and December 31, 2018, 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 JuneSeptember 30, 2019 and December 31, 2018, Sierra JV had a $250 million senior secured revolving credit facility (the "JV Facility") with Deutsche Bank, AG, New York Branch ("DB"). The JV Facility bears interest at a rate of LIBOR (with no minimum) plus 2.50% per annum. On March 29, 2019, the JV amended the Credit Facility and extended the reinvestment period. On March 29, 2019, the JV Facility reinvestment period was extended to June 28, 2019 from March 30, 2019. On June 28, 2019, the JV Facility reinvestment period was further extended to October 28, 2019. TheOn October 28, 2019, the JV Facility reinvestment period was further extended from October 28, 2019 to March 31, 2020 while the interest rate was modified from bearing an interest rate of LIBOR (with no minimum) + 2.50% per annum to LIBOR (with no minimum) + 2.75% per annum.The final maturity date is March 30, 2022 and is secured substantially by all of the SPV's assets, subject certain exclusions set forth in the Credit Facility. As of JuneSeptember 30, 2019 and December 31, 2018, there was $204.9 million outstanding under the JV Facility.

The following table shows a summary of Sierra JV's portfolio as of JuneSeptember 30, 2019 and December 31, 2018:
June 30, 2019 December 31, 2018September 30, 2019 December 31, 2018
Senior secured loans(1)
$274,383,740
 $284,070,735
$268,804,900
 $284,070,735
Weighted average current interest rate on senior secured loans(2)
7.41% 7.61%7.05% 7.61%
Number of borrowers in the Sierra JV60
 58
61
 58
Investments at fair value$265,411,129
 $277,168,454
$256,366,040
 $277,168,454
Largest loan to a single borrower(1)
$10,942,429
 $11,058,001
$10,884,644
 $11,058,001
Total of five largest loans to borrowers(1)
$46,624,917
 $48,114,884
$43,626,877
 $48,114,884

(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 JuneSeptember 30, 2019 (unaudited):
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 (2)
 6/7/2022 $10,942,429
 $10,942,429
 $10,691,848
Acrisure, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor (2)
 11/22/2023 2,571,557
 2,577,749
 2,554,327
BW NHHC HOLDCO INC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 3.75%, 1.00% LIBOR Floor (2)
 5/15/2025 5,194,895
 5,127,411
 4,796,446
Callaway Golf Company Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor (2)
 1/4/2026 2,967,562
 2,912,702
 2,992,787
Cardenas Markets LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 4.50%(2)
 11/29/2023 6,337,500
 6,297,506
 6,128,996
CD&R TZ Purchaser, Inc. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 5.75%, 1.00% LIBOR Floor (2)
 7/21/2023 6,317,772
 6,262,457
 6,282,392
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor (4)
 4/10/2025 1,957,528
 1,951,911
 1,924,816
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (4)(5)
 10/4/2024 9,857,363
 9,838,736
 9,758,789
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.50%(4)
 12/1/2021 4,142,689
 4,071,168
 3,397,005
Directbuy Home Improvement, Inc. Retail 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor (2)
 6/20/2022 274,413
 274,413
 274,413
Directbuy Home Improvement, Inc. Retail Common Stock - 201,591 shares   201,591
 79,237
 78,620
Envision Healthcare Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor (4)
 10/10/2025 1,965,125
 1,900,192
 1,719,484
GC EOS Buyer, Inc. Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.75%, 1.00% LIBOR Floor (4)
 8/1/2025 3,453,786
 3,405,940
 3,436,517
GK Holdings, Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)
 1/20/2021 3,926,510
 3,919,152
 3,508,337
Glass Mountain Pipeline Holdings, LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor (4)
 12/23/2024 4,912,812
 4,898,319
 4,802,274
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)
 6/20/2023 4,199,559
 4,199,559
 4,181,081
High Ridge Brands Co. Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor (2)
 6/30/2022 3,031,250
 3,007,598
 2,428,637
Highline Aftermarket Acquisitions, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor (4)
 4/26/2025 4,076,471
 4,065,155
 3,758,506
Infogroup, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 3.50%, 1.00% LIBOR Floor (2)
 4/3/2023 4,887,500
 4,856,633
 4,756,515
Intermedia Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor (4)
 7/21/2025 3,980,000
 3,945,255
 3,901,593
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor (4)
 6/16/2025 2,826,250
 2,812,586
 2,215,215
Jackson Hewitt Tax Services Inc. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 5.75%, 1.00% LIBOR Floor (4)
 4/20/2023 5,887,500
 5,887,500
 5,848,642
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(2)
 6/7/2022 $10,884,644
 $10,884,645
 $10,635,385
Acrisure, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor(2)
 11/22/2023 2,565,013
 2,570,833
 2,550,649
AL Midcoast Holdings, LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor(4)
 8/1/2025 5,954,496
 5,909,046
 5,839,574
Brightspring Health Services Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.50% (2)(5)
 3/5/2026 3,990,000
 3,941,059
 3,990,000
Callaway Golf Company Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 4.50%,(2)
 1/4/2026 2,774,187
 2,725,217
 2,801,929
Cardenas Markets LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 5.75%, 1.00% LIBOR Floor(2)
 11/29/2023 6,321,250
 6,283,634
 6,113,281
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(4)(6)
 4/10/2025 1,354,100
 1,348,747
 1,324,581
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(2)
 4/10/2025 598,500
 598,500
 584,908

Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.25%, 1.00% LIBOR Floor (2)
 5/1/2024 6,178,421
 6,097,672
 5,849,729
KNB Holdings Corporation Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor (4)
 4/26/2024 4,903,412
 4,835,702
 4,784,259
LifeMiles Ltd. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor (4)
 8/18/2022 4,987,530
 4,970,451
 5,037,405
Loparex International B.V. Containers, Packaging and Glass 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor (4)
 4/11/2025 3,626,711
 3,611,692
 3,617,644
Manna Pro Products, LLC Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor (4)
 12/8/2023 3,037,083
 3,037,083
 2,887,355
Manna Pro Products, LLC Consumer Goods: Non-Durable 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor (4)
 12/8/2023 616,667
 616,667
 586,265
Midcoast Energy, LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor (2)(5)
 8/1/2025 5,969,532
 5,921,991
 5,969,532
New Media Holdings II LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor (2)(5)
 7/14/2022 2,913,799
 2,907,408
 2,888,158
NGS US Finco, LLC Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor (4)
 10/1/2025 2,985,000
 2,971,891
 2,931,568
Northern Star Industries, Inc. Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 6.25%, 1.00% LIBOR Floor (2)
 3/28/2025 4,196,875
 4,179,570
 3,994,166
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (4)
 9/29/2025 5,390,302
 5,351,640
 5,180,619
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (4)
 9/29/2025 1,327,196
 1,317,676
 1,266,387
Offen, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 4.75%, 1.00% LIBOR Floor (4)
 6/21/2026 3,672,566
 3,635,841
 3,622,566
Peraton Corp. Aerospace and Defense 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)(5)
 4/29/2024 3,415,152
 3,403,323
 3,278,204
PetroChoice Holdings, Inc. Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)
 8/19/2022 6,858,604
 6,840,848
 6,818,138
Phoenix Guarantor Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor (4)
 3/5/2026 4,975,000
 4,909,917
 4,949,627
Plaskolite PPC Intermediate II LLC Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor (4)
 12/15/2025 3,233,750
 3,174,954
 3,204,000
Port Townsend Holdings Company, Inc. Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 4.50%(5)
 4/3/2024 3,049,523
 3,025,107
 3,012,624
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor (2)
 11/30/2023 4,412,542
 4,125,286
 4,125,286
PT Network, LLC Healthcare & Pharmaceuticals Class C Common Stock   
 
 
PVHC Holding Corp Containers, Packaging and Glass 
Senior Secured First Lien Term Loan LIBOR + 4.75%, 1.00% LIBOR Floor (2)
 8/5/2024 1,977,331
 1,968,839
 1,940,229
Quartz Holding Inc High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor (4)
 4/2/2026 6,000,000
 5,976,488
 5,970,000
Recorded Books Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan LIBOR + 4.75%, 1.00% LIBOR Floor (4)(5)
 8/29/2025 5,458,750
 5,410,428
 5,458,750
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor(3)(4)
 7/1/2026 5,000,000
 4,951,650
 4,940,000
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor(2)
 12/1/2021 4,131,900
 4,067,981
 3,770,359
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
 274,193
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(4)
 10/10/2025 1,960,188
 1,898,384
 1,594,220
GC EOS Buyer, Inc. Automotive 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(3)
 8/1/2025 3,445,086
 3,399,335
 3,400,989
GK Holdings, Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor(4)
 1/20/2021 3,916,231
 3,910,077
 3,557,113
Glass Mountain Pipeline Holdings, LLC Energy: Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(5)
 12/23/2024 4,900,375
 4,886,582
 4,618,603
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor(2)
 6/20/2023 4,188,348
 4,188,348
 4,163,637
High Ridge Brands Co. Consumer Goods: Non-Durable 
Senior Secured First Lien Term Loan LIBOR + 7.00%, 1.00% LIBOR Floor(4)(8)
 6/30/2022 3,031,250
 3,009,584
 2,368,922
Highline Aftermarket Acquisitions, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.50%, 1.00% LIBOR Floor(2)
 4/26/2025 4,066,176
 4,055,374
 3,601,412
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 7,800,000
 7,757,145
 5,187,780
Infogroup, Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor(4)
 4/3/2023 4,875,000
 4,846,275
 4,748,738
Intermedia Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor(4)
 7/21/2025 3,970,000
 3,936,784
 3,964,045
Intermediate LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor(4)
 7/1/2026 2,750,000
 2,732,905
 2,732,400
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loan LIBOR + 5.75%, 1.00% LIBOR Floor(4)
 6/16/2025 2,788,268
 2,775,360
 2,115,738
Jackson Hewitt Tax Service Inc. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.25%)(2)
 4/20/2023 5,850,000
 5,850,000
 5,811,390
Jordan Health Products I, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor(2)
 5/15/2025 5,181,776
 5,117,349
 4,378,601
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor(4)
 5/1/2024 6,162,699
 6,086,349
 5,972,888
KNB Holdings Corporation Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor(4)
 4/26/2024 4,871,364
 4,807,608
 3,975,033
LifeMiles Ltd. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor(3)
 8/18/2022 4,836,393
 4,821,162
 4,759,978
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 3,029,375
 3,029,375
 2,880,027
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 615,125
 615,125
 584,799

Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Rough Country, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 4.50%(4)
 5/25/2023 4,993,321
 4,975,885
 4,912,430
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.00%, 1.00% LIBOR Floor (2)
 2/3/2025 3,431,562
 3,424,597
 3,337,538
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Delayed Draw Term Loan LIBOR + 3.00%, 1.00% LIBOR Floor (2)
 2/3/2025 1,339,253
 1,294,133
 1,303,227
Salient CRGT Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.75%, 1.00% LIBOR Floor (2)
 2/28/2022 4,440,476
 4,392,712
 4,240,211
SCS Holdings I Inc. Wholesale 
Senior Secured First Lien Term Loan LIBOR + 5.75%, 1.00% LIBOR Floor (2)
 10/31/2022 4,695,448
 4,679,773
 4,671,971
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)
 11/29/2024 9,850,000
 9,811,793
 9,850,000
Sierra Enterprises, LLC Beverage & Food 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)
 11/11/2024 3,928,939
 3,919,082
 3,889,650
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 3.50%, 1.00% LIBOR Floor (2)
 2/27/2022 3,491,250
 3,410,977
 3,491,250
SMB Shipping Logistics, LLC Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 6.50%, 1.00% LIBOR Floor (4)
 2/5/2024 2,472,131
 2,451,528
 2,447,410
Starfish Holdco, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor (4)
 8/16/2024 3,925,362
 3,899,973
 3,904,558
Syniverse Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)
 3/9/2023 3,945,038
 3,915,738
 3,621,545
The Imagine Group, LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor (2)
 6/21/2022 7,820,000
 7,773,063
 6,437,424
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 4,359,998
 4,359,998
 4,324,682
ThoughtWorks, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor (2)
 10/11/2024 6,691,842
 6,675,422
 6,681,135
Tortoise Borrower LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.75%, 1.00% LIBOR Floor (2)
 1/31/2025 2,444,062
 2,434,280
 2,414,734
United Road Services, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor (2)
 9/2/2024 3,790,000
 3,775,660
 3,790,000
Wok Holdings Inc. Retail 
Senior Secured First Lien Term Loan LIBOR + 3.50%, 1.00% LIBOR Floor (2)
 3/1/2026 6,633,375
 6,578,153
 6,394,574
Wrench Group LLC Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor (2)
 4/30/2026 2,231,250
 2,213,135
 2,231,250
Xebec Global Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor (2)
 2/12/2024 8,155,125
 8,155,125
 8,083,360
Z Medica, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 6.50%(4)
 9/29/2022 2,647,500
 2,647,500
 2,574,429
Total       $274,383,740
 $272,312,609
 $265,411,129
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
New Media Holdings II LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan LIBOR + 6.25%, 1.00% LIBOR Floor(2)
 7/14/2022 2,906,422
 2,900,576
 2,900,900
NGS US Finco, LLC Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor(4)
 10/1/2025 2,977,500
 2,965,041
 2,903,360
Northern Star Industries, Inc. Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(5)
 3/28/2025 4,186,250
 4,169,745
 3,984,054
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor(2)(6)
 9/29/2025 1,002,408
 1,002,408
 983,612
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 4,961,062
 4,916,977
 4,868,376
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 726,749
 726,749
 713,123
Offen, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.00%)(4)(6)
 6/22/2026 3,663,385
 3,628,060
 3,613,477
Peraton Corp. Aerospace and Defense 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor(2)
 4/29/2024 3,406,439
 3,395,256
 3,384,979
PetroChoice Holdings, Inc. Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor(4)
 8/19/2022 6,840,791
 6,823,978
 6,567,159
Plaskolite PPC Intermediate II LLC Chemicals, Plastics and Rubber 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor(2)
 12/15/2025 3,225,625
 3,169,698
 3,194,659
Port Townsend Holdings Company, Inc. Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 4.75%, 1.00% LIBOR Floor(5)
 4/3/2024 3,041,842
 3,018,776
 2,992,564
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 4,416,710
 4,159,475
 4,129,182
PT Network, LLC Healthcare & Pharmaceuticals 
Class C Common Stock(7)
   
 
 
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 1,972,350
 1,964,298
 1,912,138
Quantum Spatial, Inc. Aerospace & Defense 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor(4)
 9/5/2024 5,000,000
 5,000,000
 5,000,000
Quartz Holding Company High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor(4)
 4/2/2026 6,982,500
 6,957,448
 6,885,443
RB Media, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(2)
 8/29/2025 5,445,000
 5,398,769
 5,445,000
Rough Country, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.75%, 1.00% LIBOR Floor(2)
 5/25/2023 4,993,321
 4,977,011
 4,912,430
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.00%, 1.00% LIBOR Floor(2)
 2/3/2025 1,335,880
 1,292,960
 1,288,055
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.75%, 1.00% LIBOR Floor(2)
 2/3/2025 3,422,875
 3,416,186
 3,297,255
Salient CRGT Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 6.00%, 1.00% LIBOR Floor(2)
 2/28/2022 4,409,226
 4,366,278
 4,172,451
SCS Holdings I Inc. Wholesale 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor(2)
 7/1/2026 2,244,375
 2,238,962
 2,249,986

Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(2)
 11/29/2024 9,825,000
 9,788,662
 9,825,000
Sierra Enterprises, LLC Beverage & Food 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor(2)
 11/11/2024 3,918,993
 3,909,634
 3,821,018
Simplified Logistics, LLC Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.50%, 1.00% LIBOR Floor(4)
 2/27/2022 3,482,500
 3,406,082
 3,482,500
SMB Shipping Logistics, LLC Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor(5)
 2/5/2024 2,465,807
 2,446,381
 2,453,478
Syniverse Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.00%, 1.00% LIBOR Floor(2)
 3/9/2023 3,935,050
 3,907,819
 3,695,799
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 4,348,644
 4,348,644
 4,325,596
ThoughtWorks, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.00%, 1.00% LIBOR Floor(2)
 10/11/2024 6,674,943
 6,659,347
 6,674,943
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 2,437,875
 2,428,557
 2,392,287
United Road Services, Inc. Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.75%, 1.00% LIBOR Floor(2)
 9/2/2024 3,759,999
 3,746,465
 3,699,087
Vero Parent, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.50%, 1.00% LIBOR Floor(2)
 8/16/2024 3,915,475
 3,891,393
 3,886,109
Wawona Delaware Holdings, LLC Beverage & Food 
Senior Secured First Lien Term Loan LIBOR + 4.75%, 1.00% LIBOR Floor(2)
 9/11/2026 4,975,000
 4,925,465
 4,925,250
Wok Holdings Inc. Retail 
Senior Secured First Lien Term Loan LIBOR + 6.50%, 1.00% LIBOR Floor(2)
 3/1/2026 6,616,750
 6,563,917
 5,599,756
Wrench Group LLC Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 4.25%, 1.00% LIBOR Floor(2)(6)
 4/30/2026 2,225,672
 2,208,233
 2,225,672
Xebec Global Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.25%, 1.00% LIBOR Floor(3)
 2/12/2024 8,134,734
 8,134,734
 8,114,397
Z Medica, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.50%, 1.00% LIBOR Floor(4)
 9/29/2022 2,640,000
 2,640,000
 2,541,264
Total       $268,804,900
 $266,852,067
 $256,366,040

(1)Represents the fair value in accordance with ASC 820 as determined by the board of managers of Sierra JV. The approval of the fair value of the portfolio investments held by Sierra JV is not included in the valuation process of the Company's board of directors described elsewhere herein. 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 JuneSeptember 30, 2019 was 2.40%2.02%. The interest rate is subject to a minimum LIBOR floor.
(3)The interest rate on these loans is subject to a base rate plus 2 Month (“2M”) LIBOR, which at JuneSeptember 30, 2019 was 2.33%2.07%. The interest rate is subject to a minimum LIBOR floor.

(4)The interest rate on these loans is subject to a base rate plus 3 Month (“3M”) LIBOR, which at JuneSeptember 30, 2019 was 2.32%2.09%. The interest rate is subject to a minimum LIBOR floor.
(5)The interest rate on these loans is subject to a base rate plus 6 Month (“6M”) LIBOR, which at September 30, 2019 was 2.06%. The interest rate is subject to a minimum LIBOR floor.
(6)Includes an analysis of the value of any unfunded loan commitments.
(7)Security is non-income producing.
(8)The investment was on non-accrual status as of September 30, 2019.
(9)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, 2018:

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 (2)
 6/7/2022 $11,058,000
 $11,058,000
 $10,803,667
Acrisure, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (2)
 11/22/2023 5,391,750
 5,406,210
 5,275,288
Avantor, Inc. Wholesale 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (2)
 11/22/2024 5,694,738
 5,640,336
 5,505,104
BW NHHC Holdco Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (2)
 5/15/2025 5,221,132
 5,147,587
 5,081,727
Cardenas Markets LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 5.75% , 1.00% LIBOR Floor (2)
 11/29/2023 6,370,000
 6,325,291
 6,240,689
CD&R TZ Purchaser, Inc. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (4)
 7/21/2023 6,350,272
 6,287,883
 6,094,356
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loans LIBOR + 4.50% , 1.00% LIBOR Floor (4)(6)
 4/10/2025 1,364,384
 1,358,254
 1,360,973
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.50% (4)(6)
 10/4/2024 9,907,386
 9,886,903
 9,808,312
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (2)
 12/1/2021 4,164,266
 4,077,669
 3,918,573
Deliver Buyer, Inc. Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (2)
 5/1/2024 530,639
 529,418
 530,640
Elite Comfort Solutions LLC. Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.50% , 1.00% LIBOR Floor (4)
 1/15/2021 9,053,081
 9,053,081
 9,053,081
Envision Healthcare Corporation Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (4)
 10/10/2025 1,975,000
 1,903,861
 1,903,505
GC EOS Buyer, Inc. Automotive 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 8/1/2025 2,182,031
 2,161,444
 2,138,391
GK Holdings, Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (4)
 1/20/2021 3,947,067
 3,937,323
 3,550,387
Glass Mountain Pipeline Holdings, LLC Energy:  Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (4)
 12/23/2024 4,937,686
 4,921,803
 4,886,336
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (2)
 6/20/2023 7,227,034
 7,227,034
 7,227,034
High Ridge Brands Co. Consumer Goods - Non-Durable 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (4)
 6/30/2022 3,046,875
 3,019,176
 2,808,914
Highline Aftermarket Acquisitions, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.50% , 1.00% LIBOR Floor (2)
 4/26/2025 4,097,059
 4,084,725
 3,976,605
InfoGroup, Inc Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (4)
 4/3/2023 4,912,500
 4,877,385
 4,843,725
Intermedia Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (4)
 7/21/2025 4,000,000
 3,962,225
 3,992,000
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loans LIBOR + 5.75% , 1.00% LIBOR Floor (4)
 6/16/2025 2,900,624
 2,885,432
 2,864,077
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 (2)
 6/7/2022 $11,058,000
 $11,058,000
 $10,803,667

Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Jackson Hewitt Tax Services Inc. Services: Consumer 
Senior Secured First Lien Term Loans LIBOR + 6.25% , 1.00% LIBOR Floor (2)
 4/20/2023 5,962,500
 5,962,500
 5,962,500
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (4)
 5/1/2024 6,209,863
 6,120,389
 6,149,006
KNB Holdings Corporation Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 4/26/2024 4,967,510
 4,891,868
 4,868,159
LifeMiles Ltd. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 8/18/2022 5,272,436
 5,251,526
 5,289,835
Loparex International B.V. Containers, Packaging & Glass 
Senior Secured First Lien Term Loans LIBOR + 4.25% , 1.00% LIBOR Floor (4)
 4/11/2025 6,633,333
 6,603,510
 6,600,167
Manna Pro Products, LLC Consumer Goods - Non-Durable 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (2)(6)
 12/8/2023 3,428,668
 3,428,668
 3,346,036
Midcoast Energy LLC Energy:  Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 8/1/2025 5,486,250
 5,434,568
 5,321,663
New Media Holdings II LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan LIBOR + 6.25% , 1.00% LIBOR Floor (2)
 7/14/2022 3,539,854
 3,530,822
 3,522,155
NGS US Finco, LLC Capital Equipment 
Senior Secured First Lien Term Loans LIBOR + 4.25% , 1.00% LIBOR Floor (4)
 10/1/2025 3,000,000
 2,985,602
 2,985,000
Northern Star Industries, Inc. Capital Equipment 
Senior Secured First Lien Term Loans LIBOR + 4.75% , 1.00% LIBOR Floor (4)
 3/28/2025 4,218,125
 4,199,230
 4,098,330
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 9/29/2025 6,394,823
 6,342,533
 6,330,876
Peraton Corp. Aerospace and Defense 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (4)
 4/29/2024 3,432,576
 3,419,467
 3,374,908
PetroChoice Holdings, Inc. Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (4)
 8/19/2022 6,894,231
 6,874,605
 6,830,803
Plaskolite PPC Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (4)
 12/13/2025 3,250,000
 3,185,563
 3,185,000
Port Townsend Holdings Company, Inc. Forest Products & Paper 
Senior Secured First Lien Term Loans LIBOR + 4.75% , 1.00% LIBOR Floor (2)
 4/3/2024 3,064,886
 3,037,794
 3,064,886
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 11/30/2021 4,412,544
 4,412,543
 4,321,203
PVHC Holding Corp. Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 4.75% , 1.00% LIBOR Floor (4)(6)
 8/3/2024 1,987,293
 1,977,928
 1,977,356
Recorded Books, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan LIBOR + 4.50% (4)
 8/29/2025 5,486,250
 5,433,782
 5,431,388
Rough Country, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (2)
 5/25/2023 6,079,627
 6,055,700
 6,018,830
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.00% , 1.00% LIBOR Floor (2)
 2/3/2025 5,930,218
 5,855,223
 5,803,337
Salient CRGT Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.75% , 1.00% LIBOR Floor (2)
 2/28/2022 4,502,976
 4,445,538
 4,528,643
SCS Holdings I Inc. (Sirius Computer Wholesale 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (2)
 10/31/2022 5,062,626
 5,043,215
 5,006,432
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 11/29/2024 9,900,000
 9,858,087
 9,764,370
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Acrisure, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (2)
 11/22/2023 5,391,750
 5,406,210
 5,275,288
Avantor, Inc. Wholesale 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (2)
 11/22/2024 5,694,738
 5,640,336
 5,505,104
BW NHHC Holdco Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (2)
 5/15/2025 5,221,132
 5,147,587
 5,081,727
Cardenas Markets LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 5.75% , 1.00% LIBOR Floor (2)
 11/29/2023 6,370,000
 6,325,291
 6,240,689
CD&R TZ Purchaser, Inc. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (4)
 7/21/2023 6,350,272
 6,287,883
 6,094,356
CHA Consulting, Inc. Construction & Building 
Senior Secured First Lien Term Loans LIBOR + 4.50% , 1.00% LIBOR Floor (4)(6)
 4/10/2025 1,364,384
 1,358,254
 1,360,973
Covenant Surgical Partners, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.50% (4)(6)
 10/4/2024 9,907,386
 9,886,903
 9,808,312
CT Technologies Intermediate Holdings, Inc. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (2)
 12/1/2021 4,164,266
 4,077,669
 3,918,573
Deliver Buyer, Inc. Capital Equipment 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (2)
 5/1/2024 530,639
 529,418
 530,640
Elite Comfort Solutions LLC. Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 6.50% , 1.00% LIBOR Floor (4)
 1/15/2021 9,053,081
 9,053,081
 9,053,081
Envision Healthcare Corporation Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (4)
 10/10/2025 1,975,000
 1,903,861
 1,903,505
GC EOS Buyer, Inc. Automotive 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 8/1/2025 2,182,031
 2,161,444
 2,138,391
GK Holdings, Inc. Services: Business 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (4)
 1/20/2021 3,947,067
 3,937,323
 3,550,387
Glass Mountain Pipeline Holdings, LLC Energy:  Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (4)
 12/23/2024 4,937,686
 4,921,803
 4,886,336
Golden West Packaging Group LLC Forest Products & Paper 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (2)
 6/20/2023 7,227,034
 7,227,034
 7,227,034
High Ridge Brands Co. Consumer Goods - Non-Durable 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (4)
 6/30/2022 3,046,875
 3,019,176
 2,808,914
Highline Aftermarket Acquisitions, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.50% , 1.00% LIBOR Floor (2)
 4/26/2025 4,097,059
 4,084,725
 3,976,605
InfoGroup, Inc Services: Business 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (4)
 4/3/2023 4,912,500
 4,877,385
 4,843,725
Intermedia Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (4)
 7/21/2025 4,000,000
 3,962,225
 3,992,000
Isagenix International, LLC Wholesale 
Senior Secured First Lien Term Loans LIBOR + 5.75% , 1.00% LIBOR Floor (4)
 6/16/2025 2,900,624
 2,885,432
 2,864,077
Jackson Hewitt Tax Services Inc. Services: Consumer 
Senior Secured First Lien Term Loans LIBOR + 6.25% , 1.00% LIBOR Floor (2)
 4/20/2023 5,962,500
 5,962,500
 5,962,500
Keystone Acquisition Corp. Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (4)
 5/1/2024 6,209,863
 6,120,389
 6,149,006
KNB Holdings Corporation Consumer Goods: Durable 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 4/26/2024 4,967,510
 4,891,868
 4,868,159

Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Sierra Enterprises, LLC Beverage & Food 
Senior Secured First Lien Term Loans LIBOR + 3.50% , 1.00% LIBOR Floor (2)
 11/11/2024 5,198,833
 5,184,552
 5,133,328
SMB Shipping Logisitics, LLC Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 4.00% , 1.00% LIBOR Floor (4)
 2/5/2024 2,487,342
 2,464,380
 2,474,905
Starfish Holdco, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 8/16/2024 3,945,138
 3,917,156
 3,891,878
Syniverse Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (2)
 3/9/2023 3,965,013
 3,931,611
 3,752,488
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 7,860,000
 7,804,967
 7,327,092
The KeyW Corporation Aerospace and Defense 
Senior Secured First Lien Term Loans LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 5/8/2024 2,697,675
 2,685,199
 2,684,186
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 4,382,706
 4,382,706
 4,376,570
ThoughtWorks, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.00% , 1.00% LIBOR Floor (2)(6)
 10/11/2024 5,723,121
 5,710,431
 5,652,726
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 2,456,437
 2,445,734
 2,456,438
United Road Services, Inc Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (2)
 9/2/2024 3,850,000
 3,834,040
 3,826,900
Valence Surface Technologies, Inc. Aerospace and Defense 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 6/13/2021 6,272,913
 6,269,062
 6,272,913
Xebec Global Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 2/12/2024 8,196,417
 8,196,417
 8,196,417
Z Gallerie, LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 6.50% , 1.00% LIBOR Floor (4)(7)
 10/8/2021 4,924,527
 4,924,527
 2,861,642
Z-Medica, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 9/29/2022 2,662,500
 2,662,500
 2,616,704
Total       $284,070,735
 $282,514,983
 $277,168,454
Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
LifeMiles Ltd. Services: Consumer 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 8/18/2022 5,272,436
 5,251,526
 5,289,835
Loparex International B.V. Containers, Packaging & Glass 
Senior Secured First Lien Term Loans LIBOR + 4.25% , 1.00% LIBOR Floor (4)
 4/11/2025 6,633,333
 6,603,510
 6,600,167
Manna Pro Products, LLC Consumer Goods - Non-Durable 
Senior Secured First Lien Term Loan LIBOR + 6.00% , 1.00% LIBOR Floor (2)(6)
 12/8/2023 3,428,668
 3,428,668
 3,346,036
Midcoast Energy LLC Energy:  Oil & Gas 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 8/1/2025 5,486,250
 5,434,568
 5,321,663
New Media Holdings II LLC Media: Advertising, Printing & Publishing 
Senior Secured First Lien Term Loan LIBOR + 6.25% , 1.00% LIBOR Floor (2)
 7/14/2022 3,539,854
 3,530,822
 3,522,155
NGS US Finco, LLC Capital Equipment 
Senior Secured First Lien Term Loans LIBOR + 4.25% , 1.00% LIBOR Floor (4)
 10/1/2025 3,000,000
 2,985,602
 2,985,000
Northern Star Industries, Inc. Capital Equipment 
Senior Secured First Lien Term Loans LIBOR + 4.75% , 1.00% LIBOR Floor (4)
 3/28/2025 4,218,125
 4,199,230
 4,098,330
Nuvei Technologies Corp. Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 9/29/2025 6,394,823
 6,342,533
 6,330,876
Peraton Corp. Aerospace and Defense 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (4)
 4/29/2024 3,432,576
 3,419,467
 3,374,908
PetroChoice Holdings, Inc. Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (4)
 8/19/2022 6,894,231
 6,874,605
 6,830,803
Plaskolite PPC Chemicals, Plastics & Rubber 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (4)
 12/13/2025 3,250,000
 3,185,563
 3,185,000
Port Townsend Holdings Company, Inc. Forest Products & Paper 
Senior Secured First Lien Term Loans LIBOR + 4.75% , 1.00% LIBOR Floor (2)
 4/3/2024 3,064,886
 3,037,794
 3,064,886
PT Network, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 11/30/2021 4,412,544
 4,412,543
 4,321,203
PVHC Holding Corp. Containers, Packaging & Glass 
Senior Secured First Lien Term Loan LIBOR + 4.75% , 1.00% LIBOR Floor (4)(6)
 8/3/2024 1,987,293
 1,977,928
 1,977,356
Recorded Books, Inc. Media: Diversified & Production 
Senior Secured First Lien Term Loan LIBOR + 4.50% (4)
 8/29/2025 5,486,250
 5,433,782
 5,431,388
Rough Country, LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.75% , 1.00% LIBOR Floor (2)
 5/25/2023 6,079,627
 6,055,700
 6,018,830
Safe Fleet Holdings LLC Automotive 
Senior Secured First Lien Term Loan LIBOR + 3.00% , 1.00% LIBOR Floor (2)
 2/3/2025 5,930,218
 5,855,223
 5,803,337
Salient CRGT Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.75% , 1.00% LIBOR Floor (2)
 2/28/2022 4,502,976
 4,445,538
 4,528,643
SCS Holdings I Inc. (Sirius Computer Wholesale 
Senior Secured First Lien Term Loan LIBOR + 4.25% , 1.00% LIBOR Floor (2)
 10/31/2022 5,062,626
 5,043,215
 5,006,432
Shift4 Payments, LLC Banking, Finance, Insurance & Real Estate 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 11/29/2024 9,900,000
 9,858,087
 9,764,370
Sierra Enterprises, LLC Beverage & Food 
Senior Secured First Lien Term Loans LIBOR + 3.50% , 1.00% LIBOR Floor (2)
 11/11/2024 5,198,833
 5,184,552
 5,133,328
SMB Shipping Logisitics, LLC Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 4.00% , 1.00% LIBOR Floor (4)
 2/5/2024 2,487,342
 2,464,380
 2,474,905
Starfish Holdco, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 8/16/2024 3,945,138
 3,917,156
 3,891,878

Company Industry Type of Investment Maturity Par Amount Cost 
Fair Value(1)
Syniverse Holdings, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.00% , 1.00% LIBOR Floor (2)
 3/9/2023 3,965,013
 3,931,611
 3,752,488
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 7,860,000
 7,804,967
 7,327,092
The KeyW Corporation Aerospace and Defense 
Senior Secured First Lien Term Loans LIBOR + 4.50% , 1.00% LIBOR Floor (2)
 5/8/2024 2,697,675
 2,685,199
 2,684,186
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 4,382,706
 4,382,706
 4,376,570
ThoughtWorks, Inc. High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 4.00% , 1.00% LIBOR Floor (2)(6)
 10/11/2024 5,723,121
 5,710,431
 5,652,726
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 2,456,437
 2,445,734
 2,456,438
United Road Services, Inc Transportation: Cargo 
Senior Secured First Lien Term Loan LIBOR + 5.25% , 1.00% LIBOR Floor (2)
 9/2/2024 3,850,000
 3,834,040
 3,826,900
Valence Surface Technologies, Inc. Aerospace and Defense 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 6/13/2021 6,272,913
 6,269,062
 6,272,913
Xebec Global Holdings, LLC High Tech Industries 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 2/12/2024 8,196,417
 8,196,417
 8,196,417
Z Gallerie, LLC Retail 
Senior Secured First Lien Term Loan LIBOR + 6.50% , 1.00% LIBOR Floor (4)(7)
 10/8/2021 4,924,527
 4,924,527
 2,861,642
Z-Medica, LLC Healthcare & Pharmaceuticals 
Senior Secured First Lien Term Loan LIBOR + 5.50% , 1.00% LIBOR Floor (4)
 9/29/2022 2,662,500
 2,662,500
 2,616,704
Total       $284,070,735
 $282,514,983
 $277,168,454

(1)Represents the fair value in accordance with ASC 820 as determined by the board of managers of Sierra JV. The approval of the fair value of the portfolio investments held by Sierra JV is not included in the valuation process of the Company's board of directors described elsewhere herein.
(2)The interest rate on these loans is subject to a base rate plus 1 Month (“1M”) LIBOR, which at December 31, 2018 was 2.50%.
(3)The interest rate on these loans is subject to a base rate plus 2 Month (“2M”) LIBOR, which at December 31, 2018 was 261%.
(4)The interest rate on these loans is subject to a base rate plus 3 Month (“3M”) LIBOR, which at December 31, 2018 was 2.81%.
(5)The interest rate on these loans is subject to a base rate plus 6 Month (“6M”) LIBOR, which at December 31, 2018 was 2.88%.
(6)The interest rate on these loans is subject to a base rate plus 12 Month (“12M”) LIBOR, which at December 31, 2018 was 2.93%.
(7)The investment was on non-accrual status as of December 31, 2018.
(8)Par amount includes accumulated paid-in-kind ("PIK") interest and is net of repayments.
(9)The interest rate on these loans is subject to an adjusted base rate ("ABR") plus a spread.
(10)Includes an analysis of the value of any unfunded loan commitments.
(11)Security is non-income producing.


Below is certain summarized financial information for the Sierra JV as of JuneSeptember 30, 2019 and December 31, 2018 and for the three and sixnine months ended JuneSeptember 30, 2019 and 2018.
June 30, 2019 December 31, 2018September 30, 2019 December 31, 2018
(unaudited)  (unaudited)  
Selected Consolidated Statement of Assets and Liabilities Information:      
Investments in loans at fair value (amortized cost of $272,312,609 and $257,831,412, respectively)$265,411,129
 $277,168,454
Investments in loans at fair value (amortized cost of $266,852,067 and $282,514,983, respectively)$256,366,040
 $277,168,454
Cash and cash equivalents29,540,400
 20,494,190
31,344,722
 20,494,190
Other assets987,884
 1,781,149
1,321,215
 1,781,149
Total assets$295,939,413
 $299,443,793
$289,031,977
 $299,443,793
      
Senior credit facility payable (net of deferred financing costs of $2,145,426 and $1,599,958, respectively)202,754,574
 203,300,042
202,950,742
 203,300,042
Other liabilities885,395
 953,352
435,779
 411,102
Interest payable4,034,506
 411,102
819,058
 953,352
Total liabilities$207,674,475
 $204,664,496
$204,205,579
 $204,664,496
Members’ capital88,264,938
 94,779,297
84,826,398
 94,779,297
Total liabilities and members' capital$295,939,413
 $299,443,793
$289,031,977
 $299,443,793

 
Three Months Ended June 30, Six Months Ended June 30,Three Months Ended September 30, Nine Months Ended September 30,
2019 2018 2019 20182019 2018 2019 2018
(unaudited) (unaudited) (unaudited) (unaudited)(unaudited) (unaudited) (unaudited) (unaudited)
Selected Consolidated Statement of Operations Information:              
Total investment income$5,426,634
 $5,116,742
 $11,025,448
 $9,730,431
$5,280,076
 $5,401,302
 $16,305,521
 $15,131,733
Total expenses(3,218,553) (2,846,810) (6,412,699) (5,353,116)(3,168,637) (3,020,096) (9,581,333) (8,373,213)
Net change in unrealized appreciation/(depreciation) of investments539,007
 (2,274,324) (1,554,951) (2,786,848)(3,584,545) (2,841,807) (5,139,832) (5,628,655)
Net realized gain/(loss) on investments(4,836,350) 339,249
 (4,772,156) 548,056
134,566
 188,240
 (4,637,590) 736,296
Net income$(2,089,262) $334,857
 $(1,714,358) $2,138,523
$(1,338,540) $(272,361) $(3,053,234) $1,866,161

In accordance with Rules 3-09 and 4-08(g) of Regulation S-X, the Company must determine which of its unconsolidated Control Investments, if any, are considered “significant subsidiaries.” In evaluating these investments, there are three tests utilized to determine if any Controlled Investments are considered significant subsidiaries: 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 in which the Company owns greater than 50% of the voting securities) in an annual report if any of the three tests exceed 20%. Rule 4-08(g) of Regulation S-X requires summarized financial information of Control Investments in an annual report if any of the three tests exceeds 10%, and summarized financial information in a quarterly report if any of the three tests exceeds 20% pursuant to Rule 10-01(b)(1) of Regulation S-X.

As of JuneSeptember 30, 2019, excluding Sierra JV, the Company had no single Control Investment which would be deemed to be a significant subsidiary pursuant to Rule 10-01(b)(1) of Regulation S-X.

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 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 JuneSeptember 30, 2019:
Type of Investment (1)
 Level 1 Level 2 Level 3 Total Level 1 Level 2 Level 3 Total
Asset                
Senior secured first lien term loans $
 $
 $401,886,948
 $401,886,948
 $
 $
 $365,464,032
 $365,464,032
Senior secured first lien notes 
 
 30,106,400
 30,106,400
 
 
 15,095,000
 15,095,000
Senior secured second lien term loans 
 
 149,900,159
 149,900,159
 
 
 142,716,810
 142,716,810
Subordinated notes 
 
 67,042,643
 67,042,643
 
 
 62,478,039
 62,478,039
Equity/warrants 35,647,826
 
 38,437,243
 74,085,069
 27,450,133
 
 44,705,484
 72,155,617
Total $35,647,826
 $
 $687,373,393
 $723,021,219
 $27,450,133
 $
 $630,459,365
 $657,909,498
Investments measured at net asset value       $82,000,812
       $79,041,159
Total Investments, at fair value       $805,022,031
       $736,950,657

(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, 2018: 
Type of Investment(1)
 Level 1 Level 2 Level 3 Total
Asset        
Senior secured first lien term loans $
 $
 $479,593,279
 $479,593,279
Senior secured first lien notes 
 4,742,100
 30,752,993
 35,495,093
Senior secured second lien term loans 
 
 169,923,547
 169,923,547
Subordinated notes 
 
 66,187,857
 66,187,857
Equity/warrants 
 
 75,480,034
 75,480,034
Total $
 $4,742,100
 $821,937,710
 $826,679,810
Investments measured at net asset value       $96,800,952
Total Investments, at fair value       $923,480,762

(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.


Derivative Instrument-Long Exposure Level 1 Level 2 Level 3 Total
Asset/(Liability)        
Unrealized depreciation on TRS with Citibank, N.A. $
 $
 $(6,524,904) $(6,524,904)

The following table provides a reconciliation of the beginning and ending balances for total investments that use Level 3 inputs for the sixnine months ended JuneSeptember 30, 2019:
     
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
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
$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
96,284,986
  -
 9,687,252
 7,400,227
 (7,115,943)  -
 106,256,522
Sales(110,922,355) (271,250) (24,485,036) (9,784,347) (52,396,821) 
 (197,859,809)(165,383,818) (15,271,250) (27,327,760) (11,290,388) (43,626,923)  -
 (262,900,139)
Transfers in-
 -
 -
 -
 -
 
 
 -
  -
  -
  -
  -
  -
 
Transfers out-
 -
 -
 -
 -
 
 
 -
  -
  -
  -
  -
  -
 
Amortization of discount/(premium)744,007
  -
 340,534
  -
  -
 
 1,084,541
670,606
  -
 509,528
  -
  -
  -
 1,180,134
Paid-in-kind interest income1,610,062
  -
 1,111,867
  -
  -
 
 2,721,929
3,311,294
  -
 826,220
  -
  -
  -
 4,137,514
Net realized gains/(losses)(27,130,599) (1,728,750) 124,586
 (1,981,643) 15,910,217
 
 (14,806,189)(47,855,463) (1,728,750) 84,328
 (1,981,643) 15,610,206
  -
 (35,871,322)
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)(1,156,852) 1,342,007
 (10,986,305) 2,161,986
 4,358,110
 6,524,904
 2,243,850
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(1)
$(30,084,046) $216,808
 $(6,777,748) $2,359,670
 $2,600,264
 $
 $(31,685,052)
Balance, September 30, 2019$365,464,032
 $15,095,000
 $142,716,810
 $62,478,039
 $44,705,484
 $
 $630,459,365
Change in net unrealized appreciation/ (depreciation) in investments held as of September 30, 2019(1)
$(29,669,966) $54,808
 $(11,610,130) $(716,706) $14,153
  -
 $(41,927,841)

(1)Amount is included in the related amount on investments and total return swap in the Consolidated Statements of Operations.

Transfers between levels of the fair value hierarchy are reported at the beginning of the reporting period in which they occur. During the sixnine months ended JuneSeptember 30, 2019, the Company recorded no transfers from Level 3 to Level 2 and no transfers from Level 2 to Level 3 due to availability of market data and observable valuation inputs to support the valuation.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 sixnine months ended JuneSeptember 30, 2018:
 
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
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, 2017$567,414,544
 $30,270,881
 $231,837,617
 $74,341,285
 $65,754,315
 $(5,354,868) $964,263,774
$567,414,544
 $30,270,881
 $231,837,617
 $74,341,285
 $65,754,315
 $(5,354,868) $964,263,774
Purchases84,961,422
 3,379,999
 5,361,078
 10,012,005
 16,759,809
 
 120,474,313
126,033,322
 3,379,999
 911,186
 10,318,059
 29,563,879
 
 170,206,445
Sales(116,967,171) (1,893,250) (42,714,040) (5,045,736) (606,000) 
 (167,226,197)(161,089,099) (1,893,250) (52,354,019) (5,232,166) (6,421,660) 
 (226,990,194)
Transfers in
 
 
 
 
 
 

 
 
 
 
 
 
Transfers out
 (1,776,200) 
 
 
 
 (1,776,200)
 (6,706,400) 
 
 
 
 (6,706,400)
Amortization of discount/(premium)645,745
 
 353,124
 
 
 
 998,869
851,612
 
 528,248
 
 
 
 1,379,860
Paid-in-kind interest income867,382
 
 576,517
 
 
 
 1,443,899
1,485,027
 
 881,801
 
 
 
 2,366,828
Net realized gains/(losses)(13,247,566) (106,750) (18,393,588) 436,466
 
 
 (31,311,438)(31,950,356) (106,750) (17,853,861) 436,466
 (1,191,691) 
 (50,666,192)
Net change in unrealized appreciation/(depreciation)(12,658,223) 709,878
 16,587,352
 (1,324,510) (1,990,523) 2,634,655
 3,958,629
(11,918,005) (379,913) 17,451,080
 (2,549,120) 624,746
 3,370,529
 6,599,317
Balance, June 30, 2018$511,016,133
 $30,584,558
 $193,608,060
 $78,419,510
 $79,917,601
 $(2,720,213) $890,825,649
$490,827,045
 $24,564,567
 $181,402,052
 $77,314,524
 $88,329,589
 $(1,984,339) $860,453,438
Change in net unrealized appreciation/(depreciation) in investments held as of June 30, 2018(1)
$(12,658,223) $709,878
 $16,587,352
 $(1,324,510) $(1,990,523) $2,634,655
 $3,958,629
Change in net unrealized appreciation/(depreciation) in investments held as of September 30, 2018(1)
$(43,906,776) $(866,114) $(1,034,295) $(1,849,176) $(189,386) $3,370,529
 $(44,475,218)

(1)Amount is included in the related amount on investments and total return swap in the Consolidated Statements of Operations.


Transfers between levels of the fair value hierarchy are reported at the beginning of the reporting period in which they occur. During the sixnine months ended JuneSeptember 30, 2018, the Company recorded $1,776,200$6,706,400 in transfers from Level 3 to Level 2 and $0 inno transfers from Level 2 to Level 3 due to availability of market data and observable valuation inputs to support the valuation.3. The Company recorded no other transfers between levels.


The following table presents the quantitative information about Level 3 fair value measurements of the Company’s total investments, as of JuneSeptember 30, 2019:
Type of Investment Fair Value Valuation techniques 
Unobservable input(1)
 Range (weighted average) Fair Value Valuation techniques 
Unobservable input(1)
 Range (weighted average)
Senior Secured First Lien Term Loan $299,891,500
 Income Approach (DCF)  Market yield  6.47% - 17.19% (9.87%) $255,889,283
 Income Approach (DCF) Market yield 6.98% - 23.64% (10.86%)
Senior Secured First Lien Term Loan 25,565,838
 Market Approach (Guideline Comparable)/Income Approach (DCF)/Enterprise Valuation Analysis Revenue Multiple, EBITDA Multiple, Discount Rate 
 1.35x - 1.35x (1.35x) / 3.50x-7.50x (6.16x) / 17.00% - 18.50% (17.29%)

 11,605,003
 Market Approach (Guideline Comparable)/Income Approach (DCF)/Enterprise Valuation Analysis Revenue Multiple, EBITDA Multiple, Discount Rate 3.00x - 6.50x (5.38x) / 16.75% - 18.75% (17.75%) / 1.25x - 1.45x (1.35x)
Senior Secured First Lien Term Loan 76,429,611
 Recent Arms-length transaction  Recent Arms-length transaction  N/A 97,969,746
 Recent Arms-length transaction Recent Arms-length transaction N/A
Senior Secured First Lien Notes 30,106,400
 Income Approach (DCF)  Market Yield 11.56% - 20.77% (13.26%) 15,095,000
 Income Approach (DCF) Market yield 11.42% - 40.34% (21.25%)
Senior Secured Second Lien Term Loan 143,099,921
 Income Approach (DCF)  Market yield  8.35% - 20.78% (12.50%) 135,722,452
 Income Approach (DCF) Market yield 9.119% - 29.760% (13.70%)
Senior Secured Second Lien Term Loan 6,800,238
 Market Approach (Guideline Comparable)/Income Approach (DCF)  EBITDA Multiple, Discount Rate  6.00x - 7.00x (6.50x) / 17.50% - 19.50% (18.50%) 6,994,358
 Market Approach (Guideline Comparable)/Income Approach (DCF) EBITDA Multiple, Discount Rate 6.00x - 7.00x (6.50x) / 17.50% - 19.50% (18.50%)
Equity/warrants 34,354,637
 Market Approach (Guideline Comparable)/Market Approach (Comparable Transactions)/ Income Approach (DCF)/Enterprise Valuation Analysis Revenue Multiple, EBITDA Multiple, Discount Rate, Capitalization Rate, Book Value Multiple, Expected Proceeds 1.35x - 1.35x (1.35x) / 3.50x-9.50x (6.06x) / 17.00% - 21.25% 18.00%) / 7.63% - 8.50% (8.22%) / 1.25x - 1.25x (1.25x) / $1.2M - $1.2M ($1.2M) 39,802,575
 Market Approach (Guideline Comparable)/Market Approach (Comparable Transactions)/ Option Model/Income Approach (DCF)/ Enterprise Valuation Analysis Revenue Multiple, EBITDA Multiple, Discount Rate, Capitalization Rate, book Value Multiple 3.50x - 9.50x (7.94x) /    17.00% - 21.25% (17.67%) / 1.25x - 1.45x (1.35x) / 7.63% - 8.50% (8.17%) / 1.00x - 1.50x (1.25x)
Equity/warrants 4,082,606
 Recent Arms-length transaction  Recent Arms-length transaction  N/A 4,100,471
 Recent Arms-length transaction Recent Arms-length transaction N/A
Equity/warrants 802,438
 Enterprise Value Analysis Expected Proceeds $10.20M - $15.20M ($12.70M)
Subordinated Notes 65,829,342
 Income Approach (DCF)  Discount Rate 9.20% - 22.50% (18.06%) 61,264,948
 Income Approach (DCF) Discount rate 9.20% - 22.50% (18.03%)
Subordinated Notes 952,381
 Market Approach (Guideline Comparable)  EBITDA Multiple 7.00x - 8.00x (7.50x) 260,711
 Recent Arms-length transaction Recent Arms-length transaction N/A
Subordinated Notes 260,919
 Recent Arms-length transaction  Recent Arms-length transaction  N/A 952,380
 Market Approach (Guideline Comparable) EBITDA Multiple 7.00x - 8.00x (7.50x)
Total $687,373,393
  $630,459,365
 

(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, 2018:
Type of Investment Fair Value Valuation techniques 
Unobservable input(1)
 Range (weighted average)
Senior Secured First Lien Term Loan $264,976,095
 Income Approach (DCF) Market yield 7.69% - 17.93% (10.66%)
Senior Secured First Lien Term Loan 87,515,822
 Market Approach (Guideline Comparable)/Income Approach (DCF)/Enterprise Valuation Analysis Revenue Multiple, EBITDA Multiple, Discount Rate, Expected Proceeds 1.35x - 1.35x (1.35x) / 3.50x-7.50x (6.14x) / 16.25% - 18.50% (17.34%) / $0.0M - $102.5M ($32.1M)
Senior Secured First Lien Term Loan 128,053,745
 Recent Arms-length transaction Recent Arms-length transaction N/A
Senior Secured First Lien Notes 30,752,993
 Income Approach (DCF) Market yield 12.31% - 28.86% (15.10%)
Senior Secured Second Lien Term Loan 153,447,349
 Income Approach (DCF) Market yield 9.34% - 17.63% (11.86%)
Senior Secured Second Lien Term Loan 9,776,992
 Recent Arms-length transaction Recent Arms-length transaction N/A
Senior Secured Second Lien Term Loan 6,699,206
 Market Approach (Guideline Comparable)/Income Approach (DCF) EBITDA Multiple, Discount Rate 5.00x - 6.00x (5.50x) / 17.50% - 19.50% (18.50%)
Equity/warrants 46,183,711
 Market Approach (Guideline Comparable)/Market Approach (Comparable Transactions)/ Option Model/Income Approach (DCF)/ Enterprise Valuation Analysis Revenue Multiple, EBITDA Multiple, Book Value Multiple, Discount Rate, Volatility , Average List Price, Expected Proceeds 1.35x - 1.35x (1.35x) / 3.50x-13.50x (8.52x) / 12.50% - 21.25% (20.02%) / 50.00% - 50.00% (50.00%) / $1.1M - $1.1M ($1.1M) / 7.63% - 8.50% (8.25%) / 1.25x - 1.25x (1.25x) / $1.2M - $86.0M ($1.2M)
Equity/warrants 2,000,000
 Recent Arms-length transaction Recent Arms-length transaction N/A
Equity/warrants 27,296,321
 Income Approach (DCF) Market yield 13.31% - 18.90% (14.47%)
Subordinated Notes 63,437,676
 Income Approach (DCF) Discount rate 13.00% - 25.00% (18.46%)
Subordinated Notes 1,797,800
 Income Approach (DCF) Market yield 9.30%
Total $821,937,710
      
TRS (6,524,904) Income Approach (DCF) Market yield 6.65% - 16.85% (9.39%)
Total $815,412,806
      

(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 significant unobservable inputs used in the fair value measurement of the Company’s debt and derivative investments are market yields. 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 or decreases in any of the above significant unobservable inputs in isolation would result in a lower or higher fair value measurement for such assets.

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

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

SIC Advisors actsacted as the investment manager of Arbor and hashad discretion over the composition of the basket of loans underlying the TRS. The terms of the TRS arewere 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 establishestablished 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.

Pursuant to the terms of the TRS Agreement, as amended and subject to conditions customary for transactions of this nature, Arbor maycould 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 receivesreceived from Citibank a periodic payment on set dates that is 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 payspaid 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 receivesreceived from Citibank the appreciation in the value of such loan, or payspaid to Citibank any depreciation in the value of such loan.

SIC Advisors may terminate the TRS on behalf of Arbor at any time upon providing 10 days prior notice to Citibank. Citibank may terminate the TRS at any time.

Arbor iswas 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 willdid not apply during the first 365 days and last 60 days of the term of the TRS. Arbor will also paypaid Citibank customary fees in connection with the establishment and maintenance of the TRS. During the three and sixnine months ended JuneSeptember 30, 2019 and 2018, Arbor paid no minimum usage fees.

Arbor iswas 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. As of JuneSeptember 30, 2019 and December 31, 2018, Arbor has posted $1,208$1,216 and $27,000,000, respectively, in collateral to Citibank in relation to the TRS, which is recorded on the Consolidated Statements of Assets and Liabilities as cash collateral on TRS. Arbor iswas restricted from removing the cash collateral posted to Citibank and may bewas 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 arewere non-recourse to the Company and the Company’s exposure under the TRS Agreement iswas limited to the value of the Company’s investment in Arbor, which generally equalsequaled the value of cash collateral provided by Arbor under the TRS Agreement.

In connection with the TRS, Arbor has made customary representations and warranties and iswas 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 containscontained 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 JuneSeptember 30, 2019 and December 31, 2018, 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.

The Company’s maximum credit risk exposure as of JuneSeptember 30, 2019 and December 31, 2018 is $5,492$1,216 and $27,113,252, respectively, which is recorded on the Consolidated Statements of Assets and Liabilities as cash collateral on TRS and receivable due on TRS.

The Company’s receivable from Citibank represents realized amounts from payments on underlying loans in the TRS portfolio that as of JuneSeptember 30, 2019 and December 31, 2018 was $4,284$0 and $113,252, respectively, which is recorded on the Consolidated Statements of Assets and Liabilities as receivable due on total return swap. The Company does not offset collateral posted in relation to the TRS with any unrealized appreciation or depreciation outstanding in the Consolidated Statements of Assets and Liabilities as of JuneSeptember 30, 2019 and December 31, 2018.


Transactions in TRS contracts during the three and sixnine months ended JuneSeptember 30, 2019 and 2018 were as follows:

 Three Months Ended
June 30,
 Six Months Ended June 30, Three Months Ended
September 30,
 Nine Months Ended September 30,
 2019 2018 2019 2018 2019 2018 2019 2018
Interest income and settlement from TRS portfolio $(103,503) $1,222,320
 $(9,632,904) $2,659,675
 $
 $1,463,986
 $309,388
 $4,123,660
Traded gains/(loss) on TRS loan sales (43,278) (2,265,995) 309,388
 (2,224,728) 
 (364,450) (9,632,904) (2,589,178)
Net realized gains/(loss) on TRS portfolio $(146,781) $(1,043,675) $(9,323,516) $434,947
 $
 $1,099,536
 $(9,323,516) $1,534,482
                
Net change in unrealized appreciation/(depreciation) on TRS portfolio $(144,311) $(306,714) $6,524,904
 $2,634,655
 $
 $735,874
 $6,524,904
 $3,370,529

The Company held one derivative position as of JuneSeptember 30, 2019 and December 31, 2018, subject to a Master Agreement (“MA”). The following table represents the Company’s gross and net amounts after offset under the MA, of the derivative assets and liabilities presented by derivative type net of the related collateral pledged by the Company as of JuneSeptember 30, 2019 and December 31, 2018:
 
Gross
Derivative  Assets/
(Liabilities)
Subject to MA
 
Derivative Amount
Available for
Offset
 
Net Amount Presented
in the Consolidated
Statements of Assets
and Liabilities
 
Cash Collateral Posted (1)
 
Net Amount of
Derivative
Assets/(Liabilities)
Gross
Derivative  Assets/
(Liabilities)
Subject to MA
 
Derivative Amount
Available for
Offset
 
Net Amount Presented
in the Consolidated
Statements of Assets
and Liabilities
 
Cash Collateral Posted (1)
 
Net Amount of
Derivative
Assets/(Liabilities)
June 30, 2019         
September 30, 2019         
TRS(1) (2)
$
 $
 $
 $
 $
$
 $
 $
 $
 $
December 31, 2018                  
TRS(1)
$(6,524,904) $
 $(6,524,904) $6,524,904
 $
$(6,524,904) $
 $(6,524,904) $6,524,904
 $

(1)As of JuneSeptember 30, 2019 and December 31, 2018, $1,208$1,216 and $27,000,000, respectively, of cash was posted for initial margin requirements for the TRS as reported on the Consolidated Statements of Assets and Liabilities as cash collateral on TRS.
(2)As of JuneSeptember 30, 2019, there were no loans underlying the TRS.

The volume of the Company’s derivative transactions for the three and sixnine months ended JuneSeptember 30, 2019 and 2018 were as follows:
 Three Months Ended
June 30,
 Six Months Ended
June 30,
 2019 2018 2019 2018
Average notional amount of contracts(1)
$
 $168,753,875
 $30,563,576
 $170,174,081
 Three Months Ended
September 30,
 Nine Months Ended
September 30,
 2019 2018 2019 2018
Average notional amount of contracts(1)
$
 $168,753,875
 $12,225,430
 $170,174,081

(1)Average notional amount is based on the average month end balances for the three and sixnine months ended JuneSeptember 30, 2019 and 2018, 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 JuneSeptember 30, 2019 and December 31, 2018:
June 30, 2019 December 31, 2018September 30, 2019 December 31, 2018
Total
Commitment
 
Balance
Outstanding 
 
Unused
Commitment 
 
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
Total
Commitment
 
Balance
Outstanding 
 
Unused
Commitment 
 
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
ING Credit Facility$220,000,000
 $88,100,000
 $131,900,000
 $220,000,000
 $115,000,000
 $105,000,000
$215,000,000
 $88,100,000
 $126,900,000
 $220,000,000
 $115,000,000
 $105,000,000
Alpine Credit Facility300,000,000
 240,000,000
 60,000,000
 300,000,000
 240,000,000
 60,000,000
300,000,000
 240,000,000
 60,000,000
 300,000,000
 240,000,000
 60,000,000
Total before deferred financing costs520,000,000
 328,100,000
 191,900,000
 520,000,000
 355,000,000
 165,000,000
515,000,000
 328,100,000
 186,900,000
 520,000,000
 355,000,000
 165,000,000
Unamortized deferred financing costs
 (2,631,660) 
 
 (3,460,986) 

 (2,660,252) 
 
 (3,460,986) 
Total borrowings outstanding, net of deferred financing costs$520,000,000
 $325,468,340
 $191,900,000
 $520,000,000
 $351,539,014
 $165,000,000
$515,000,000
 $325,439,748
 $186,900,000
 $520,000,000
 $351,539,014
 $165,000,000

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.

ING Credit Facility
On August 12, 2016, the Company amended its existing senior secured syndicated revolving credit facility (the “ING Credit Facility”) pursuant to a Senior Secured Revolving Credit Agreement (the “Revolving Credit Agreement”) with certain lenders party thereto from time to time and ING Capital LLC, as administrative agent. The ING Credit Facility matures on August 12, 2020 and is 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 includes 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, we amended our ING Credit Facility, among other things, to permit 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 (the “Amendment”), with certain lenders party thereto, ING Capital LLC, as administrative agent (the “Administrative Agent”), and, solely with respect to Section 2.10 of the Amendment, SIC AAR LLC, SIC Investment Holdings LLC and Sierra Management, Inc., as subsidiary guarantors. The Amendment amends certain provisions of the Revolving Credit Agreement (as amended by Amendment No. 1, the “Prior Facility” and, as further amended by Amendment No. 2, the “Facility”) to, among other things, (i) reduce the size of the commitments thereunder from $220.0 million to $215.0 million, (ii) extend the Revolver Termination Date (as defined in the Prior Facility) from August 12, 2019 to March 31, 2020 and (iii) extend the Maturity Date (as defined in the Prior Facility) from August 12, 2020 to March 31, 2021.

The ING Credit Facility allows 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 are subject to certain step-downs upon the satisfaction of certain conditions described in the Revolving Credit Agreement. The alternate base rate will be the greater 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 JuneSeptember 30, 2019 and December 31, 2018, the commitment under the ING Credit Facility was $220,000,000.$215,000,000 and 220,000,000, respectively. 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. Availability of loans under the ING Credit Facility is linked to the valuation of the collateral pursuant to a borrowing base mechanism.

The Company is 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 is (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 provides that the Company may use the proceeds of the facility for general corporate purposes, including making investments in accordance with the Company’s investment objective and strategy.

Borrowings under the Revolving Credit Agreement are 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 requires 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 include 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 complied with, could accelerate 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 of JuneSeptember 30, 2019 and December 31, 2018, 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 borrowing under the ING Credit Facility is estimated based upon market interest rates of the Company’s borrowing or entities with similar credit risk, adjusted for nonperformance risk, if any. As of JuneSeptember 30, 2019 and December 31, 2018, the ING Credit Facility would be deemed to be Level 3, as defined in Note 4.


As of JuneSeptember 30, 2019 and December 31, 2018, the financing costs of $1,071,608$1,344,757 and $1,419,794 related to the ING Credit Facility have been capitalized and are being amortized over the respective terms, respectively. The following table shows additional information about the interest and financing costs related to the ING Credit Facility for the three and sixnine months ended JuneSeptember 30, 2019 and 2018:

For the Three Months Ended
June 30,
 For the Six Months Ended
June 30,
For the Three Months Ended
September 30,
 For the Nine Months Ended
September 30,
2019 2018 2019 20182019 2018 2019 2018
Interest expense related to the ING Credit Facility$1,368,135
 $1,694,752
 $2,956,802
 $3,559,859
$1,322,880
 $1,792,545
 $4,279,682
 $5,352,403
Financing expenses related to the ING Credit Facility248,749
 231,882
 488,187
 461,496
233,388
 234,490
 721,574
 695,986
Total interest and financing expenses related to the ING Credit Facility$1,616,884
 $1,926,634
 $3,444,989
 $4,021,355
$1,556,268
 $2,027,035
 $5,001,256
 $6,048,389
              
Weighted average outstanding debt balance of the ING Credit Facility$109,383,516
 $138,813,187
 $98,800,552
 $153,132,597
$88,100,000
 $142,173,913
 $95,194,505
 $149,439,560
Weighted average interest rate of the ING Credit Facility (annualized)5.8% 4.8% 6.0% 4.6%5.9% 4.9% 5.9% 4.7%

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.

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 JuneSeptember 30, 2019 and December 31, 2018, 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 JuneSeptember 30, 2019 and December 31, 2018, the Alpine Credit Facility would be deemed to be Level 3, as defined in Note 4.

As of JuneSeptember 30, 2019 and December 31, 2018, the financing costs of $1,560,052$1,315,495 and $2,041,192 related to the Alpine Credit Facility has been capitalized and is being amortized over the respective terms, respectively. The following table shows additional information about the interest and financing costs related to the Alpine Credit Facility for the three and sixnine months ended JuneSeptember 30, 2019 and 2018:

For the Three Months Ended
June 30,
 For the Six Months Ended
June 30,
For the Three Months Ended
September 30,
 For the Nine Months Ended
September 30,
2019 2018 2019 20182019 2018 2019 2018
Interest expense related to the Alpine Credit Facility$3,376,451
 $3,051,246
 $6,739,338
 $5,889,714
$3,277,956
 $3,181,772.8
 $10,017,295
 $9,071,488
Financing expenses related to the Alpine Credit Facility241,899
 241,899
 481,140
 481,140
244,557
 244,557
 725,697
 725,697
Total Interest and financing expenses related to the Alpine Credit Facility$3,618,350
 $3,293,145
 $7,220,478
 $6,370,854
$3,522,513
 $3,426,330
 $10,742,992
 $9,797,185
              
Weighted average outstanding debt balance of the Alpine Credit Facility$240,000,000
 $240,000,000
 $240,000,000
 $241,364,641
$240,000,000
 $240,000,000
 $240,000,000
 $240,904,762
Weighted average interest rate of the Alpine Credit Facility (annualized)5.6% 5.0% 5.6% 4.9%5.3% 5.2% 5.5% 5.0%

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, with one-year renewals subject to approval by the Company’s board of directors, a majority of whom must be independent directors. On April 4, 2019, the Company’s board of directors approved the renewal of the Investment Advisory Agreement for an additional one-year term at an in-person meeting. 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. 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 sixnine months ended JuneSeptember 30, 2019, the Company recorded an expense for base management fees of $4,335,538$4,180,333 and $8,777,628,$12,957,961, respectively. For the three and sixnine months ended JuneSeptember 30, 2018, the Company recorded an expense for base management fees of $4,834,495$4,681,915 and 9,838,311,14,520,226, respectively. As of JuneSeptember 30, 2019 and December 31, 2018, the Company recorded a base management fee payable of $4,335,538$4,180,333 and $4,491,234, 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 is no incentive fee on net investment income earned on the TRS.

For the three and sixnine months ended JuneSeptember 30, 2019 and 2018, the Company recorded no$176,061 and $446,703 of incentive fees. As of JuneSeptember 30, 2019 and December 31, 2018, 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 sixnine months ended JuneSeptember 30, 2019 and 2018, the Company recorded no capital gains incentive fee. As of JuneSeptember 30, 2019 and December 31, 2018, the Company recorded no capital gains incentive fee payable.

In the event that other organizational and offering expenses exceed 5.25% of the gross proceeds from the sale of shares of the Company’s common stock pursuant to its public offering or one or more private offerings at the time of the completion of the offering or other organizational and offering expenses, together with selling commissions, dealer manager fees and any discounts paid to members of the Financial Industry Regulatory Authority, exceed 15% of the gross proceeds from the sale of shares of the Company’s common stock pursuant to its public offering or one or more private offerings at the time of the completion of the offering, then SIC Advisors shall be required to pay without reimbursement from the Company, or, if already paid by the Company, reimburse the Company, for amounts exceeding such 5.25% and 15% limit, as appropriate.

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. 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. On April 4, 2019, the Company’s board of directors approved the renewal of the Administration Agreement for an additional one-year term at an in-person meeting. 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. For the three and sixnine months ended JuneSeptember 30, 2019, the Company recorded administrator expenses of $536,352$998,134 and $1,158,423,$2,156,557, respectively. For the three and sixnine months ended JuneSeptember 30, 2018, the Company recorded administrator expenses of $758,178$527,752 and $1,481,713,$2,009,465, respectively. As of JuneSeptember 30, 2019 and December 31, 2018, the Company had administrator fees payable of $536,352$998,134 and $689,711, 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”). 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. The Expense Support Agreement expired on December 31, 2016.


Pursuant to the Expense Support Agreement, the Company will reimburse 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 will be made within three years of the date that the expense support payment obligation was incurred by SIC Advisors, subject to the conditions described below. The amount of the reimbursement during any calendar quarter will 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 will only make reimbursement payments to the extent its current annualized “operating expense ratio” (as described in footnote 1 to the table below) is 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 is 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 JuneSeptember 30, 2019 and December 31, 2018, the Company did not record any Crystalized Reimbursements. As of JuneSeptember 30, 2019 and December 31, 2018, the total remaining amount eligible for reimbursement of the Company to SIC Advisors, net of Crystalized Reimbursements, was $5,389,627$0 and $16,228,913, respectively.

The following table provides information regarding liabilities incurred by SIC Advisors pursuant to the Expense Support Agreement as well as other information relating to the Company’s ability to reimburse SIC Advisors for such payments:

Quarter Ended Amount of Expense Payment Obligation Amount Repaid to SIC Advisors 
Operating Expense Ratio(1)
 
Annualized Distribution Rate(2)
 
Eligible to be 
Repaid Through
 Amount of Expense Payment Obligation Amount Repaid to SIC Advisors 
Operating Expense Ratio(1)
 
Annualized Distribution Rate(2)
 
Eligible to be 
Repaid Through
March 31, 2015(3)
 1,993,518
 
 0.43% 8.00% March 31, 2018 1,993,518
 
 0.43% 8.00% March 31, 2018
June 30, 2015(3)
 2,148,462
 
 0.31% 8.00% June 30, 2018 2,148,462
 
 0.31% 8.00% June 30, 2018
September 30, 2015(3)
 627,752
 
 0.32% 8.25% September 30, 2018 627,752
 
 0.32% 8.25% September 30, 2018
December 31, 2015(3)
 3,974,895
 
 0.40% 8.65% December 31, 2018 3,974,895
 
 0.40% 8.65% December 31, 2018
March 31, 2016(3)
 5,204,896
 
 0.37% 8.89% March 31, 2019 5,204,896
 
 0.37% 8.89% March 31, 2019
June 30, 2016(3)
 5,634,390
 
 0.29% 8.89% June 30, 2019 5,634,390
 
 0.29% 8.89% June 30, 2019
September 30, 2016(3) 5,389,627
 
 0.45% 8.84% September 30, 2019 5,389,627
 
 0.45% 8.84% September 30, 2019

(1)“Operating Expense Ratio” is as of the date the expense support payment obligation was incurred by the Company’s Advisor and includes all expenses borne by the Company, except for organizational and offering expenses, base management and incentive fees owed to SIC Advisors, and interest expense, as a percentage of net assets.
(2)“Annualized Distribution Rate” equals the annualized rate of distributions paid to stockholders based on the amount of the regular cash distribution paid immediately prior to the date the expense support payment obligation was incurred by SIC Advisors. “Annualized Distribution Rate” does not include special cash or stock distributions paid to stockholders.
(3)The unreimbursed part of the expense payment obligation has expired.

Note 8. 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.

On August 9, 2018,July 29, 2019, the Company entered into the Amended MCC Merger Agreement, by and between MCC and the Company, pursuant to which MCC would,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 Agreement. UnderMerger. 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 MCCMCC’s common stock held by MCC, the Company or their respective wholly owned subsidiaries, wouldwill be converted intoexchanged for the right to receive 0.8050(i) 0.68 shares of the Company’s common stock. stock if 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, and (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; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger.

In addition, on August 9, 2018,July 29, 2019, the Company entered into the Amended MDLY Merger Agreement, by and among MDLY, the Company, and Merger Sub, pursuant to which MDLY wouldwill, 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 Agreement.Merger. In the MDLY Merger, each share of MDLY Class A common stock,Common Stock, issued and outstanding immediately prior to the MDLY Merger effective time, other than the Excluded MDLY Shares and the Dissenting Shares (as defined in the Amended MDLY Merger Agreement) and, held, immediately prior to the MDLY Merger effective time, by any person other than a Medley LLC Unitholder, will be exchanged for (i) 0.2668 shares of MDLY Class Athe Company’s common stock held by MDLY, the Company or their respective wholly owned subsidiaries, wouldstock; provided that cash will be converted into the right to receive (i) 0.3836paid in lieu of fractional shares of the Company’s common stock; plus (ii) cash in an amount equal to $3.44$2.96 per share. In addition, MDLY’s stockholders would havein the rightMDLY Merger, each share of MDLY Class A Common Stock issued and outstanding immediately prior to receive certain dividends and/orthe MDLY Merger effective time, other payments. The Mergers would occur simultaneouslythan the Excluded MDLY Shares and asthe Dissenting Shares, held, immediately prior to the MDLY Merger effective time, by 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.

As a result of the foregoing, the investment management function relating to the operation of the Combined Company aswill be internalized. Pursuant to the surviving company interms 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 wouldare, or only the MDLY Merger is consummated, the Company’s common stock will be internalized.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.

Set forth below is a description of the Decision (as defined below), which should be read in the context of the impact that the Decision and corresponding Settlement Term Sheet may have on the Company with respect to any potential amendment to the Merger Agreements.(as defined below).

On February 11, 2019, a putativepurported stockholder class action related to the MCC Merger was commenced in the Delaware Court of Chancery of the State of Delaware by FrontFour. The action, as consolidated, isFrontFour Capital Group LLC and FrontFour Master Fund, Ltd. (together, “FrontFour”), captioned In re Medley Capital Corporation Stockholder Litigation, C.A. No. 2019-0100-KSJM, 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 “Class Action”).LLC. The complaint, as amended on February 12, 2019, alleged that MCC’s directors (Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, and Arthur S. Ainsberg)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. OnThe complaint sought to enjoin the vote of MCC stockholders on the proposed merger and enjoin enforcement of certain provisions of the MCC Merger Agreement. The Court held a trial on the plaintiffs’ claims on March 6-7, 2019 and issued a Memorandum Opinion (the “Decision”) on March 11, 2019, following a two-day trial, the2019. The

Delaware Court issued the Decision denyingof Chancery denied FrontFour’s requests to (i) permanently enjoin the MCC Merger and (ii) require MCC to conduct a “shopping process” for MCC on terms proposed by FrontFour in its complaint. The Court held that MCC’s directors breached their fiduciary duties in entering into the MCC Merger, but rejected FrontFour’s claim that the Company aided and abetted those breaches of fiduciary duties. The Court 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 have been made and stockholders have had the opportunity to assimilate this 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 alleged that the defendants breached their fiduciary duties to stockholders of MCC in connection with the vote of MCC stockholders on the proposed mergers. On April 8, 2019, the Delaware Court of Chancery granted a stipulation consolidating the MCC Stockholder Action and the Altman Action, designating the amended complaint in the MCC Stockholder Action as the operative complaint, and designating the plaintiffs in the MCC Stockholder Action and their counsel the lead plaintiffs and lead plaintiffs’ counsel, respectively.

On April 15, 2019, certain parties in the Class Action reached agreement on the principal terms of a settlement of the MCC Stockholder Action, which arewere contained in a term sheet, dated April 15, 2019 (the “Settlement Term Sheet”). On July 29, 2019, MDLY entered into a Stipulation of Settlement (and, as amended, on August 8, 2019, the Settlement Term Sheet,“Stipulation”) by and among theMCC, Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, Arthur S. Ainsberg, MDLY, MCC Advisors LLC, Medley Parties,LLC, and Medley Group LLC (the “Medley Parties”), on the one hand, and FrontFour, on behalf of itself and a class of similarly situated stockholders of MCC, on the other hand. hand, in connection with the MCC Stockholder Action.

The Settlement Term Sheet is intended to formStipulation provides for the basissettlement of a definitive stipulation of settlementall claims brought against the Medley Parties in the ClassMCC Stockholder Action. The Settlement Term Sheet provides thatUnder the Stipulation, MCC willagreed to seek to obtain the agreement and/or consent of the Company to effect certain amendments to (i) the MCC Merger Agreement and (ii) the MDLY Merger Agreement. If the foregoing amendments are entered into they will, among other matters (as described in further detail in the Settlement Term Sheet): (a) extend the Outside Date (as defined in the Merger Agreements) to October 31, 2019; (b) permit the MCC Special Committee to undertake a sixty-day “go shop” process to solicit superior transactions toAgreement (together with the MCC Merger and (c)Agreement, the “Merger Agreements”), which have been reflected in the revised Merger Agreements annexed to the Stipulation. The Stipulation also provides for, if the MCC Merger is consummated, createthe creation of a settlement fund, consisting of $17 million in cash and $30 million of the Company’s stock, with the number of shares of the Company’s stock to be calculated using the pro forma NAV reported in the future proxy supplement describing the amendments to the MCC Merger Agreement, which will be distributed to eligible members of the Settlement Class (as defined in the Settlement Term Sheet)Stipulation). In connection withUnder the Settlement Term Sheet,Stipulation, MDLY has executed an acknowledgement and agreementalso consented to take certain actions, including consenting to certain amendments to the Merger Agreements That have been reflected in furtherance of the transactions contemplated thereby.

revised Merger Agreements annexed to the Stipulation. In addition, in connection with the Settlement Term Sheet provides thatStipulation, on July 29, 2019, MCC and FrontFour will enterentered 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 will beis subject to customary standstill restrictions and be required to vote in favor of the MCC Merger at a meeting of stockholders to approve the Amended MCC Merger Agreement and in favor of the directors nominated by our board of directors for election at MCC’s 2019 annual meeting of stockholders.Agreement.

Under the Settlement Term Sheet, the parties have agreed to cooperate to reduce the agreements reflected therein to the SettlementThe Stipulation and to obtain approval of Court of Chancery of the State of Delaware as soon as reasonably practicable thereafter. The Settlement Stipulation will providealso 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 ClassMCC Stockholder Action. The Medley Parties will also release all claims arising out of or relating to the prosecution and settlement of the ClassMCC Stockholder Action and all claims that were or could have been asserted (other than claims against NexPoint Advisors, L.P. and its affiliates)the Highland Parties, as defined in the Stipulation) in the litigation pending in the United States District Court for the Southern District of New York captioned Medley Capital Corporation v. FrontFour Capital Group LLC, et al., No. 1:19-cv-02055-LTS (S.D.N.Y.) (the “Federal Action”), and FrontFour and the Settlement Class will release all claims arising out of or relating to the prosecution and settlement of the Federal Action.

Under the Settlement Term Sheet,The Stipulation further provides that MCC and FrontFour have also undertaken toshall work together in good faith to agree to supplemental disclosures relating to the transactions contemplated by the Merger Agreements consistent with the Decision.

If the contemplated amendmentsThe Stipulation is subject to the Merger Agreements have not been entered into by May 15,approval of the Delaware Court of Chancery. On September 26, 2019, FrontFour filed a motion seeking an order approving the Settlement Term Sheet may be terminated by MCC or FrontFour.Stipulation, and also moved for the Delaware Court of Chancery to award plaintiffs’ counsel attorneys’ fees in the amount of $22 million and expenses in the amount of $420,334.97 (the “Fee Application”). The contemplated amendmentsDelaware Court of Chancery held a hearing to consider the Stipulation and the Fee Application on October 24, 2019. The parties submitted supplemental briefing with respect to the Merger Agreements requireStipulation on October 31, 2019. To date, the agreementDelaware Court of Chancery has not issued a decision with respect to approval of the Company and there can be no assurance that such agreement will be obtainedStipulation or that agreements on the amendments to the Merger Agreements will be reached.Fee Application.

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 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.


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. If the Mergers are successfully consummated, the Company and certain of its affiliates will not be able to rely on the Current Exemptive Order. In this regard, on November 19, 2018, the Company and certain of its affiliates submitted an exemptive application to the SEC for an exemptive order that would supersede the Current Exemptive Order (the “Superseding Exemptive Order”) and would permit the Company to participate in negotiated co-investment transactions with certain affiliates that would otherwise be prohibited by either or both of Sections 17(d) and 57(a)(4) of the 1940 Act. There can be no assurance if and when the Company will receive the Superseding Exemptive Order. The terms of the Superseding Exemptive Order, if received, would be substantially similar to the Current Exemptive Order. Co-investment under the Superseding Exemptive Order is subject to certain conditions therein, including the condition that, in the case of each co-investment transaction, the board of directors determines that it would be in the Company’s best interest to participate in the transaction. The Current Exemptive Order will remain in effect unless and until the Mergers are completed and the Superseding Exemptive Order is granted by the SEC. However, neither we nor the affiliated funds are obligated to invest or co-invest when investment opportunities are referred to us or them. Please see the footnotes to the consolidated schedule of investments as of JuneSeptember 30, 2019 and December 31, 2018 for disclosures regarding securities also held by affiliated funds.

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.

Prior to January 1, 2017, each independent director received an annual retainer fee of $50,000, and further received a fee of $4,000 ($2,000 for telephonic attendance) for each regularly scheduled board meeting attended, a fee of $2,000 for each special board

meeting and all committee meetings attended, as well as reimbursement of reasonable and documented out-of-pocket expenses incurred in connection with attending each board or committee meeting.

In addition, the Board established a special committee, which is comprised solely of its independent directors (the “Sierra Special Committee”), for the purpose of assessing the merits of various proposed strategic transactions. On January 26, 2018, as compensation for serving on the Special Committee, the Board approved (i) a one-time retainer of $25,000, (ii) a monthly fee of $15,000 payable to the Chairman of the Sierra Special Committee, (iii) a monthly fee of $10,000 payable to each of the other members of the Sierra Special Committee, and (iv) reimbursement for all out-of-pocket expenses incurred by the members of the Sierra Special Committee in connection with his or her 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 (i) the monthly fee payable to the Chariman of the Special Committee from $15,000 to $20,000 and (ii) the monthly fee payable to each of the other members of the Sierra Special Committee from $10,000 to $15,000.

For the three and sixnine months ended JuneSeptember 30, 2019 and 2018, the Company recorded directors' fees expenses in General and Administrative expenses on the consolidated statement of operations of $243,750$246,750 and $537,000$783,750 and $169,169$258,750 and $460,419,$719,169, 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 sixnine months ended JuneSeptember 30, 2019 and 2018:
For the Three Months Ended
June 30,
 For the Six Months Ended
June 30,
For the Three Months Ended
September 30,
 For the Nine Months Ended
September 30,
2019 2018 2019 20182019 2018 2019 2018
Net increase/(decrease) in net assets from operations$(17,054,078) $(5,327,277) $(2,140,706) $(6,340,350)$(18,812,388) $(5,706,104) $(20,953,094) $(12,046,454)
Weighted average common shares outstanding100,135,004
 97,385,971
 99,649,414
 97,190,689
101,035,420
 97,047,494
 100,116,493
 97,142,433
Weighted average basic and diluted earnings per common share$(0.17) $(0.05) $(0.02) $(0.07)$(0.19) $(0.06) $(0.21) $(0.12)

Note 11. Commitments
As of JuneSeptember 30, 2019 and December 31, 2018, the Company had $30,638,770$26,758,742 and $49,555,687, respectively, of unfunded commitments under loan and financing agreements. These amounts are primarily composed of commitments for senior secured 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 ofAs of
June 30, 2019 December 31, 2018September 30, 2019 December 31, 2018
1888 Industrial Services, LLC$314,448
 $566,007
$
 $566,007
AAAHI Acquisition Corporation1,586,982
 1,597,633
1,586,982
 1,597,633
Access Media Holdings, LLC88,200
 88,200
88,200
 88,200
Alpine SG, LLC1,000,000
 1,000,000
1,000,000
 1,000,000
Barry's Bootcamp Holdings, LLC
 3,668,571

 3,668,571
Black Angus Steakhouses, LLC3,236,607
 4,352,679
2,232,143
 4,352,679
Central States Dermatology Services, LLC
 314,351

 314,351
Charming Charlie LLC2,252,279
 2,252,279
1,217,448
 2,252,279
DataOnline Corp.1,180,000
 1,180,000
1,180,000
 1,180,000
Dynamic Energy Services International LLC1,062,895
 1,753,323
1,713,104
 1,753,323
Isola USA Corp.1,138,277
 1,138,277
1,138,277
 1,138,277
Kemmerer Operations, Inc.908,475
 
908,475
 
Manna Pro Products, LLC
 325,000

 325,000
Offen, Inc.1,061,947
 
1,061,947
 
Path Medical, LLC393,600
 393,600

 393,600
PT Network, LLC
 4,437,433

 4,437,433
Redwood Services Group, LLC1,437,500
 1,725,000
1,437,500
 1,725,000
RMS Holding Company, LLC813,102
 264,454

 264,454
SavATree, LLC
 158,889

 158,889
SFP Holding, Inc.2,150,000
 2,863,985
2,150,000
 2,863,985
Sierra Senior Loan Strategy JV I LLC4,200,000
 4,200,000
4,200,000
 4,200,000
Simplified Logistics, LLC5,000,000
 5,000,000
5,000,000
 5,000,000
Smile Doctors LLC2,343,400
 4,305,655
1,844,666
 4,305,655
Elite Comfort Solutions LLC
 2,499,293

 2,499,293
SRS Software, LLC
 5,000,000

 5,000,000
TwentyEighty, Inc.471,058
 471,058

 471,058
Total Commitments$30,638,770
 $49,555,687
$26,758,742
 $49,555,687

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 sixnine months ended JuneSeptember 30, 2019 and 2018:
For the Three Months Ended
June 30,
 For the Six Months Ended
June 30,
For the Three Months Ended
September 30,
 For the Nine Months Ended
September 30,
2019 2018 2019 20182019 2018 2019 2018
Origination fees$3,401
 $483,103
 $48,090
 $1,078,939
$4,703
 $1,199,833
 $52,793
 $2,278,772
Prepayment fees2,170,948
 329,104
 2,512,536
 329,104
192,215
 
 2,704,751
 329,104
Amendment fees190,821
 98,380
 309,855
 109,389
110,580
 122,414
 420,435
 231,803
Administrative agent fees29,391
 36,879
 58,590
 63,606
24,337
 54,529
 82,927
 118,135
Other fees815
 
 815
 11,103
7,786
 12,018
 8,601
 23,121
Fee income$2,395,376
 $947,466
 $2,929,886
 $1,592,141
$339,621
 $1,388,794
 $3,269,507
 $2,980,935

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 common 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 sixnine months ended JuneSeptember 30, 2019, the Company distributed a total of $31,787,931,$47,902,108, of which $19,502,948$29,596,806 was in cash and $12,284,983$18,305,302 was in the form of common stock associated with the DRIP. For the sixnine months ended JuneSeptember 30, 2018, the Company distributed a total of $31,076,562,$46,592,535, of which $17,902,191,$27,043,560, was in cash and $13,174,371$19,548,975 was in the form of common stock associated with the DRIP.

The following table reflects the cash distributions per share that the Company has declared or paid to its stockholders during 2019 and 2018. Stockholders of record as of each respective record date were entitled to receive the distribution.


Record Date Payment Date Amount per share
January 15 and 31, 2018 January 31, 2018 0.02667
February 15 and 28, 2018 February 28, 2018 0.02667
March 15 and 30, 2018 March 30, 2018 0.02667
April 13 and 30, 2018 April 30, 2018 0.02667
May 15 and 31, 2018 May 31, 2018 0.02667
June 15 and 29, 2018 June 29, 2018 0.02667
July 13 and 31, 2018 July 31, 2018 0.02667
August 15 and 31, 2018 August 31, 2018 0.02667
September 14 and 28, 2018 September 28, 2018 0.02667
October 15 and 31, 2018 October 31, 2018 0.02667
November 15 and 30, 2018 November 30, 2018 0.02667
December 14 and 31, 2018 December 31, 2018 0.02667
January 25, 2019 January 31, 2019 0.05334
February 11, 2019 February 28, 2019 0.05334
March 11, 2019 March 29, 2019 0.05334
April 29, 2019 April 30, 2019 0.05334
May 30, 2019 May 31, 2019 0.05334
June 27, 2019 June 28, 2019 0.05334
July 30, 2019July 31, 20190.05334
August 29, 2019August 30, 20190.05334
September 27, 2019September 30, 20190.05334

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.

The Company’s previous distributions to stockholders may have been funded from temporary Expense Support Reimbursements that may be subject to repayment to SIC Advisors. 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 repayments of eligible reimbursements owed to SIC Advisors will reduce the future distributions to which stockholders would otherwise be entitled. The Expense Support Agreement expired on December 31, 2016. The Company's contingent obligation to repay eligible reimbursements to SIC Advisors will expireexpired 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 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
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. In connection with the Mergers, the Company suspended repurchases due to death or disability. During the three and sixnine months ended JuneSeptember 30, 2019, the Company repurchased no shares144,356 and 144,356, respectively, of certain shareholders due to death or disability. During the three and sixnine months ended JuneSeptember 30, 2018, the Company repurchased 0168,845 and 94,892263,737 shares, respectively, of certain shareholders due to death or disability.

Note 14. Financial Highlights
The following is a schedule of financial highlights of the Company for the sixnine months ended JuneSeptember 30, 2019 and 2018:
2019 20182019 2018
Per Share Data:(1)
Per Share Data:(1)
Per Share Data:(1)
Net asset value at beginning of period$6.72
 $7.66
$6.72
 $7.66
Net investment income0.21
 0.24
0.26
 0.37
Net realized gains/(losses) on investments and total return swap(0.15) (0.32)(0.35) (0.51)
Net unrealized appreciation/(depreciation) on investments and total return swap(0.08) 0.01
(0.12) 0.01
Net increase/(decrease) in net assets$(0.02) $(0.07)$(0.21) $(0.13)
Distributions from return of capital
 

 
Distributions declared from net investment income(2)
(0.32) (0.32)(0.48) (0.48)
Distributions from net realized capital gains
 

 
Total distributions to shareholders$(0.32) $(0.32)$(0.48) $(0.48)
Issuance of common shares above net asset value(3)
(0.01) 

 
Net asset value at end of period$6.37
 $7.27
$6.03
 $7.05
Total return based on net asset value(4)(5)
(0.21)% (1.20)%(3.11)% (1.73)%
Portfolio turnover rate(5)
13.93 % 11.89 %22.82 % 18.12 %
Shares outstanding at end of period100,462,586
 96,784,857
101,330,757
 97,546,600
Net assets at end of period$640,436,545
 $703,973,176
$610,610,747
 $687,862,214
Ratio/Supplemental Data (annualized):      
Ratio of net investment income to average net assets6.32 % 6.64 %5.45 % 6.75 %
Ratio of net expenses (including incentive fees) to average net assets7.39 % 7.03 %7.54 % 7.03 %
Ratio of incentive fees to average net assets (5)
0.03 % 0.06 %
Supplemental Data (annualized):      
Asset coverage ratio per unit(6)
$2,952
 $2,385
$2,861
 $2,407
Percentage of non-recurring fee income(7)
2.27 % 3.73 %6.76 % 5.19 %
Ratio of net expenses (excluding incentive fees) to average net assets7.37 % 7.03 %7.52 % 6.96 %
Ratio of interest and financing related expenses to average net assets3.26 % 2.89 %3.25 % 2.96 %
Total Debt Outstanding:(8)(9)
      
Revolving Credit Facility$328,100,000
 $385,000,000
$328,100,000
 $370,000,000
Total Return Swap(10)
$
 $126,316,942
$
 $126,316,942

(1)The per share data was derived by using the weighted average shares outstanding during the sixnine months ended JuneSeptember 30, 2019 and 2018, which were 99,649,414100,116,493 and 97,385,97197,142,433 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 JuneSeptember 30, 2019 and 2018, the Company's Asset Coverage Per Unit including unfunded commitments was $2,700$2,645 and $2,135,$2,119, 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.
(10)The TRS amount is comprised of the outstanding notional amount of the TRS, less the initial amount of any cash collateral required to be posted by Arbor under the TRS.

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 sixnine months ended JuneSeptember 30, 2019, except as disclosed below.

On July 25, 2019, the Company entered into Amendment No. 2 to the Revolving Credit Agreement (the “Amendment”), with certain lenders party thereto, ING Capital LLC, as administrative agent (the “Administrative Agent”), and, solely with respect to Section 2.10 of the Amendment, SIC AAR LLC, SIC Investment Holdings LLC and Sierra Management, Inc., as subsidiary guarantors. The

Amendment amends certain provisions of the Revolving Credit Agreement (as amended by Amendment No. 1, the “Prior Facility” and, as further amended by Amendment No. 2, the “Facility”) to, among other things, (i) reduce the size of the commitments thereunder from $220.0 million to $215.0 million, (ii) extend the Revolver Termination Date (as defined in the Prior Facility) from August 12, 2019 to March 31, 2020 and (iii) extend the Maturity Date (as defined in the Prior Facility) from August 12, 2020 to March 31, 2021. As of July 25, 2019, total commitments under the Facility are $215.0 million.

On July 28,October 29, 2019, our board of directors declared a series of monthly distributions for July, AugustOctober, November and SeptemberDecember 2019 in the amount of $0.05334 per share. Stockholders of record as of each respective monthly record date will be entitled to receive the distribution. Below are the details for each respective distribution:

Record Date Payment Date Amount per share
JulyOctober 30, 2019 JulyOctober 31, 2019 $0.05334
August 29,November 28, 2019 August 30,November 29, 2019 0.05334
September 27,December 30, 2019 September 30,December 31, 2019 0.05334

On July 29, 2019, the Company entered into the Amended and Restated Agreement and Plan of Merger, dated as of July 29, 2019 (the “Amended MCC Merger Agreement”), by an between MCC and the Company, pursuant to which 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 Class Action (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, and (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.

In addition, on July 29, 2019, the Company entered into the Amended and Restated Agreement and Plan of Merger (the “Amended MDLY Merger Agreement”) by and among MDLY, the Company, and Merger Sub, pursuant to which 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’s Class A common stock, issued and outstanding immediately prior to the effective date of the MDLY Merger, other than shares of MDLY’s 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 Unitholder (as defined below), will be exchanged for (i) 0.2668 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’s 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 “Unitholders”) will be exchanged for (i) 0.2072 shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.66 per share.

Pursuant to 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 both Mergers are successfully consummated, our common stock would be listed on the New York Stock Exchange, with such listing expected to be effective as of the closing date of the Mergers, and our 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 MCC Merger. If, however, only the MDLY Merger is consummated, our common stock would be listed on the New York Stock Exchange. If both Mergers are successfully 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 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.
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 stockholder who have requested repurchases in connection with such stockholder’s death or disability.

Effective as of August 31, 2019, Jeff Tonkel is retiring and will be a senior advisor to the Medley platform and will remain a director of MDLY and MCC. Accordingly, Mr. Tonkel will resign from his positions as President of MDLY, the Company, and Sierra Total Return Fund. Mr. Tonkel’s decision to resign as President of MDLY, the Company, and Sierra Total Return Fund was not due to any dispute or disagreement with MDLY, the Company, or Sierra Total Return Fund, or on any matter relating to the operations, policies or practices of MDLY, the Company, or Sierra Total Return Fund.


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 quarterly report on Form 10-Q.

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, 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 quarterly report on Form 10-Q constitute forward-looking statements, which relate to future events or our performance or financial condition. The forward-looking statements contained in this quarterly report on Form 10-Q 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 the economy;
risks associated with possible disruptions in our operations or the economy generally;
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; and
the effect of changes in laws or regulations affecting our operations.


This quarterly report on Form 10-Q also includes “forward-looking” statements regarding the proposed transactions. Because forward-looking statements, such as the date that the parties expect the proposed transactions to be completed and the expectation that the proposed transactions will provide improved liquidity for the Company, MCC, and MDLY’s stockholders and will be accretive to net investment income for both the Company and MCC, include risks and uncertainties, actual results may differ materially from those expressed or implied and include, but are not limited to, those discussed in each of the Company’s, MCC’s and MDLY’s filings with the SEC, and (i) the satisfaction or waiver of closing conditions relating to the proposed transactions described herein, including, but not limited to, the requisite approvals of the stockholders of each of the Company, MCC, and MDLY; the Company successfully taking all actions reasonably required with respect to certain outstanding indebtedness of MCC and MDLY to prevent any material adverse effect relating thereto; certain required approvals of the SEC (including necessary exemptive relief to consummate the merger transactions), approval by the Court of Chancery of the State of Delaware of the Stipulation of Settlement in connection with the consolidated actions under caption of In re Medley Capital Corporation Stockholder Litigation, C.A. No. 2019-0100-KSJM, the necessary consents of certain third-party advisory clients of MDLY; and any applicable waiting period (and any extension thereof) applicable to the transactions under the Hart-Scott-Rodino Antitrust Improvements Act of 1976, as amended, shall have expired or been terminated; (ii) the parties’ ability to successfully consummate the proposed transactions, and the timing thereof; (iii) the results of the go-shop process that will be conducted by MCC’s special committee; and (iv) the possibility that competing offers or acquisition proposals related to the proposed transactions will be made and, if made, could be successful. Additional risks and uncertainties specific to the Company, MCC and MDLY include, but are not limited to, (i) the costs and expenses that the Company, MCC and MDLY have, and may incur, in connection with the proposed transactions (whether or not they are consummated); (ii) the impact that any litigation relating to the proposed transactions may have on any of the Company, MCC and MDLY; (iii) that projections with respect to distributions may prove to be incorrect; (iv) the Company’s ability to invest its portfolio of cash in a timely manner following the closing of the proposed transactions; (v) the market performance of the combined portfolio; (vi) the ability of portfolio companies to pay interest and principal in the future; (vii) the ability of MDLY to grow its fee earning assets under management; (viii) whether the Company, as the surviving company, will trade with more volume and perform better than MCC and MDLY prior to the proposed transactions; and (ix) negative effects of entering into the

proposed transactions on the trading volume and market price of MCC’s or MDLY’s common stock. There can be no assurance of the level of any distributions to be paid, if any, following consummation of the proposed transactions.

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, 2018.

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 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.

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 a registered investment adviser 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 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, pursuant to recent legislation, 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.


Agreements and Plan of Mergers
On August 9, 2018, the Company entered into definitive agreements to acquire Medley Capital Corporation (NYSE/TASE: MCC, “MCC”)MCC) and Medley Management Inc.(NYSE: (NYSE:MDLY, “MDLY”"MDLY"). Pursuant to the Agreement and Plan of Merger, dated as of August 9, 2018, by and between MCC and Sierrathe Company (the “MCC"MCC Merger Agreement”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 entitycompany (the “Combined Company”"Combined Company") in the merger (the “MCC Merger”"MCC Merger"). Under 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, Sierrathe Company or their respective wholly owned subsidiaries, would be converted into the right to receive 0.8050 shares of the Company’s common stock.

Simultaneously, pursuant to the Agreement and Plan of Merger (the “MDLY"MDLY Merger Agreement”Agreement" together with the MCC Merger Agreement, the “Merger Agreements”), dated as of August 9, 2018, by and among MDLY, the Company, and Sierra Management, Inc., a newly formed Delaware corporation and a wholly owned subsidiary of the Company (“("Merger Sub”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”MDLY Merger together with the MCC Merger, the “Mergers”"Mergers"), and MDLY’s existing asset management business would continue to operate as a wholly owned subsidiary of the Combined 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; plus (ii) cash in an amount equal to $3.44 per share. In addition, MDLY’sMDLY'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 MCC and the Company, pursuant to which 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 consolidated actions pending in the Court of Chancery of the State of Delaware (the “Delaware Court of Chancery”) under caption of In re Medley Capital Corporation Stockholder Litigation, C.A. No. 2019-0100-KSJM (the “MCC Stockholder Action” and 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, and (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; provided that cash will be paid in lieu of fractional shares of the Company’s common stock issuable in the MCC Merger.

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 Merger Sub, pursuant to which 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.

As a result of the foregoing, the investment management function relating to the operation of the Combined Company will be internalized. 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, successfullyor only the MDLY Merger is consummated, ourthe Company’s common stock wouldwill be listed on the New York Stock Exchange under the symbol “SRA” and the Tel Aviv Stock Exchange,"SRA, with such listingslisting expected to be effective as of the closing date of the Mergers. Upon completionMergers 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 Mergers, the investment portfolios of MCC and the Company would be combined, Merger Sub, as a successor to MDLY, would be a wholly owned subsidiaryclosing date of the Combined Company, and the Combined Company would be internally managed by MCC Advisors LLC, its wholly controlled adviser subsidiary.Mergers.

Set forth below is a description of the Decision (as defined below), which should be read in the context of the impact that the Decision and corresponding Settlement Term Sheet (as defined below) may have on the Company with respect to any potential amendment to the Merger Agreements.

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

On February 11, 2019, a putativepurported stockholder class action related to the MCC Merger was commenced in the Delaware Court of Chancery of the State of Delaware by FrontFour Capital Group LLC and FrontFour Master Fund, Ltd (collectively,Ltd. (together, “FrontFour”). The action, as consolidated, is, captioned In re Medley Capital Corporation Stockholder Litigation, C.A. No. 2019-0100-KSJM, 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 “Class Action”).LLC. The complaint, as amended on February 12, 2019, alleged that MCC’s directors (Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, and Arthur S. Ainsberg)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. OnThe complaint sought to enjoin the vote of MCC stockholders on the proposed merger and enjoin enforcement of certain provisions of the MCC Merger Agreement. The Court held a trial on the plaintiffs’ claims on March 11,6-7, 2019 following a two-day trial, the Courtand issued a Memorandum Opinion (the “Decision”) denyingon March 11, 2019. The Delaware Court of Chancery denied FrontFour’s requests to (i) permanently enjoin the MCC Merger and (ii) require MCC to conduct a “shopping process” for MCC on terms proposed by FrontFour in its complaint. The Court held that MCC’s directors breached their fiduciary duties in entering into the MCC Merger, but rejected FrontFour’s claim that the Company aided and abetted those breaches of fiduciary duties. The Court 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 have been made and stockholders have had the opportunity to assimilate this 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 alleged that the defendants breached their fiduciary duties to stockholders of MCC in connection with the vote of MCC stockholders on the proposed mergers. On April 8, 2019, the Delaware Court of Chancery granted a stipulation consolidating the MCC Stockholder Action and the Altman Action, designating the amended complaint in the MCC Stockholder Action as the operative complaint, and designating the plaintiffs in the MCC Stockholder Action and their counsel the lead plaintiffs and lead plaintiffs’ counsel, respectively.

On April 15, 2019, certain parties in the Class Action reached agreement on the principal terms of a settlement of the MCC Stockholder Action, which arewere contained in a binding term sheet, dated April 15, 2019 (the “Settlement Term Sheet”),. On July 29, 2019, MDLY entered into a Stipulation of Settlement (and, as amended, on August 8, 2019, the “Stipulation”) by and among MCC, Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, Arthur S. Ainsberg, MCC,MDLY, MCC Advisors LLC, Medley LLC, and Medley Group LLC (the “Medley Parties”), on the one hand, and FrontFour, on behalf of itself and a class of similarly situated stockholders of MCC, on the other hand. hand, in connection with the MCC Stockholder Action.

The Settlement Term Sheet is intended to formStipulation provides for the basissettlement of a definitive stipulation of settlementall claims brought against the Medley Parties in the ClassMCC Stockholder Action. The Settlement Term Sheet provides thatUnder the Stipulation, MCC willagreed to seek to obtain the agreement and/or consent of the Company to effect certain amendments to (i) the MCC Merger Agreement and (ii) the MDLY Merger Agreement (together with the MCC Merger Agreement, the “Merger Agreements”). If the foregoing amendments are entered into they will, among other matters (as described in further detail, which have been reflected in the Settlement Term Sheet): (a) extend the Outside Date (as defined in therevised Merger Agreements) to October 31, 2019; (b) permit MCC’s special committee of independent directors (the “MCC Special Committee”) to undertake a sixty-day “go shop” process to solicit superior transactionsAgreements annexed to the MCC Merger and (c)Stipulation. The Stipulation also provides for, if the MCC Merger is consummated, createthe creation of a settlement fund, consisting of $17 million in cash and $30 million of the Company’s stock, with the number of shares of the Company’s stock to be calculated using the pro forma NAV reported in the future proxy supplement describing the amendments to the MCC Merger

Agreement, which will be distributed to eligible members of the Settlement Class (as defined in the Settlement Term Sheet)Stipulation). In connection withUnder the Settlement Term Sheet,Stipulation, MDLY has executed an acknowledgement and agreementalso consented to take certain actions, including consenting to certain amendments to the Merger Agreements That have been reflected in furtherance of the transactions contemplated thereby.

revised Merger Agreements annexed to the Stipulation. In addition, in connection with the Settlement Term Sheet provides thatStipulation, on July 29, 2019, MCC and FrontFour will enterentered 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 will beis subject to customary standstill restrictions and be required to vote in favor of the MCC Merger at a meeting of stockholders to approve the Amended MCC Merger Agreement and in favor of the directors nominated by our board of directors for election at MCC’s 2019 annual meeting of stockholders.Agreement.

Under the Settlement Term Sheet, the parties have agreed to cooperate to reduce the agreements reflected therein to a definitive stipulation of settlement (the “Settlement Stipulation”), and to obtain approval of Court of Chancery of the State of Delaware as soon as reasonably practicable thereafter. The Settlement Stipulation will providealso 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 ClassMCC Stockholder Action. The Medley Parties will also release all claims arising out of or relating to the prosecution and settlement of the ClassMCC Stockholder Action and all claims that were or could have been asserted (other than claims against NexPoint Advisors, L.P. and its affiliates)the Highland Parties, as defined in the Stipulation) in the litigation pending in the United States District Court for the Southern District of New York captioned Medley Capital Corporation v. FrontFour Capital Group LLC, et al., No. 1:19-cv-02055-LTS (S.D.N.Y.) (the “Federal Action”), and FrontFour and the Settlement Class will release all claims arising out of or relating to the prosecution and settlement of the Federal Action.

Under the Settlement Term Sheet,The Stipulation further provides that MCC and FrontFour have also undertaken toshall work together in good faith to agree to supplemental disclosures relating to the transactions contemplated by the Merger Agreements consistent with the Decision.

If the contemplated amendmentsThe Stipulation is subject to the Merger Agreements have not been entered into by May 15,approval of the Delaware Court of Chancery. On September 26, 2019, FrontFour filed a motion seeking an order approving the Settlement Term Sheet may be terminated by MCC or FrontFour.Stipulation, and also moved for the Delaware Court of Chancery to award plaintiffs’ counsel attorneys’ fees in the amount of $22 million and expenses in the amount of $420,334.97 (the “Fee Application”). The contemplated amendmentsDelaware Court of Chancery held a hearing to consider the Stipulation and the Fee Application on October 24, 2019. The parties submitted supplemental briefing with respect to the Merger Agreements requireStipulation on October 31, 2019. To date, the agreementDelaware Court of Chancery has not issued a decision with respect to approval of the Company and there can be no assurance that such agreement will be obtainedStipulation or that agreements on the amendments to the Merger Agreements will be reached.Fee Application.
    
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 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.

Portfolio and Investment Activity
The following table shows the amortized cost and the fair value of our investment portfolio as of JuneSeptember 30, 2019:
Amortized Cost Percentage Fair Value PercentageAmortized Cost Percentage Fair Value Percentage
Senior secured first lien term loans$464,604,012
 51.5% $401,886,948
 50.0%$419,330,178
 50.1% $365,464,032
 49.5%
Senior secured second lien term loans160,476,041
 17.8
 149,900,159
 18.6
158,038,539
 18.8
 142,716,810
 19.4
Senior secured first lien notes30,965,000
 3.4
 30,106,400
 3.7
15,965,000
 1.9
 15,095,000
 2.0
Subordinated notes73,542,052
 8.2
 67,042,643
 8.3
72,058,258
 8.6
 62,478,039
 8.5
Sierra Senior Loan Strategy JV I LLC92,050,000
 10.3
 76,555,675
 9.5
92,050,000
 11.0
 73,409,359
 10.0
Equity/warrants79,638,418
 8.8
 79,530,206
 9.9
80,168,137
 9.6
 77,787,417
 10.6
Total$901,275,523
 100.0% $805,022,031
 100.0%$837,610,112
 100.0% $736,950,657
 100.0%

As of JuneSeptember 30, 2019, our income-bearing investment portfolio, which represented 89.4%90.3% of our total portfolio, had a weighted average yield based upon the cost of our investment portfolio of 9.5%9.4%, and 7.0%4.7% of our income-bearing portfolio bore interest based on fixed rates, while 93.0%95.3% of our income-bearing portfolio bore interest at floating rates, such as LIBOR.

For the three months ended JuneSeptember 30, 2019, we invested $60.0$22.5 million of principal in directly originated transactions across 21eight portfolio companies and $7.0$7 million of principal in syndicated transactions across 5one portfolio companies. As of JuneSeptember 30, 2019, the investment portfolio was comprised of $763.7$703.6 million of principal in directly originated transactions across 68 portfolio companies and $124.1$128.3 million of principal in syndicated transactions across 23 portfolio companies.

The following table shows the amortized cost and the fair value of our investment portfolio as of December 31, 2018:
 Amortized Cost Percentage Fair Value Percentage
Senior secured first lien term loans$532,302,573
 52.9% $479,593,279
 52.0%
Senior secured second lien term loans174,258,971
 17.3
 169,923,547
 18.4
Senior secured first lien notes37,930,308
 3.8
 35,495,093
 3.8
Subordinated notes77,930,062
 7.7
 66,187,857
 7.2
Sierra Senior Loan Strategy JV I LLC92,050,000
 9.2
 82,515,860
 8.9
Equity/warrants91,194,948
 9.1
 89,765,126
 9.7
Total$1,005,666,862
 100.0% $923,480,762
 100.0%


As of December 31, 2018, our income-bearing investment portfolio, which represented 89.3% of our total portfolio, had a weighted average yield based upon the cost of our investment portfolio of approximately 9.7%, and 9.3% of our income-bearing portfolio bore interest based on fixed rates, while 90.7% of our income-bearing portfolio bore interest at floating rates, such as LIBOR.

The following table shows weighted average current yield to maturity, including the yield of cash collateral on the TRS, based on fair value as of JuneSeptember 30, 2019 and December 31, 2018:
June 30, 2019 December 31, 2018September 30, 2019 December 31, 2018
Percentage
of Total
Investments
 
Weighted Average
Current
Yield for Total
Investments(1)
 
Percentage
of Total
Investments
 
Weighted
Average
Current
Yield for Total
Investments(1)
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 loans50.0% 11.0% 50.5% 10.3%49.5% 10.6% 50.5% 10.3%
Senior secured second lien term loans18.6
 13.4
 17.8
 13.3
19.4
 12.5
 17.8
 13.3
Senior secured first lien notes3.7
 15.0
 3.7
 13.3
2.0
 14.9
 3.7
 13.3
Subordinated notes8.3
 9.4
 7.0
 7.2
8.5
 10.3
 7.0
 7.2
Sierra Senior Loan Strategy JV I LLC9.5
 9.7
 8.7
 9.7
10.0
 9.7
 8.7
 9.7
Equity/warrants9.9
 11.8
 12.3
 12.2
10.6
 9.7
 12.3
 12.2
Total100.0% 11.7% 100.0% 10.8%100.0% 11.0% 100.0% 10.8%

(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 JuneSeptember 30, 2019:

Industry Classification Investments
at Fair
Value
 Percentage
of Total
Portfolio
 Investments
at Fair
Value
 Percentage
of Total
Portfolio
Multi-Sector Holdings $142,385,017
 17.7% $134,674,308
 18.3%
Services: Business 133,931,579
 16.6% 101,604,649
 13.8%
High Tech Industries 88,034,986
 11.9%
Healthcare & Pharmaceuticals 71,205,546
 8.8% 56,763,857
 7.7%
High Tech Industries 66,061,383
 8.2%
Aerospace & Defense 48,953,662
 6.1%
Banking, Finance, Insurance & Real Estate 45,797,605
 5.7% 49,008,235
 6.7%
Construction & Building 44,572,576
 5.5% 41,879,474
 5.7%
Aerospace & Defense 34,492,144
 4.7%
Wholesale 37,137,046
 4.6% 28,872,478
 3.9%
Automotive 25,585,576
 3.2% 24,397,660
 3.3%
Consumer Goods: Durable 24,157,288
 3.0% 24,283,577
 3.3%
Transportation: Cargo 19,499,335
 2.4%
Hotel, Gaming & Leisure 20,446,997
 2.5% 21,310,730
 2.9%
Capital Equipment 17,179,706
 2.1% 17,221,868
 2.3%
Containers, Packaging & Glass 15,761,957
 2.0% 15,788,747
 2.1%
Services: Consumer 15,469,960
 1.9% 15,575,000
 2.1%
Energy: Oil & Gas 14,117,361
 1.8%
Transportation: Cargo 13,754,049
 1.9%
Chemicals, Plastics & Rubber 11,363,049
 1.4% 10,979,042
 1.5%
Media: Diversified & Production 10,524,312
 1.3% 10,524,291
 1.4%
Energy: Oil & Gas 10,300,082
 1.4%
Forest Products & Paper 7,073,932
 1.0%
Transportation: Consumer 6,930,182
 0.9% 6,833,805
 0.9%
Forest Products & Paper 6,893,311
 0.9%
Environmental Industries 6,425,492
 0.9%
Media: Advertising, Printing & Publishing 6,749,195
 0.8% 5,116,715
 0.7%
Environmental Industries 6,436,584
 0.8%
Media: Broadcasting & Subscription 4,727,451
 0.6%
Consumer Goods: Non-durable 4,694,081
 0.6% 4,682,197
 0.6%
Metals & Mining 3,335,599
 0.4% 3,467,115
 0.5%
Media: Broadcasting & Subscription 2,195,453
 0.3%
Retail 1,105,673
 0.1% 1,690,771
 0.2%
Total $805,022,031
 100.0% $736,950,657
 100.0%


The following table shows the portfolio composition by industry classification, including the TRS underlying loans, based on fair value as of December 31, 2018:
Industry Classification
Investments
at Fair
Value(1)
 
Percentage
of Total
Portfolio
(1)
 
Value of
TRS
Underlying
Loans
 Percentage
of TRS
Underlying
Loans
 
Total
Investments
at Fair Value
including the
value of TRS
Underlying
Loans
 Percentage
of Total
Portfolio
Including the value of TRS
Underlying
Loans
Services:  Business$156,398,957
 16.9% $10,773,821
 15.0% $167,172,778
 16.9%
Multi-Sector Holdings147,751,337
 16.0% 
 
 147,751,337
 14.8
Healthcare & Pharmaceuticals75,750,145
 8.2% 9,509,395
 13.2
 85,259,540
 8.6
High Tech Industries72,744,712
 7.9% 4,421,984
 6.1
 77,166,696
 7.8
Banking, Finance, Insurance & Real Estate53,079,983
 5.7% 3,004,364
 4.2
 56,084,347
 5.6
Aerospace & Defense55,177,303
 6.0% 
 
 55,177,303
 5.5
Construction & Building50,606,634
 5.5% 
 
 50,606,634
 5.1
Wholesale42,859,121
 4.6% 
 
 42,859,121
 4.3
Hotel, Gaming & Leisure34,305,563
 3.7% 
 
 34,305,563
 3.4
Transportation: Cargo25,736,261
 2.8% 5,338,720
 7.4
 31,074,981
 3.1
Consumer Goods: Durable23,617,293
 2.6% 7,386,965
 10.3
 31,004,258
 3.1
Automotive25,711,838
 2.8% 1,708,542
 2.4
 27,420,380
 2.8
Capital Equipment11,187,500
 1.2% 12,707,317
 17.6
 23,894,817
 2.4
Chemicals, Plastics & Rubber22,245,236
 2.4% 
 
 22,245,236
 2.2
Media: Advertising, Printing & Publishing15,298,916
 1.7% 5,509,302
 7.6
 20,808,218
 2.1
Energy: Oil & Gas14,779,343
 1.6% 3,030,789
 4.2
 17,810,132
 1.8
Services: Consumer11,801,389
 1.3% 4,469,702
 6.2
 16,271,091
 1.6
Containers, Packaging & Glass16,165,041
 1.8% 
 
 16,165,041
 1.6
Media: Diversified & Production14,321,399
 1.6% 
 
 14,321,399
 1.4
Retail8,605,149
 0.9% 
 
 8,605,149
 0.9
Forest Products & Paper7,690,117
 0.8% 
 
 7,690,117
 0.8
Consumer Goods: Non-Durable7,522,988
 0.8% 
 
 7,522,988
 0.8
Transportation: Consumer7,402,367
 0.8% 
 
 7,402,367
 0.7
Metals & Mining6,925,615
 0.7% 
 
 6,925,615
 0.7
Environmental Industries5,164,068
 0.6% 
 
 5,164,068
 0.5
Media: Broadcasting & Subscription5,053,547
 0.5% 
 
 5,053,547
 0.5
Beverage & Food4,742,100
 0.5% 
 
 4,742,100
 0.5
Utilities:  Electric
 % 4,165,637
 5.8
 4,165,637
 0.4
Telecommunications836,840
 0.1% 
 
 836,840
 0.1
Total$923,480,762
 100.0% $72,026,538
 100.0% $995,507,300
 100.0%

(1)Does not include TRS underlying loans

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, such as the loans underlying the TRS:
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 JuneSeptember 30, 2019 and December 31, 2018:
 June 30, 2019 December 31, 2018 September 30, 2019 December 31, 2018
Investment
Credit Rating
 
Investments at
Fair Value
 Percentage 
Investments at
Fair Value
 Percentage 
Investments at
Fair Value
 Percentage 
Investments at
Fair Value
 Percentage
1 $109,306,651
 13.6% $36,018,931
 3.9% $83,983,465
 11.4% $36,018,931
 3.9%
2 477,132,860
 59.3
 701,419,815
 75.9
 459,337,681
 62.3
 701,419,815
 75.9
3 191,695,102
 23.8
 140,325,008
 15.2
 161,030,106
 21.9
 140,325,008
 15.2
4 9,809,875
 1.2
 3,597,528
 0.4
 24,494,358
 3.3
 3,597,528
 0.4
5 17,077,543
 2.1
 42,119,480
 4.6
 8,105,047
 1.1
 42,119,480
 4.6
Total $805,022,031
 100.0% $923,480,762
 100.0% $736,950,657
 100.0% $923,480,762
 100.0%
Results of Operations
The following table shows operating results for the three and sixnine months ended JuneSeptember 30, 2019 and 2018:
For the Three Months Ended
June 30,
 For the Six Months Ended
June 30,
For the Three Months Ended
September 30,
 For the Nine Months Ended
September 30,
2019 2018 2019 20182019 2018 2019 2018
Total investment income$23,906,563
 $24,890,883
 $44,817,023
 $49,250,923
$18,160,825
 $24,477,122
 $62,977,848
 $73,728,045
Total expenses12,047,035
 12,630,171
 24,162,802
 25,575,866
12,403,239
 12,119,753
 36,566,041
 37,695,619
Net investment income11,859,528
 12,260,712
 20,654,221
 23,675,057
5,757,586
 12,357,369
 26,411,807
 36,032,426
Net realized gain/(loss) from investments and total return swap1,333,156
 (133,829) (15,252,439) (30,836,305)(19,721,169) (18,244,576) (34,973,608) (49,080,881)
Net change in unrealized appreciation/(depreciation) on investments and total return swap(33,221,374) (17,396,983) (7,542,488) 742,620
(4,405,963) 562,829
 (11,948,451) 1,305,449
Change in provision for deferred taxes on unrealized gain on investments2,974,612
 (57,177) 
 78,278
(442,842) (381,726) (442,842) (303,448)
Net increase/(decrease) in net assets resulting from operations$(17,054,078) $(5,327,277) $(2,140,706) $(6,340,350)$(18,812,388) $(5,706,104) $(20,953,094) $(12,046,454)

Investment Income
Total investment income decreased $984,320,$6,316,297, or 4.0%25.8%, to $23,906,563$18,160,825 for the three months ended JuneSeptember 30, 2019, compared to 24,890,883$24,477,122 for the three months ended JuneSeptember 30, 2018. Total investment income consisted primarily of portfolio interest and dividends, which decreased $2,725,654,$5,565,308, or 11.4%24.2%, to $21,162,663$17,409,350 for the three months ended JuneSeptember 30, 2019, compared to $23,888,317$22,974,658 for the three months ended JuneSeptember 30, 2018. This decrease was primarily due to a decrease in the size of the underlying portfolio due to our reduced leverage utilization. Fee income decreased $1,049,173, or 75.5%, to $339,621 for the three months ended September 30, 2019, compared to $1,388,794 for the three months ended September 30, 2018, primarily due to an decrease in fees associated with loan originations and loan prepayments.

Total investment income decreased $10,750,197, or 14.6%, to $62,977,848 for the nine months ended September 30, 2019, compared to $73,728,045 for the nine months ended September 30, 2018. Total investment income consisted primarily of portfolio interest and dividends, which decreased $11,892,846, or 16.9%, to $58,662,441 for the nine months ended September 30, 2019, compared to $70,555,287 for the nine months ended September 30, 2018. This decrease was primarily due to a decrease in the size of the underlying portfolio due to our reduced leverage utilization. Fee income increased $1,447,910,$288,572, or 152.8%9.7%, to $2,395,376$3,269,507 for the threenine months ended June 30, 2019,

compared to $947,466 for the three months ended June 30, 2018, primarily due to an increase in fees associated with loan originations and loan prepayments.

Total investment income decreased $4,433,900, or 9.0%, to 44,817,023 for the six months ended JuneSeptember 30, 2019, compared to $49,250,923$2,980,935 for the sixnine months ended June 30, 2018. Total investment income consisted primarily of portfolio interest and dividends, which decreased $6,327,538, or 13.3%, to $41,253,091 for the six months ended June 30, 2019, compared to $47,580,629 for the six months ended June 30, 2018. This decrease was primarily due to a decrease in the size of the underlying portfolio due to our reduced leverage utilization. Fee income increased $1,337,745, or 84.0%, to $2,929,886 for the six months ended June 30, 2019, compared to $1,592,141 for the six months ended JuneSeptember 30, 2018, primarily due to an increase in fees associated with loan originations and loan prepayments.
Operating Expenses
The following table shows operating expenses for the three and sixnine months ended JuneSeptember 30, 2019 and 2018 :
 
For the Three Months Ended
June 30,
 For the Six Months Ended
June 30,
For the Three Months Ended
September 30,
 For the Nine Months Ended
September 30,
2019 2018 2019 20182019 2018 2019 2018
Base management fees$4,335,538
 $4,834,495
 $8,777,628
 $9,838,311
$4,180,333
 $4,681,915
 $12,957,961
 $14,520,226
Interest and financing expenses5,235,234
 5,219,779
 10,665,467
 10,392,209
5,078,781
 5,453,365
 15,744,248
 15,845,574
Incentive fees
 
 
 
176,061
 446,703
 176,061
 446,703
General and administrative expenses1,578,495
 1,216,840
 2,519,993
 2,641,958
1,556,514
 1,053,799
 4,076,507
 3,695,757
Administrator expenses536,352
 758,178
 1,158,423
 1,481,713
998,134
 527,752
 2,156,557
 2,009,465
Offering costs3,528
 187,736
 35,836
 470,986
6,322
 (655,352) 42,158
 (184,366)
Professional fees357,888
 413,143
 1,005,455
 750,689
407,094
 611,571
 1,412,549
 1,362,260
Total expenses$12,047,035
 $12,630,171
 $24,162,802
 $25,575,866
$12,403,239
 $12,119,753
 $36,566,041
 $37,695,619

Total expenses decreased $583,136,increased $283,486, or 4.6%2.3%, to $12,047,035$12,403,239 for the three months ended JuneSeptember 30, 2019, as compared to $12,630,171$12,119,753 for the three months ended JuneSeptember 30, 2018, primarily due to an decreaseincrease in base management fees.general and administrative expenses and administrator expenses. Total expenses decreased $1,413,064,$1,129,578, or 5.5%3.0%, to $24,162,802$36,566,041 for the sixnine months ended JuneSeptember 30, 2019, as compared to $25,575,866$37,695,619 for the sixnine months ended JuneSeptember 30, 2018, primarily due to a decrease in base management fees.

Base management fees decreased $498,957,$501,582, or 10.3%10.7%, to $4,335,538$4,180,333 for the three months ended JuneSeptember 30, 2019, as compared to $4,834,495$4,681,915 for the three months ended JuneSeptember 30, 2018, primarily due to a decrease in our gross assets. Base management fees decreased $1,060,683,$1,562,265, or 10.8%, to $8,777,628$12,957,961 for the sixnine months ended JuneSeptember 30, 2019, as compared to $9,838,311$14,520,226 for the sixnine months ended JuneSeptember 30, 2018, primarily due to a decrease in our gross assets.

Interest and financing expenses increased $15,455,decreased $374,584, or 0.3%6.9%, to $5,235,234$5,078,781 for the three months ended JuneSeptember 30, 2019, as compared to $5,219,779$5,453,365 for the three months ended JuneSeptember 30, 2018, primarily due to an increasea decrease in the weighted average interest rateoutstanding balance of our credit facilities, which is a result of an increase in LIBOR rates of 0.8%, or a 16.3% increase.facilities. Interest and financing expenses increased $273,258,decreased $101,326, or 2.6%0.6%, to $10,665,467$15,744,248 for the sixnine months ended JuneSeptember 30, 2019, as compared to $10,392,209$15,845,574 for the sixnine months ended JuneSeptember 30, 2018, primarily due to an increasea decrease in the weighted average interest rateoutstanding balance of our credit facilities, which is a result of an increase in LIBOR rates of 0.9%, or a 18.75% increase.facilities.

Expense Support and Reimbursement Agreement
From June 29, 2012 through December 31, 2016, we were party to an Expense Support and Reimbursement Agreement with SIC Advisors (the “Expense Support Agreement”). During the term of the Expense Support Agreement, SIC Advisors reimbursed us for operating expenses in an amount equal to the difference between our distributions paid to stockholders in each month, less the sum of our net investment income, net realized capital gains and dividends paid to us from our 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 our 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 our distributions paid to stockholders during such month less the sum of our net investment income, net realized capital gains and dividends paid to us from our 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 we had raised sufficient capital to be able to absorb such expenses. The Expense Support Agreement expired on December 31, 2016.

Pursuant to the Expense Support Agreement, we will reimburse SIC Advisors for expense support payments it previously made following any calendar quarter for which we received net investment income, net realized capital gains and dividends from our portfolio companies (not included in net income and net realized capital gains) in excess of the distributions paid to our stockholders during such calendar quarter (the “Excess Operating Funds”). Any such reimbursement will be made within three years of the date that the expense support payment obligation was incurred by SIC Advisors, subject to the conditions described below. The amount of the reimbursement during any calendar quarter will 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, we will only make reimbursement payments to the extent our current annualized “operating expense ratio” is equal to or less than our 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 our stockholders for the month is equal to or greater than the annualized rate of our regular cash distributions to stockholders for the month during which the corresponding expense payment was incurred.

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 sixnine months ended JuneSeptember 30, 2019, we recognized net realized gainloss on investments of $1,333,156$19,721,169 and net realized loss on investments of $15,252,439,$34,973,608, respectively, primarily due to certain non-cash restructuring transactions and the wind-down of our TRS facility. For the three and sixnine months ended JuneSeptember 30, 2018, we recognized net realized loss on investments of $133,829$18,244,576 and net realized loss on investments of $30,836,305,$49,080,881, respectively, primarily due to certain non-cash restructuring transactions.

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 sixnine months ended JuneSeptember 30, 2019, we recorded a net change in unrealized depreciation of $30,246,762$4,848,805 and depreciation of $7,542,488,$12,391,293, respectively. For the three and sixnine months ended JuneSeptember 30, 2018, we recorded a net change in unrealized depreciationappreciation of $17,454,160$181,103 and appreciation of $820,898.$1,002,001.

Changes in Net Assets from Operations
For the three and sixnine months ended JuneSeptember 30, 2019, we recorded a net decrease of $17,054,078$18,812,388 and a net decrease of $2,140,706,$20,953,094, respectively, in net assets resulting from operations. Based on 100,135,004101,035,420 and 99,649,414100,116,493 weighted average common shares outstanding for the three and sixnine months ended JuneSeptember 30, 2019, our per share net decrease in net assets resulting from operations was $0.17$0.19 and $0.02,$0.21, respectively. For the three and sixnine months ended JuneSeptember 30, 2018, we recorded a net decrease of $5,327,277$5,706,104 and a net decrease of $6,340,350,$12,046,454, respectively, in net assets resulting from operations. Based on 97,385,97197,047,494 and 97,190,68997,142,433 weighted average common shares outstanding for the three and sixnine months ended JuneSeptember 30, 2018, our per share net decrease in net assets resulting from operations was $0.05$0.06 and $0.07,$0.12, 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; including raising equity, 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 derived from the use of our credit facility.

As of JuneSeptember 30, 2019 and December 31, 2018, we had $161,214,258$192,205,852 and $59,481,495, 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 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 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). This requirement limits the amount that we may borrow.

The following table shows our net borrowings as of JuneSeptember 30, 2019 and December 31, 2018:
June 30, 2019 December 31, 2018September 30, 2019 December 31, 2018
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
 
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
 
Total
Commitment
 
Balance
Outstanding
 
Unused
Commitment
ING Credit Facility$220,000,000
 $88,100,000
 $131,900,000
 $220,000,000
 $115,000,000
 $105,000,000
$215,000,000
 $88,100,000
 $126,900,000
 $220,000,000
 $115,000,000
 $105,000,000
Alpine Credit Facility300,000,000
 240,000,000
 60,000,000
 300,000,000
 240,000,000
 60,000,000
300,000,000
 240,000,000
 60,000,000
 300,000,000
 240,000,000
 60,000,000
Total before deferred financing costs520,000,000
 328,100,000
 191,900,000
 520,000,000
 355,000,000
 165,000,000
515,000,000
 328,100,000
 186,900,000
 520,000,000
 355,000,000
 165,000,000
Unamortized deferred financing costs
 (2,631,660) 
 
 (3,460,986) 

 (2,660,252) 
 
 (3,460,986) 
Total borrowings outstanding, net$520,000,000
 $325,468,340
 $191,900,000
 $520,000,000
 $351,539,014
 $165,000,000
$515,000,000
 $325,439,748
 $186,900,000
 $520,000,000
 $351,539,014
 $165,000,000

On August 12, 2016, we amended our ING Credit Facility pursuant to the Revolving Credit Agreement with certain lenders party thereto from time to time and ING Capital LLC, as administrative agent. The ING Credit Facility matures on August 12, 2020 and is secured by substantially all of our assets, subject to certain exclusions as further set forth in the Security Agreement entered into in connection with the Revolving Credit Agreement, among us, 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 includes 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 million to $170 million. On August 12, 2016, commitments to the ING credit facility were expanded from $170 million to $175 million. On April 20, 2017, commitments to the ING Credit Facility were expanded from $175 million to $220 million. On February 8, 2019, we amended our ING Credit Facility, among other things, to permit 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 (the “Amendment”), with certain lenders party thereto, ING Capital LLC, as administrative agent (the “Administrative Agent”), and, solely with respect to Section 2.10 of the Amendment, SIC AAR LLC, SIC Investment Holdings LLC and Sierra Management, Inc., as subsidiary guarantors. The Amendment amends certain provisions of the Revolving Credit Agreement (as amended by Amendment No. 1, the “Prior Facility” and, as further amended by Amendment No. 2, the “Facility”) to, among other things, (i) reduce the size of the commitments thereunder from $220.0 million to $215.0 million, (ii) extend the Revolver Termination Date (as defined in the Prior Facility) from August 12, 2019 to March 31, 2020 and (iii) extend the Maturity Date (as defined in the Prior Facility) from August 12, 2020 to March 31, 2021.

The ING Credit Facility allows 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 are subject to certain step-downs upon the satisfaction of certain conditions described in the Revolving Credit Agreement. The alternate base rate will be 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 JuneSeptember 30, 2019 the commitment under the ING Credit Facility was $215 million and as December 31, 2018, the commitment under the ING Credit Facility was $220 million and includes an accordion feature that allows for potential future expansion of the ING Credit Facility up to a total of $500 million. Availability of loans under the ING Credit Facility is linked to the valuation of the collateral pursuant to a borrowing base mechanism.

We are 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 is (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 provides that we may use the proceeds of the facility for general corporate purposes, including making investments in accordance with our investment objective and strategy. As of JuneSeptember 30, 2019, our borrowings under the ING Facility totaled $88,100,000 and were recorded as part of revolving credit facility payable on our Consolidated Statements of Assets and Liabilities.

On September 29, 2017, the Company’s wholly-owned, special purpose financing subsidiary, Alpine, amended it's 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 JuneSeptember 30, 2019, Alpine’s borrowings under the Alpine Credit Facility totaled $240,000,000 and were recorded as part of revolving credit facility 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 JuneSeptember 30, 2019:
 
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 Facility240,000,000
 
 240,000,000
 

 
Total Contractual Obligations$328,100,000
 $
 $328,100,000
 $
 $

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. On April 4, 2019, the board of directors approved the renewal of the Investment Advisory Agreement for an additional one-year term at an in-person 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. On April 4, 2019, the board of directors approved the renewal of the Administration Agreement for an additional one-year term at an in-person 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.

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 decreasesdecreased 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.

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

SIC Advisors actsacted as the investment manager of Arbor and hashad discretion over the composition of the basket of loans underlying the TRS. The terms of the TRS arewere 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 establishestablished the TRS, and are collectively referred to herein as the “TRS Agreement”.

Transactions in TRS contracts during the three and nine months ended JuneSeptember 30, 2019 and 2018 were $0.1 million in realized losses and $0.1 million in net change in unrealized depreciation, which are recorded on the Consolidated Statements of Operations.as follows:
  Three Months Ended
September 30,
 Nine Months Ended September 30,
  2019 2018 2019 2018
Interest income and settlement from TRS portfolio $
 $1,463,986
 $309,388
 $4,123,660
Traded gains/(loss) on TRS loan sales 
 (364,450) (9,632,904) (2,589,178)
Net realized gains/(loss) on TRS portfolio $
 $1,099,536
 $(9,323,516) $1,534,482
         
Net change in unrealized appreciation/(depreciation) on TRS portfolio $
 $735,874
 $6,524,904
 $3,370,529

Transactions in TRS contracts during the three months ended June
As of September 30, 2018 were $1.0 million in realized losses and $0.3 million in net change in unrealized depreciation, which are recorded2019, there was no receivable due on the Consolidated Statements of Operations.

Our derivative asset from Citibank, net of amounts available for offset under a master netting agreement as of June 30, 2019, was $0.0 million, which istotal return swap recorded on the Consolidated Statements of Assets and Liabilities as a receivable due on total return swap.Liabilities.

The volume of the Company’s derivative transactions for the three and sixnine months ended JuneSeptember 30, 2019 and 2018 were as follows: 
 Three Months Ended
June 30,
 Six Months Ended
June 30,
 2019 2018 2019 2018
Average notional amount of contracts (1)
$
 $168,753,875
 $30,563,576
 $170,174,081
 Three Months Ended
September 30,
 Nine Months Ended
September 30,
 2019 2018 2019 2018
Average notional amount of contracts (1)
$
 $168,753,875
 $12,225,430
 $170,174,081

(1)Average notional amount is based on the average month end balances for the three and sixnine months ended JuneSeptember 30, 2019 and 2018, 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 JuneSeptember 30, 2019, there was $204.9 million outstanding under the JV Facility and the Sierra JV had total assets of $295.9$289.0 million. As of JuneSeptember 30, 2019, Sierra JV’s portfolio was comprised of 100.0% of senior secured first lien term loans to 6061 different portfolio companies with one portfolio company on non-accrual status. As of December 31, 2018, Sierra JV’s portfolio was comprised of 100% of senior secured first lien term loans to 58 different portfolio companies with one portfolio company on non-accrual status.

As of JuneSeptember 30, 2019 and December 31, 2018, Sierra JV had total capital commitments of $116 million, with the Company providing $101.5 million and GALIC providing $14.5 million. Approximately $105.2 million was funded as of JuneSeptember 30, 2019 and December 31, 2018, 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, Sierra JV entered into a senior secured revolving credit facility the ("JV Facility") led by Credit Suisse, AG ("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") and increased the total loan commitments to $240 million. On May 26, 2017 commitments to the JV facility were increased from $240 million to $250 million. On June 28, 2019, the JV Facility reinvestment period was further extended to October 28, 2019. TheOn October 28, 2019, the JV Facility bearsreinvestment period was further extended from October 28, 2019 to March 31, 2020 while the interest at arate was modified from bearing an interest rate of LIBOR (with no minimum) plus+ 2.50% per annum and the statedto LIBOR (with no minimum) + 2.75% per annum.The final maturity date is March 30, 2022.2022 and is secured substantially by all of the SPV's assets, subject certain exclusions set forth in the Credit Facility.     As of JuneSeptember 30, 2019 and December 31, 2018, there was $204.9 million outstanding under the JV Facility.

We have determined that the Sierra JV is an investment company under ASC 946, however in accordance with such guidance, we 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. Accordingly, we do not consolidate our 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.

Subject to our board of directors’ discretion and applicable legal restrictions, we expect to authorize and pay monthly distributions to our stockholders. Any distributions to our stockholders will be declared out of assets legally available for distribution. We expect to continue making monthly distributions unless our results of operations, our general financial condition, general economic conditions, or other factors prohibit us from doing so. 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 may be subject to repayment by us within three years of the date of such support payment. The purpose of this arrangement was to cover distributions to stockholders so as to ensure that 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 and/or SIC Advisors elects to make expense support payments under an expense support agreement. Any future reimbursements to SIC Advisors will reduce the net investment income that may otherwise be available for distribution to stockholders. There can be no assurance that we will achieve the performance necessary to sustain our distributions or that we will be able to pay distributions at all. 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. 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 2019 and 2018. Stockholders of record as of each respective record date were entitled to receive the distribution.


Record Date Payment Date Amount per share
January 15 and 31, 2018 January 31, 2018 0.02667
February 15 and 28, 2018 February 28, 2018 0.02667
March 15 and 30, 2018 March 30, 2018 0.02667
April 13 and 30, 2018 April 30, 2018 0.02667
May 15 and 31, 2018 May 31, 2018 0.02667
June 15 and 29, 2018 June 29, 2018 0.02667
July 13 and 31, 2018 July 31, 2018 0.02667
August 15 and 31, 2018 August 31, 2018 0.02667
September 14 and 28, 2018 September 28, 2018 0.02667
October 15 and 31, 2018 October 31, 2018 0.02667
November 15 and 30, 2018 November 30, 2018 0.02667
December 14 and 31, 2018 December 31, 2018 0.02667
January 25, 2019 January 31, 2019 0.05334
February 11, 2019 February 28, 2019 0.05334
March 11, 2019 March 29, 2019 0.05334
April 29, 2019 April 30 2019 0.05334
May 30, 2019 May 31, 2019 0.05334

June 27, 2019 June 28, 2019 0.05334
July 30, 2019 July 31, 2019 0.05334
August 29, 2019 August 30, 2019 0.05334
September 27, 2019 September 30, 2019 0.05334
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.

On August 9, 2018, the Company entered into the MCC Merger Agreement pursuant to which MCC will, 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 Agreement. Under 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 common stock held by MCC, the Company or their respective wholly owned subsidiaries, will be converted into the right to receive 0.8050 shares of the Company’s common stock. In addition, on August 9, 2018, the Company entered into the MDLY Merger Agreement, pursuant to which MDLY will 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 Agreement. 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, will be converted into the right to receive (i) 0.3836 shares of the Company’s common stock; plus (ii) cash in an amount equal to $3.44 per share. In addition, MDLY’s stockholders will have the right to receive certain dividends and/or other payments. The Mergers will occur simultaneously and, as a result of the foregoing, the investment management function relating to the operation of the Company, as the surviving company in the Mergers, will be internalized.

The Mergers are subject to the satisfaction or waiver of closing conditions, including, but not limited to: (a) the approval of the MCC Merger and the MDLY Merger by the Company’s stockholders by the affirmative vote of at least a majority of all its stockholders, the approval of the adoption of the MCC Merger Agreement by MCC’s stockholders, and the approval of the adoption of the MDLY Merger Agreement by MDLY’s stockholders, voting separately at their respective special meetings; (b) the receipt of an exemptive order from the SEC, an exemptive application for which has been filed by the Company, MCC and MDLY and certain of their subsidiaries; and (c) the approval by the SBA relating to the transfer of MCC’s Small Business Investment Company

license. No assurance can be given that such SEC exemptive order will be issued or SBA approval will be received or that any of the other closing conditions will be satisfied or waived.

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 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. Notwithstanding the foregoing, in the event that organizational and offering expenses, together with sales commissions, the dealer manager fee and any discounts paid to members of the Financial Industry Regulatory Authority, exceed 15% of the gross proceeds from the sale of shares of our common stock pursuant to our registration statement or otherwise at the time of the completion of our offering, then SIC Advisors shall be required to pay or, if already paid by us, reimburse us for amounts exceeding such 15% limit.

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 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 twice per annum when combined with the fiscal year-end review of all the investments by independent valuation firms, exclusive of the 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.

The valuation procedures described are generally applied to the loans underlying the TRS, except that such assets are not reviewed by independent third party valuation firms. We will value the TRS in accordance with the TRS Agreement. Pursuant to the TRS Agreement, the value of the TRS will be based on the increase or decrease in the value of the assets underlying the TRS, together with accrued interest income, interest expense and certain other expenses incurred under the TRS. The assets underlying the TRS will be valued by Citibank. Citibank will base its valuation on the indicative bid prices provided by an independent third-party pricing service. Bid prices reflect the highest price that market participants may be willing to pay. These valuations are sent to us for review and testing. Our board of directors will review and approve the value of the TRS, as well as the value of the assets underlying the TRS, on a quarterly basis as part of their quarterly determination of NAV. To the extent our board of directors has any questions or concerns regarding the valuation of the assets underlying the TRS, such valuation will be discussed or challenged pursuant to the terms of the TRS. For additional disclosures on the TRS, see “Off-Balance Sheet Arrangements.”

 
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 our tax treatment as a RIC, 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.

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 July 25, 2019, the Company entered into Amendment No. 2 to the Revolving Credit Agreement (the “Amendment”), with certain lenders party thereto, ING Capital LLC, as administrative agent (the “Administrative Agent”), and, solely with respect to Section 2.10 of the Amendment, SIC AAR LLC, SIC Investment Holdings LLC and Sierra Management, Inc., as subsidiary guarantors. The Amendment amends certain provisions of the Revolving Credit Agreement (as amended by Amendment No. 1, the “Prior Facility” and, as further amended by Amendment No. 2, the “Facility”) to, among other things, (i) reduce the size of the commitments thereunder from $220.0 million to $215.0 million, (ii) extend the Revolver Termination Date (as defined in the Prior Facility) from August 12, 2019 to March 31, 2020 and (iii) extend the Maturity Date (as defined in the Prior Facility) from August 12, 2020 to March 31, 2021. As of July 25, 2019, total commitments under the Facility are $215.0 million.

On July 28,October 29, 2019, our board of directors declared a series of monthly distributions for July, AugustOctober, November and SeptemberDecember 2019 in the amount of $0.05334 per share. Stockholders of record as of each respective monthly record date will be entitled to receive the distribution. Below are the details for each respective distribution:

Record Date Payment Date Amount per share
JulyOctober 30, 2019 JulyOctober 31, 2019 $0.05334
August 29,November 28, 2019 August 30,November 29, 2019 0.05334
September 27,December 30, 2019 September 30,December 31, 2019 0.05334

On July 29, 2019, the Company entered into the Amended and Restated Agreement and Plan of Merger, dated as of July 29, 2019 (the “Amended MCC Merger Agreement”), by an between MCC and the Company, pursuant to which 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 Class Action (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, and (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.

In addition, on July 29, 2019, the Company entered into the Amended and Restated Agreement and Plan of Merger (the “Amended MDLY Merger Agreement”) by and among MDLY, the Company, and Merger Sub, pursuant to which 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’s Class A common stock, issued and outstanding immediately prior to the effective date of the MDLY Merger, other than shares of MDLY’s 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 Unitholder (as defined below), will be exchanged for (i) 0.2668 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’s 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 “Unitholders”) will be exchanged for (i) 0.2072 shares of the Company’s common stock; plus (ii) cash in an amount equal to $2.66 per share.

Pursuant to 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 both Mergers are successfully consummated, our common stock would be listed on the New York Stock Exchange, with such listing expected to be effective as of the closing date of the Mergers, and our 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 MCC Merger. If, however, only the MDLY Merger is consummated, our common stock would be listed on the New York Stock Exchange. If both Mergers are successfully 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 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.

Notwithstanding the suspension of the share repurchase program and, in connection with the Amended and Restated MCC Merger Agreement, our board of directors approved the repurchase of shares of our common stock from our stockholder who have requested repurchases in connection with such stockholder’s death or disability.

Effective as of August 31, 2019, Jeff Tonkel is retiring and will be a senior advisor to the Medley platform and will remain a director of MDLY and MCC. Accordingly, Mr. Tonkel will resign from his positions as President of MDLY, the Company, and Sierra Total Return Fund. Mr. Tonkel’s decision to resign as President of MDLY, the Company, and Sierra Total Return Fund was not due to any dispute or disagreement with MDLY, the Company, or Sierra Total Return Fund, or on any matter relating to the operations, policies or practices of MDLY, the Company, or Sierra Total Return Fund.

Item 3. Quantitative and Qualitative Disclosures About Market Risk
We are subject to financial market risks, including changes in interest rates. As of JuneSeptember 30, 2019, 93.0%95.3% of our portfolio investments (based on fair value) paid floating interest rates, while 7.0%4.7% paid fixed interest rates and 10.6%9.7% were non-income producing investments while 89.4%90.3% 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.

Under the terms of the TRS between Arbor and Citibank, Arbor will pay fees to Citibank at a floating rate based on LIBOR in exchange for the right to receive the economic benefit of a portfolio of assets having a maximum notional amount of $180 million. Our interest expense will also be affected by changes in the published LIBOR rate in connection with our credit facilities. 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 JuneSeptember 30, 2019, 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:
 Change in Change in
Basis point increase/(decrease) 
Interest
Income (1)
 
Interest
Expense
 Net Interest Income 
Interest
Income (1)
 
Interest
Expense
 Net Interest Income
300 $19,305,160
 $9,843,000
 $9,462,160
 $17,505,047
 $9,843,000
 $7,662,047
200 12,870,106
 6,562,000
 6,308,106
 11,670,031
 6,562,000
 5,108,031
100 6,435,053
 3,281,000
 3,154,053
 5,835,016
 3,281,000
 2,554,016
(100) (6,435,053) (3,281,000) (3,154,053) (5,835,016) (3,281,000) (2,554,016)
(200) (8,757,358) (6,562,000) (2,195,358) (6,121,137) (6,562,000) 440,863
(300) (8,757,358) (7,867,838) (889,520) (6,121,137) (6,613,282) 492,145

(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 JuneSeptember 30, 2019, 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.”

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, two purported class actions were commenced in the Supreme Court of the State of New York, County of New York, by alleged stockholders of Medley Capital Corporation, 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”). Named as defendants in each complaint are Brook 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. The complaints in each of the New York Actions allege that the individuals named as defendants breached their fiduciary duties in connection with the proposed merger of MCC with and into the Company, and that the other defendants aided and abetted those alleged breaches of fiduciary duties. Compensatory damages in unspecified amounts are sought. On February 27, 2019, the Court entered a stipulated scheduling order requiring that defendants respond to the complaints 45 days following the later of (a) the stockholder vote on the proposed merger and (b) plaintiffs’ filing of a consolidated, amended complaint. A preliminary conference is scheduled to take place on September 24,November 19, 2019. The defendants believe the claims asserted in the New York Actions are without merit and they intend to defend these lawsuits vigorously. At this time, we are unable to determine whether an unfavorable outcome from these matters is probable or remote or to estimate the amount or range of potential loss, if any.

Set forth below is a description of the Decision (as defined below), which should be read in the context of the impact that the Decision and corresponding StipulationSettlement (as defined below) may have on the Company with respect to any potential amendment to the Merger Agreements..

On February 11, 2019, a putativepurported stockholder class action was commenced in the Court of Chancery of the State of Delaware by FrontFour Capital Group LLC and FrontFour Master Fund, Ltd. (collectively,(together, “FrontFour”). The action, as consolidated, is, captioned In re Medley Capital Corporation Stockholder Litigation, C.A. 2019-0100-KSJM (the “FrontFour 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 “Class Action”).LLC. The complaint, as amended on February 12, 2019, alleged that MCC’s directors (directors (Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, and Arthur S. Ainsberg)the individuals named as defendants breached their fiduciary duties to MCC 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. OnThe complaint sought to enjoin the vote of MCC stockholders on the proposed merger and enjoin enforcement of certain provisions of the MCC Merger Agreement. The Court held a trial on the plaintiffs’ claims on March 11,6-7, 2019 following a two-day trial, the Courtand issued a Memorandum Opinion (the “Decision”) denyingon March 11, 2019. The Court denied the FrontFour’s requests to (i) permanently enjoin the MCC Merger and (ii) require MCC to conduct a “shopping process” for MCC on terms proposed by FrontFour in its complaint. The Court held that MCC’s directors breached their fiduciary duties in entering into the MCC Merger, but rejected FrontFour’s claim that Sierrathe Company aided and abetted those breaches of fiduciary duties. The Court ordered the defendants to issue corrective disclosures consistent with the Decision, and enjoined a vote of MCC stockholders on the MCC Merger until such disclosures have been made and stockholders have had the opportunity to assimilate this 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 Court of Chancery of the State of Delaware, captioned Altman v. Taube, Case No. 2019-0219 (the “Altman

“Altman Action”). The complaint alleged that the defendants breached their fiduciary duties to stockholders of MCC in connection with the vote of MCC stockholders

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

On April 15, 2019, certain parties in the Class Action reached agreement on the principal terms of a settlement of the ClassFrontFour Action, which arewere contained in a binding term sheet, dated April 15, 2019 (the “Settlement Term Sheet”). On July 29, 2019, MCC entered into a Stipulation of Settlement (and, as amended, on August 8, 2019, the “Stipulation”) by and among Brook Taube, Seth Taube, Jeff Tonkel, Mark Lerdal, Karin Hirtler-Garvey, John E. Mack, Arthur S. Ainsberg, MDLY, MCC, MCC Advisors LLC, Medley LLC, and Medley Group LLC (the “Medley Parties”), on the one hand, and FrontFour, on behalf of itself and a class of similarly situated stockholders of MCC, on the other hand, in connection with the ClassFrontFour Action.

The Stipulation provides for the settlement of all claims brought against the Medley Parties in the ClassFrontFour Action. Under the Stipulation, MCC agreed to seek the agreement and/or consent of Sierrathe Company to effect certain amendments to (i) the MCC Merger Agreement and (ii) the MDLY Merger Agreement (together with the MCC Merger Agreement, the “Merger Agreements”), which have been reflected in the amended and restated Merger Agreements annexed to the Stipulation. The Stipulation also provides for, if the MCC Merger is consummated, createthe creation of a settlement fund, consisting of $17 million in cash and $30 million of Sierrathe Company's stock, with the number of shares of Sierrathe Company's stock to be calculated using the pro forma net asset value reported in the future proxy supplement describing the amendments to the MCC Merger Agreement, which will be distributed to eligible members of the Settlement Class (as defined in the Stipulation). Under the Stipulation, MDLY also consented to certain amendments to the Merger Agreements that have been reflected in the amended and restated Merger Agreements annexed to the Stipulation. In addition, in connection with the Stipulation, 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 under the amended and restatedAmended MCC Merger Agreement at a meeting of stockholders to approve the amended and restatedAmended MCC Merger Agreement.

The Stipulation 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 ClassFrontFour Action. The Medley Parties will also release all claims arising out of or relating to the prosecution and settlement of the ClassFrontFour Action and all claims that were or could have been asserted (other than claims against the Highland Parties, as defined in the Stipulation) in the litigation pending in the United States District Court for the Southern District of New York captioned Medley Capital Corporation v. FrontFour Capital Group LLC, et al., No. 1:19-cv-02055-LTS (S.D.N.Y.) (the “Federal Action”), and FrontFour and the Settlement Class will release all claims arising out of or relating to the prosecution and settlement of the Federal Action.

The Stipulation further provides that MCC and FrontFour shall work together in good faith to agree to supplemental disclosures relating to the transactions contemplated by the Merger Agreements consistent with the Decision. The Stipulation is subject to the approval of the Court. On September 26, 2019, FrontFour filed a motion seeking an order approving the Stipulation, and also moved for the Court to award plaintiffs’ counsel attorneys’ fees in the amount of $22 million and expenses in the amount of $420,334.97 (the “Fee Application”). The Court is expectedheld a hearing to schedule a hearingconsider the Stipulation and the Fee Application on October 24, 20192019. The parties submitted supplemental briefing with respect to consider the Stipulation.Stipulation on October 31, 2019. To date, the Court has not issued a decision with respect to the approval of the Stipulation or the Fee Application.

On April 5, 2019, a purported stockholder class action was commenced 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 are Stephen R. Byers, Oliver T. Kane, Valerie Lancaster-Beal, Brook Taube, Seth Taube, Sierra Income Corporation, and Sierra Management, Inc. The complaint alleges that the individuals named as defendants breached their fiduciary duties to stockholders of Sierra Income Corporation in connection with the proposed mergers of Medley Capital Corporation with and into Sierra Income Corporation and Medley Management Inc. with and into Sierra Management, Inc., 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 mergers or, in the alternative, to recover money damages in an unspecified amount. On July 16,October 9, 2019, the parties filedCourt entered a Stipulation and Proposed Scheduling Order,stipulated scheduling order, which provides subject to approval of the court, that the plaintiff shall file an amended complaint by September 17,November 8, 2019, and that the defendants’ time to respond to the amended complaint will be sixty days following the filing of the amended complaint. On November 8, 2019, pursuant to the scheduling order, the plaintiffs filed an amended complaint that reiterated the allegations 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. A preliminary conference is currently scheduled for September 24,November 19, 2019. 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, 2018, filed with the SEC on April 1, 2019, 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 sixnine months ended JuneSeptember 30, 2019 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.

Risks Relating to the Mergers

On August 9, 2018, the Company entered into the MCC Merger Agreement pursuant to which 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 (the "Combined Company"). In addition, on August 9, 2018, the Company entered into the MDLY Merger Agreement, pursuant to which 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 Combined Company. On July 29, 2019, the Company entered into the Amended MCC Merger Agreement, pursuant to which 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 addition, on July 29, 2019, the Company entered into the Amended MDLY Merger Agreement, pursuant to which the Company 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. For more information, please refer to the Registration Statement on Form N-14 that includes a joint proxy statement of the Company, MCC, and MDLY and, with respect to the Company, constitutes a prospectus, which was first mailed or otherwise delivered to stockholders of the Company, MCC, and MDLY on or about December 21, 2018 (the “Joint Proxy Statement/Prospectus”), as well as the amendment to the Joint Proxy Statement/Prospectus that the Company, MCC, and MDLY intends to file with the SEC and mail to their respective stockholders.

ThereThe completion of the Mergers is subject to several conditions, including, with respect to the MCC Merger, court approval of the Settlement.There can be no assurances when or if the Mergers will be completed.

Although the Company, MCC and MDLY expect to complete the Mergers or the MDLY Merger, as applicable, as early as the fourth quarter of 2019, there can be no assurances as to the exact timing of completion of MCC Merger and/or the Mergers, that both Mergers will be completed,MDLY Merger, as applicable, or that the Mergers will be completed at all. The completion of the Mergers or the MDLY Merger, as applicable, is subject to numerous conditions, including, among others, the continued effectiveness of the Registration Statement on Form N-14; the approval of our common stock (including the Settlement Shares and the shares of our common stock to be issued in the Mergers)Mergers or the MDLY Merger, as applicable) for listing on the NYSE; receipt of requisite approvals of each of our stockholders, MCC’s stockholders, and MDLY’s stockholders; receipt of required regulatory approvals, including from the SEC (including necessary exemptive relief to consummate the merger transactions)Mergers or the MDLY Merger, as applicable), approval by the Court of Chancery of the State of Delaware of the Stipulation of Settlement in connection with the consolidated actions under caption of In re Medley Capital Corporation Stockholder Litigation, C.A. No. 2019-0100-KSJM, any necessary approvals under the Hart-Scott-Rodino Antitrust Improvements Act of 1976, amended, and, if applicable, state securities regulators; confirmation byhere having been no rescission of the SECreceipt of confirmation that Merger Sub, as the successor to MDLYsurvving company in the MDLY Merger, will be treated as a portfolio investment of the Combined Company followingor the consummation of the Sierra/MDLY MergerCompany, as applicable, and reflected in the Company’s consolidated financial statements at fair value for accounting purposes (i.e., not consolidated into the financial statements of the Company)Combined Company or the Sierra/MDLY Company, as applicable); the relevant parties having taken all actions reasonably required in order to keep existing indebtedness outstanding following the Mergers; receipt of necessary consents relating to joint ventures of the Company and MCC; receipt of a specified level of consents from third-party advisory clients of MDLY; with respect to the MDLYMCC Merger, satisfaction (or appropriate waiver) of the conditions to closing of the MCCMDLY Merger; and other customary closing conditions.

The Company, MCC and MDLY cannot assure their respective stockholders that the conditions required to complete the Mergers or the MDLY Merger, as applicable, will be satisfied or waived on the anticipated schedule, or at all. If the Mergers or the MDLY Merger, as applicable, are not completed, the resulting failure of the Mergers or the MDLY Merger, as applicable, could have a material adverse impact on the Company’s, MCC’s, and MDLY’s financial condition, results of operations, assets or business. In accordance with the Amended MCC Merger Agreement, MCC’s special committee announced the commencement of the 60-day “go shop” period, the results of which are uncertain. In addition, if the Mergers are not completed, the Company, MCC, and MDLY will have incurred substantial expenses for which no ultimate benefit will have been received, and if the MDLY Merger is completed and the MCC Merger is not consummated, MCC

will have incurred substantial expenses for which no ultimate benefit will have been received. See “- If the Mergers do not close, we will benefit from the expenses incurred in its pursuit” in the section entitled “Risk Factors” in our annual report on Form 10-K for the fiscal year ended December 31, 2018. Moreover, if either the Amended MCC Merger Agreement or the Amended MDLY Merger Agreement is terminated under certain circumstances, the Company, MCC or MDLY may be obligated to pay the other party to the applicable merger agreement a termination fee. See “- Under certain circumstances, the Company, MCC or MDLY may be obligated to pay a termination fee upon termination of the Amended MCC Merger Agreement or the Amended MDLY Merger Agreement.” Any decision that our stockholders, MCC’s stockholders, and MDLY’s stockholder make should be made with the understanding that the completion of the Mergers may not happen as scheduled, or at all.

If the Mergers are or the MDLY Merger is, as applicable, completed, certain additional risks regarding the Combined Company or the Sierra/MDLY Company following the Mergers or the MDLY Merger, as applicable, may be presented.

We may be targets ofhave been named as defendants in various securities class actionactions and derivative lawsuits and may be named in additional ones in the future, which couldhas resulted in, and which may result in the future in, substantial costs and may delay or prevent the completion of the Mergers.Mergers or the MDLY Merger, as applicable.

The Company is currently a defendant in the New York Actions, the Class Actions, and a purported stockholder class action in the Supreme Court of the State of New York, County of New York captioned Roger Anderson et al. v. Stephen R. Byers et al. The Company may be a target of additional securities class action and derivative lawsuits. Securities class action lawsuits and derivative lawsuits are often brought against companies that have entered into merger agreements in an effort to enjoin the merger or seek monetary relief from such companies. Even if the lawsuits are without merit, defending against these claims can result in substantial costs and divert management time and resources. We cannot predict the outcome of these lawsuits, or others, if any, nor can we predict the amount of time and expense that will be required to resolve any such litigation. An unfavorable resolution of any such litigation surrounding the Mergers could delay or prevent their consummation. In addition, the costs defending the litigation, even if resolved in our favor, could be substantial and such litigation could distract us from pursuing the consummation of the Mergers and other potentially beneficial business opportunities.

Under certain circumstances, we may be obligated to pay a termination fee upon termination of the Amended MCC Merger Agreement or the Amended MDLY Merger Agreement.

The Amended MCC Merger Agreement provides for the payment by the Company or MCC to the other party a termination fee of $6,000,000 in cash if the Amended MCC Merger Agreement is terminated by the Company or MCC under certain circumstances. The Amended MDLY Merger Agreement provides for the payment by the Company or MDLY to the other party a termination fee of $3,000,000 in cash if the Amended MDLY Merger Agreement is terminated by the Company or MDLY under certain circumstances.

The Amended MCC Merger Agreement limits our ability to actively pursue alternatives to the MCC Merger and to accept a superior proposal.

The Amended MCC Merger Agreement contains provisions that limit our ability to actively solicit, discuss or negotiate competing third-party proposals for strategic transactions. Although these provisions, which are customary for transactions of this type, allows us to engage in negotiations regarding, and to ultimately accept, a “Superior Proposal” (as such term is defined in the Amended MCC Merger Agreement), in certain circumstances, subject to the payment of a termination fee, such provisions might discourage a potential competing acquiror that might have an interest in acquiring all or a significant part of us from considering or proposing a “Superior Proposal” to us, or might result in a potential competing acquiror proposing to pay a lower price to acquire us than it might otherwise have proposed to pay.

The Amended MDLY Merger Agreement limits each of our ability to actively pursue alternatives to the MDLY Merger and to accept a superior proposal.

The Amended MDLY Merger Agreement contains provisions that limit our ability to actively solicit, discuss or negotiate competing third-party proposals for strategic transactions. Although these provisions, which are customary for transactions of this type, allow us to engage in negotiations regarding, and to ultimately accept, a “Superior Proposal” (as such term is defined in the Amended MDLY Merger Agreement) in certain circumstances, subject to the payment of a termination fee, such provisions might discourage a potential competing acquiror that might have an interest in acquiring all or a significant part of us from considering or proposing a “Superior Proposal” to us, or might result in a potential competing acquiror proposing to pay a lower price to acquire us than it might otherwise have proposed to pay.


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 stockholderstockholders who have requested repurchases in connection with such stockholder’s death or disability. See Note 13 to our consolidated financial statements for more information.

Item 3. Defaults Upon Senior Securities
None. 

Item 4. Mine Safety Disclosures
Not Applicable.

Item 5. Other Information
None.

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 
10.9 
10.10 
10.11 
10.12 
10.13 
10.14 

10.15 
10.16 
10.17 
10.18 
10.19 

10.20 
10.21 
10.22 
10.23 
10.24 
10.25 
10.26 
10.27 
11  
12  
31.1  
31.2  
32.1  
* Filed herewith.





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: AugustNovember 14, 2019Sierra 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)

 


2910