(In thousands, except per share data)⁽¹⁾

(unaudited)


	As of
	June 30,		December 31,
	2021		2020
ASSETS
Real estate
Real estate, at cost	$	1,657,173	$	1,752,053
Less: accumulated depreciation		(290,167)		(267,772)
Real estate, net		1,367,006		1,484,281
Real estate available and held for sale		99,201		5,212
Total real estate		1,466,207		1,489,493
Net investment in leases ($9,005 and $10,871 of allowances as of June 30, 2021 and December 31, 2020, respectively)		477,798		429,101
Land and development, net		381,719		430,663
Loans receivable and other lending investments, net ($7,135 and $13,170 of allowances as of June 30, 2021 and December 31, 2020, respectively)		454,960		732,330
Loans receivable held for sale		62,525		0
Other investments		1,275,954		1,176,560
Cash and cash equivalents		154,941		98,633
Finance lease right of use assets		142,985		143,727
Accrued interest and operating lease income receivable, net		7,328		10,061
Deferred operating lease income receivable, net		63,339		58,128
Deferred expenses and other assets, net		279,894		293,112
Total assets	$	4,767,650	$	4,861,808
LIABILITIES AND EQUITY
Liabilities:
Accounts payable, accrued expenses and other liabilities	$	315,337	$	317,402
Finance lease liabilities		151,925		150,520
Liabilities associated with properties held for sale		2,201		27
Loan participations payable, net		0		42,501
Debt obligations, net		3,289,481		3,286,975
Total liabilities		3,758,944		3,797,425
Commitments and contingencies (refer to Note 12)
Equity:
iStar Inc. shareholders' equity:
Preferred Stock Series D, G and I, liquidation preference $25.00 per share (refer to Note 14)		12		12
Common Stock, $0.001 par value, 200,000 shares authorized, 72,419 and 73,967 shares issued and outstanding as of June 30, 2021 and December 31, 2020, respectively		72		74
Additional paid-in capital		3,185,748		3,240,535
Accumulated deficit		(2,338,454)		(2,316,972)
Accumulated other comprehensive loss (refer to Note 14)		(35,824)		(52,680)
Total iStar Inc. shareholders' equity		811,554		870,969
Noncontrolling interests		197,152		193,414
Total equity		1,008,706		1,064,383
Total liabilities and equity	$	4,767,650	$	4,861,808

(1)	Refer to Note 2 for details on the Company’s consolidated variable interest entities (“VIEs”).

~~(unaudited)~~

As of
June 30,
2020 December 31,
2019
ASSETS
Real estate
Real estate, at cost $ 1,742,633 $ 1,761,079
Less: accumulated depreciation (246,565) (233,860)
Real estate, net 1,496,068 1,527,219
Real estate available and held for sale 32,163 8,650
Total real estate 1,528,231 1,535,869
Net investment in leases ($10,937 of allowances as of June 30, 2020) 413,736 418,915
Land and development, net 504,577 580,545
Loans receivable and other lending investments, net ($35,612 and $28,634 of allowances as of June 30, 2020 and December 31, 2019, respectively) 801,707 827,861
Other investments 1,049,930 907,875
Cash and cash equivalents 80,666 307,172
Accrued interest and operating lease income receivable, net 10,691 10,162
Deferred operating lease income receivable, net 52,742 54,222
Deferred expenses and other assets, net 440,320 442,488
Total assets $ 4,882,600 $ 5,085,109
LIABILITIES AND EQUITY
Liabilities:
Accounts payable, accrued expenses and other liabilities $ 445,557 $ 424,374
Liabilities associated with properties held for sale 99 57
Loan participations payable, net 40,097 35,638
Debt obligations, net 3,283,062 3,387,080
Total liabilities 3,768,815 3,847,149
Commitments and contingencies (refer to Note 12)
Equity:
iStar Inc. shareholders' equity:
Preferred Stock Series D, G and I, liquidation preference $25.00 per share (refer to Note 14) 12 12
Common Stock, $0.001 par value, 200,000 shares authorized, 75,559 and 77,810 shares issued and outstanding as of June 30, 2020 and December 31, 2019, respectively 76 78
Additional paid-in capital 3,260,173 3,284,877
Accumulated deficit (2,279,284) (2,205,838)
Accumulated other comprehensive loss (refer to Note 14) (59,045) (38,707)
Total iStar Inc. shareholders' equity 921,932 1,040,422
Noncontrolling interests 191,853 197,538
Total equity 1,113,785 1,237,960
Total liabilities and equity $ 4,882,600 $ 5,085,109

~~Note - Refer to Note 2 for details on the Company's consolidated variable interest entities ("VIEs").~~

The accompanying notes are an integral part of the consolidated financial statements.

Table of Contents

iStar Inc.

Consolidated Statements of Operations

(In thousands, except per share data)

(unaudited)

For the Three Months Ended June 30, For the Six Months Ended June 30,
2020 2019 2020 2019
Revenues:
Operating lease income $ 46,812 $ 55,185 $ 94,158 $ 114,100
Interest income 15,439 20,341 32,655 40,716
Interest income from sales-type leases 8,295 3,817 16,650 3,817
Other income 10,292 10,050 30,660 24,863
Land development revenue 15,577 9,075 95,752 21,774
Total revenues 96,415 98,468 269,875 205,270
Costs and expenses:
Interest expense 41,950 43,752 85,341 90,329
Real estate expense 14,276 22,038 36,774 47,978
Land development cost of sales 16,287 9,236 93,346 23,684
Depreciation and amortization 14,300 13,718 28,786 29,386
General and administrative 18,998 27,303 53,270 48,402
Provision for loan losses 2,067 110 6,070 13
Provision for losses on net investment in leases 534 — 1,826 —
Impairment of assets 4,783 1,102 6,491 4,953
Other expense 203 11,883 277 12,391
Total costs and expenses 113,398 129,142 312,181 257,136
Income from sales of real estate 62 220,523 62 229,930
Income (loss) from operations before earnings from equity method investments and other items (16,921) 189,849 (42,244) 178,064
Loss on early extinguishment of debt, net — — (4,115) (468)
Earnings from equity method investments 2,586 3,640 19,198 8,949
Selling profit from sales-type leases — 180,416 — 180,416
Net income (loss) before income taxes (14,335) 373,905 (27,161) 366,961
Income tax expense (28) (214) (88) (240)
Net income (loss) (14,363) 373,691 (27,249) 366,721
Net (income) attributable to noncontrolling interests (3,098) (2,852) (5,789) (5,323)
Net income (loss) attributable to iStar Inc. (17,461) 370,839 (33,038) 361,398
Preferred dividends (5,874) (8,124) (11,748) (16,248)
Net income (loss) allocable to common shareholders $ (23,335) $ 362,715 $ (44,786) $ 345,150
Per common share data:
Net income (loss) allocable to common shareholders:
Basic $ (0.31) $ 5.67 $ (0.58) $ 5.24
Diluted $ (0.31) $ 4.55 $ (0.58) $ 4.26
Weighted average number of common shares:
Basic 76,232 64,019 76,838 65,873
Diluted 76,232 80,259 76,838 82,011


	For the Three Months Ended June 30,				For the Six Months Ended June 30,
	2021		2020		2021		2020
Revenues:
Operating lease income	$	45,544	$	46,812	$	92,988	$	94,158
Interest income		8,973		15,439		19,623		32,655
Interest income from sales-type leases		8,689		8,295		17,316		16,650
Other income		10,064		10,292		24,354		30,660
Land development revenue		32,318		15,577		64,567		95,752
Total revenues		105,588		96,415		218,848		269,875
Costs and expenses:
Interest expense		39,417		41,950		78,980		85,341
Real estate expense		18,289		14,276		35,183		36,774
Land development cost of sales		30,803		16,287		60,126		93,346
Depreciation and amortization		14,660		14,300		30,115		28,786
General and administrative		30,394		18,998		51,833		53,270
(Recovery of) provision for loan losses		(2,263)		2,067		(6,057)		6,070
(Recovery of) provision for losses on net investment in leases		(265)		534		(1,866)		1,826
Impairment of assets		—		4,783		1,785		6,491
Other expense		211		203		464		277
Total costs and expenses		131,246		113,398		250,563		312,181
Income from sales of real estate		2,210		62		2,822		62
Loss from operations before earnings from equity method investments and other items		(23,448)		(16,921)		(28,893)		(42,244)
Loss on early extinguishment of debt, net		0		0		0		(4,115)
Earnings from equity method investments		12,697		2,586		25,466		19,198
Net loss before income taxes		(10,751)		(14,335)		(3,427)		(27,161)
Income tax expense		(665)		(28)		0		(88)
Net loss		(11,416)		(14,363)		(3,427)		(27,249)
Net (income) attributable to noncontrolling interests		(2,253)		(3,098)		(4,773)		(5,789)
Net loss attributable to iStar Inc.		(13,669)		(17,461)		(8,200)		(33,038)
Preferred dividends		(5,874)		(5,874)		(11,748)		(11,748)
Net loss allocable to common shareholders	$	(19,543)	$	(23,335)	$	(19,948)	$	(44,786)
Per common share data:
Net loss allocable to common shareholders:
Basic	$	(0.27)	$	(0.31)	$	(0.27)	$	(0.58)
Diluted	$	(0.27)	$	(0.31)	$	(0.27)	$	(0.58)
Weighted average number of common shares:
Basic		72,872		76,232		73,374		76,838
Diluted		72,872		76,232		73,374		76,838

The accompanying notes are an integral part of the consolidated financial statements.

Table of Contents

iStar Inc.

Consolidated Statements of Comprehensive Income (Loss)

(In thousands)

(unaudited)


	For the Three Months Ended June 30,				For the Six Months Ended June 30,
	2021		2020		2021		2020
Net loss	$	(11,416)	$	(14,363)	$	(3,427)	$	(27,249)
Other comprehensive income (loss):
Reclassification of losses on cash flow hedges into earnings upon realization⁽¹⁾		2,486		2,106		4,824		3,420
Unrealized gains (losses) on available-for-sale securities		657		972		(374)		1,175
Unrealized gains (losses) on cash flow hedges		(764)		(3,351)		11,211		(31,127)
Other comprehensive income (loss)		2,379		(273)		15,661		(26,532)
Comprehensive income (loss)		(9,037)		(14,636)		12,234		(53,781)
Comprehensive (income) loss attributable to noncontrolling interests		(2,765)		(2,348)		(7,744)		405
Comprehensive income (loss) attributable to iStar Inc.	$	(11,802)	$	(16,984)	$	4,490	$	(53,376)

(1)

Amounts reclassified to “Interest expense” in the Company’s consolidated statements of operations for the three months ended June 30, 2021 and 2020 are $2,029 and $1,799, respectively, and amounts reclassified to “Interest expense” in the Company’s consolidated statements of operations for the six months ended June 30, 2021 and 2020 are $4,133 and $2,887, respectively. Amounts reclassified to “Earnings from equity method investments” in the Company’s consolidated statements of operations for the three months ended June 30, 2021 and 2020 are $457 and $307, respectively, and amounts reclassified to “Earnings from equity method investments” in the Company’s consolidated statements of operations for the six months ended June 30, 2021 and 2020 are $691 and $533, respectively.

~~(unaudited)~~

For the Three Months Ended June 30, For the Six Months Ended June 30,
2020 2019 2020 2019
Net income (loss) $ (14,363) $ 373,691 $ (27,249) $ 366,721
Other comprehensive income (loss):
Reclassification of losses on cash flow hedges into earnings upon realization⁽¹⁾
2,106 12,736 3,420 12,743
Unrealized gains on available-for-sale securities 972 709 1,175 1,709
Unrealized losses on cash flow hedges (3,351) (20,987) (31,127) (35,999)
Other comprehensive loss (273) (7,542) (26,532) (21,547)
Comprehensive income (loss) (14,636) 366,149 (53,781) 345,174
Comprehensive (income) loss attributable to noncontrolling interests (2,348) 147 405 (643)
Comprehensive income (loss) attributable to iStar Inc. $ (16,984) $ 366,296 $ (53,376) $ 344,531

~~(1)~~Amounts reclassified to "Interest expense" in the Company's consolidated statements of operations for the three months ended June 30, 2020 and 2019 are $1,799 and $266, respectively, and amounts reclassified to "Interest expense" in the Company's consolidated statements of operations for the six months ended June 30, 2020 and 2019 are $2,887 and $417, respectively. Amount reclassified to "Income from sales of real estate" in the Company's consolidated statements of operations is $806 for the three and six months ended June 30, 2019. Amounts reclassified to "Earnings (losses) from equity method investments" in the Company's consolidated statements of operations for the three months ended June 30, 2020 and 2019 are $307 and $(9), respectively, and amounts reclassified to "Earnings (losses) from equity method investments" in the Company's consolidated statements of operations for the six months ended June 30, 2020 and 2019 are $533 and $(153), respectively. Amounts reclassified to "Other expense" in the Company's consolidated statements of operations are $11,673 for the three and six months ended June 30, 2019 resulting from hedged forecasted transactions becoming not probable to occur.

The accompanying notes are an integral part of the consolidated financial statements.

Table of Contents

iStar Inc.

Consolidated Statements of Changes in Equity

(In thousands)

(unaudited)


	iStar Inc. Shareholders' Equity
										Accumulated
				Common		Additional		Retained		Other
		Preferred		Stock at		Paid-In		Earnings		Comprehensive		Noncontrolling	Total
		Stock⁽¹⁾		Par		Capital		(Deficit)		Income (Loss)		Interests	Equity
Balance as of March 31, 2021	$	12	$	73	$	3,204,862	$	(2,309,763)	$	(41,858)	$	197,681	$	1,051,007
Dividends declared—preferred		—		—		—		(5,874)		—		—		(5,874)
Dividends declared—common ($0.125 per share)		—		—		—		(9,148)		—		—		(9,148)
Issuance of stock/restricted stock unit amortization, net⁽²⁾		—		—		1,199		—		—		168		1,367
Net income (loss)		—		—		—		(13,669)		—		2,253		(11,416)
Change in accumulated other comprehensive income (loss)		—		—		—		—		6,034		512		6,546
Repurchase of stock		—		(1)		(19,978)		—		—		—		(19,979)
Contributions from noncontrolling interests		—		—		—		—		—		794		794
Distributions to noncontrolling interests		—		—		(335)		—		—		(4,256)		(4,591)
Balance as of June 30, 2021	$	12	$	72	$	3,185,748	$	(2,338,454)	$	(35,824)	$	197,152	$	1,008,706

Balance as of March 31, 2020	$	12	$	77	$	3,275,055	$	(2,247,504)	$	(59,522)	$	191,951	$	1,160,069
Dividends declared—preferred		—		—		—		(5,874)		—		—		(5,874)
Dividends declared—common ($0.11 per share)		—		—		—		(8,445)		—		—		(8,445)
Issuance of stock/restricted stock unit amortization, net⁽²⁾		—		1		860		—		—		848		1,709
Net income (loss)		—		—		—		(17,461)		—		3,098		(14,363)
Change in accumulated other comprehensive income (loss)		—		—		—		—		477		(750)		(273)
Repurchase of stock		—		(2)		(15,742)		—		—		—		(15,744)
Contributions from noncontrolling interests		—		—		—		—		—		153		153
Distributions to noncontrolling interests		—		—		—		—		—		(3,447)		(3,447)
Balance as of June 30, 2020	$	12	$	76	$	3,260,173	$	(2,279,284)	$	(59,045)	$	191,853	$	1,113,785

~~(unaudited)~~

iStar Inc. Shareholders' Equity
Preferred
Stock⁽¹⁾
Preferred Stock Series J⁽¹⁾
Common
Stock at
Par Additional
Paid-In
Capital Retained
Earnings
(Deficit) Accumulated
Other
Comprehensive
Income (Loss) Noncontrolling
Interests Total
Equity
Balance as of March 31, 2020 $ 12 $ — $ 77 $ 3,275,055 $ (2,247,504) $ (59,522) $ 191,951 $ 1,160,069
Dividends declared—preferred — — — (5,874) — — (5,874)
Dividends declared—common ($0.11 per share) — — — — (8,445) — — (8,445)
Issuance of stock/restricted stock unit amortization, net — — 1 860 — — 848 1,709
Net income (loss) — — — — (17,461) — 3,098 (14,363)
Change in accumulated other comprehensive income (loss) — — — — — 477 (750) (273)
Repurchase of stock — — (2) (15,742) — — — (15,744)
Contributions from noncontrolling interests — — — — — — 153 153
Distributions to noncontrolling interests — — — — — — (3,447) (3,447)
Balance as of June 30, 2020 $ 12 $ — $ 76 $ 3,260,173 $ (2,279,284) $ (59,045) $ 191,853 $ 1,113,785
Balance as of March 31, 2019 $ 12 $ 4 $ 66 $ 3,335,719 $ (2,495,836) $ (29,594) $ 199,100 $ 1,009,471
Dividends declared—preferred — — — — (8,124) — — (8,124)
Dividends declared—common ($0.10 per share) — — — — (6,490) — — (6,490)
Issuance of stock/restricted stock unit amortization, net — — 756 — — 927 1,683
Net income — — — — 370,839 — 2,852 373,691
Change in accumulated other comprehensive income (loss) — — — — — (4,543) (2,999) (7,542)
Repurchase of stock — — (4) (39,172) — — — (39,176)
Contributions from noncontrolling interests — — — — — — 2,039 2,039
Distributions to noncontrolling interests — — — — — — (4,355) (4,355)
Balance as of June 30, 2019 $ 12 $ 4 $ 62 $ 3,297,303 $ (2,139,611) $ (34,137) $ 197,564 $ 1,321,197

Table of Contents


	iStar Inc. Shareholders' Equity
										Accumulated
				Common		Additional		Retained		Other
		Preferred		Stock at		Paid-In		Earnings		Comprehensive		Noncontrolling	Total
		Stock⁽¹⁾		Par		Capital		(Deficit)		Income (Loss)		Interests	Equity
Balance as of December 31, 2020	$	12	$	74	$	3,240,535	$	(2,316,972)	$	(52,680)	$	193,414	$	1,064,383
Impact from adoption of new accounting standards (refer to Note 3)		—		—		(25,869)		15,850		—		—		(10,019)
Dividends declared—preferred		—		—		—		(11,748)		—		—		(11,748)
Dividends declared—common ($0.235 per share)		—		—		—		(17,384)		—		—		(17,384)
Issuance of stock/restricted stock unit amortization, net⁽²⁾		—		—		3,771		—		—		1,538		5,309
Net income (loss)		—		—		—		(8,200)		—		4,773		(3,427)
Change in accumulated other comprehensive income (loss)		—		—		—		—		16,856		2,970		19,826
Repurchase of stock		—		(2)		(32,354)		—		—		—		(32,356)
Contributions from noncontrolling interests		—		—		—		—		—		857		857
Distributions to noncontrolling interests		—		—		(335)		—		—		(6,400)		(6,735)
Balance as of June 30, 2021	$	12	$	72	$	3,185,748	$	(2,338,454)	$	(35,824)	$	197,152	$	1,008,706

Balance as of December 31, 2019	$	12	$	78	$	3,284,877	$	(2,205,838)	$	(38,707)	$	197,538	$	1,237,960
Impact from adoption of new accounting standards		—		—		—		(12,382)		—		—		(12,382)
Dividends declared—preferred		—		—		—		(11,748)		—		—		(11,748)
Dividends declared—common ($0.21 per share)		—		—		—		(16,278)		—		—		(16,278)
Issuance of stock/restricted stock unit amortization, net⁽²⁾		—		1		3,082		—		—		1,575		4,658
Net income (loss)		—		—		—		(33,038)		—		5,789		(27,249)
Change in accumulated other comprehensive income (loss)		—		—		—		—		(20,338)		(6,194)		(26,532)
Repurchase of stock		—		(3)		(27,786)		—		—		—		(27,789)
Contributions from noncontrolling interests		—		—		—		—		—		317		317
Distributions to noncontrolling interests		—		—		—		—		—		(7,172)		(7,172)
Balance as of June 30, 2020	$	12	$	76	$	3,260,173	$	(2,279,284)	$	(59,045)	$	191,853	$	1,113,785

(1)	Refer to Note 14 for details on the Company’s Preferred Stock.

(2)	Net of payments for withholding taxes upon vesting of stock-based compensation.

~~(1)Refer to Note 14 for details on the Company's Preferred Stock.~~

The accompanying notes are an integral part of the consolidated financial statements.

Table of Contents

iStar Inc.

Consolidated Statements of ~~Changes in Equity~~

Cash Flows

(In thousands)

(unaudited)


	For the Six Months Ended June 30,
	2021		2020
Cash flows from operating activities:
Net income (loss)	$	(3,427)	$	(27,249)
Adjustments to reconcile net income (loss) to cash flows from operating activities:
(Recovery of) provision for loan losses		(6,057)		6,070
(Recovery of) provision for losses on net investment in leases		(1,866)		1,826
Impairment of assets		1,785		6,491
Depreciation and amortization		30,115		28,786
Non-cash interest income from sales-type leases		(18,808)		(8,153)
Stock-based compensation expense		20,299		21,014
Amortization of discounts/premiums and deferred financing costs on debt obligations, net		3,957		6,664
Amortization of discounts/premiums and deferred interest on loans, net		(7,459)		(16,977)
Deferred interest on loans received		23,703		8,633
Earnings from equity method investments		(25,466)		(19,198)
Distributions from operations of other investments		18,193		11,000
Deferred operating lease income		(5,211)		(7,499)
Income from sales of real estate		(2,822)		(62)
Land development revenue in excess of cost of sales		(4,441)		(2,406)
Loss on early extinguishment of debt, net		0		4,115
Other operating activities, net		(2,148)		(9,008)
Changes in assets and liabilities:
Origination and fundings of loans receivable held for sale		(62,525)		0
Changes in accrued interest and operating lease income receivable		3,572		(929)
Changes in deferred expenses and other assets, net		(1,637)		(1,692)
Changes in accounts payable, accrued expenses and other liabilities		(4,719)		(11,218)
Cash flows used in operating activities		(44,962)		(9,792)
Cash flows from investing activities:
Originations and fundings of loans receivable, net		(65,208)		(57,828)
Capital expenditures on real estate assets		(4,287)		(6,482)
Capital expenditures on land and development assets		(8,382)		(25,028)
Acquisitions of real estate, net investments in leases and land assets		(42,000)		0
Repayments of and principal collections on loans receivable and other lending investments, net		209,779		87,552
Net proceeds from sales of loans receivable		79,560		0
Net proceeds from sales of real estate		3,259		9,090
Net proceeds from sales of net investment in leases		12,825		0
Net proceeds from sales of land and development assets		61,945		94,076
Distributions from other investments		22,996		11,606
Contributions to and acquisition of interest in other investments		(91,419)		(141,091)
Other investing activities, net		4,910		(332)
Cash flows provided by (used in) investing activities		183,978		(28,437)
Cash flows from financing activities:
Borrowings from debt obligations		25,000		310,572
Repayments and repurchases of debt obligations		(35,900)		(421,363)
Preferred dividends paid		(11,748)		(11,748)
Common dividends paid		(17,304)		(16,148)
Repurchase of stock		(32,556)		(33,647)
Payments for debt prepayment or extinguishment costs		0		(3,316)
Payments for deferred financing costs		(75)		(2,501)
Payments for withholding taxes upon vesting of stock-based compensation		(2,181)		(1,984)
Contributions from noncontrolling interests		64		317
Distributions to noncontrolling interests		(6,401)		(7,172)
Cash flows used in financing activities		(81,101)		(186,990)
Effect of exchange rate changes on cash		(111)		(24)
Changes in cash, cash equivalents and restricted cash		57,804		(225,243)
Cash, cash equivalents and restricted cash at beginning of period		150,566		352,206
Cash, cash equivalents and restricted cash at end of period	$	208,370	$	126,963

~~(unaudited)~~

iStar Inc. Shareholders' Equity
Preferred
Stock⁽¹⁾
Preferred Stock Series J⁽¹⁾
Common
Stock at
Par Additional
Paid-In
Capital Retained
Earnings
(Deficit) Accumulated
Other
Comprehensive
Income (Loss) Noncontrolling
Interests Total
Equity
Balance as of December 31, 2019 $ 12 $ — $ 78 $ 3,284,877 $ (2,205,838) $ (38,707) $ 197,538 $ 1,237,960
Impact from adoption of new accounting standards (refer to Note 3) — — — — (12,382) — — (12,382)
Dividends declared—preferred — — — — (11,748) — — (11,748)
Dividends declared—common ($0.21 per share) — — — — (16,278) — — (16,278)
Issuance of stock/restricted stock unit amortization, net — — 1 3,082 — — 1,575 4,658
Net income (loss) — — — — (33,038) — 5,789 (27,249)
Change in accumulated other comprehensive income (loss) — — — — — (20,338) (6,194) (26,532)
Repurchase of stock — — (3) (27,786) — — — (27,789)
Contributions from noncontrolling interests — — — — — — 317 317
Distributions to noncontrolling interests — — — — — — (7,172) (7,172)
Balance as of June 30, 2020 $ 12 $ — $ 76 $ 3,260,173 $ (2,279,284) $ (59,045) $ 191,853 $ 1,113,785
Balance as of December 31, 2018 $ 12 $ 4 $ 68 $ 3,352,225 $ (2,472,061) $ (17,270) $ 201,137 $ 1,064,115
Dividends declared—preferred — — — — (16,248) — — (16,248)
Dividends declared—common ($0.19 per share) — — — — (12,700) — — (12,700)
Issuance of stock/restricted stock unit amortization, net — — — 3,417 — — 1,355 4,772
Net income — — — — 361,398 — 5,323 366,721
Change in accumulated other comprehensive income (loss) — — — — — (16,867) (4,680) (21,547)
Repurchase of stock — — (6) (58,339) — — — (58,345)
Contributions from noncontrolling interests — — — — — — 2,039 2,039
Distributions to noncontrolling interests — — — — — — (7,610) (7,610)
Balance as of June 30, 2019 $ 12 $ 4 $ 62 $ 3,297,303 $ (2,139,611) $ (34,137) $ 197,564 $ 1,321,197

~~(1)Refer to Note 14 for details on the Company's Preferred Stock.~~

Table of Contents


	For the Six Months Ended June 30,
	2021		2020
Supplemental disclosure of non-cash investing and financing activity:
Fundings and (repayments) of loan receivables and loan participations, net	$	(42,501)	$	4,384
Accounts payable for capital expenditures on land and development and real estate assets		930		1,873
Accrued repurchase of stock		—		500

The accompanying notes are an integral part of the consolidated financial statements.

~~Table of Contents~~

iStar Inc.

~~Consolidated Statements of Cash Flows~~

~~(In thousands)~~

~~(unaudited)~~

For the Six Months Ended June 30,
2020 2019
Cash flows from operating activities:
Net income (loss) $ (27,249) $ 366,721
Adjustments to reconcile net income (loss) to cash flows from operating activities:
Provision for loan losses 6,070 13
Provision for losses on net investment in leases 1,826 —
Impairment of assets 6,491 4,953
Depreciation and amortization 28,786 29,386
Non-cash interest income from sales-type leases (8,153) (704)
Stock-based compensation expense 21,014 13,954
Amortization of discounts/premiums and deferred financing costs on debt obligations, net 6,664 7,050
Amortization of discounts/premiums and deferred interest on loans, net (16,977) (22,525)
Deferred interest on loans received 8,633 5,850
Selling profit from sales-type leases — (180,416)
Earnings from equity method investments (19,198) (8,949)
Distributions from operations of other investments 11,000 6,895
Deferred operating lease income (7,499) (9,767)
Income from sales of real estate (62) (229,930)
Land development revenue in excess of cost of sales (2,406) 1,910
Loss on early extinguishment of debt, net 4,115 468
Other operating activities, net (9,008) 11,816
Changes in assets and liabilities:
Changes in accrued interest and operating lease income receivable (929) 1,696
Changes in deferred expenses and other assets, net (1,692) (3,768)
Changes in accounts payable, accrued expenses and other liabilities (11,218) (34,157)
  Cash flows used in operating activities (9,792) (39,504)
Cash flows from investing activities:
Originations and fundings of loans receivable, net (57,828) (148,113)
Capital expenditures on real estate assets (6,482) (12,021)
Capital expenditures on land and development assets (25,028) (73,314)
Acquisitions of real estate, net investments in leases and land assets — (129,856)
Repayments of and principal collections on loans receivable and other lending investments, net 87,552 229,955
Net proceeds from sales of real estate 9,090 294,737
Net proceeds from sales of land and development assets 94,076 18,095
Distributions from other investments 11,606 49,695
Contributions to and acquisition of interest in other investments (141,091) (310,812)
Payments for deposits on investments — (20,000)
Other investing activities, net (332) (22,354)
  Cash flows provided by (used in) investing activities (28,437) (123,988)
Cash flows from financing activities:
Borrowings from debt obligations 310,572 63,500
Repayments and repurchases of debt obligations (421,363) (384,723)
Preferred dividends paid (11,748) (16,248)
Common dividends paid (16,148) (12,565)
Repurchase of stock (33,647) (57,368)
Payments for debt prepayment or extinguishment costs (3,316) —
Payments for deferred financing costs (2,501) (62)
Payments for withholding taxes upon vesting of stock-based compensation (1,984) (1,842)
Contributions from noncontrolling interests 317 2,039
Distributions to noncontrolling interests (7,172) (7,610)
Other financing activities, net — (1,920)
  Cash flows used in financing activities (186,990) (416,799)
Effect of exchange rate changes on cash (24) —
Changes in cash, cash equivalents and restricted cash (225,243) (580,291)
Cash, cash equivalents and restricted cash at beginning of period 352,206 974,544
Cash, cash equivalents and restricted cash at end of period $ 126,963 $ 394,253

~~Table of Contents~~

~~iStar Inc.~~

~~Consolidated Statements of Cash Flows~~

~~(In thousands)~~

~~(unaudited)~~

For the Six Months Ended June 30,
2020 2019
Supplemental disclosure of non-cash investing and financing activity:
Fundings and repayments of loan receivables and loan participations, net $ 4,384 $ 7,394
Accounts payable for capital expenditures on real estate assets 1,873 —
Contributions of land and development assets to equity method investments, net — 4,073
Accrued repurchase of stock 500 977
Acquisition of land and development asset through joint venture consolidation — 27,000
Assumption of mortgage by third party — 228,000
Sales-type lease origination — 411,523

~~The accompanying notes are an integral part of the consolidated financial statements.~~

~~Table of Contents~~

~~iStar Inc.~~

Notes to Consolidated Financial Statements

(unaudited)

Table of Contents

~~(unaudited)~~

Note 1—Business and Organization

Business—iStar Inc. (the ~~"Company"~~“Company”) finances, invests in and develops real estate and real estate related projects as part of its fully-integrated investment platform. The Company also manages entities focused on ground lease and net lease investments (refer to Note 8). The Company has invested over $40 billion of capital over the past two decades and is structured as a real estate investment trust ~~("REIT"~~(“REIT”) with a diversified portfolio focused on larger assets located in major metropolitan markets. The ~~Company's~~Company’s primary reportable business segments are net lease, real estate finance, operating properties and land and development (refer to Note 18).

Organization—The Company began its business in 1993 through the management of private investment funds and became publicly traded in 1998. Since that time, the Company has grown through the origination of new investments and corporate acquisitions.

Note 2—Basis of Presentation and Principles of Consolidation

Basis of Presentation—The accompanying unaudited condensed consolidated financial statements have been prepared in conformity with the instructions to Form 10-Q and Article 10-01 of Regulation S-X for interim financial statements. Accordingly, they do not include all the information and footnotes required by generally accepted accounting principles in the United States of America ~~("GAAP"~~(“GAAP”) for complete financial statements. These unaudited consolidated financial statements and related notes should be read in conjunction with the consolidated financial statements and related notes included in the ~~Company's~~Company’s Annual Report on Form 10-K for the year ended December 31, ~~2019~~2020 (the ~~"Annual Report"~~“Annual Report”).

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 dates of the financial statements and the reported amounts of revenues and expenses during the reporting periods. Actual results could differ from those estimates.

In the opinion of management, the accompanying consolidated financial statements contain all adjustments, consisting of normal recurring adjustments, necessary for a fair statement of the results for the interim periods presented. Such operating results may not be indicative of the expected results for any other interim periods or the entire year. Certain prior year amounts have been reclassified in the ~~Company's~~Company’s consolidated financial statements and the related notes to conform to the current period presentation.

Principles of Consolidation—The consolidated financial statements include the financial statements of the Company, its wholly owned subsidiaries, controlled partnerships and VIEs for which the Company is the primary beneficiary. All intercompany balances and transactions have been eliminated in consolidation. The ~~Company's~~Company’s involvement with VIEs affects its financial performance and cash flows primarily through amounts recorded in ~~"Operating~~“Operating lease income,~~" "Interest~~” “Interest income,~~" "Earnings~~” “Earnings from equity method investments,~~" "Real~~” “Real estate ~~expense"~~expense” and ~~"Interest expense"~~“Interest expense” in the ~~Company's~~Company’s consolidated statements of operations. The Company has provided no financial support to those VIEs that it was not previously contractually required to provide.

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

Consolidated VIEs—The Company consolidates VIEs for which it is considered the primary beneficiary. The liabilities of these VIEs are non-recourse to the Company and can only be satisfied from each ~~VIE's~~VIE’s respective assets. The Company did not have any unfunded commitments related to consolidated VIEs as of June 30, 2021 and December 31,

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

2020. The following table presents the assets and liabilities of the ~~Company's~~Company’s consolidated VIEs as of June 30, ~~2020~~2021 and December 31, ~~2019~~2020 ($ in thousands):


	As of
	June 30, 2021		December 31, 2020
ASSETS
Real estate
Real estate, at cost	$	900,365	$	899,110
Less: accumulated depreciation		(74,334)		(61,917)
Real estate, net		826,031		837,193
Land and development, net		199,876		240,137
Other investments		29		35
Cash and cash equivalents		24,999		22,571
Accrued interest and operating lease income receivable, net		1,295		1,472
Deferred operating lease income receivable, net		34,119		29,428
Deferred expenses and other assets, net		117,977		122,591
Total assets	$	1,204,326	$	1,253,427
LIABILITIES
Accounts payable, accrued expenses and other liabilities	$	76,684	$	115,581
Debt obligations, net		480,708		488,719
Total liabilities		557,392		604,300

As of
June 30,
2020 December 31,
2019
ASSETS
Real estate
Real estate, at cost $ 896,747 $ 891,000
Less: accumulated depreciation (49,701) (37,542)
Real estate, net 847,046 853,458
Land and development, net 262,858 273,617
Other investments 41 45
Cash and cash equivalents 21,612 19,112
Accrued interest and operating lease income receivable, net 857 1,208
Deferred operating lease income receivable, net 24,557 19,547
Deferred expenses and other assets, net 128,222 134,117
Total assets $ 1,285,193 $ 1,301,104
LIABILITIES
Accounts payable, accrued expenses and other liabilities $ 122,408 $ 107,455
Debt obligations, net 485,556 482,918
Total liabilities 607,964 590,373

Unconsolidated VIEs—The Company has investments in VIEs where it is not the primary beneficiary and accordingly the VIEs have not been consolidated in the ~~Company's~~Company’s consolidated financial statements. As of June 30, ~~2020,~~2021, the ~~Company's~~Company’s maximum exposure to loss from these investments does not exceed the sum of the ~~$126.5~~$130.1 million carrying value of the investments, which are classified in ~~"Other investments"~~“Other investments” on the ~~Company's~~Company’s consolidated balance sheets, and ~~$10.0~~$14.9 million of related unfunded commitments.

Note 3—Summary of Significant Accounting Policies

The following paragraph describes the impact on the ~~Company's~~Company’s consolidated financial statements from the adoption of Accounting Standards Updates ~~("ASUs"~~(“ASUs”) on January 1, ~~2020.~~

2021.

The Company adopted ASU ~~2016-13, Financial Instruments - Credit Losses: Measurement of Credit Losses on Financial Instruments ("~~2020-06, Debt—Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging—Contracts in Entity’s Own Equity (Subtopic 815-40) (“ASU ~~2016-13"~~2020-06”)~~, as amended,~~ on January 1, ~~2020~~2021 using the modified retrospective approach method. Under the modified retrospective approach, the Company recorded a cumulative effect adjustment toon January 1, 2021 by increasing “Debt obligations, net” by $10.0 million, increasing retained earnings by ~~increasing~~$15.9 million and decreasing “Additional paid-in capital” by $25.9 million with respect to its ~~allowance for loan losses and recording an initial allowance for losses on net investment in leases.~~3.125% senior convertible notes (refer to Note 11). Periods presented that are prior to the adoption date of January 1, ~~2020~~2021 will not be adjusted. ~~ASU 2016-13 replaced~~In addition, upon the incurred loss impairment methodology with a methodology that reflects a current expected credit loss ("Expected Loss"). ASU 2016-13 impacted all of the Company’s investments held at amortized cost, which included its loans (including unfunded loan commitments), financing receivables, net investment in leases and held-to-maturity debt securities.~~Upon~~ adoption of ASU ~~2016-13 on January 1, 2020,~~2020-06, the Company ~~recorded an increase~~is required to ~~its allowance for loan losses of $3.3 million and an initial allowance for losses on net investment in leases of $9.1 million, both of which were recorded as~~use a cumulative effect adjustment to retained earnings. Subsequent increases or decreases in the allowance for loan losses or the allowance for losses on net investment in leases will be charged to "Provision for (recovery of) loan losses" and "Provision for (recovery of) losses on net investment in leases," respectively, in the Company's consolidated statements of operations. Refer to "Significant Accounting Policies" below for more information on how the Company determines its allowance for loan losses and its allowance for losses on net investment in leases.

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

~~Significant Accounting Policies~~

~~Allowance for Loan Losses and Net Investment in Leases—~~ The Company performs quarterly a comprehensive analysis of its loan and sales-type lease portfolios and assigns risk ratings that incorporate management's current judgments about credit quality based on all known and relevant internal and external factors that may affect collectability. The Company considers, among other things, payment status, lien position, borrower or tenant financial resources and investment collateral, collateral type, project economics and geographical location as well as national and regional economic factors. This methodology results in loans and sales-type leases being risk rated, with ratings ranging from "1" to "5" with "1" representing the lowest risk of loss and "5" representing the highest risk of loss. The Company estimates loss rates based on historical realized losses experienced within its portfolio taking into account current economic conditions affecting the commercial real estate marketmodified if-converted method when ~~establishing appropriate time frames to evaluate loss experience.~~

Upon adoption of ASU 2016-13 on January 1, 2020, the Company estimates its Expected Loss on its loans (including unfunded loan commitments), held-to-maturity debt securities and net investment in leases based on relevant information including historical realized loss rates, current market conditions and reasonable and supportable forecasts that affect the collectability of its investments. The estimate of the Company's Expected Loss requires significant judgment and the Company analyzes its loan portfolio based upon its different categories of financial assets, which includes (i) loans and held-to-maturity debt securities; (ii) construction loans; and (iii) net investment in leases and financings that resulted from the acquisition of properties that did not qualify as a sale leaseback transaction and, as such, are accounted for as financing receivables (refer to Note 5).

For the Company's loans and held-to-maturity debt securities, the Company utilized a loan loss model developed by Trepp LLC ("Trepp") to estimate its Expected Loss allowance. The model is a loss forecasting tool that utilizes loan level data including each loans position in the capital structure, interest rates, maturity dates, unfunded commitments, debt service coverage ratios, etc. and also utilizes forward looking macroeconomic variables and pool-level mean loss rates to produce an Expected Loss over the life each loan. The Company utilized the model to estimate its Expected Loss for this category of loans after inputting its individual loan level data for this category of loans into the model.

For the Company's construction loans, the Company analyzed its historical realized loss experience on its construction loan portfolio to estimate its Expected Loss allowance. The Company also utilized third-party market data that included historical loss rates on commercial real estate loans and forecasted economic trends, including interest and unemployment rates. The Company utilized the third-party market data to support the Expected Loss the Company calculated using its historical realized loss experience.

For the Company's net investment in leases and financings that resulted from the acquisition of properties that did not qualify as sale leaseback transactions, the Company analyzed historical loss rates for lessors from tenants with a credit rating similar to the Company's tenant at these properties. The Company also utilized third-party market information as well as market data from Trepp which forecasted economic trends, including interest and unemployment rates, to assist in developing a probability of default and loss given default to calculate the Company's Expected Loss. The Company utilized the third-party market information to support the Expected Loss the Company calculated by analyzing the historical loss rates for lessors from tenants with a credit rating similar to the Company's tenant.

The Company considers a loan or sales-type lease to be non-performing and places it on non-accrual status at such time as: (1) it becomes 90 days delinquent; (2) it has a maturity default; or (3) management determines it is probable that it will be unable to collect all amounts due according to the contractual terms of the loan or sales-type lease. Non-accrual loans or sales-type leases are returned to accrual status when they have become contractually current and management believes all amounts contractually owed will be received.calculating earnings per share. The Company will ~~record a specific allowance if~~settle conversions of the ~~Company determines~~3.125% senior convertible notes by paying the conversion value in cash up to the original principal amount of the notes being converted and shares of common stock to the extent of any conversion premium. The if-converted method is modified so that interest expense is not added back to the collateral fair value less costs to sell is less than the carrying value of a collateral-dependent asset. The specific allowance is increased (decreased) through "Provision for (recovery of) loan losses" or "Provision for losses on net investment in leases" in the Company's consolidated statements of operations and is decreased by charge-offs. During delinquencynumerator, and the ~~foreclosure process, there are typically numerous points~~denominator only includes the net number of negotiation with the borrower or tenant as the Company works toward a settlement or other alternative resolution, which can impact the potential for repayment or receipt of collateral. The Company's policy is to charge off a loan when it determines, based on a variety of factors,incremental shares that all commercially reasonable means of recovering the loan balance have been exhausted. This may occur at different times, including when the Company receives cash or other assets in a pre-foreclosure sale or takes control of the underlying collateral in full satisfaction of the loanwould be issued upon ~~foreclosure or deed-in-lieu, or when the Company has otherwise ceased significant collection efforts. The Company considers~~

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

circumstances such as the foregoing to be indicators that the final steps in the loan collection process have occurred and that a loan is uncollectible. At this point, a loss is confirmed and the loan and related allowance will be charged off.

The Company made the accounting policy election to record accrued interest on its loan portfolio separate from its loans receivable and other lending investments and to exclude accrued interest from its amortized cost basis disclosures (refer to Note 7). As of June 30, 2020 and December 31, 2019, accrued interest was $5.1 million and $4.2 million, respectively, and is recorded in "Accrued interest and operating lease income receivable, net" on the Company's consolidated balance sheets. The Company places loans on non-accrual status once the loan becomes 90 days delinquent and reverses any accrued interest as a reduction to interest income at such time. As such, the Company elected the practical expedient to not record an allowance against accrued interest receivable. During the six months ended June 30, 2020, the Company did not reverse any accrued interest on its loan portfolio.

conversion.

For the remainder of the ~~Company's~~Company’s significant accounting policies, refer to the ~~Company's~~Company’s Annual Report.

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

New Accounting Pronouncements—In March 2020, the Financial Accounting Standards Board issued ASU 2020-04, Reference Rate Reform ("(“ASU ~~2020-04"~~2020-04”). ASU 2020-04 contains practical expedients for reference rate reform related activities that impact debt, leases, derivatives and other contracts. The guidance in ASU 2020-04 is optional and may be elected over time as reference rate reform activities occur. In March 2020, the Company elected to apply the hedge accounting expedients related to probability and the assessments of effectiveness for future LIBOR-indexed cash flows to assume that the index upon which future hedged transactions will be based matches the index on the corresponding derivatives. Application of these expedients preserves the presentation of derivatives consistent with past presentation. The Company continues to evaluate the impact of the guidance and may apply other elections as applicable as additional changes in the market occur.

Note 4—Real Estate

The ~~Company's~~Company’s real estate assets were comprised of the following ($ in thousands):


	Net		Operating
	Lease⁽¹⁾		Properties		Total
As of June 30, 2021
Land, at cost	$	188,418	$	6,830	$	195,248
Buildings and improvements, at cost		1,355,014		106,911		1,461,925
Less: accumulated depreciation		(270,401)		(19,766)		(290,167)
Real estate, net⁽¹⁾		1,273,031		93,975		1,367,006
Real estate available and held for sale⁽²⁾		0		99,201		99,201
Total real estate	$	1,273,031	$	193,176	$	1,466,207
As of December 31, 2020
Land, at cost	$	188,418	$	103,530	$	291,948
Buildings and improvements, at cost		1,353,683		106,422		1,460,105
Less: accumulated depreciation		(250,198)		(17,574)		(267,772)
Real estate, net⁽¹⁾		1,291,903		192,378		1,484,281
Real estate available and held for sale⁽²⁾		0		5,212		5,212
Total real estate	$	1,291,903	$	197,590	$	1,489,493

Net Lease⁽¹⁾
Operating
Properties
Total
As of June 30, 2020
Land, at cost $ 188,418 $ 106,186 $ 294,604
Buildings and improvements, at cost 1,338,936 109,093 1,448,029
Less: accumulated depreciation (230,501) (16,064) (246,565)
Real estate, net⁽¹⁾
1,296,853 199,215 1,496,068
Real estate available and held for sale⁽²⁾
26,644 5,519 32,163
Total real estate $ 1,323,497 $ 204,734 $ 1,528,231
As of December 31, 2019
Land, at cost $ 199,710 $ 106,187 $ 305,897
Buildings and improvements, at cost 1,347,321 107,861 1,455,182
Less: accumulated depreciation (219,949) (13,911) (233,860)
Real estate, net⁽¹⁾
1,327,082 200,137 1,527,219
Real estate available and held for sale⁽²⁾
— 8,650 8,650
Total real estate $ 1,327,082 $ 208,787 $ 1,535,869

~~(1)As of June 30, 2020 and December 31, 2019, real estate, net included $763.6 million and $768.6~~

(1)	As of June 30, 2021 and December 31, 2020, real estate, net included $746.1 million and $755.5 million, respectively, of real estate of the Net Lease Venture (refer to Net Lease Venture below).

(2)	As of June 30, 2021 and December 31, 2020, the Company had $2.4 million and $5.2 million, respectively, of residential condominiums available for sale in its operating properties portfolio.

Net Lease Venture ~~(refer to Net Lease Venture below). During the six months ended June 30, 2020, the Company's largest net lease tenant contributed 11.3% of total revenues.~~

~~(2)As of June 30, 2020 and December 31, 2019, the Company had $5.5 million and $8.6 million, respectively, of residential condominiums available for sale in its operating properties portfolio.~~

~~Net Lease Venture~~—In February 2014, the Company partnered with a sovereign wealth fund to form a venture to acquire and develop net lease assets (the ~~"Net~~“Net Lease ~~Venture"~~Venture”) and gave a right of first offer to the venture on all new net lease investments. The Company and its partner had joint decision making rights pertaining to the acquisition of new investments. Upon the expiration of the investment period on June 30, 2018, the Company obtained control of the venture through its unilateral rights of management and disposition of the assets. As a result, the expiration of the investment period resulted in a

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

reconsideration event under GAAP and the Company determined that the Net Lease Venture is a VIE for which the Company is the primary beneficiary. Effective June 30, 2018, the Company consolidated the Net Lease Venture as an asset acquisition under ASC 810. The Net Lease Venture had previously been accounted for as an equity method investment. The Company has an equity interest in the Net Lease Venture of approximately 51.9%. The Company is responsible for sourcing new opportunities and managing the venture and its assets in exchange for a management fee and incentive fee. Several of the ~~Company's~~Company’s senior executives whose time is substantially devoted to the Net Lease Venture own a total of 0.6% equity ownership in the venture via co-investment. These senior executives are also entitled to an amount equal to 50% of any incentive fee received based on the 47.5% ~~partner's~~external partner’s interest.

The Company earned $0.4 million and $0.4 million, respectively, of management fees after the effect of eliminations during the three months ended June 30, 2020 and 2019 and earned $0.7 million and $0.7 million, respectively, of management fees after the effect of eliminations during the six months ended June 30, 2020 and 2019, with respect to services provided to other investors in the Net Lease Venture, which was recorded as a reduction to "Net income attributable to noncontrolling interests" in the Company's consolidated statements of operations.

~~Acquisitions—~~During the six months ended June 30, 2019, the Company acquired a net lease asset for $11.5 million. In addition, the Company acquired the leasehold interest in a net lease asset for $98.2 million, inclusive of closing costs, and simultaneously entered into a new 98-year Ground Lease with SAFE (refer to Note 8).

Dispositions—During the six months ended June 30, 2020, the Company sold a net lease asset for net proceeds of $7.5 million and recognized an impairment of $1.7 million in connection with the sale.

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

Real Estate Available and Held for Sale— During the six months ended June 30, ~~2019,~~2021, the Company ~~sold~~transferred an operating property with a ~~portfolio of net lease assets with an aggregate~~ carrying value of $220.4 million and recognized gains of $219.7 million in "Income from sales of real estate" in the Company's consolidated statements of operations. In connection with the sale of this portfolio of assets the buyer assumed a $228.0 million non-recourse mortgage. In addition, during the six months ended June 30, 2019, the Company sold commercial and residential operating properties with an aggregate carrying value of $69.9 million and recognized gains of $10.2 million in "Income from sales of real estate" in the Company's consolidated statements of operations.

~~Real Estate Available and Held for Sale—During the six months ended June 30, 2020, the Company transferred a net lease asset with an aggregate carrying value of $25.7~~$96.8 million to held for sale due to an executed contract with ~~SAFE.~~

a third party. The operating property was sold in July 2021 for $125.0 million and the Company expects to recognize a gain of approximately $25.0 million after selling costs.

Impairments—During the six months ended June 30, 2020, the Company recorded an impairment of $1.7 million in connection with the sale of a net lease asset and an impairment of $3.0 million on a real estate asset held for sale. During the six months ended June 30, 2019, the Company recorded an impairment of $3.3 million on a commercial operating property based on an executed purchase and sale agreement and recorded $0.6 million of impairments in connection with the sale of residential condominium units.

Tenant Reimbursements—The Company receives reimbursements from tenants for certain facility operating expenses including common area costs, insurance, utilities and real estate taxes. Tenant expense reimbursements were ~~$5.4~~$5.1 million and ~~$11.4~~$12.1 million for the three and six months ended June 30, 2021, respectively, and $5.4 million and $11.4 million for the three and six months ended June 30, 2020, respectively ~~and $4.5 million and $9.9 million for the three and six months ended June 30, 2019, respectively.~~. These amounts are included in ~~"Operating~~“Operating lease ~~income"~~income” in the ~~Company's~~Company’s consolidated statements of operations.

Allowance for Doubtful Accounts—As of June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, the allowance for doubtful accounts related to real estate tenant receivables was ~~$1.6~~$0.7 million and ~~$1.0~~$1.7 million, ~~respectively, and the allowance for doubtful accounts related to deferred operating lease income was $1.0 million as of December 31, 2019.~~respectively. These amounts are included in ~~"Accrued~~“Accrued interest and operating lease income receivable, ~~net" and "Deferred~~net” on the Company’s consolidated balance sheets.

Future Minimum Operating Lease Payments—Future minimum operating lease ~~income receivable, net," respectively, on the Company's consolidated balance sheets.~~

~~Table~~payments to be collected under non-cancelable operating leases, excluding customer reimbursements of ~~Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

expenses, in effect as of June 30, 2021, are as follows by year ($ in thousands):


	Net		Operating
Year	Lease		Properties
2021 (remaining six months)	$	67,653	$	3,163
2022		131,176		6,643
2023		122,817		6,383
2024		117,126		6,345
2025		120,582		5,682
Thereafter		1,333,855		8,247

Note 5—Net Investment in Leases

In June 2021, the Company acquired 2
parcels

of land for $42.0 million each and simultaneously entered into 2 Ground Leases with the respective tenants. Each Ground Lease also provides for a leasehold improvement allowance up to a maximum of $83.0 million. The Company also concurrently entered into an agreement pursuant to which SAFE would acquire the Ground Leases from the Company. If certain construction conditions are not met within a specified time period, SAFE will have 0 obligation to acquire the Ground Leases or fund the leasehold improvement allowances. The Company classified 1 of the Ground Leases as a sales-type lease and it is recorded in “Net investment in leases” on the Company’s consolidated balance sheets. NaN Ground Lease was entered into with the seller of the land and did not qualify for sale leaseback accounting, and as such, is accounted for as a financing transaction and $42.2 million is recorded in “Loans receivable held for sale” on the Company’s consolidated balance sheet. There can be no assurance that the conditions to closing will be satisfied and that SAFE will acquire the properties and Ground Leases from the Company.

In May 2019, the Company entered into a transaction with an operator of bowling entertainment venues, consisting of the purchase of 9 bowling centers for $56.7 million, of which 7 were acquired from the lessee for $44.1 million, and a commitment to invest up to $55.0 million in additional bowling centers over the next several years. The new centers were added to the ~~Company's~~Company’s existing master leases with the tenant. In connection with this transaction, the maturities of the master leases were extended by 15 years to 2047. In the second quarter 2020, the Company entered into a transaction with the lessee whereby it would apply $10 million of the net proceeds it received from certain sales of the lessee’s facilities to the lessee’s upcoming rent obligations to the Company. In exchange, the Company’s obligation under the lease to acquire an equal amount of new facilities for them or to reduce their rent in the future was terminated. In the third quarter

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

2020, the Company granted the lessee a nine-month rent deferral on its 2 wholly-owned master leases in exchange for eliminating the Company’s commitment to invest up to $55.0 million in additional bowling centers over the next several years. All deferred amounts are required to be repaid with interest beginning in January 2023.

As a result of the May 2019 modifications to the leases, the Company classified the leases as sales-type leases and recorded $424.1 million in ~~"Net~~“Net investment in ~~leases"~~leases” on its consolidated balance sheet. ~~The~~As a result of the modifications in the second and third quarter 2020, the Company reassessed this classification as required by ASC 842, and concluded that the leases should continue to be classified as sales-type leases. In May 2019, the Company determined that the 7 bowling centers acquired did not qualify as a sale leaseback transaction and recorded $44.1 million in ~~"Loans~~“Loans receivable and other lending investments, ~~net"~~net” on its consolidated balance sheet (refer to Note 7). ~~The Company recognized $180.4 million in "Selling profit from sales-type leases" in its consolidated statements of operations for~~

For the three and six months ended June 30, ~~2019 as a result~~2021, the Company recognized $0.2 million and $0.3 million, respectively, of cash interest income and $8.5 million and $17.0 million, respectively, of non-cash interest income in “Interest income from sales-type leases” in the ~~transaction.~~ Company’s consolidated statements of operations.For the three and six months ended June 30, 2020, the Company recognized $2.3 million and $9.2 million, respectively, of cash interest income and $6.0 million and $7.5 million, respectively, of non-cash interest income in "Interest income from sales-type leases" in the Company's consolidated statements of operations. ~~For~~

Dispositions—During the ~~three and~~ six months ended June 30, ~~2019,~~2021, the Company sold net lease assets for net proceeds of $6.6 million and recognized ~~$3.2~~an aggregate impairment of $1.5 million ~~of cash interest income and $0.6 million of non-cash interest income~~ in ~~"Interest income from sales-type leases" in~~connection with the ~~Company's consolidated statements of operations.~~

sales.

The ~~Company's~~Company’s net investment in leases were comprised of the following as of June 30, ~~2020~~2021 and December 31, ~~2019~~2020 ($ in thousands):


	June 30, 2021		December 31, 2020
Total undiscounted cash flows	$	1,545,634	$	1,020,921
Unguaranteed estimated residual value		378,016		345,284
Present value discount		(1,436,847)		(926,233)
Allowance for losses on net investment in leases		(9,005)		(10,871)
Net investment in leases⁽¹⁾	$	477,798	$	429,101

(1)

As of June 30, 2021 and December 31, 2020, all of the Company’s net investment in leases were current in their payment status and performing in accordance with the terms of the respective leases. As of June 30, 2021, the weighted average risk rating on the Company’s net investment in leases was 1.9.

June 30, 2020 December 31, 2019
Total undiscounted cash flows $ 1,020,577 $ 1,042,019
Unguaranteed estimated residual value 344,393 340,620
Present value discount (940,297) (963,724)
Allowance for losses on net investment in leases (10,937) —
Net investment in leases⁽¹⁾
$ 413,736 $ 418,915

~~(1)~~As of June 30, 2020 and December 31, 2019, all of the Company's net investment in leases were current in their payment status and performing in accordance with the terms of the respective leases. As of June 30, 2020, the risk rating on the Company's net investment in leases was 2.0 (refer to Note 3).

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

Future Minimum Lease Payments under Sales-type Leases—Future minimum lease payments to be collected under sales-type leases, excluding lease payments that are not fixed and determinable, in effect as of June 30, ~~2020,~~2021, are as follows by year ($ in thousands):


	Amount
2021 (remaining six months)	$	14,249
2022		30,590
2023		43,272
2024		43,029
2025		31,955
Thereafter		1,382,539
Total undiscounted cash flows	$	1,545,634

Amount
2020 (remaining six months) $ 8,380
2021 28,000
2022 30,481
2023 30,481
2024 30,481
Thereafter 892,754
Total undiscounted cash flows $ 1,020,577

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

Allowance for Losses on Net Investment in Leases—Changes in the ~~Company's~~Company’s allowance for losses on net investment in leases for the three and six months ended June 30, 2021 and 2020 were as follows ($ in thousands):


	Three Months Ended				Six Months Ended
	June 30, 2021		June 30, 2020		June 30, 2021		June 30, 2020
Allowance for losses on net investment in leases at beginning of period	$	9,270	$	10,403	$	10,871	$	—
Initial allowance recorded upon adoption of new accounting standard⁽¹⁾		—		—		—		9,111
(Recovery of) provision for losses on net investment in leases⁽²⁾		(265)		534		(1,866)		1,826
Allowance for losses on net investment in leases at end of period	$	9,005	$	10,937	$	9,005	$	10,937

Three Months
Ended
June 30, 2020 Six Months
Ended
June 30, 2020
Reserve for losses on net investment in leases at beginning of period $ 10,403 $ —
Initial allowance recorded upon adoption of new accounting standard⁽¹⁾
— 9,111
Provision for losses on net investment in leases⁽²⁾
534 1,826
Allowance for losses on net investment in leases at end of period $ 10,937 $ 10,937

~~(1)The Company recorded an initial allowance for losses on net investment in leases of $9.1 million upon the adoption of ASU 2016-13 on January 1, 2020 (refer to Note 3).~~

~~(2)During the~~three and six months ended June 30, 2020, the Company recorded an allowance for losses on net investment in leases of $0.5 million and $1.8 million, respectively, primarily resulting from the macroeconomic impact of COVID-19 on commercial real estate markets and the adoption of ASU 2016-13 (refer to Note 3).

(1)	The Company recorded an initial allowance for losses on net investment in leases of $9.1 million upon the adoption of ASU 2016-13 on January 1, 2020.

(2)

During the three and six months ended June 30, 2021, the Company recorded a recovery of losses on net investment in leases of $0.3 million and $1.9 million, respectively, due primarily to an improving macroeconomic forecast on commercial real estate markets since December 31, 2020. During the three and six months ended June 30, 2020, the Company recorded an allowance for losses on net investment in leases of $0.5 million and $1.8 million, respectively, due primarily to the macroeconomic impact of COVID-19 on commercial real estate markets and the adoption of ASU 2016-13.

Note 6—Land and Development

The ~~Company's~~Company’s land and development assets were comprised of the following ($ in thousands):

As of
June 30, December 31,
2020 2019
Land and land development, at cost $ 514,649 $ 590,153
Less: accumulated depreciation (10,072) (9,608)
Total land and development, net $ 504,577 $ 580,545


	As of
	June 30,		December 31,
	2021		2020
Land and land development, at cost	$	392,703	$	441,201
Less: accumulated depreciation		(10,984)		(10,538)
Total land and development, net	$	381,719	$	430,663

~~Acquisitions—~~

Dispositions—During the six months ended June 30, ~~2019, the Company acquired a land~~2021 and development asset from an unconsolidated entity in which the Company owned a noncontrolling 50% equity interest for $34.3 million, which consisted of a $7.3 million cash payment and the assumption of a $27.0 million loan.

~~Dispositions—During the six months ended June 30,~~ 2020, ~~and 2019,~~ the Company sold land parcels and residential lots and units and recognized land development revenue of ~~$95.8~~$64.6 million and ~~$21.8~~$95.8 million, respectively. During the six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recognized land development cost of sales of ~~$93.3~~$60.1 million and ~~$23.7~~$93.3 million, respectively, from its land and development portfolio.

Impairments—During the six months ended June 30, 2020, the Company recorded an impairment of $1.5 million on a land and development asset.

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Note 7—Loans Receivable and Other Lending Investments, net

The following is a summary of the ~~Company's~~Company’s loans receivable and other lending investments by class ($ in thousands):


	As of
	June 30, 2021		December 31, 2020
Construction loans
Senior mortgages	$	190,830	$	449,733
Corporate/Partnership loans		20,049		65,100
Subtotal - gross carrying value of construction loans⁽¹⁾		210,879		514,833
Loans
Senior mortgages		50,463		35,922
Corporate/Partnership loans		18,674		20,567
Subordinate mortgages		12,042		11,640
Subtotal - gross carrying value of loans		81,179		68,129
Other lending investments
Financing receivables (refer to Note 5)		48,286		46,549
Held-to-maturity debt securities		93,677		90,715
Available-for-sale debt securities		28,074		25,274
Subtotal - other lending investments		170,037		162,538
Total gross carrying value of loans receivable and other lending investments		462,095		745,500
Allowance for loan losses		(7,135)		(13,170)
Total loans receivable and other lending investments, net	$	454,960	$	732,330

(1)	As of June 30, 2021, 91% of gross carrying value of construction loans had completed construction.

As of
June 30,
2020 December 31,
2019
Construction loans
Senior mortgages $ 496,465 $ 518,992
Corporate/Partnership loans 96,464 95,394
Subtotal - gross carrying value of construction loans⁽¹⁾
592,929 614,386
Loans
Senior mortgages 53,142 53,592
Corporate/Partnership loans 22,597 24,424
Subordinate mortgages 11,252 10,877
Subtotal - gross carrying value of loans 86,991 88,893
Other lending investments
Financing receivables (refer to Note 5) 45,033 44,339
Held-to-maturity debt securities 87,755 84,981
Available-for-sale debt securities 24,611 23,896
Subtotal - other lending investments 157,399 153,216
Total gross carrying value of loans receivable and other lending investments 837,319 856,495
Allowance for loan losses (35,612) (28,634)
Total loans receivable and other lending investments, net $ 801,707 $ 827,861

~~(1)~~As of June 30, 2020, 20%, or $119.3 million, gross carrying value of construction loans had completed construction and 35%, or $209.0 million, gross carrying value of construction loans had substantially completed construction.

Allowance for Loan Losses—Changes in the ~~Company's~~Company’s allowance for loan losses were as follows for the three months ended June 30, 2021 and 2020 ($ in thousands):


	General Allowance
					Held to
	Construction				Maturity Debt		Financing		Specific
Three Months Ended June 30, 2021	Loans		Loans		Securities		Receivables		Allowance		Total
Allowance for loan losses at beginning of period	$	2,893	$	1,815	$	2,685	$	998	$	667	$	9,058
Recovery of loan losses⁽¹⁾		(1,253)		(196)		(292)		(105)		(77)		(1,923)
Allowance for loan losses at end of period	$	1,640	$	1,619	$	2,393	$	893	$	590	$	7,135

Three Months Ended June 30, 2020
Allowance for loan losses at beginning of period	$	9,724	$	686	$	53	$	1,100	$	21,701	$	33,264
Provision for loan losses⁽¹⁾		2,012		219		58		59		—		2,348
Allowance for loan losses at end of period	$	11,736	$	905	$	111	$	1,159	$	21,701	$	35,612

(1)

During the three months ended June 30, 2021 and 2020, the Company recorded a provision for (recovery of) loan losses of ($2.3) million and $2.1 million, respectively, in its consolidated statement of operations. The recovery in 2021 was due primarily to the repayment of loans during the three months ended June 30, 2021 and an improving macroeconomic forecast on commercial real estate markets since March 31, 2021. Of this amount, $0.4 million related to a provision for loan losses for unfunded loan commitments and is recorded as a reduction to "Accounts payable, accrued expenses and other liabilities." The provision in 2020 was due to the macroeconomic impact of COVID-19 on commercial real estate markets, which was partially offset by a $0.3 million reduction in provision for loan losses for unfunded loan commitments that were funded during the three months ended June 30, 2020, and is recorded as a reduction to "Accounts payable, accrued expenses and other liabilities."

General Allowance
Construction Loans
Loans Held to
Maturity Debt Securities Financing Receivables Specific
Allowance Total
Allowance for loan losses at beginning of period $ 9,724 $ 686 $ 53 $ 1,100 $ 21,701 $ 33,264
Provision for loan losses⁽¹⁾
2,012 219 58 59 — 2,348
Allowance for loan losses at end of period $ 11,736 $ 905 $ 111 $ 1,159 $ 21,701 $ 35,612

~~(1)During the~~three months ended June 30, 2020, the Company recorded a provision for loan losses of $2.3 million (refer to Note 3) resulting from the macroeconomic impact of COVID-19 on commercial real estate markets, which was partially offset by a $0.3 million reduction in provision for loan losses for unfunded loan commitments that were funded during the three months ended June 30, 2020, and is recorded as a reduction to "Accounts payable, accrued expenses and other liabilities."

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Changes in the ~~Company's~~Company’s allowance for loan losses were as follows for the six months ended June 30, 2021 and 2020 ($ in thousands):


	General Allowance
					Held to
	Construction				Maturity Debt		Financing		Specific
Six Months Ended June 30, 2021	Loans		Loans		Securities		Receivables		Allowance		Total
Allowance for loan losses at beginning of period	$	6,541	$	1,643	$	3,093	$	1,150	$	743	$	13,170
Recovery of loan losses⁽¹⁾		(4,901)		(24)		(700)		(257)		(153)		(6,035)
Allowance for loan losses at end of period	$	1,640	$	1,619	$	2,393	$	893	$	590	$	7,135

Six Months Ended June 30, 2020
Allowance for loan losses at beginning of period	$	6,668	$	265	$	—	$	—	$	21,701	$	28,634
Adoption of new accounting standard⁽²⁾		(353)		98		20		964		—		729
Provision for loan losses⁽¹⁾		5,421		542		91		195		—		6,249
Allowance for loan losses at end of period	$	11,736	$	905	$	111	$	1,159	$	21,701	$	35,612

(1)

During the six months ended June 30, 2021 and 2020, the Company recorded a provision for (recovery of) loan losses of ($6.1) million and $6.1 million, respectively, in its consolidated statements of operations. The recovery in 2021 was due primarily to the repayment of loans during the six months ended June 30, 2021 and an improving macroeconomic forecast on commercial real estate markets since December 31, 2020. The provision for loan losses in 2020 resulted from the macroeconomic impact of COVID-19 on commercial real estate markets and was partially offset by a $0.2 million reduction in provision for loan losses for unfunded loan commitments that were funded during the six months ended June 30, 2020 and is recorded as a reduction to "Accounts payable, accrued expenses and other liabilities."

(2)

On January 1, 2020, the Company recorded an increase to its allowance for loan losses of $3.3 million upon the adoption of ASU 2016-13, of which $2.5 million related to expected credit losses for unfunded loan commitments and was recorded in “Accounts payable, accrued expenses and other liabilities.”

General Allowance
Construction Loans
Loans Held to
Maturity Debt Securities Financing Receivables Specific
Allowance Total
Allowance for loan losses at beginning of period $ 6,668 $ 265 $ — $ — $ 21,701 $ 28,634
Adoption of new accounting standard⁽¹⁾
(353) 98 20 964 — 729
Provision for loan losses⁽²⁾
5,421 542 91 195 — 6,249
Allowance for loan losses at end of period $ 11,736 $ 905 $ 111 $ 1,159 $ 21,701 $ 35,612

iStar Inc.

~~(1)On January 1, 2020, the Company recorded an increase~~

Notes to ~~its allowance for loan losses~~Consolidated Financial Statements (Continued)

(unaudited)

Table of $3.3 million upon the adoption of ASU 2016-13 (refer to Note 3), of which $2.5 million related to expected credit losses for unfunded loan commitments and was recorded in "Accounts payable, accrued expenses and other liabilities."Contents

~~(2)~~During the six months ended June 30, 2020, the Company recorded a provision for loan losses of $6.2 million (refer to Note 3) resulting from the macroeconomic impact of COVID-19 on commercial real estate markets, which was partially offset by a $0.2 million reduction in provision for loan losses for unfunded loan commitments that were funded during the six months ended June 30, 2020, and is recorded as a reduction to "Accounts payable, accrued expenses and other liabilities."

The ~~Company's~~Company’s investment in loans and other lending investments and the associated allowance for loan losses were as follows as of June 30, ~~2020~~2021 and December 31, ~~2019~~2020 ($ in thousands):


	Individually		Collectively
	Evaluated for		Evaluated for
	Impairment⁽¹⁾		Impairment		Total
As of June 30, 2021
Construction loans⁽²⁾	$	56,610	$	154,269	$	210,879
Loans⁽²⁾		0		81,179		81,179
Financing receivables		0		48,286		48,286
Held-to-maturity debt securities		0		93,677		93,677
Available-for-sale debt securities⁽³⁾		0		28,074		28,074
Less: Allowance for loan losses		(590)		(6,545)		(7,135)
Total	$	56,020	$	398,940	$	454,960
As of December 31, 2020
Construction loans⁽²⁾	$	53,305	$	461,528	$	514,833
Loans⁽²⁾		0		68,129		68,129
Financing receivables		0		46,549		46,549
Held-to-maturity debt securities		0		90,715		90,715
Available-for-sale debt securities⁽³⁾		0		25,274		25,274
Less: Allowance for loan losses		(743)		(12,427)		(13,170)
Total	$	52,562	$	679,768	$	732,330

(1)

The carrying value of this loan includes an unamortized discount of $0.8 million and $0.8 million as of June 30, 2021 and December 31, 2020, respectively. The Company’s loans individually evaluated for impairment represent loans on non-accrual status and the unamortized amounts associated with these loans are not currently being amortized into income.

(2)	The carrying value of these loans include unamortized discounts, premiums, deferred fees and costs totaling net discounts of $1.7 million and $2.3 million as of June 30, 2021 and December 31, 2020, respectively.

(3)	Available-for-sale debt securities are evaluated for impairment under ASC 326-30.

Individually
Evaluated for
Impairment⁽¹⁾
Collectively
Evaluated for
Impairment Total
As of June 30, 2020
Construction loans⁽²⁾
$ — $ 592,929 $ 592,929
Loans⁽²⁾
37,307 49,684 86,991
Financing receivables — 45,033 45,033
Held-to-maturity debt securities — 87,755 87,755
Available-for-sale debt securities⁽³⁾
— 24,611 24,611
Less: Allowance for loan losses (21,701) (13,911) (35,612)
Total $ 15,606 $ 786,101 $ 801,707
As of December 31, 2019
Construction loans⁽²⁾
$ — $ 614,386 $ 614,386
Loans⁽²⁾
37,820 51,073 88,893
Financing receivables — 44,339 44,339
Held-to-maturity debt securities — 84,981 84,981
Available-for-sale debt securities⁽³⁾
— 23,896 23,896
Less: Allowance for loan losses (21,701) (6,933) (28,634)
Total $ 16,119 $ 811,742 $ 827,861

~~(1)~~The carrying value of this loan includes an unamortized discount of $0.1 million as of June 30, 2020 and December 31, 2019. The Company's one loan individually evaluated for impairment represents a loan on non-accrual status; therefore, the unamortized amount associated with this loan is not currently being amortized into income.

~~(2)~~The carrying value of these loans include unamortized discounts, premiums, deferred fees and costs totaling net discounts of $0.1 million and $0.7 million as of June 30, 2020 and December 31, 2019, respectively.

~~(3)Available-for-sale debt securities are evaluated for impairment under ASC 326-30.~~

Credit Characteristics—As part of the ~~Company's~~Company’s process for monitoring the credit quality of its loans, it performs a quarterly loan portfolio assessment and assigns risk ratings to each of its performing loans. Risk ratings, which range from 1

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

~~(lower~~ (lower risk) to 5 (higher risk), are based on judgments which are inherently uncertain, and there can be no assurance that actual performance will be similar to current expectation. The Company designates loans as non-performing at such time as: (1) ~~the loan becomes~~interest payments become 90 days delinquent; (2) the loan has a maturity default; or (3) management determines it is probable that we will be unable to collect all amounts due according to the contractual terms of the loan. All non-performing loans are placed on non-accrual status and income is only recognized in certain cases upon actual cash receipt.

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

The ~~Company's~~Company’s amortized cost basis in performing senior mortgages, corporate/partnership loans, subordinate mortgages and financing receivables, presented by year of origination and by credit quality, as indicated by risk rating, as of June 30, ~~2020~~2021 were as follows ($ in thousands):


	Year of Origination
	2021		2020		2019		2018		2017		Prior to 2017		Total
Senior mortgages
Risk rating
1.0	$	0	$	0	$	0	$	0	$	0	$	0	$	0
1.5		0		0		0		0		0		0		0
2.0		0		0		0		0		0		0		0
2.5		0		0		0		0		0		0		0
3.0		34,394		0		0		118,045		0		3,500		155,939
3.5		0		0		0		28,744		0		0		28,744
4.0		0		0		0		0		0		0		0
4.5		0		0		0		0		0		0		0
5.0		0		0		0		0		0		0		0
Subtotal⁽¹⁾	$	34,394	$	0	$	0	$	146,789	$	0	$	3,500	$	184,683
Corporate/partnership loans
Risk rating
1.0	$	0	$	0	$	0	$	0	$	0	$	0	$	0
1.5		0		0		0		0		0		0		0
2.0		0		0		0		13,115		0		0		13,115
2.5		0		0		0		0		0		0		0
3.0		6,934		0		0		0		0		0		6,934
3.5		0		0		0		0		0		0		0
4.0		0		0		0		18,674		0		0		18,674
4.5		0		0		0		0		0		0		0
5.0		0		0		0		0		0		0		0
Subtotal	$	6,934	$	0	$	0	$	31,789	$	0	$	0	$	38,723
Subordinate mortgages
Risk rating
1.0	$	0	$	0	$	0	$	0	$	0	$	0	$	0
1.5		0		0		0		0		0		0		0
2.0		0		0		0		0		0		0		0
2.5		0		0		0		0		0		0		0
3.0		0		0		0		0		0		12,042		12,042
3.5		0		0		0		0		0		0		0
4.0		0		0		0		0		0		0		0
4.5		0		0		0		0		0		0		0
5.0		0		0		0		0		0		0		0
Subtotal	$	0	$	0	$	0	$	0	$	0	$	12,042	$	12,042

Financing receivables
Risk rating
1.0	$	0	$	0	$	0	$	0	$	0	$	0	$	0
1.5		0		0		0		0		0		0		0
2.0		0		0		48,286		0		0		0		48,286
2.5		0		0		0		0		0		0		0
3.0		0		0		0		0		0		0		0
3.5		0		0		0		0		0		0		0
4.0		0		0		0		0		0		0		0
4.5		0		0		0		0		0		0		0
5.0		0		0		0		0		0		0		0
Subtotal	$	0	$	0	$	48,286	$	0	$	0	$	0	$	48,286
Total	$	41,328	$	0	$	48,286	$	178,578	$	0	$	15,542	$	283,734

(1)	As of June 30, 2021, excludes $56.6 million for 1 loan on non-accrual status.

Year of Origination
2020 2019 2018 2017 2016 Prior to 2016 Total
Senior mortgages
Risk rating
1.0 $ — $ — $ — $ — $ — $ — $ —
1.5 — — 34,219 — — — 34,219
2.0 — — 51,128 — — — 51,128
2.5 — — — — — — —
3.0 — 13,070 182,915 137,881 40,097 4,329 378,292
3.5 — — — — — — —
4.0 — — — 48,661 — — 48,661
4.5 — — — — — — —
5.0 — — — — — — —
Subtotal⁽¹⁾
$ — $ 13,070 $ 268,262 $ 186,542 $ 40,097 $ 4,329 $ 512,300
Corporate/partnership loans
Risk rating
1.0 $ — $ — $ — $ — $ — $ — $ —
1.5 — — 18,012 — — — 18,012
2.0 — — 15,890 — — — 15,890
2.5 — — — — — — —
3.0 — 22,464 — — — 22,464
3.5 — — 22,597 — 40,098 — 62,695
4.0 — — — — — — —
4.5 — — — — — — —
5.0 — — — — — — —
Subtotal $ — $ — $ 78,963 $ — $ 40,098 $ — $ 119,061
Subordinate mortgages
Risk rating
1.0 $ — $ — $ — $ — $ — $ — $ —
1.5 — — — — — — —
2.0 — — — — — — —
2.5 — — — — — — —
3.0 — — — — — 11,252 11,252
3.5 — — — — — — —
4.0 — — — — — — —
4.5 — — — — — — —
5.0 — — — — — — —

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Subtotal $ — $ — $ — $ — $ — $ 11,252 $ 11,252
Financing receivables
Risk rating
1.0 $ — $ — $ — $ — $ — $ — $ —
1.5 — — — — — — —
2.0 — 45,033 — — — — 45,033
2.5 — — — — — — —
3.0 — — — — — — —
3.5 — — — — — — —
4.0 — — — — — — —
4.5 — — — — — — —
5.0 — — — — — — —
Subtotal $ — $ 45,033 $ — $ — $ — $ — $ 45,033
Total $ — $ 58,103 $ 347,225 $ 186,542 $ 80,195 $ 15,581 $ 687,646

~~(1)As of June 30, 2020, excludes $37.3 million for one loan on non-accrual status.~~

The ~~Company's~~Company’s amortized cost basis in loans, aged by payment status and presented by class, was as follows ($ in thousands):

Current Less Than
and Equal
to 90 Days
Greater
Than
90 Days⁽¹⁾
Total
Past Due Total
As of June 30, 2020
Senior mortgages $ 512,300 $ — $ 37,307 $ 37,307 $ 549,607
Corporate/Partnership loans 119,061 — — — 119,061
Subordinate mortgages 11,252 — — — 11,252
Total $ 642,613 $ — $ 37,307 $ 37,307 $ 679,920
As of December 31, 2019
Senior mortgages $ 534,765 $ — $ 37,820 $ 37,820 $ 572,585
Corporate/Partnership loans 119,818 — — — 119,818
Subordinate mortgages 10,877 — — — 10,877
Total $ 665,460 $ — $ 37,820 $ 37,820 $ 703,280


			Less Than		Greater
			and Equal		Than		Total
	Current		to 90 Days		90 Days		Past Due		Total
As of June 30, 2021
Senior mortgages	$	184,683	$	56,610	$	0		56,610	$	241,293
Corporate/Partnership loans		38,723		0		0		0		38,723
Subordinate mortgages		12,042		0		0		0		12,042
Total	$	235,448	$	56,610	$	0	$	56,610	$	292,058
As of December 31, 2020
Senior mortgages	$	443,154	$	42,501	$	0	$	42,501	$	485,655
Corporate/Partnership loans		42,721		42,946		0		42,946		85,667
Subordinate mortgages		11,640		0		0		0		11,640
Total	$	497,515	$	85,447	$	0	$	85,447	$	582,962

~~(1)~~As of June 30, 2020 and December 31, 2019, the Company had 1 loan which was greater than 90 days delinquent and was in various stages of resolution, including legal and environmental matters, and was 11.0 years and 10.5 years outstanding, respectively.

Impaired Loans—The ~~Company's~~Company’s impaired loan was as follows ($ in thousands):


	As of June 30, 2021						As of December 31, 2020
			Unpaid						Unpaid
	Amortized		Principal		Related		Amortized		Principal		Related
	Cost		Balance		Allowance		Cost		Balance		Allowance
With an allowance recorded:
Senior mortgages⁽¹⁾	$	56,610	$	55,859	$	(590)	$	53,305	$	52,552	$	(743)
Total	$	56,610	$	55,859	$	(590)	$	53,305	$	52,552	$	(743)

As of June 30, 2020 As of December 31, 2019
Amortized
Cost Unpaid
Principal
Balance Related
Allowance Amortized
Cost Unpaid
Principal
Balance Related
Allowance
With an allowance recorded:
Senior mortgages⁽¹⁾
$ 37,307 $ 37,407 $ (21,701) $ 37,820 $ 37,923 $ (21,701)
Total $ 37,307 $ 37,407 $ (21,701) $ 37,820 $ 37,923 $ (21,701)

~~(1)The Company's~~

(1)	The Company has 1 non-accrual loan as of June 30, 2021 and December 31, 2020 that is considered impaired and included in the table above. The Company did 0t record any interest income on impaired loans for the six months ended June 30, 2021 and 2020.

Loans receivable held for sale—In March 2021, the Company acquired land and simultaneously structured and entered into with the seller a Ground Lease on which a multi-family project will be constructed. The Company funded $16.1 million at closing and the Ground Lease documents provide for future funding obligations of approximately $11.9 million of deferred purchase price and $52.0 million of leasehold improvement allowance upon achievement of certain milestones. At closing, the Company entered into an agreement with SAFE pursuant to which, subject to certain conditions being met, SAFE will acquire the ground lessor from the Company. The Company determined that the transaction did ~~0t record any interest income~~not qualify as a sale leaseback transaction and recorded the Ground Lease in “Loans receivable held for sale” on ~~impaired loans for~~ the ~~six months ended~~Company’s consolidated balance sheet as of June 30, ~~2020~~2021. The Company received $2.7 million of consideration from SAFE in connection with this transaction.

In June 2021, the Company acquired a parcel of land for $42.0 million and ~~2019.~~simultaneously entered into a Ground Lease (refer to Note 5). The Company also concurrently entered into an agreement pursuant to which SAFE would acquire the Ground Lease from the Company. The Ground Lease was entered into with the seller of the land and did not qualify for sale leaseback accounting, and as such, is accounted for as a financing transaction and $42.2 million is recorded in “Loans receivable held for sale” on the Company’s consolidated balance sheets.

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Other lending investments—Other lending investments includes the following securities ($ in thousands):

Face Value Amortized Cost Basis Net Unrealized Gain Estimated Fair Value Net Carrying Value
As of June 30, 2020
Available-for-Sale Securities
Municipal debt securities $ 20,680 $ 20,680 $ 3,931 $ 24,611 $ 24,611
Held-to-Maturity Securities
Debt securities 100,000 87,755 — 87,755 87,755
Total $ 120,680 $ 108,435 $ 3,931 $ 112,366 $ 112,366
As of December 31, 2019
Available-for-Sale Securities
Municipal debt securities $ 21,140 $ 21,140 $ 2,756 $ 23,896 $ 23,896
Held-to-Maturity Securities
Debt securities 100,000 84,981 — 84,981 84,981
Total $ 121,140 $ 106,121 $ 2,756 $ 108,877 $ 108,877


					Net				Net
			Amortized		Unrealized		Estimated		Carrying
	Face Value		Cost Basis		Gain		Fair Value		Value
As of June 30, 2021
Available-for-Sale Securities
Municipal debt securities	$	23,855	$	23,855	$	4,219	$	28,074	$	28,074
Held-to-Maturity Securities
Debt securities		100,000		93,677		—		93,677		93,677
Total	$	123,855	$	117,532	$	4,219	$	121,751	$	121,751
As of December 31, 2020
Available-for-Sale Securities
Municipal debt securities	$	20,680	$	20,680	$	4,594	$	25,274	$	25,274
Held-to-Maturity Securities
Debt securities		100,000		90,715		—		90,715		90,715
Total	$	120,680	$	111,395	$	4,594	$	115,989	$	115,989

Asof June 30, ~~2020,~~2021, the contractual maturities of the ~~Company's~~Company’s securities were as follows ($ in thousands):


	Held-to-Maturity Debt Securities				Available-for-Sale Debt Securities
	Amortized		Estimated		Amortized		Estimated
	Cost Basis		Fair Value		Cost Basis		Fair Value
Maturities
Within one year	$	0	$	0	$	0	$	0
After one year through 5 years		93,677		93,677		0		0
After 5 years through 10 years		0		0		0		0
After 10 years		0		0		23,855		28,074
Total	$	93,677	$	93,677	$	23,855	$	28,074

Held-to-Maturity Debt Securities Available-for-Sale Debt Securities
Amortized Cost Basis Estimated Fair Value Amortized Cost Basis Estimated Fair Value
Maturities
Within one year $ — $ — $ — $ —
After one year through 5 years 87,755 87,755 — —
After 5 years through 10 years — — — —
After 10 years — — 20,680 24,611
Total $ 87,755 $ 87,755 $ 20,680 $ 24,611

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

Note 8—Other Investments

The ~~Company's~~Company’s other investments and its proportionate share of earnings (losses) from equity method investments were as follows ($ in thousands):


					Earnings (Losses) from				Earnings (Losses) from
	Carrying Value				Equity Method Investments⁽¹⁾				Equity Method Investments⁽¹⁾
	as of				For the Three Months Ended				For the Six Months Ended
	June 30,		December 31,		June 30,				June 30,
	2021		2020		2021		2020		2021		2020
Real estate equity investments
Safehold Inc. ("SAFE")⁽²⁾	$	988,687	$	937,712	$	9,703	$	8,236	$	21,115	$	27,574
iStar Net Lease II LLC ("Net Lease Venture II")		84,735		78,998		1,599		564		2,600		757
Other real estate equity investments		68,920		89,939		(1,461)		(4,893)		(2,063)		(6,975)
Subtotal		1,142,342		1,106,649		9,841		3,907		21,652		21,356
Other strategic investments⁽³⁾		133,612		69,911		2,856		(1,321)		3,814		(2,158)
Total	$	1,275,954	$	1,176,560	$	12,697	$	2,586	$	25,466	$	19,198

(1)

For the three months ended June 30, 2021 and 2020, earnings (losses) from equity method investments is net of the Company’s pro rata share of $5.5 million and $4.8 million, respectively, of depreciation expense and $17.7 million and $15.7 million, respectively, of interest expense. For the six months ended June 30, 2021 and 2020, earnings (losses) from equity method investments is net of the Company’s pro rata share of $11.1 million and $8.8 million, respectively, of depreciation expense and $33.2 million and $29.4 million, respectively, of interest expense.

(2)

As of June 30, 2021, the Company owned 35.2 million shares of SAFE common stock which, based on the closing price of $78.50 on June 30, 2021, had a market value of $2.8 billion. For the six months ended June 30, 2021 and 2020, equity in earnings includes dilution gains of $0.5 million and $7.9 million, respectively, resulting from SAFE equity offerings.

(3)

During the six months ended June 30, 2021 and 2020, the Company identified observable price changes in an equity security held by the Company as evidenced by orderly private issuances of similar securities by the same issuer. In accordance with ASC 321, the Company remeasured its equity investment at fair value and recognized aggregate mark-to-market gains for the six months ended June 30, 2021 and 2020 of $5.1 million and $9.9 million, respectively, in “Other income” in the Company’s consolidated statements of operations.

Equity (Losses) in Earnings
Carrying Value
as of For the Three Months Ended June 30, For the Six Months
Ended June 30,
June 30, 2020 December 31, 2019 2020 2019 2020 2019
Real estate equity investments
Safehold Inc. ("SAFE")⁽¹⁾
$ 839,557 $ 729,357 $ 8,236 $ 3,814 $ 27,574 $ 11,130
iStar Net Lease II LLC ("Net Lease Venture II") 58,833 30,712 564 (232) 757 (318)
Other real estate equity investments 94,702 104,553 (4,893) 293 (6,975) (1,830)
Subtotal 993,092 864,622 3,907 3,875 21,356 8,982
Other strategic investments⁽²⁾
56,838 43,253 (1,321) (235) (2,158) (33)
Total $ 1,049,930 $ 907,875 $ 2,586 $ 3,640 $ 19,198 $ 8,949

~~(1)~~As of June 30, 2020, the Company owned 33.4 million shares of SAFE common stock which, based on the closing price of $57.49 on June 30, 2020, had a market value of $1.9 billion. For the six months ended June 30, 2020, equity in earnings includes a dilution gain of $7.9 million resulting from a SAFE equity offering in March 2020.

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

~~(2)~~During the six months ended June 30, 2020, the Company identified an observable price change in an equity security held by the Company as evidenced by an orderly private issuance of similar securities by the same issuer. In accordance with ASC 321, the Company remeasured its equity investment at fair value and recognized a mark-to-market gain of $9.9 million in "Other income" in the Company's consolidated statements of operations.

Safehold Inc.—Safehold Inc. ~~("SAFE"~~(“SAFE”) is a publicly-traded company formed by the Company primarily to acquire, own, manage, finance and capitalize ground leases. Ground leases generally represent ownership of the land underlying commercial real estate projects that is net leased by the fee owner of the land to the owners/operators of the real estate projects built thereon ("(“Ground ~~Leases"~~Leases”). As of June 30, ~~2020,~~2021, the Company owned approximately ~~65.4%~~66.0% of ~~SAFE's~~SAFE’s common stock outstanding.

In January 2019, the Company purchased 12.5 million newly designated limited partnership units (the ~~"Investor Units"~~“Investor Units”) in ~~SAFE's~~SAFE’s operating partnership ("(“SAFE ~~OP"~~OP”), at a purchase price of $20.00 per unit, for a total purchase price of $250.0 million. The purpose of the investment was to allow SAFE to fund additional Ground Lease acquisitions and originations. Each Investor Unit received distributions equivalent to distributions declared and paid on one share of SAFE's common stock. The Investor Units had no voting rights. They had limited protective consent rights over certain matters such as amendments to the terms of the Investor Units that would adversely affect the Investor Units. In May 2019, after the approval of ~~SAFE's~~SAFE’s stockholders, the Investor Units were exchanged for shares of ~~SAFE's~~SAFE’s common stock on a ~~one-for-one~~1-for-one basis. Following the exchange, the Investor Units were retired.

In connection with the ~~Company's~~Company’s purchase of the Investor Units, it entered into a ~~Stockholder's~~Stockholder’s Agreement with SAFE on January 2, 2019. The ~~Stockholder's~~Stockholder’s Agreement:

●

limits the Company’s discretionary voting power to 41.9% of the outstanding voting power of SAFE’s common stock until its aggregate ownership of SAFE common stock is less than 41.9%;

●

requires the Company to cast all of its voting power in favor of 3 director nominees to SAFE’s board who are independent of each of the Company and SAFE for three years;

●

subjects the Company to certain standstill provisions; and

●

provides the Company certain preemptive rights.

•~~limits the Company's discretionary voting power~~

iStar Inc.

Notes to ~~41.9%~~Consolidated Financial Statements (Continued)

(unaudited)

Table of ~~the outstanding voting power of SAFE's common stock until its aggregate ownership of SAFE common stock is less than 41.9%;~~Contents

•~~requires the Company to cast all of its voting power in favor of 3 director nominees to SAFE's board who are independent of each of the Company and SAFE for three years;~~

•~~subjects the Company to certain standstill provisions for two years;~~

•~~restricts the Company's ability to transfer shares of SAFE common stock issued in exchange for Investor Units, or "Exchange Shares," for one year after their issuance;~~

•prohibits the Company from transferring shares of SAFE common stock representing more than 20% of the outstanding SAFE common stock in one transaction or a series of related transactions to any person or group, other than pursuant to a widely distributed public offering, unless SAFE's other stockholders have participation rights in the transaction; and

•~~provides the Company certain preemptive rights.~~

In March 2020, the Company acquired 1.7 million shares of ~~SAFE's~~SAFE’s common stock in a private placement for $80.0 million.

A wholly-owned subsidiary of the Company is the external manager of SAFE and is entitled to a management fee. In addition, the Company is also the external manager of a venture in which SAFE is a member. Following are the key terms of the management ~~agreement:~~

•The Company receives a fee equal to 1.0% of total SAFE equity (as defined in the management agreement) up to $1.5 billion; 1.25% of total SAFE equity (for incremental equity of $1.5 billion - $3.0 billion); 1.375% of total SAFE equity (for incremental equity of $3.0 billion - $5.0 billion); and 1.5% of total SAFE equity (for incremental equity over $5.0 billion);

•~~Fee to be paid in cash or in shares of SAFE common stock, at the discretion of SAFE's independent directors;~~

•~~The stock is locked up for two years, subject to certain restrictions;~~

•~~There is no additional performance or incentive fee;~~

•~~The management~~ agreement with SAFE:

●

The Company receives a fee equal to 1.0% of total SAFE equity (as defined in the management agreement) up to $1.5 billion; 1.25% of total SAFE equity (for incremental equity of $1.5 billion - $3.0 billion); 1.375% of total SAFE equity (for incremental equity of $3.0 billion - $5.0 billion); and 1.5% of total SAFE equity (for incremental equity over $5.0 billion);

●

Fee to be paid in cash or in shares of SAFE common stock, at the discretion of SAFE’s independent directors;

●

The stock is locked up for two years, subject to certain restrictions;

●

There is no additional performance or incentive fee;

●

The management agreement is non-terminable by SAFE through June 30, 2023, except for cause; and

●

Automatic annual renewals thereafter, subject to non-renewal upon certain findings by SAFE’s independent directors and payment of termination fee equal to 3 times the prior year’s management fee.

•~~Automatic annual renewals thereafter, subject to non-renewal upon certain findings by SAFE's independent directors and payment of termination fee equal to 3 times the prior year's management fee.~~

During the three months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recorded ~~$3.2~~$3.5 million and ~~$1.5~~$3.2 million, respectively, of management fees pursuant to its management agreement with SAFE. During the six months ended June 30,

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

~~2020~~ 2021 and ~~2019,~~2020, the Company recorded ~~$6.0~~$7.0 million and ~~$3.1~~$6.0 million, respectively, of management fees pursuant to its management agreement with SAFE.

The Company is also entitled to receive certain expense reimbursements, including for the allocable costs of its personnel that perform certain legal, accounting, due diligence tasks and other services that third-party professionals or outside consultants otherwise would perform. The Company has elected not to charge in full certain of the expense reimbursements while SAFE is growing its portfolio. During the three months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recognized ~~$1.3~~$1.9 million and ~~$0.5~~$1.3 million, respectively, of expense reimbursements pursuant to its management agreement with SAFE. During the six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recognized ~~$2.5~~$3.8 million and ~~$1.1~~$2.5 million, respectively, of expense reimbursements pursuant to its management agreement with SAFE.

The Company has an exclusivity agreement with SAFE pursuant to which it agreed, subject to certain exceptions, that it will not acquire, originate, invest in, or provide financing for a third party’s acquisition of, a Ground Lease unless it has first offered that opportunity to SAFE and a majority of its independent directors has declined the opportunity.

Following is a list of investments that the Company has transacted with SAFE, all of which were approved by the ~~Company's~~Company’s and ~~SAFE's~~SAFE’s independent directors, for the periods presented:

In August 2017, the Company committed to provide a $24.0 million loan to the ground lessee of a Ground Lease originated at SAFE. The loan was for the renovation of a medical office building in Atlanta, GA. The Company funded $18.4 million of the loan, which was fully repaid in August 2019. During the three and six months ended June 30, 2019, the Company recorded $0.5 million and $0.9 million, respectively, of interest income on the loan.

In October 2017, the Company closed on a 99-year Ground Lease and a $80.5 million construction financing commitment to support the ground-up development of a to-be-built luxury multi-family ~~project in San Jose, CA.~~project. The transaction ~~includes~~included a combination of: (i) a newly created Ground Lease and a $7.2 million leasehold improvement allowance, which was fully ~~funded as of June 30, 2020;~~funded; and (ii) aan $80.5 million leasehold first mortgage. ~~As of June 30, 2020, $52.9 million of the leasehold first mortgage was funded.~~ During the three months ended June 30, 2020, ~~and 2019,~~ the Company recorded $0.8 million of interest income on the loan. During the six months ended June 30, 2021 and ~~$0.2~~2020, the Company recorded $0.3 million and $1.5 million, respectively, of interest income on the loan. ~~During the six months ended June 30, 2020 and 2019, the Company recorded $1.5 million and $0.3 million, respectively, of interest income on the loan.~~ The Company ~~entered into a forward purchase contract with SAFE under which SAFE would acquire~~sold the Ground Lease to SAFE in ~~November~~September 2020 for ~~approximately~~ $34.0 ~~million.~~

~~In May 2018,~~million and sold the leasehold first mortgage to an entity in which the Company ~~provided~~has a ~~$19.9 million leasehold mortgage loan~~53% equity interest (refer to ~~the ground lessee~~“Other strategic investments” below) in January 2021 for $63.3 million.

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of a Ground Lease originated at SAFE. The loan was for the acquisition of 2 multi-tenant office buildings in Atlanta, GA. The loan was repaid in full in November 2019 and during the three and six months ended June 30, 2019, the Company recorded $0.5 million and$1.1 million, respectively, of interest income on the loan.Contents

In January 2019, the Company committed to provide a $13.3 million loan to the ground lessee of a Ground Lease originated at SAFE. The loan iswas for the conversion of an office building into a multi-family ~~property in Washington, DC. As of June 30, 2020, $13.1 million of the~~property. The loan was ~~funded.~~repaid during the fourth quarter 2020. During the three and six months ended June 30, 2020, ~~and 2019,~~ the Company recorded $0.3 million and ~~$0.2~~$0.5 million, respectively, of interest income on the loan. ~~During the six months ended June 30, 2020 and 2019, the Company recorded $0.5 million and $0.4 million, respectively, of interest income on the loan.~~

~~In February 2019, the Company acquired the leasehold interest in an office property and simultaneously entered into a new 98-year Ground Lease with SAFE (refer to Note 4).~~

In June 2020, Net Lease Venture II (see below) acquired the leasehold interest in an office laboratory property in Honolulu, HI and simultaneously entered into a ~~99 year~~99-year Ground Lease with SAFE.

In February 2021, the Company provided a $50.0 million loan to the ground lessee of a Ground Lease originated at SAFE. The loan was for the Ground Lease tenant’s recapitalization of a hotel property. The Company received $1.9 million of consideration from SAFE in connection with this transaction. As of June 30, 2021, $42.7 million of the loan was funded and during the three and six months ended June 30, 2021, the Company recorded $1.5 million and $2.4 million, respectively, of interest income on the loan.

In March 2021, the Company acquired land and simultaneously structured and entered into with the seller a Ground Lease on which a multi-family project will be constructed. At closing, the Company entered into an agreement with SAFE pursuant to which, subject to certain conditions being met, SAFE will acquire the ground lessor from the Company (refer to Note 7 - Loans receivable held for sale). The Company also committed to provide a $75.0 million construction loan to the Ground Lease tenant.

In June 2021, the Company sold to SAFE its rights under a purchase option agreement for $1.2 million. The Company had previously acquired such purchase option agreement from a third-party property owner for $1.0 million and incurred $0.2 million of expenses. Under the option agreement, upon certain conditions being met by an outside developer who may become the Ground Lease tenant, SAFE has the right to acquire for $215.0 million a property and hold a Ground Lease under approximately 1.1 million square feet of office space that may be developed on the property. NaN gain or loss was recognized by the Company as a result of the sale.

In June 2021, the Company and SAFE entered into 2 agreements pursuant to each of which SAFE would acquire land and a related Ground Lease originated by the Company when certain construction related conditions are met by a specified time period. The purchase price to be paid for each is $42.0 million, plus an amount necessary for the Company to achieve the greater of a 1.25x multiple and a 9% return on its investment. In addition, each Ground Lease provides for a leasehold improvement allowance up to a maximum of $83.0 million, which obligation would be assumed by SAFE upon acquisition. If certain construction conditions are not met within a specified time period, SAFE will have no obligation to acquire the Ground Leases or fund the leasehold improvement allowances. There can be no assurance that the conditions to closing will be satisfied and that SAFE will acquire the properties and Ground Leases from the Company.

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

Net Lease Venture II—In July 2018, the Company entered into a new venture ("(“Net Lease Venture ~~II"~~II”) with an investment strategy similar to the Net Lease Venture. The Net Lease Venture II has a right of first offer on all new net lease investments (excluding Ground Leases) originated by the Company. In June 2021, Net Lease Venture ~~II's~~II’s investment period ~~ends in June~~was extended to December 31, 2021. Net Lease Venture II is a voting interest entity and the Company has an equity interest in the venture of approximately 51.9%. The Company does not have a controlling interest in Net Lease Venture II due to the substantive participating rights of its partner. The Company accounts for its investment in Net Lease Venture II as an equity method investment and is responsible for managing the venture in exchange for a management fee and incentive fee.During the three months ended June 30, ~~2020~~

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

2021 and ~~2019,~~2020, the Company recorded $0.4 million and $0.4 million, respectively, of management fees from Net Lease Venture II.During the six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recorded $0.8 million and $0.8 million, respectively, of management fees from Net Lease Venture II.

In December 2019, Net Lease Venture II closed on a commitment to provide up to $150.0 million in net lease financing for the construction of 3 industrial centers and entered into a 25 year master lease with the tenant. As of June 30, 2020, Net Lease Venture II had funded $67.2 million of its commitment.

In December 2019, Net Lease Venture II closed on the acquisition of 2 grocery distribution centers for $81.8 million, inclusive of assumed debt. The properties are 100% leased with 2 separate coterminous leveraged leases with 6 years remaining on the lease terms.

In December 2018, Net Lease Venture II acquired 4 buildings comprising 168,636 square feet located in Livermore, CA. Net Lease Venture II acquired the buildings for $31.2 million which are 100% leased with 4 separate leases that expire in December 2028.

Other real estate equity investments—As of June 30, ~~2020,~~2021, the ~~Company's~~Company’s other real estate equity investments include equity interests in real estate ventures ranging from ~~20%~~33% to 95%, comprised of investments of ~~$57.6~~$55.3 million in operating properties and ~~$37.1~~$13.6 million in land assets. As of December 31, ~~2019,~~2020, the ~~Company's~~Company’s other real estate equity investments included ~~$61.7~~$58.7 million in operating properties and ~~$42.9~~$31.2 million in land assets.

In August 2018, the Company provided a mezzanine loan with a principal balance of $33.0 million as of June 30, ~~2020~~2021 and December 31, ~~2019~~2020 to an unconsolidated entity in which the Company owns a 50% equity interest. The loan matures in August 2022. As of June 30, ~~2020~~2021, and December 31, ~~2019,~~2020, the loan is included in ~~"Loans~~“Loans receivable and other lending investments, ~~net"~~net” on the ~~Company's~~Company’s consolidated balance sheet. During the three months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recorded $0.6 million and ~~$0.7~~$0.6 million, respectively, of interest income on the mezzanine loan. During the six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recorded ~~$1.2~~$1.1 million and ~~$1.4~~ $1.2 million, respectively, of interest income on the mezzanine loan.

Other strategic investments—As of June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, the Company also had investments in real estate related funds and other strategic investments in real estate entities.

In January 2021, the Company sold 2 loans for $83.4 million to a newly formed entity in which the Company has a 53.0% noncontrolling equity interest. The Company did 0t recognize any gain or loss on the sales. The Company does not have a controlling interest in this entity due to the substantive participating rights of its partner. The Company accounts for this investment as an equity method investment and receives a fixed annual fee in exchange for managing the entity.

Summarized investee financial information—The following table presents the investee level summarized financial information offor the ~~Company's~~Company’s equity method ~~investments~~investment that ~~were~~was significant as of June 30, ~~2020~~2021 ($ in thousands):


	Revenues		Expenses		Net Income Attributable to Parent
For the Six Months Ended June 30, 2021
SAFE	$	87,720	$	57,536	$	31,640

For the Six Months Ended June 30, 2020
SAFE	$	77,518	$	49,200	$	29,861

Revenues Expenses Net Income Attributable to Parent
For the Six Months Ended June 30, 2020
SAFE $ 77,518 $ 49,200 $ 29,861
For the Six Months Ended June 30, 2019
SAFE $ 41,500 $ 24,421 $ 11,142

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Note 9—Other Assets and Other Liabilities

Deferred expenses and other assets, net, consist of the following items ($ in thousands):


	As of
	June 30, 2021		December 31, 2020
Intangible assets, net⁽¹⁾	$	149,620	$	156,041
Restricted cash		53,429		51,933
Operating lease right-of-use assets⁽²⁾		45,894		48,891
Other assets⁽³⁾		20,720		19,453
Other receivables		4,696		10,881
Leasing costs, net⁽⁴⁾		2,631		2,340
Corporate furniture, fixtures and equipment, net⁽⁵⁾		1,852		2,024
Deferred financing fees, net		1,052		1,549
Deferred expenses and other assets, net	$	279,894	$	293,112

(1)

Intangible assets, net includes above market and in-place lease assets and lease incentives related to the acquisition of real estate assets. Accumulated amortization on intangible assets, net was $50.6 million and $44.4 million as of June 30, 2021 and December 31, 2020, respectively. The amortization of above market leases and lease incentive assets decreased operating lease income in the Company’s consolidated statements of operations by $0.3 million and $0.3 million for the three months ended June 30, 2021 and 2020, respectively, and $0.7 million and $0.7 million for the six months ended June 30, 2021 and 2020, respectively. These intangible lease assets are amortized over the remaining term of the lease. The amortization expense for in-place leases was $2.6 million and $2.6 million for the three months ended June 30, 2021 and 2020, respectively, and $5.8 million and $5.3 million for the six months ended June 30, 2021 and 2020, respectively. These amounts are included in “Depreciation and amortization” in the Company’s consolidated statements of operations. As of June 30, 2021, the weighted average remaining amortization period for the Company’s intangible assets was approximately 16.4 years.

(2)

Right-of-use lease assets relate primarily to the Company’s leases of office space. Right-of use lease assets initially equal the lease liability. For operating leases, rent expense is recognized on a straight-line basis over the term of the lease and is recorded in “General and administrative” and “Real estate expense” in the Company’s consolidated statements of operations. During the three months ended June 30, 2021 and 2020, the Company recognized $1.2 million and $1.2 million, respectively, in "General and administrative" and $0.9 million and $0.9 million, respectively, in "Real estate expense" in its consolidated statement of operations relating to operating leases. During the six months ended June 30, 2021 and 2020, the Company recognized $2.5 million and $2.2 million, respectively, in "General and administrative" and $1.8 million and $1.7 million, respectively, in "Real estate expense" in its consolidated statement of operations relating to operating leases.

(3)	Other assets primarily includes prepaid expenses, deposits for certain real estate assets and management fees and expense reimbursements due from SAFE (refer to Note 8).

(4)	Accumulated amortization of leasing costs was $2.2 million and $2.6 million as of June 30, 2021 and December 31, 2020, respectively.

(5)	Accumulated depreciation on corporate furniture, fixtures and equipment was $14.6 million and $14.3 million as of June 30, 2021 and December 31, 2020, respectively.

As of
June 30, 2020 December 31, 2019
Intangible assets, net⁽¹⁾
$ 161,913 $ 174,973
Restricted cash 46,297 45,034
Finance lease right-of-use assets⁽²⁾
144,468 145,209
Operating lease right-of-use assets⁽²⁾
50,832 34,063
Other assets⁽³⁾
17,637 17,534
Other receivables 11,904 16,846
Leasing costs, net⁽⁴⁾
2,954 3,793
Corporate furniture, fixtures and equipment, net⁽⁵⁾
2,333 2,736
Deferred financing fees, net 1,982 2,300
Deferred expenses and other assets, net $ 440,320 $ 442,488

~~(1)~~Intangible assets, net includes above market and in-place lease assets and lease incentives related to the acquisition of real estate assets. Accumulated amortization on intangible assets, net was $39.3 million and $33.4 million as of June 30, 2020 and December 31, 2019, respectively. The amortization of above market leases and lease incentive assets decreased operating lease income in the Company's consolidated statements of operations by $0.3 million and $0.5 million for the three months ended June 30, 2020 and 2019, respectively, and $0.7 million and $1.0 million for the six months ended June 30, 2020 and 2019, respectively. These intangible lease assets are amortized over the remaining term of the lease. The amortization expense for in-place leases was $2.6 million and $2.2 million for the three months ended June 30, 2020 and 2019, respectively, and $5.3 million and $4.5 million for the six months ended June 30, 2020 and 2019, respectively. These amounts are included in "Depreciation and amortization" in the Company's consolidated statements of operations. As of June 30, 2020, the weighted average amortization period for the Company's intangible assets was approximately 17.1 years.

~~(2)~~Right-of-use lease assets relate primarily to the Company's leases of office space and certain of its ground leases. Right-of use lease assets initially equal the lease liability. The lease liability (see table below) equals the present value of the minimum rental payments due under the lease discounted at the rate implicit in the lease or the Company's incremental secured borrowing rate for similar collateral. For operating leases, lease liabilities were discounted at the Company's weighted average incremental secured borrowing rate for similar collateral estimated to be 5.1% and the weighted average lease term is 8.8 years. For finance leases, lease liabilities were discounted at a weighted average rate implicit in the lease of 5.5% and the weighted average lease term is 97.5 years. Right-of-use assets for finance leases are amortized on a straight-line basis over the term of the lease and are recorded in "Depreciation and amortization" in the Company's consolidated statements of operations. During the three months ended June 30, 2020 and 2019, the Company recognized $2.0 million and $1.0 million, respectively, in "Interest expense" and $0.4 million and $0.2 million, respectively, in "Depreciation and amortization" in its consolidated statement of operations relating to finance leases. During the six months ended June 30, 2020 and 2019, the Company recognized $4.1 million and $1.3 million, respectively, in "Interest expense" and $0.7 million and $0.2 million, respectively, in "Depreciation and amortization" in its consolidated statement of operations relating to finance leases. For operating leases, rent expense is recognized on a straight-line basis over the term of the lease and is recorded in "General and administrative" and "Real estate expense" in the Company's consolidated statements of operations (refer to Note 3). During the three months ended June 30, 2020 and 2019, the Company recognized $1.2 million and $0.9 million, respectively, in "General and administrative" and $0.9 million and $0.6 million, respectively, in "Real estate expense" in its consolidated statement of operations relating to operating leases. During the six months ended June 30, 2020 and 2019, the Company recognized $2.2 million and $1.8 million, respectively, in "General and administrative" and $1.7 million and $1.8 million, respectively, in "Real estate expense" in its consolidated statement of operations relating to operating leases.

~~(3)Other assets primarily includes prepaid expenses and deposits for certain real estate assets.~~

~~(4)Accumulated amortization of leasing costs was $2.4 million and $3.3 million as of June 30, 2020 and December 31, 2019, respectively.~~

~~(5)Accumulated depreciation on corporate furniture, fixtures and equipment was $13.7 million and $13.1 million as of June 30, 2020 and December 31, 2019, respectively.~~

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

Accounts payable, accrued expenses and other liabilities consist of the following items ($ in thousands):


	As of
	June 30, 2021		December 31, 2020
Other liabilities⁽¹⁾	$	81,056		91,513
Accrued expenses		104,716		94,724
Intangible liabilities, net⁽²⁾		47,492		48,738
Operating lease liabilities (see table above)		48,645		50,072
Accrued interest payable		33,428		32,355
Accounts payable, accrued expenses and other liabilities	$	315,337	$	317,402

(1)

As of June 30, 2021 and December 31, 2020, other liabilities includes $33.0 million and $36.9 million, respectively, of deferred income. As of June 30, 2021 and December 31, 2020, other liabilities includes $13.5 million and $19.0 million, respectively, of derivative liabilities. As of June 30, 2021 and December 31, 2020, other liabilities includes $1.0 million and $1.0 million, respectively, of expected credit losses for unfunded loan commitments.

(2)

Intangible liabilities, net includes below market lease liabilities related to the acquisition of real estate assets. Accumulated amortization on below market lease liabilities was $8.8 million and $7.5 million as of June 30, 2021 and December 31, 2020, respectively. The amortization of below market leases increased operating lease income in the Company's consolidated statements of operations by $0.6 million and $0.6 million for the three months ended June 30, 2021 and 2020, respectively, and $1.2 million and $1.2 million for the six months ended June 30, 2021 and 2020, respectively.

As of
June 30, 2020 December 31, 2019
Other liabilities⁽¹⁾
$ 80,757 81,709
Accrued expenses 82,860 83,778
Finance lease liabilities (see table above) 149,131 147,749
Intangible liabilities, net⁽²⁾
49,983 51,223
Operating lease liabilities (see table above) 51,330 34,182
Accrued interest payable 31,496 25,733
Accounts payable, accrued expenses and other liabilities $ 445,557 $ 424,374

~~(1)~~As of June 30, 2020 and December 31, 2019, other liabilities includes $26.5 million and $27.5 million, respectively, of deferred income. As of June 30, 2020 and December 31, 2019, other liabilities includes $21.9 million and $8.7 million, respectively, of derivative liabilities. As of June 30, 2020, other liabilities includes $2.4 million of expected credit losses for unfunded loan commitments.

~~(2)~~Intangible liabilities, net includes below market lease liabilities related to the acquisition of real estate assets. Accumulated amortization on below market lease liabilities was $6.3 million and $5.0 million as of June 30, 2020 and December 31, 2019, respectively. The amortization of below market leases increased operating lease income in the Company's consolidated statements of operations by $0.6 million and $0.6 million for the three months ended June 30, 2020 and 2019, respectively, and $1.2 million and $1.1 million for the six months ended June 30, 2020 and 2019, respectively.

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

Note 10—Loan Participations Payable, net

The ~~Company's loan participations payable, net were as follows ($ in thousands):~~

Carrying Value as of
June 30, 2020 December 31, 2019
Loan participations payable⁽¹⁾
$ 40,165 $ 35,656
Debt premiums, discounts and deferred financing costs, net (68) (18)
Total loan participations payable, net $ 40,097 $ 35,638

~~(1)As of June 30, 2020 and December 31, 2019, the~~ Company had 1 loan participation payable with a carrying value of $42.5 million and an interest rate of 6.0% ~~and 6.3%, respectively.~~

as of December 31, 2020. The loan was repaid in the first quarter 2021.

Loan participations represent transfers of financial assets that did not meet the sales criteria established under ASC Topic 860 and are accounted for as loan participations payable, net as of ~~June 30, 2020 and~~ December 31, ~~2019.~~2020. As of ~~June 30, 2020 and~~ December 31, ~~2019,~~2020, the corresponding loan receivable ~~balances were $40.1~~balance was $42.5 million and ~~$35.6 million, respectively, and are~~is included in ~~"Loans~~“Loans receivable and other lending investments, ~~net"~~net” on the ~~Company's~~Company’s consolidated balance sheets. The principal and interest due on ~~these~~ loan participations payable are paid from cash flows of the corresponding loans receivable, which serve as collateral for the participations.

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Note 11—Debt Obligations, net

The ~~Company's~~Company’s debt obligations were as follows ($ in thousands):


	Carrying Value as of				Stated		Scheduled
	June 30, 2021		December 31, 2020		Interest Rates		Maturity Date
Secured credit facilities and mortgages:
Revolving Credit Facility	$	0	$	0	LIBOR + 2.00	% ⁽¹⁾	September 2022
Senior Term Loan		491,875		491,875	LIBOR + 2.75	% ⁽²⁾	June 2023
Mortgages collateralized by net lease assets		710,175		721,075	1.65% - 7.26	% ⁽³⁾
Total secured credit facilities and mortgages⁽⁴⁾		1,202,050		1,212,950
Unsecured notes:
3.125% senior convertible notes⁽⁵⁾		287,500		287,500	3.125	%	September 2022
4.75% senior notes⁽⁶⁾		775,000		775,000	4.75	%	October 2024
4.25% senior notes⁽⁷⁾		550,000		550,000	4.25	%	August 2025
5.50% senior notes⁽⁸⁾		400,000		400,000	5.50	%	February 2026
Total unsecured notes		2,012,500		2,012,500
Other debt obligations:
Trust preferred securities		100,000		100,000	LIBOR + 1.50	%	October 2035
Total debt obligations		3,314,550		3,325,450
Debt discounts and deferred financing costs, net⁽⁹⁾		(25,069)		(38,475)
Total debt obligations, net⁽¹⁰⁾	$	3,289,481	$	3,286,975

(1)

The Revolving Credit Facility bears interest at the Company’s election of either: (i) a base rate, which is the greater of (a) prime, (b) federal funds plus 0.50% or (c) LIBOR plus 1.0% and subject to a margin ranging from 1.00% to 1.50%; or (ii) LIBOR subject to a margin ranging from 2.00% to 2.50%. At maturity, the Company may convert outstanding borrowings to a one year term loan which matures in quarterly installments through September 2023.

(2)	The loan bears interest at the Company’s election of either: (i) a base rate, which is the greater of (a) prime, (b) federal funds plus 0.50% or (c) LIBOR plus 1.0% and subject to a margin of 1.75%; or (ii) LIBOR subject to a margin of 2.75%.

(3)	As of June 30, 2021, the weighted average interest rate of these loans is 4.4%, inclusive of the effect of interest rate swaps.

(4)	As of June 30, 2021, $2.0 billion net carrying value of assets served as collateral for the Company’s secured debt obligations.

(5)

The Company’s 3.125% senior convertible fixed rate notes due September 2022 (“3.125% Convertible Notes”) are convertible at the option of the holders at any time prior to the close of business on the business day immediately preceding September 15, 2022. The conversion rate as of June 30, 2021 was 71.2325 shares per $1,000 principal amount of 3.125% Convertible Notes, which equals a conversion price of $14.04 per share. The conversion rate is subject to adjustment from time to time for specified events. Upon conversion, the Company will pay or deliver, as the case may be, a combination of cash and shares of its common stock. As of December 31, 2020, the carrying value of the 3.125% Convertible Notes was $275.1 million, net of fees, and the unamortized discount of the 3.125% Convertible Notes was $10.2 million, net of fees. Upon the adoption of ASU 2020-06 on January 1, 2021, the Company reclassed the unamortized discount to shareholders equity (refer to Note 3). During the three months ended June 30, 2021 and 2020, the Company recognized $2.2 million and $2.2 million, respectively, of contractual interest and during the three months ended June 30, 2020, the Company recognized $1.3 million of discount amortization on the 3.125% Convertible Notes. During the six months ended June 30, 2021 and 2020, the Company recognized $4.5 million and $4.5 million, respectively, of contractual interest and during the six months ended June 30, 2020, the Company recognized $2.6 million of discount amortization on the 3.125% Convertible Notes. The effective interest rate for the three and six months ended June 30, 2020 was 5.2%.

(6)	The Company can prepay these senior notes without penalty beginning July 1, 2024.

(7)	The Company can prepay these senior notes without penalty beginning May 1, 2025.

(8)	The Company can prepay these senior notes without penalty beginning August 15, 2024.

(9)	On January 1, 2021, the Company adopted ASU 2020-06 and reclassed $10.0 million of debt discount and unamortized fees from the 3.125% Convertible Notes to shareholders’ equity on the Company’s consolidated balance sheet (refer to Note 3).

(10)	The Company capitalized interest relating to development activities of $0.2 million and $0.6 million during the three months ended June 30, 2021 and 2020, respectively, and $0.5 million and $1.1 million during the six months ended June 30, 2021 and 2020, respectively.

Carrying Value as of Stated
Interest Rates Scheduled
Maturity Date
June 30, 2020 December 31, 2019
Secured credit facilities and mortgages:
Revolving Credit Facility $ — $ — LIBOR + 2.00%
⁽¹⁾
September 2022
Senior Term Loan 491,875 491,875 LIBOR + 2.75%
⁽²⁾
June 2023
Mortgages collateralized by net lease assets⁽³⁾
720,871 721,118 1.71% - 7.26%
⁽³⁾
Total secured credit facilities and mortgages 1,212,746 1,212,993
Unsecured notes:
6.00% senior notes⁽⁴⁾
— 110,545 6.00% —
5.25% senior notes⁽⁵⁾
400,000 400,000 5.25% September 2022
3.125% senior convertible notes⁽⁶⁾
287,500 287,500 3.125% September 2022
4.75% senior notes⁽⁷⁾
775,000 775,000 4.75% October 2024
4.25% senior notes⁽⁸⁾
550,000 550,000 4.25% August 2025
Total unsecured notes 2,012,500 2,123,045
Other debt obligations:
Trust preferred securities 100,000 100,000 LIBOR + 1.50% October 2035
Total debt obligations 3,325,246 3,436,038
Debt discounts and deferred financing costs, net (42,184) (48,958)
Total debt obligations, net⁽⁹⁾
$ 3,283,062 $ 3,387,080

~~(1)~~The Revolving Credit Facility bears interest at the Company's election of either: (i) a base rate, which is the greater of (a) prime, (b) federal funds plus 0.50% or (c) LIBOR plus 1.0% and subject to a margin ranging from 1.00% to 1.50%; or (ii) LIBOR subject to a margin ranging from 2.00% to 2.50%. At maturity, the Company may convert outstanding borrowings to a one year term loan which matures in quarterly installments through September 2023.

~~(2)~~The loan bears interest at the Company's election of either: (i) a base rate, which is the greater of (a) prime, (b) federal funds plus 0.50% or (c) LIBOR plus 1.0% and subject to a margin of 1.75%; or (ii) LIBOR subject to a margin of 2.75%.

~~(3)As of June 30, 2020, the weighted average interest rate of these loans is 4.4%, inclusive of the effect of interest rate swaps.~~

~~(4)The Company repaid these senior notes in January 2020.~~

~~(5)The Company can prepay these senior notes without penalty beginning September 15, 2021.~~

~~(6)~~The Company's 3.125% senior convertible fixed rate notes due September 2022 ("3.125% Convertible Notes") are convertible at the option of the holders at any time prior to the close of business on the business day immediately preceding September 15, 2022. The conversion rate as of June 30, 2020 was 69.1041 shares per $1,000 principal amount of 3.125% Convertible Notes, which equals a conversion price of $14.47 per share. The conversion rate is subject to adjustment from time to time for specified events. Upon conversion, the Company will pay or deliver, as the case may be, a combination of cash and shares of its common stock. At issuance in September 2017, the Company valued the liability component at $221.8 million, net of fees, and the equity component of the conversion feature at $22.5 million, net of fees, and recorded the equity component in "Additional paid-in capital" on the Company's consolidated balance sheet. In October 2017, the initial purchasers of the 3.125% Convertible Notes exercised their option to purchase an additional $37.5 million aggregate principal amount of the 3.125% Convertible Notes. At issuance, the Company valued the liability component at $34.0 million, net of fees, and the equity component of the conversion feature at $3.4 million, net of fees, and recorded the equity component in "Additional paid-in capital" on the Company's consolidated balance sheet. As of June 30, 2020, the carrying value of the 3.125% Convertible Notes was $271.8 million, net of fees, and the unamortized discount of the 3.125% Convertible Notes was $12.9 million, net of fees. As of December 31, 2019, the carrying value of the 3.125% Convertible Notes was $268.7 million, net of fees, and the unamortized discount of the 3.125% Convertible Notes was $15.5 million, net of fees. During the three months ended June 30, 2020 and 2019, the Company recognized $2.2 million and $2.2 million, respectively, of contractual interest and $1.3 million and $1.2 million, respectively, of discount amortization on the 3.125% Convertible Notes. During the six months ended June 30, 2020 and 2019, the Company recognized $4.5 million and $4.5 million, respectively, of contractual interest and $2.6 million and $2.5 million, respectively, of discount amortization on the 3.125% Convertible Notes. The effective interest rate was 5.2%.

~~(7)The Company can prepay these senior notes without penalty beginning July 1, 2024.~~

~~(8)The Company can prepay these senior notes without penalty beginning May 1, 2025.~~

~~(9)~~The Company capitalized interest relating to development activities of $0.6 million and $3.5 million during the three months ended June 30, 2020 and 2019, respectively, and $1.1 million and $6.5 million during the six months ended June 30, 2020 and 2019, respectively.

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Future Scheduled Maturities—As of June 30, ~~2020,~~2021, future scheduled maturities of outstanding debt obligations are as follows ($ in thousands):


	Unsecured Debt		Secured Debt		Total
2021 (remaining six months)	$	0	$	101,011	$	101,011
2022		287,500		95,867		383,367
2023		0		491,875		491,875
2024		775,000		0		775,000
2025		550,000		270,890		820,890
Thereafter		500,000		242,407		742,407
Total principal maturities		2,112,500		1,202,050		3,314,550
Unamortized discounts and deferred financing costs, net		(19,782)		(5,287)		(25,069)
Total debt obligations, net	$	2,092,718	$	1,196,763	$	3,289,481

Unsecured Debt Secured Debt Total
2020 (remaining six months) $ — $ — $ —
2021 — 157,628 157,628
2022 687,500 47,351 734,851
2023 — 491,875 491,875
2024 775,000 — 775,000
Thereafter 650,000 515,892 1,165,892
Total principal maturities 2,112,500 1,212,746 3,325,246
Unamortized discounts and deferred financing costs, net (35,304) (6,880) (42,184)
Total debt obligations, net $ 2,077,196 $ 1,205,866 $ 3,283,062

Senior Term Loan—~~In June 2018, the~~The Company ~~amended its~~has a $650.0 million senior term loan (the ~~"Senior~~“Senior Term ~~Loan"~~Loan”) ~~to increase the amount of the loan to $650.0 million, reduce the~~that bears interest ~~rate to~~at LIBOR plus 2.75% per annum and ~~extend its maturity to~~matures in June 2023. The Senior Term Loan is secured by pledges of equity of certain subsidiaries that own a defined pool of assets. The Senior Term Loan permits substitution of collateral, subject to overall collateral pool coverage and concentration limits, over the life of the facility. The Company may make optional prepayments, subject to prepayment ~~fees, and is required to repay 0.25%~~fees. As of June 30, 2021, the ~~principal amount each quarter.~~

outstanding balance on the Company’s Senior Term Loan was $491.9 million.

Revolving Credit Facility—~~In September 2019, the~~The Company ~~amended its~~has a secured revolving credit facility (the ~~"Revolving~~“Revolving Credit ~~Facility"~~Facility”) ~~to increase the~~with a maximum capacity toof $350.0 million ~~extend the maturity date to~~that matures in September ~~2022 and make certain other changes.~~2022. Outstanding borrowings under the Revolving Credit Facility are secured by ~~a pledge~~pledges of the equity interests in the ~~Company's~~Company’s subsidiaries that own a defined pool of assets. Borrowings under this credit facility bear interest at a floating rate indexed to one of several base rates plus a margin which adjusts upward or downward based upon the ~~Company's~~Company’s corporate credit rating, ranging from 1.0% to 1.5% in the case of base rate loans and from 2.0% to 2.5% in the case of LIBOR loans. In addition, there is an undrawn credit facility commitment fee that ranges from 0.25% to 0.45%, based on corporate credit ratings. At maturity, the Company may convert outstanding borrowings to a one year term loan which matures in quarterly installments through September 2023. As of June 30, ~~2020,~~2021, based on the ~~Company's~~Company’s borrowing base of assets, the Company had the ability to draw ~~$350.0~~$341.7 million without pledging any additional assets to the facility.

Unsecured Notes—~~In September 2019,~~As of June 30, 2021, the Company ~~issued $675.0 million principal amount of 4.75%~~has senior unsecured notes ~~due October 2024. Proceeds~~outstanding with varying fixed-rates and maturities ranging from ~~the offering, together with cash on hand, were used~~September 2022 to ~~repay in full the $400.0 million principal amount outstanding of the 4.625%~~February 2026. The Company’s senior unsecured notes ~~due September 2020 and~~are interest only, are generally redeemable at the ~~$275.0 million principal amount outstanding~~option of the ~~6.50% senior unsecured notes due July 2021. In November 2019, the~~ Company ~~issued an additional $100.0 million principal amount of 4.75% senior unsecured notes due October 2024 at 102% of par, representing a yield to maturity of 4.29%.~~

In December 2019, the Company issued $550.0 million principal amount of 4.25% senior unsecured notes due August 2025. Proceeds from the offering were used to redeem the $375.0 million principal amount outstanding ($110.5 million was redeemed in January 2020) of the 6.00% senior unsecured notes due April 2022, repay a portion of the borrowings outstanding under the Senior Term Loan and ~~pay related premiums and expenses in connection with the transaction.~~

contain certain financial covenants (see below).

During the six months ended June 30, 2020, repayments of unsecured notes prior to maturity resulted in losses on early extinguishment of debt of $4.1 million.

~~Table~~ This amount is included in “Loss on early extinguishment of ~~Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

~~Collateral Assets~~debt, net” in the Company’s consolidated statements of operations.

Debt Covenants—The carrying value of the Company's assets that are directly pledged or are held by subsidiaries whose equity is pledged as collateral to secure the Company's obligations under its secured debt facilities are as follows, by asset type ($ in thousands):

As of
June 30, 2020 December 31, 2019

Collateral Assets⁽¹⁾
Non-Collateral Assets
Collateral Assets⁽¹⁾
Non-Collateral Assets
Real estate, net $ 1,388,395 $ 107,673 $ 1,409,585 $ 117,634
Real estate available and held for sale — 32,163 — 8,650
Net investment in leases⁽²⁾
424,674 — 418,915 —
Land and development, net — 504,577 — 580,545
Loans receivable and other lending investments, net⁽³⁾⁽⁴⁾
281,032 494,487 233,104 566,050
Other investments — 1,049,930 — 907,875
Cash and other assets — 584,419 — 814,044
Total $ 2,094,101 $ 2,773,249 $ 2,061,604 $ 2,994,798

~~(1)~~The Senior Term Loan and the Revolving Credit Facility are secured only by pledges of equity of certain of the Company's subsidiaries and not by pledges of the assets held by such subsidiaries. Such subsidiaries are subject to contractual restrictions under the terms of such credit facilities, including restrictions on incurring new debt (subject to certain exceptions). As of June 30, 2020, Collateral Assets includes $472.1 million carrying value of assets held by entities whose equity interests are pledged as collateral for the Revolving Credit Facility that is undrawn at June 30, 2020.

~~(2)As of June 30, 2020, the amount presented excludes an allowance for net investment of leases of $10.9 million.~~

~~(3)As of June 30, 2020 and December 31, 2019, the amounts presented exclude a general allowance for loan losses of $13.9 million and $6.9 million, respectively.~~

~~(4)As of June 30, 2020 and December 31, 2019, the amounts presented exclude loan participations of $40.1 million and $35.6 million, respectively.~~

~~Debt Covenants~~

~~The Company's~~Company’s outstanding unsecured debt securities contain corporate level covenants that include a covenant to maintain a ratio of unencumbered assets to unsecured indebtedness, as such terms are defined in the indentures governing the debt securities, of at least 1.2x and a covenant ~~not to incur additional indebtedness (except for~~restricting certain incurrences of ~~permitted debt), if~~debt based on a ~~pro forma basis the Company's consolidated~~ fixed charge coverage ~~ratio, determined in accordance with the indentures governing the Company's debt securities, is 1.5x or lower.~~ratio. If any of the ~~Company's~~Company’s covenants are breached and not cured within applicable cure periods, the breach could result in acceleration of its debt securities unless a waiver or modification is agreed upon with the requisite percentage of the bondholders. If the Company's ability to incur additional indebtedness under the fixed charge coverage ratio is limited, the Company is permitted to incur indebtedness for the purpose of refinancing existing indebtedness and for other permitted general corporate purposes under the indentures.

The ~~Company's~~Company’s Senior Term Loan and the Revolving Credit Facility contain certain covenants, including covenants relating to collateral coverage, restrictions on fundamental changes, transactions with affiliates, matters relating to the liens granted to the lenders and the delivery of information to the lenders. In particular, the Senior Term Loan requires the Company to maintain collateral coverage of at least 1.25x outstanding borrowings on the facility. The Revolving Credit Facility is secured by a borrowing base of assets and requires the Company to maintain both borrowing base asset value

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

of at least 1.5x outstanding borrowings on the facility and a consolidated ratio of cash flow to fixed charges of at least 1.5x. The Revolving Credit Facility does not require that proceeds from the borrowing base be used to pay down outstanding borrowings provided the borrowing base asset value remains at least 1.5x outstanding borrowings on the facility. To satisfy this covenant, the Company has the option to pay down outstanding borrowings or substitute assets in the borrowing base. Under both the Senior Term Loan and the Revolving Credit Facility the Company is permitted to pay dividends provided that no material default (as defined in the relevant agreement) has occurred and is continuing or would result therefrom and the Company remains in compliance with its financial covenants after giving effect to the dividend.

The ~~Company's~~Company’s Senior Term Loan and the Revolving Credit Facility contain cross default provisions that would allow the lenders to declare an event of default and accelerate the ~~Company's~~Company’s indebtedness to them if the Company fails to pay amounts due in respect of its other recourse indebtedness in excess of specified thresholds or if the lenders under such other indebtedness are otherwise permitted to accelerate such indebtedness for any reason. The indentures governing the ~~Company's~~Company’s unsecured public debt securities permit the bondholders to declare an event of default and accelerate the ~~Company's~~Company’s indebtedness to them

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

if the ~~Company's~~Company’s other recourse indebtedness in excess of specified thresholds is not paid at final maturity or if such indebtedness is accelerated.

Note 12—Commitments and Contingencies

Unfunded Commitments—The Company generally funds construction and development loans and build-outs of space in real estate assets over a period of time if and when the borrowers and tenants meet established milestones and other performance criteria. The Company refers to these arrangements as Performance-Based Commitments. In addition, the Company has committed to invest capital in several real estate funds and other ventures. These arrangements are referred to as Strategic Investments.

As of June 30, ~~2020,~~2021, the maximum amount of fundings the Company may be required to make under each category, assuming all performance hurdles and milestones are met under the Performance-Based Commitments and that 100% of its capital committed to Strategic Investments is drawn down, are as follows ($ in thousands):


	Loans and Other
	Lending		Real		Other
	Investments		Estate		Investments		Total
Performance-Based Commitments	$	94,398	$	71,702	$	33,790	$	199,890
Strategic Investments		0		0		14,934		14,934
Total	$	94,398	$	71,702	$	48,724	$	214,824

Loans and Other Lending Investments⁽¹⁾
Real Estate⁽²⁾
Other
Investments Total
Performance-Based Commitments $ 117,988 $ 70,131 $ 42,250 $ 230,369
Strategic Investments — — 11,601 11,601
Total $ 117,988 $ 70,131 $ 53,851 $ 241,970

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

~~(1)Excludes $9.8 million~~Table of ~~commitments on loan participations sold that are not the obligation of the Company.~~Contents

~~(2)Includes a commitment to invest up to $55.0 million in additional bowling centers over the next several years (refer to Note 5).~~

Other Commitments—Future minimum lease obligations under non-cancelable operating and finance leases as of June 30, ~~2020~~2021 are as follows ($ in thousands):


	Operating⁽¹⁾⁽²⁾		Finance⁽¹⁾
2021 (remaining six months)	$	2,588	$	2,763
2022		6,756		5,604
2023		6,393		5,716
2024		6,309		5,830
2025		6,297		5,946
Thereafter		496		1,567,826
Total undiscounted cash flows		28,839		1,593,685
Present value discount⁽¹⁾		(3,128)		(1,441,760)
Other adjustments⁽²⁾		22,934		0
Lease liabilities	$	48,645	$	151,925

(1)

The lease liability equals the present value of the minimum rental payments due under the lease discounted at the rate implicit in the lease or the Company’s incremental secured borrowing rate for similar collateral. For operating leases, lease liabilities were discounted at the Company’s weighted average incremental secured borrowing rate for similar collateral estimated to be 5.1% and the weighted average remaining lease term is 7.8 years. The weighted average remaining lease term for the Company’s operating leases, excluding operating leases for which the Company’s tenants pay rent on its behalf, was 5.1 years and the weighted average discount rate was 5.0%. For finance leases, which relate primarily to the Company’s Ground Leases with SAFE, lease liabilities were discounted at a weighted average rate implicit in the lease of 5.5% and the weighted average remaining lease term is 96.5 years. Right-of-use assets for finance leases are amortized on a straight-line basis over the term of the lease and are recorded in “Depreciation and amortization” in the Company’s consolidated statements of operations. During the three months ended June 30, 2021 and 2020, the Company recognized $2.1 million and $2.0 million, respectively, in "Interest expense" and $0.4 million and $0.4 million, respectively, in "Depreciation and amortization" in its consolidated statement of operations relating to finance leases. During the six months ended June 30, 2021 and 2020, the Company recognized $4.1 million and $4.1 million, respectively, in "Interest expense" and $0.7 million and $0.7 million, respectively, in "Depreciation and amortization" in its consolidated statement of operations relating to finance leases. During the three months ended June 30, 2021 and 2020, the Company made payments of $0.4 million and $1.1 million, respectively, related to its operating leases and $1.4 million and $1.3 million, respectively, related to its finance leases with SAFE. During the six months ended June 30, 2021 and 2020, the Company made payments of $1.2 million and $2.1 million, respectively, related to its operating leases and $2.7 million and $2.7 million, respectively, related to its finance leases with SAFE.

(2)

The Company is obligated to pay ground rent under certain operating leases; however, the Company’s tenants at the properties pay this expense directly under the terms of various subleases and these amounts are excluded from lease obligations. The amount shown above is the net present value of the payments to be made by the Company’s tenants on its behalf.

Operating⁽¹⁾⁽²⁾
Finance⁽¹⁾
2020 (remaining six months) $ 2,107 $ 2,709
2021 3,624 5,494
2022 6,561 5,604
2023 6,190 5,716
2024 6,080 5,830
Thereafter 6,576 1,573,773
Total undiscounted cash flows 31,138 1,599,126
Present value discount⁽¹⁾
(4,427) (1,449,995)
Other adjustments⁽²⁾
24,619 —
Lease liabilities $ 51,330 $ 149,131

~~(1)~~During the three months ended June 30, 2020 and 2019, the Company made payments of $1.1 million and $1.0 million, respectively, related to its operating leases and $1.3 million and $0.7 million, respectively, related to its finance leases. During the six months ended June 30, 2020 and 2019, the Company made payments of $2.1 million and $2.0 million, respectively, related to its operating leases and $2.7 million and $0.9 million, respectively, related to its finance leases. The weighted average lease term for the Company's operating leases, excluding operating leases for which the Company's tenants pay rent on its behalf, was 6.0 years and the weighted average discount rate was 5.0%. The weighted average lease term for the Company's finance leases was 97.5 years and the weighted average discount rate was 5.5%.

~~(2)~~The Company is obligated to pay ground rent under certain operating leases; however, the Company's tenants at the properties pay this expense directly under the terms of various subleases and these amounts are excluded from lease obligations. The amount shown above is the net present value of the payments to be made by the Company's tenants on its behalf.

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

Future minimum lease obligations under non-cancelable operating and finance leases as of December 31, ~~2019~~2020 are as follows ($ in thousands):


	Operating⁽¹⁾⁽²⁾		Finance⁽¹⁾
2021	$	3,797	$	5,494
2022		6,756		5,604
2023		6,393		5,716
2024		6,309		5,830
2025		6,297		5,946
Thereafter		496		1,567,826
Total undiscounted cash flows		30,048		1,596,416
Present value discount⁽¹⁾		(3,771)		(1,445,896)
Other adjustments⁽²⁾		23,795		0
Lease liabilities	$	50,072	$	150,520

(1)

The weighted average remaining lease term for the Company’s operating leases, excluding operating leases for which the Company’s tenants pay rent on its behalf, was 5.6 years and the weighted average discount rate was 5.5%. The weighted average remaining lease term for the Company’s finance leases was 97 years and the weighted average discount rate was 5.5%.

(2)

Operating⁽¹⁾⁽²⁾
Finance⁽¹⁾
2020 $ 4,167 $ 5,386
2021 1,803 5,494
2022 1,098 5,604
2023 728 5,716
2024 617 5,830
Thereafter 1,447 1,573,824
Total undiscounted cash flows 9,860 1,601,854
Present value discount⁽¹⁾
(1,057) (1,454,105)
Other adjustments⁽²⁾
25,379 —
Lease liabilities $ 34,182 $ 147,749

~~(1)~~The weighted average lease term for the Company's operating leases, excluding operating leases for which the Company's tenants pay rent on its behalf, was 4.2 years and the weighted average discount rate was 5.6%. The weighted average lease term for the Company's finance leases was 93 years and the weighted average discount rate was 5.4%.

~~(2)The Company is obligated~~

iStar Inc.

Notes to ~~pay ground rent under certain operating leases; however, the Company's tenants at the properties pay this expense directly under the terms~~Consolidated Financial Statements (Continued)

(unaudited)

Table of ~~various subleases and these amounts are excluded from lease obligations. The amount shown above is the net present value of the payments to be made by the Company's tenants on its behalf.~~Contents

Legal Proceedings—The Company and/or one or more of its subsidiaries is party to various pending litigation matters that are considered ordinary routine litigation incidental to the ~~Company's~~Company’s business as a finance and investment company focused on the commercial real estate industry, including foreclosure-related proceedings. The Company believes it is not a party to, nor are any of its properties the subject of, any pending legal proceeding that would have a material adverse effect on the Company’s consolidated financial statements.

Note 13—Derivatives

The ~~Company's~~Company’s use of derivative financial instruments has historically been limited to the utilization of interest rate swaps, interest rate caps and foreign exchange contracts. The principal objective of such financial instruments is to minimize the risks and/or costs associated with the ~~Company's~~Company’s operating and financial structure and to manage its exposure to interest rates and foreign exchange rates. The Company may have derivatives that are not designated as hedges because they do not meet the strict hedge accounting requirements. Although not designated as hedges, such derivatives are entered into to manage the ~~Company's~~Company’s exposure to interest rate movements and other identified risks.

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

The table below presents the fair value of the ~~Company's~~Company’s derivative financial instruments as well as their classification on the consolidated balance sheets as of June 30, ~~2020~~2021 and December 31, ~~2019~~2020 ($ in thousands):⁽¹⁾:


	Derivative Liabilities
	Balance Sheet	Fair
As of June 30, 2021	Location	Value
Derivatives Designated in Hedging Relationships
Interest rate swaps	Accounts payable, accrued expenses and other liabilities	$	13,481
Total		$	13,481

As of December 31, 2020
Derivatives Designated in Hedging Relationships
Interest rate swaps	Accounts payable, accrued expenses and other liabilities	$	18,926
Total		$	18,926

(1)

~~Derivative Assets~~

~~Derivative Liabilities~~

~~As of June 30, 2020~~

Balance Sheet
Location

Fair
Value

Balance Sheet
Location

Fair
Value

~~Derivatives Designated in Hedging Relationships~~

~~Interest rate swaps~~

~~Deferred expenses and~~Over the next 12 months, the Company expects that $9.8 million related to cash flow hedges will be reclassified from “Accumulated other ~~assets, net~~

—

~~Accounts payable, accrued expenses and other liabilities~~

~~21,852~~

~~Total~~

—

~~21,852~~

comprehensive income (loss)” as an increase to interest expense.

Derivative Assets Derivative Liabilities
As of December 31, 2019 Balance Sheet
Location Fair
Value Balance Sheet
Location Fair
Value
Derivatives Designated in Hedging Relationships
Interest rate swaps Deferred expenses and other assets, net $ 114 Accounts payable, accrued expenses and other liabilities $ 8,680
Total $ 114 $ 8,680

iStar Inc.

~~(1)Over the next 12 months, the Company expects that $9.1 million related~~

Notes to ~~cash flow hedges will be reclassified from "Accumulated other comprehensive income (loss)" as an increase to interest expense.~~Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

The ~~tables~~table below ~~present~~presents the effect of the ~~Company's~~Company’s derivative financial instruments, including the ~~Company's~~Company’s share of derivative financial instruments at certain of its equity method investments, in the consolidated statements of operations and the consolidated statements of comprehensive income (loss) ($ in thousands):


		Amount of Gain		Amount of Gain
	Location of Gain	(Loss) Recognized in		(Loss) Reclassified
	(Loss)	Accumulated Other		from Accumulated
Derivatives Designated in	When Recognized in	Comprehensive		Other Comprehensive
Hedging Relationships	Income	Income		Income into Earnings
For the Three Months Ended June 30, 2021
Interest rate swaps	Interest expense	$	(763)	$	(2,029)
Interest rate swaps	Earnings from equity method investments		(1)		(457)

For the Three Months Ended June 30, 2020
Interest rate swaps	Interest expense	$	(2,365)	$	(1,799)
Interest rate swaps	Earnings from equity method investments		(986)		(307)

For the Six Months Ended June 30, 2021
Interest rate swaps	Interest expense	$	2,556	$	(4,133)
Interest rate swaps	Earnings from equity method investments		8,655		(691)

For the Six Months Ended June 30, 2020
Interest rate swaps	Interest Expense	$	(14,970)	$	(2,887)
Interest rate swaps	Earnings from equity method investments		(16,157)		(533)

Derivatives Designated in Hedging Relationships Location of Gain (Loss)
When Recognized in Income Amount of Gain (Loss) Recognized in Accumulated Other Comprehensive Income Amount of Gain (Loss) Reclassified from Accumulated Other Comprehensive Income into Earnings
For the Three Months Ended June 30, 2020
Interest rate swaps Earnings from equity method investments $ (986) $ (307)
Interest rate swaps Interest expense (2,365) (1,799)
For the Three Months Ended June 30, 2019
Interest rate swaps Interest Expense (12,951) (266)
Interest rate swaps Earnings from equity method investments (8,036) 9
For the Six Months Ended June 30, 2020
Interest rate swaps Earnings from equity method investments (16,157) (533)
Interest rate swaps Interest expense (14,970) (2,887)
For the Six Months Ended June 30, 2019
Interest rate swaps Interest Expense (20,773) (417)
Interest rate swaps Earnings from equity method investments (15,226) 153

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Note 14—Equity

Preferred Stock—In December 2019, the Company issued an aggregate 16.5 million shares of its common stock upon conversion of its outstanding Series J Preferred Stock at a conversion rate of 4.125 shares of common stock per each share of Series J Preferred Stock. The total carrying value of the Series J Preferred Stock prior to redemption was $193.5 million, net of discounts and fees, and was recorded in "Additional paid-in-capital" and "Convertible Preferred Stock Series J, liquidation preference $50.00 per share" on the Company's consolidated balance sheet prior to the conversion.

The Company had the following series of Cumulative Redeemable Preferred Stock outstanding as of June 30, ~~2020~~2021 and December 31, ~~2019:~~2020:


				Cumulative Preferential Cash
				Dividends⁽¹⁾⁽²⁾
	Shares Issued
	and							Annual		Carrying
	Outstanding	Par		Liquidation		Rate per		Dividend		Value
Series	(in thousands)	Value		Preference⁽³⁾		Annum		per share		(in thousands)
D	4,000	$	0.001	$	25.00	8.00	%	$	2.00	$	89,041
G	3,200		0.001		25.00	7.65	%		1.91		72,664
I	5,000		0.001		25.00	7.50	%		1.88		120,785
Total	12,200									$	282,490

(1)

Holders of shares of the Series D, G and I preferred stock are entitled to receive dividends, when and as declared by the Company’s Board of Directors, out of funds legally available for the payment of dividends. Dividends are cumulative from the date of original issue and are payable quarterly in arrears on or before the 15th day of each March, June, September and December or, if not a business day, the next succeeding business day. Any dividend payable on the preferred stock for any partial dividend period will be computed on the basis of a 360-day year consisting of twelve30-day months. Dividends will be payable to holders of record as of the close of business on the first day of the calendar month in which the applicable dividend payment date falls or on another date designated by the Company’s Board of Directors for the payment of dividends that is not more than 30 nor less than 10 days prior to the dividend payment date.

(2)

The Company declared and paid dividends of $4.0 million, $3.1 million and $4.7 million on its Series D, G and I Cumulative Redeemable Preferred Stock during both the six months ended June 30, 2021 and 2020. The character of the 2020 dividends was 100% return of capital. There are 0 dividend arrearages on any of the preferred shares currently outstanding.

(3)	The Company may, at its option, redeem the Series G and I Preferred Stock, in whole or in part, at any time and from time to time, for cash at a redemption price equal to 100% of the liquidation preference of $25.00 per share, plus accrued and unpaid dividends, if any, to the redemption date.

Cumulative Preferential Cash
Dividends⁽¹⁾⁽²⁾
Series Shares Issued and
Outstanding
(in thousands) Par Value
Liquidation Preference⁽³⁾
Rate per Annum Annual
Dividend Per Share Carrying Value
(in thousands)
D 4,000 $ 0.001 $ 25.00 8.00 % $ 2.00 $ 89,041
G 3,200 0.001 25.00 7.65 % 1.91 72,664
I 5,000 0.001 25.00 7.50 % 1.88 120,785
Total 12,200 $ 282,490

~~(1)~~Holders of shares of the Series D, G and I preferred stock are entitled to receive dividends, when and as declared by the Company's Board of Directors, out of funds legally available for the payment of dividends. Dividends are cumulative from the date of original issue and are payable quarterly in arrears on or before the 15th day of each March, June, September and December or, if not a business day, the next succeeding business day. Any dividend payable on the preferred stock for any partial dividend period will be computed on the basis of a 360-day year consisting of ~~twelve~~ 30-day months. Dividends will be payable to holders of record as of the close of business on the first day of the calendar month in which the applicable dividend payment date falls or on another date designated by the Company's Board of Directors for the payment of dividends that is not more than 30 nor less than 10 days prior to the dividend payment date.

~~(2)~~The Company declared and paid dividends of $4.0 million, $3.1 million and $4.7 million on its Series D, G and I Cumulative Redeemable Preferred Stock during both the six months ended June 30, 2020 and 2019. The Company declared and paid dividends of $4.5 million on its Series J Convertible Perpetual Preferred Stock during the six months ended June 30, 2019. The character of the 2019 dividends was 100% capital gain distribution, of which 34.01% represented unrecaptured section 1250 gain. There are 0 dividend arrearages on any of the preferred shares currently outstanding.

~~(3)~~The Company may, at its option, redeem the Series G and I Preferred Stock, in whole or in part, at any time and from time to time, for cash at a redemption price equal to 100% of the liquidation preference of $25.00 per share, plus accrued and unpaid dividends, if any, to the redemption date.

~~Dividends~~—To maintain its qualification as a REIT, the Company must annually distribute, at a minimum, an amount equal to 90% of its taxable income, excluding net capital gains, and must distribute 100% of its taxable income (including net capital gains) to eliminate corporate federal income taxes payable by the REIT. The Company has recorded NOLs and may record NOLs in the future, which may reduce its taxable income in future periods and lower or eliminate entirely the ~~Company's~~Company’s obligation to pay dividends for such periods in order to maintain its REIT qualification. As of December 31, ~~2019,~~2020, the Company had ~~$460.6~~$529.6 million of NOL carryforwards at the corporate REIT level that can generally be used to offset both ordinary taxable income and capital gain net income in future years. The NOL carryforwards will begin to expire in ~~2031~~2032 and will fully expire in 2036 if unused. Because taxable income differs from cash flow from operations due to non-cash revenues and expenses (such as depreciation and certain asset impairments), in certain circumstances, the Company may generate operating cash flow in excess of its dividends, or alternatively, may need to make dividend payments in excess of operating cash flows. The Senior Term Loan and the Revolving Credit Facility permit the Company to pay common dividends with no restrictions so long as the Company is not in default on any of its debt obligations. The Company declared common stock dividends of $17.4 million, or $0.235 per share, for the six months ended June 30, 2021 and $16.3 million, or $0.21 per share, for the six months ended June 30, 2020. The character of the 2020 ~~and $12.7 million, or $0.19 per share, for the six months ended June 30, 2019.~~

dividends was 100% return of capital.

Stock Repurchase Program—The Company may repurchase shares in negotiated transactions or open market transactions, including through one or more trading plans. During the six months ended June 30, 2021, the Company repurchased 1.8 million shares of its outstanding common stock for $32.4 million, for an average cost of $17.57 per share. During the six months ended June 30, 2020, the Company repurchased 2.5 million shares of its outstanding common stock for $27.8 million, for an average cost of $10.98 per share. ~~During the six months ended June 30, 2019, the~~The Company ~~repurchased 6.2~~is generally authorized to repurchase up to $50.0 million in shares of its ~~outstanding~~ common ~~stock for $58.3 million, for an average cost of $9.42 per share.~~stock. As of ~~June 30, 2020,~~July 31, 2021, the Company had remaining authorization to repurchase up to ~~$6.4~~$33.0 million of common stock under its stock repurchase program. ~~In August 2020, the Company's~~The Company’s Board of Directors subsequently authorized an increase to the stock repurchase program to $50.0 ~~million.~~million effective after the date of the filing of this report on Form 10-Q.

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iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Accumulated Other Comprehensive Income (Loss)—~~"Accumulated~~ “Accumulated other comprehensive income (loss)"” reflected in the ~~Company's shareholders'~~Company’s shareholders’ equity is comprised of the following ($ in thousands):

As of
June 30, 2020 December 31, 2019
Unrealized gains on available-for-sale securities $ 3,931 $ 2,756
Unrealized losses on cash flow hedges (58,777) (37,264)
Unrealized losses on cumulative translation adjustment (4,199) (4,199)
Accumulated other comprehensive loss $ (59,045) $ (38,707)


	As of
	June 30, 2021		December 31, 2020
Unrealized gains on available-for-sale securities	$	4,220	$	4,594
Unrealized losses on cash flow hedges		(40,043)		(53,075)
Unrealized losses on cumulative translation adjustment		—		(4,199)
Accumulated other comprehensive loss	$	(35,824)	$	(52,680)

Note 15—Stock-Based Compensation Plans and Employee Benefits

Stock-Based Compensation—The Company recorded stock-based compensation expense, including the expense related to performance incentive plans (see below), of $14.8 million and $20.3 million for the three and six months ended June 30, 2021, respectively, and $4.7 million and $21.0 million for the three and six months ended June 30, 2020, respectively, in “General and ~~$9.7 million and $14.0 million for the three and six months ended June 30, 2019, respectively, in "General and administrative"~~administrative” in the ~~Company's~~Company’s consolidated statements of operations.

Performance Incentive Plans—The ~~Company's~~Company’s Performance Incentive Plans ~~("iPIP"~~(“iPIP”) are designed to provide, primarily to senior executives and select professionals engaged in the ~~Company's~~Company’s investment activities, long-term compensation which has a direct relationship to the realized returns on investments included in the plans. Awards vest over six years, with 40% being vested at the end of the second year and 15% each year thereafter.

~~2019-2020~~ As of June 30, 2021, there are 5 iPIP Plans, each covering a two-year investment period beginning with the 2013-2014 Plan through the 2021-2022 Plan.

2019-2022 iPIP Plans—The ~~Company's~~Company’s 2019-2020 and 2021-2022 iPIP ~~plan is an~~plans are equity-classified ~~award~~awards which isare measured at the grant date fair value and recognized as compensation cost in ~~"General~~“General and ~~administrative"~~administrative” in the ~~Company's~~Company’s consolidated statements of operations and ~~"Noncontrolling interests"~~“Noncontrolling interests” in the ~~Company's~~Company’s consolidated statements of changes in equity over the requisite service period. Investments in the ~~2019-2020~~2019-2022 iPIP ~~plan will be~~plans are held by a consolidated ~~subsidiary~~subsidiaries of the Company ~~that has~~and have 2 ownership classes, class A units and class B units. The Company owns 100% of the class A units and the class B units were issued to employees as long-term compensation. Except for certain clawback provisions, participants can retain vested class B units upon their termination of employment with the Company. The class B units are entitled to distributions from the net cash realized from the investments in the plan after the Company, through its ownership of the class A units, has received a specified return on its invested capital and a return of its invested capital. Distributions on the class B units are also subject to reductions under a total shareholder return ~~("TSR"~~(“TSR”) adjustment. The fair value of the class B units was determined using a model that forecasts the underlying cash flows from the investments within the entity to which the class B units have ownership rights. During the six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recorded ~~$1.6~~$1.5 million and ~~$1.4~~$1.6 million, respectively, of expense related to the ~~2019-2020~~2019-2022 iPIP ~~plan.~~plans. Distributions on the class B units ~~will~~are expected to be 50% in cash and 50% in shares of the ~~Company's~~Company’s common stock; provided, however, that (a) the cash portion will be increased if the Company does not have sufficient shares available under shareholder approved equity plans; and (b) if the principal remaining material asset in a plan is unsold SAFE shares, the Company may elect to distribute SAFE shares in lieu of cash and Company stock.

The following is a summary of the status of the Company’s equity-classified iPIP plans and changes during the six months ended June 30, 2021.


	iPIP Investment Pool
	2019-2020	2021-2022
Points at beginning of period	97.40	0
Granted	0	94.75
Forfeited	(2.20)	(10.00)
Points at end of period	95.20	84.75

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

As of June 30, 2021, investments with an aggregate gross book value of $1.1 billion, including 26.7 million shares of SAFE common stock ~~or in~~acquired by the Company, were attributable to the 2019-2020 Plan and investments with an aggregate gross book value of $109 million, including 0.3 million shares of ~~SAFE's~~SAFE common stock ~~owned~~acquired by the ~~Company.~~

Company, were attributable to the 2021-2022 Plan.

2013-2018 iPIP Plans—The remainder of the ~~Company's~~Company’s iPIP plans, as shown in the table below, are liability-classified awards and are remeasured each reporting period at fair value until the awards are settled. Certain employees will be granted awards that entitle employees to receive the residual cash flows from the investments in the plans after the Company has received a specified return on its invested capital and a return of its invested capital. Awards are also subject to reductions under a TSR adjustment. The fair value of awards is determined using a model that forecasts the ~~Company's~~Company’s projected investment performance. Settlement of the awards will be 50% in cash and 50% in shares of the ~~Company's~~Company’s common stock or in shares of ~~SAFE's~~SAFE’s common stock owned by the Company.

The following is a summary of the status of the Company’s liability-classified iPIP plans and changes during the six months ended June 30, ~~2020.~~

iPIP Investment Pool
2013-2014 2015-2016 2017-2018
Points at beginning of period 81.17 73.28 77.27
Forfeited (1.00) (1.13) (0.93)
Points at end of period 80.17 72.15 76.34

2021.


	iPIP Investment Pool
	2013‑2014	2015‑2016	2017‑2018
Points at beginning of period	80.17	70.40	73.34
Granted	0	0	2.00
Points at end of period	80.17	70.40	75.34

During the six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recorded ~~$16.8~~$15.1 million and ~~$9.8~~$16.8 million, respectively, of expense related to the 2013-2018 iPIP plans.

As of June 30, 2021, investments with an aggregate gross book value of $387 million were attributable to the 2013-2014 Plan, investments with an aggregate gross book value of $434 million were attributable to the 2015-2016 Plan and investments with an aggregate gross book value of $496 million, including 7.6 million shares of SAFE common stock acquired by the Company, were attributable to the 2017-2018 Plan.

During the six months ended June 30, 2021, the Company made distributions to participants in the 2015-2016 investment pool. The iPIP participants received total distributions in the amount of $3.2 million as compensation, comprised of cash and 97,881 shares of the Company’s common stock with a fair value of $17.65 per share, which are fully-vested and issued under the 2009 LTIP (see below). After deducting statutory minimum tax withholdings, a total of 57,920 shares of the Company’s common stock were issued.

During the six months ended June 30, 2020, the Company made distributions to

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

participants in the 2015-2016 investment pool. The iPIP participants received total distributions in the amount of $1.5 million as compensation, comprised of cash and 54,245 shares of the ~~Company's~~Company’s common stock with a fair value of $14.51 per share, which are fully-vested and issued under the 2009 ~~LTIP (see below).~~LTIP. After deducting statutory minimum tax withholdings, a total of 32,825 shares of the ~~Company's~~Company’s common stock were issued.

During the six months ended June 30, 2019, the Company made distributions to participants in the 2013-2014 investment pool. The iPIP participants received total distributions in the amount of $7.4 million as compensation, comprised of cash and 389,545 shares of the Company's common stock, with a fair value of $9.21 per share, which are fully-vested and issued under the 2009 LTIP (see below). After deducting statutory minimum tax withholdings, a total of 209,118 shares of the Company's common stock were issued.

As of June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, the Company had accrued compensation costs relating to iPIP of ~~$57.3~~$81.0 million and ~~$41.9~~$69.1 million, respectively, which are included in ~~"Accounts~~“Accounts payable, accrued expenses and other ~~liabilities"~~liabilities” on the ~~Company's~~Company’s consolidated balance sheets.

Long-Term Incentive Plan—The ~~Company's~~Company’s 2009 Long-Term Incentive Plan (the ~~"2009 LTIP"~~“2009 LTIP”) is designed to provide incentive compensation for officers, key employees, directors and advisors of the Company. The 2009 LTIP provides for awards of stock options, shares of restricted stock, phantom shares, restricted stock units, dividend equivalent rights and other share-based performance awards. All awards under the 2009 LTIP are made at the discretion of the ~~Company's~~Company’s Board of Directors or a committee of the Board of Directors. The ~~Company's~~Company’s shareholders approved the 2009 LTIP in 2009 and approved the performance-based provisions of the 2009 LTIP, as amended, in 2014. In May ~~2019,~~2021, the ~~Company's~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

Company’s shareholders approved an increase in the number of shares available for issuance under the 2009 LTIP from a maximum of ~~8.0~~8.9 million to ~~8.9~~9.9 million and extended the expiration date of the 2009 LTIP from May ~~2019~~2029 to May ~~2029.~~

2031.

As of June 30, ~~2020,~~2021, an aggregate of ~~2.4~~3.1 million shares remain available for issuance pursuant to future awards under the ~~Company's~~Company’s 2009 LTIP.

Restricted Stock Unit Activity—A summary of the Company’s stock-based compensation awards to certain employees in the form of long-term incentive awards for the six months ended June 30, ~~2020,~~2021, is as follows (in thousands):



Nonvested at beginning of period		~~598~~		531
Granted	~~181~~		331
Vested	~~(109)~~		(112)
Forfeited		(32)
Nonvested at end of period	~~670~~		718

As of June 30, ~~2020,~~2021, there was ~~$3.9~~$6.7 million of total unrecognized compensation cost related to all unvested restricted stock units that are expected to be recognized over a weighted average remaining vesting/service period of ~~1.5~~1.85 years.

~~Directors'~~

Directors’ Awards—During the six months ended June 30, ~~2020,~~2021, the Company granted ~~79,138~~38,186 restricted shares of common stock to non-employee Directors at a fair value of ~~$9.75~~$17.51 at the time of grant for their annual equity awards and also issued ~~1,659~~1,159 common stock equivalents ~~("CSEs"~~(“CSEs”) at a fair value of ~~$11.02~~$18.24 per CSE in respect of dividend equivalents on outstanding CSEs. As of June 30, ~~2020,~~2021, a combined total of ~~167,375~~129,019 CSEs and restricted shares of common stock granted to members of the ~~Company's~~Company’s Board of Directors remained outstanding under the ~~Company's~~Company’s Non-Employee Directors Deferral Plan, with an aggregate intrinsic value of ~~$2.1~~$2.7 million.

401(k) Plan—The Company made contributions of $0.1 million and $0.1 million for the three months ended June 30, ~~2020~~2021 and ~~2019,~~2020, respectively, and $0.7 million and $0.7 million for the six months ended June 30, 2021 and 2020, ~~and 2019, respectively.~~

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~~iStar Inc.~~

~~Notes~~respectively, to ~~Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

the Company’s 401(k) Plan.

Note 16—Earnings Per Share

The following table presents a reconciliation of income from operations used in the basic and diluted earnings per share ~~("EPS"~~(“EPS”) calculations ($ in thousands, except for per share data):


	For the Three Months Ended June 30,				For the Six Months Ended June 30,
	2021		2020		2021		2020
Net loss	$	(11,416)	$	(14,363)	$	(3,427)	$	(27,249)
Net income attributable to noncontrolling interests		(2,253)		(3,098)		(4,773)		(5,789)
Preferred dividends		(5,874)		(5,874)		(11,748)		(11,748)
Net loss allocable to common shareholders for basic and diluted earnings per common share	$	(19,543)	$	(23,335)	$	(19,948)	$	(44,786)

For the Three Months Ended June 30, For the Six Months Ended June 30,
2020 2019 2020 2019
Net income (loss) $ (14,363) $ 373,691 $ (27,249) $ 366,721
Net income attributable to noncontrolling interests (3,098) (2,852) (5,789) (5,323)
Preferred dividends (5,874) (8,124) (11,748) (16,248)
Net income (loss) allocable to common shareholders for basic earnings per common share $ (23,335) $ 362,715 $ (44,786) $ 345,150
Add: Effect of Series J convertible perpetual preferred stock — 2,250 — 4,500
Net income (loss) allocable to common shareholders for diluted earnings per common share $ (23,335) $ 364,965 $ (44,786) $ 349,650

For the Three Months Ended June 30, For the Six Months Ended June 30,
2020 2019 2020 2019
Earnings allocable to common shares:
Numerator for basic earnings per share:
Net income (loss) attributable to iStar Inc. and allocable to common shareholders $ (23,335) $ 362,715 $ (44,786) $ 345,150
Numerator for diluted earnings per share:
Net income (loss) attributable to iStar Inc. and allocable to common shareholders $ (23,335) $ 364,965 $ (44,786) $ 349,650
Denominator for basic and diluted earnings per share:
Weighted average common shares outstanding for basic earnings per common share 76,232 64,019 76,838 65,873
Add: Effect of assumed shares issued under treasury stock method for restricted stock units — 87 — 85
Add: Effect of series J convertible perpetual preferred stock — 16,153 — 16,053
Weighted average common shares outstanding for diluted earnings per common share 76,232 80,259 76,838 82,011
Basic earnings per common share:
Net income (loss) allocable to common shareholders $ (0.31) $ 5.67 $ (0.58) $ 5.24
Diluted earnings per common share:⁽¹⁾

Net income (loss) allocable to common shareholders $ (0.31) $ 4.55 $ (0.58) $ 4.26

~~(1)~~For the three and six months ended June 30, 2019, the effect of certain of the Company's restricted stock awards were anti-dilutive. The Company will settle conversions of the 3.125% Convertible Notes (refer to Note 11) by paying the conversion value in cash up to the original principal amount of the notes being converted and shares of common stock to the extent of any conversion premium. The amount of cash and shares of common stock, if any, due upon conversion will be based on a daily conversion value calculated for each trading day in a 40 consecutive day observation period. Based upon the conversion price of the 3.125% Convertible Notes, no shares of common stock would have been issuable upon conversion of the 3.125% Convertible Notes for the three and six months ended June 30, 2020 and 2019 and therefore the 3.125% Convertible Notes had no effect on diluted EPS for such period.

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~


	For the Three Months Ended June 30,				For the Six Months Ended June 30,
	2021		2020		2021		2020
Earnings allocable to common shares:
Numerator for basic and diluted earnings per share:
Net loss attributable to iStar Inc. and allocable to common shareholders	$	(19,543)	$	(23,335)	$	(19,948)	$	(44,786)

Denominator for basic and diluted earnings per share:
Weighted average common shares outstanding for basic and diluted earnings per common share		72,872		76,232		73,374		76,838

Basic and diluted earnings per common share:⁽¹⁾
Net loss allocable to common shareholders	$	(0.27)	$	(0.31)	$	(0.27)	$	(0.58)

(1)

For the three and six months ended June 30, 2021, the effect of the Company’s restricted stock awards were anti-dilutive. For the three and six months ended June 30, 2021, 4,700,805 shares and 3,797,296 shares, respectively, of the 3.125% Convertible Notes (refer to Note 11) were anti-dilutive based upon the conversion price for such period. For the three and six months ended June 30, 2020, 0 shares of common stock would have been issuable upon conversion of the 3.125% Convertible Notes, and therefore the 3.125% Convertible Notes had no effect on diluted EPS for such periods.

Note 17—Fair Values

Fair value represents the price that would be received to sell an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date. The following fair value hierarchy prioritizes the inputs to be used in valuation techniques to measure fair value:

Level 1: Unadjusted quoted prices in active markets that are accessible at the measurement date for identical, unrestricted assets or liabilities;

Level 2: Quoted prices in markets that are not active, or inputs which are observable, either directly or indirectly, for substantially the full term of the asset or liability; and

Level 3: Prices or valuation techniques that require inputs that are both significant to the fair value measurement and unobservable (i.e., supported by little or no market activity).

Certain of the ~~Company's~~Company’s assets and liabilities are recorded at fair value either on a recurring or non-recurring basis. Assets required to be marked-to-market and reported at fair value every reporting period are classified as being valued on a recurring basis. Assets not required to be recorded at fair value every period may be recorded at fair value if a specific provision or other impairment is recorded within the period to mark the carrying value of the asset to market as of the reporting date. Such assets are classified as being valued on a non-recurring basis.

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iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

The following fair value hierarchy table summarizes the ~~Company's~~Company’s assets and liabilities recorded at fair value on a recurring and non-recurring basis by the above categories ($ in thousands):


	Fair Value Using
			Quoted
			market		Significant
			prices in		other		Significant
			active		observable		unobservable
			markets		inputs		inputs
	Total		(Level 1)		(Level 2)		(Level 3)
As of June 30, 2021
Recurring basis:
Derivative liabilities⁽¹⁾	$	13,481	$	0	$	13,481	$	0
Available-for-sale securities⁽¹⁾		28,074		0		0		28,074
Non-recurring basis:
Other investments⁽²⁾		75,402		0		75,402		0

As of December 31, 2020
Recurring basis:
Derivative liabilities⁽¹⁾		18,926		0		18,926		0
Available-for-sale securities⁽¹⁾		25,274		0		0		25,274
Non-recurring basis:
Impaired land and development⁽³⁾		6,078		0		0		6,078

(1)

The fair value of the Company’s derivatives are based upon widely accepted valuation techniques utilized by a third-party specialist using observable inputs such as interest rates and contractual cash flow and are classified as Level 2. The fair value of the Company’s available-for-sale securities are based upon unadjusted third-party broker quotes and are classified as Level 3.

(2)	During the six months ended June 30, 2021, the Company identified an observable price change in an equity security held by the Company as evidenced by an orderly private issuance of similar securities by the same issuer and, as such, classified such observable price change as Level 2.

(3)	The Company recorded a $1.3 million impairment on a land and development asset with an estimated fair value of $6.1 million. The estimated fair value is based on future cash flows expected to be received.

Fair Value Using
Total Quoted market
prices in
active markets
(Level 1) Significant other
observable
inputs
(Level 2) Significant
unobservable
inputs
(Level 3)
As of June 30, 2020
Recurring basis:
Derivative liabilities⁽¹⁾
$ 21,852 $ — $ 21,852 $ —
Available-for-sale securities⁽¹⁾
24,611 — — 24,611
Non-recurring basis:
Impaired real estate⁽²⁾
4,642 — — 4,642
Impaired land and development⁽³⁾
6,628 — — 6,628
As of December 31, 2019
Recurring basis:
Derivative assets⁽¹⁾
$ 114 $ — $ 114 $ —
Derivative liabilities⁽¹⁾
8,680 — 8,680 —
Available-for-sale securities⁽¹⁾
23,896 — — 23,896
Non-recurring basis:
Impaired land and development⁽⁴⁾
40,000 — — 40,000

~~(1)~~The fair value of the Company's derivatives are based upon widely accepted valuation techniques utilized by a third-party specialist using observable inputs such as interest rates and contractual cash flow and are classified as Level 2. The fair value of the Company's available-for-sale securities are based upon unadjusted third-party broker quotes and are classified as Level 3.

~~(2)The Company recorded an impairment of $3.0 million on a real estate asset held for sale based on expected sale proceeds.~~

~~(3)The Company recorded an impairment of $1.5 million on a land and development asset based on an executed purchase and sale agreement.~~

~~(4)~~The Company recorded aggregate impairments of $5.3 million on 2 land and development assets with an estimated aggregate fair value of $40.0 million. The estimated fair values are based on expected sales proceeds.

The following table summarizes changes in Level 3 available-for-sale securities reported at fair value on the ~~Company's~~Company’s consolidated balance sheets for the six months ended June 30, ~~2020~~2021 and ~~2019~~2020 ($ in thousands):


	2021		2020
Beginning balance	$	25,274	$	23,896
Purchases		3,375		—
Repayments		(201)		(460)
Unrealized gains (losses) recorded in other comprehensive income		(374)		1,175
Ending balance	$	28,074	$	24,611

2020 2019
Beginning balance $ 23,896 $ 21,661
Repayments (460) (46)
Unrealized gains recorded in other comprehensive income 1,175 1,709
Ending balance $ 24,611 $ 23,324

~~Fair values of financial instruments—~~The Company's estimated fair values of its loans receivable and other lending investments and outstanding debt was $0.8 billion and $3.3 billion, respectively, as of June 30, 2020 and $0.9 billion and $3.6 billion, respectively, as of December 31, 2019. The Company determined that the significant inputs used to value its loans receivable and other lending investments and debt obligations fall within Level 3 of the fair value hierarchy. The carrying value of other financial instruments including cash and cash equivalents, restricted cash and net investment in leases, approximate the fair values of the instruments. Cash and cash equivalents and restricted cash values are considered Level 1 on the fair value hierarchy. The fair value of other financial instruments, including derivative assets and liabilities, are included in the fair value hierarchy table above.

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iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Table of Contents

~~(unaudited)~~

Fair values of financial instruments—The following table presents the carrying value and fair value for the Company’s financial instruments ($ in millions):


	As of June 30, 2021				As of December 31, 2020
	Carrying		Fair		Carrying		Fair
	Value		Value		Value		Value
Net investment in leases⁽¹⁾	$	478	$	491	$	429	$	431
Loans receivable and other lending investments, net⁽¹⁾		455		488		732		772
Cash and cash equivalents⁽²⁾		155		155		99		99
Restricted cash⁽²⁾		53		53		52		52
Loan participations payable, net⁽¹⁾		0		0		43		43
Debt obligations, net⁽¹⁾⁽³⁾		3,289		3,543		3,287		3,414

(1)	The fair value of the Company’s net investment in leases, loans receivable and other lending investments, net, loan participations payable, net and debt obligations, net are classified as Level 3 within the fair value hierarchy.

(2)

The Company determined the carrying values of its cash and cash equivalents and restricted cash approximated their fair values. Restricted cash is recorded in “Deferred expenses and other assets, net” on the Company’s balance sheet. The fair value of the Company’s cash and cash equivalents and restricted cash are classified as Level 1 within the fair value hierarchy.

(3)	As of June 30, 2021 and December 31, 2020, the fair value of the Company’s 3.125% Senior Convertible Notes was $435.9 million and $338.8 million, respectively.

Note 18—Segment Reporting

The Company has determined that it has 4 reportable segments based on how management reviews and manages its business. These reportable segments include: Net Lease, Real Estate Finance, Operating Properties and Land and Development. The Net Lease segment includes the ~~Company's~~Company’s activities and operations related to the ownership of properties generally leased to single corporate tenants and its ~~investment~~investments in SAFE and Net Lease Venture II (refer to Note 8). The Real Estate Finance segment includes all of the ~~Company's~~Company’s activities related to senior and mezzanine real estate loans and real estate related securities. The Operating Properties segment includes the ~~Company's~~Company’s activities and operations related to its commercial and residential properties. The Land and Development segment includes the ~~Company's~~Company’s activities related to its developable land portfolio.

~~Table of Contents~~

~~iStar Inc.~~

~~Notes to Consolidated Financial Statements (Continued)~~

~~(unaudited)~~

The Company evaluates ~~performance based~~performance-based on the following financial measures for each segment. The ~~Company's~~Company’s segment information is as follows ($ in thousands):


	Net		Real Estate		Operating			Land and		Corporate/		Company
	Lease		Finance		Properties			Development		Other⁽¹⁾		Total
Three Months Ended June 30, 2021
Operating lease income	$	40,752	$	—	$	4,703		$	89	$	—	$	45,544
Interest income		1,188		7,785		—			—		—		8,973
Interest income from sales-type leases		8,689		—		—			—		—		8,689
Other income		4,690		52		3,953			1,315		54		10,064
Land development revenue		—		—		—			32,318		—		32,318
Earnings (losses) from equity method investments		11,302		755		(2,935)			1,474		2,101		12,697
Income from sales of real estate		2,114		—		96			—		—		2,210
Total revenue and other earnings		68,735		8,592		5,817			35,196		2,155		120,495
Real estate expense		(6,984)		—		(6,256)			(5,049)		—		(18,289)
Land development cost of sales		—		—		—			(30,803)		—		(30,803)
Other expense		—		(87)		—			—		(124)		(211)
Allocated interest expense		(25,342)		(3,828)		(2,030)			(3,864)		(4,353)		(39,417)
Allocated general and administrative⁽²⁾		(6,120)		(1,242)		(664)			(2,367)		(5,210)		(15,603)
Segment profit (loss)⁽³⁾	$	30,289	$	3,435	$	(3,133)	��	$	(6,887)	$	(7,532)	$	16,172
Other significant items:
Recovery of loan losses	$	(105)	$	(2,158)	$	—		$	—	$	—	$	(2,263)
Recovery of losses on net investment in leases		(265)		—		—			—		—		(265)
Depreciation and amortization		13,088		—		1,221			228		123		14,660
Capitalized expenditures		63		—		432			4,571		—		5,066

Three Months Ended June 30, 2020
Operating lease income	$	41,500	$	—	$	5,242		$	70	$	—	$	46,812

Net
Lease Real Estate Finance Operating Properties Land and Development
Corporate/Other⁽¹⁾
Company Total
Three Months Ended June 30, 2020:
Operating lease income $ 41,500 $ — $ 5,242 $ 70 $ — $ 46,812
Interest income 860 14,579 — — — 15,439
Interest income from sales-type leases 8,295 — — — — 8,295
Other income 4,621 3,839 492 1,103 237 10,292
Land development revenue — — — 15,577 — 15,577
Earnings (losses) from equity method investments 8,800 — (4,941) 48 (1,321) 2,586
Income from sales of real estate — — 62 — — 62
Total revenue and other earnings 64,076 18,418 855 16,798 (1,084) 99,063
Real estate expense (6,134) — (4,509) (3,633) — (14,276)
Land development cost of sales — — — (16,287) — (16,287)
Other expense — (21) — — (182) (203)
Allocated interest expense (24,388) (5,959) (2,183) (4,422) (4,998) (41,950)
Allocated general and administrative⁽²⁾
(5,177) (1,575) (595) (2,385) (4,522) (14,254)
Segment profit (loss)⁽³⁾
$ 28,377 $ 10,863 $ (6,432) $ (9,929) $ (10,786) $ 12,093
Other significant items:
Provision for loan losses $ 57 $ 2,010 $ — $ — $ — $ 2,067
Provision for losses on net investment in leases 534 — — — — 534
Impairment of assets 328 — 2,983 1,472 — 4,783
Depreciation and amortization 12,487 — 1,271 243 299 14,300
Capitalized expenditures 5,171 — 421 8,026 — 13,618
Three Months Ended June 30, 2019:
Operating lease income $ 48,660 $ — $ 6,455 $ 70 $ — $ 55,185
Interest income 408 19,933 — — — 20,341
Interest income from sales-type leases 3,817 — — — — 3,817
Other income 2,937 532 3,974 1,311 1,296 10,050
Land development revenue — — — 9,075 — 9,075
Earnings (losses) from equity method investments 3,582 — (2,630) 2,924 (236) 3,640
Selling profit from sales-type leases 180,416 — — — — 180,416
Income from sales of real estate 219,742 — 781 — — 220,523
Total revenue and other earnings 459,562 20,465 8,580 13,380 1,060 503,047
Real estate expense (5,769) — (8,288) (7,981) — (22,038)
Land development cost of sales — — — (9,236) — (9,236)
Other expense — (47) — — (11,836) (11,883)
Allocated interest expense (23,606) (7,936) (2,548) (5,493) (4,169) (43,752)
Allocated general and administrative⁽²⁾
(6,734) (2,279) (726) (2,923) (4,936) (17,598)
Segment profit (loss)⁽³⁾
$ 423,453 $ 10,203 $ (2,982) $ (12,253) $ (19,881) $ 398,540
Other significant items:
Provision for loan losses $ — $ 110 $ — $ — $ — $ 110
Impairment of assets — — 2 1,100 — 1,102
Depreciation and amortization 12,272 — 900 244 302 13,718
Capitalized expenditures 2,105 — 1,646 29,414 — 33,165

~~Table of Contents~~

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Net
Lease Real Estate Finance Operating Properties Land and Development
Corporate/Other⁽¹⁾
Company Total
Six Months Ended June 30, 2020:
Operating lease income $ 82,965 $ — $ 11,015 $ 178 $ — $ 94,158
Interest income 1,683 30,972 — — — 32,655
Interest income from sales-type leases 16,650 — — — — 16,650
Other income 8,913 4,145 3,650 1,727 12,225 30,660
Land development revenue — — — 95,752 — 95,752
Earnings (losses) from equity method investments 28,332 — (7,608) 632 (2,158) 19,198
Income from sales of real estate — — 62 — — 62
Total revenue and other earnings 138,543 35,117 7,119 98,289 10,067 289,135
Real estate expense (12,361) — (12,173) (12,240) — (36,774)
Land development cost of sales — — — (93,346) — (93,346)
Other expense — (41) — — (236) (277)
Allocated interest expense (48,866) (12,158) (4,442) (8,992) (10,883) (85,341)
Allocated general and administrative⁽²⁾
(12,166) (3,672) (1,384) (5,204) (9,830) (32,256)
Segment profit (loss)⁽³⁾
$ 65,150 $ 19,246 $ (10,880) $ (21,493) $ (10,882) $ 41,141
Other significant non-cash items:
Provision for loan losses $ — $ 6,070 $ — $ — $ — $ 6,070
Provision for losses on net investment in leases 1,826 — — — — 1,826
Impairment of assets 2,036 — 2,983 1,472 — 6,491
Depreciation and amortization 25,143 — 2,556 486 601 28,786
Capitalized expenditures 7,017 — 1,338 20,052 — 28,407
Six Months Ended June 30, 2019:
Operating lease income $ 98,143 $ — $ 15,810 $ 147 $ — $ 114,100
Interest income 408 40,308 — — — 40,716
Interest income from sales-type leases 3,817 — — — — 3,817
Other income 6,358 2,721 6,349 4,755 4,680 24,863
Land development revenue — — — 21,774 — 21,774
Earnings (losses) from equity method investments 10,812 — (5,040) 3,211 (34) 8,949
Selling profit from sales-type leases 180,416 — — — — 180,416
Income from sales of real estate 219,742 — 10,188 — — 229,930
Total revenue and other earnings 519,696 43,029 27,307 29,887 4,646 624,565
Real estate expense (11,874) — (19,321) (16,783) — (47,978)
Land development cost of sales — — — (23,684) — (23,684)
Other expense — (311) — — (12,080) (12,391)
Allocated interest expense (45,372) (16,349) (5,466) (10,620) (12,522) (90,329)
Allocated general and administrative⁽²⁾
(12,412) (4,488) (1,487) (6,180) (9,881) (34,448)
Segment profit (loss)⁽³⁾
$ 450,038 $ 21,881 $ 1,033 $ (27,380) $ (29,837) $ 415,735
Other significant non-cash items:
Provision for loan losses $ — $ 13 $ — $ — $ — $ 13
Impairment of assets — — 3,853 1,100 — 4,953
Depreciation and amortization 25,832 — 2,457 490 607 29,386
Capitalized expenditures 4,861 — 2,063 65,493 — 72,417

Table of Contents

Interest income		860		14,579		—		—		—		15,439
Interest income from sales-type leases		8,295		—		—		—		—		8,295
Other income		4,621		3,839		492		1,103		237		10,292
Land development revenue		—		—		—		15,577		—		15,577
Earnings (losses) from equity method investments		8,800		—		(4,941)		48		(1,321)		2,586
Income from sales of real estate		—		—		62		—		—		62
Total revenue and other earnings		64,076		18,418		855		16,798		(1,084)		99,063
Real estate expense		(6,134)		—		(4,509)		(3,633)		—		(14,276)
Land development cost of sales		—		—		—		(16,287)		—		(16,287)
Other expense		—		(21)		—		—		(182)		(203)
Allocated interest expense		(24,388)		(5,959)		(2,183)		(4,422)		(4,998)		(41,950)
Allocated general and administrative⁽²⁾		(5,177)		(1,575)		(595)		(2,385)		(4,522)		(14,254)
Segment profit (loss) ⁽³⁾		28,377	$	10,863	$	(6,432)	$	(9,929)	$	(10,786)	$	12,093
Other significant non-cash items:
Provision for loan losses	$	57	$	2,010	$	—	$	—	$	—	$	2,067
Provision for losses on net investment in leases		534		—		—		—		—		534
Impairment of assets		328		—		2,983		1,472		—		4,783
Depreciation and amortization		12,487		—		1,271		243		299		14,300
Capitalized expenditures		5,171		—		421		8,026		—		13,618


	Net		Real Estate		Operating		Land and		Corporate/		Company
	Lease		Finance		Properties		Development		Other⁽¹⁾		Total
Six Months Ended June 30, 2021
Operating lease income	$	83,265	$	—	$	9,540	$	183	$	—	$	92,988
Interest income		2,066		17,557		—		—		—		19,623
Interest income from sales-type leases		17,316		—		—		—		—		17,316
Other income		9,444		151		6,291		2,704		5,764		24,354
Land development revenue		—		—		—		64,567		—		64,567
Earnings (losses) from equity method investments		23,715		1,220		(6,682)		4,619		2,594		25,466
Income from sales of real estate		2,114		—		708		—		—		2,822
Total revenue and other earnings		137,920		18,928		9,857		72,073		8,358		247,136
Real estate expense		(15,616)		—		(10,055)		(9,512)		—		(35,183)
Land development cost of sales		—		—		—		(60,126)		—		(60,126)
Other expense		—		(153)		—		—		(311)		(464)
Allocated interest expense		(50,421)		(8,406)		(4,073)		(7,802)		(8,278)		(78,980)
Allocated general and administrative⁽²⁾		(12,057)		(2,701)		(1,324)		(4,795)		(10,657)		(31,534)
Segment profit (loss)⁽³⁾	$	59,826	$	7,668	$	(5,595)	$	(10,162)	$	(10,888)	$	40,849
Other significant items:
Recovery of loan losses	$	(257)	$	(5,800)	$	—	$	—	$	—	$	(6,057)
Recovery of losses on net investment in leases		(1,866)		—		—		—		—		(1,866)
Impairment of assets		1,528		—		257		—		—		1,785
Depreciation and amortization		26,141		—		3,208		446		320		30,115
Capitalized expenditures		1,331		—		489		9,311		—		11,131

Six Months Ended June 30, 2020
Operating lease income	$	82,965	$	—	$	11,015	$	178	$	—	$	94,158
Interest income		1,683		30,972		—		—		—		32,655
Interest income from sales-type leases		16,650		—		—		—		—		16,650
Other income		8,913		4,145		3,650		1,727		12,225		30,660
Land development revenue		—		—		—		95,752		—		95,752
Earnings (losses) from equity method investments		28,332		—		(7,608)		632		(2,158)		19,198
Income from sales of real estate		—		—		62		—		—		62
Total revenue and other earnings		138,543		35,117		7,119		98,289		10,067		289,135
Real estate expense		(12,361)		—		(12,173)		(12,240)		—		(36,774)
Land development cost of sales		—		—		—		(93,346)		—		(93,346)
Other expense		—		(41)		—		—		(236)		(277)
Allocated interest expense		(48,866)		(12,158)		(4,442)		(8,992)		(10,883)		(85,341)
Allocated general and administrative⁽²⁾		(12,166)		(3,672)		(1,384)		(5,204)		(9,830)		(32,256)
Segment profit (loss)⁽³⁾	$	65,150	$	19,246	$	(10,880)	$	(21,493)	$	(10,882)	$	41,141
Other significant items:
Provision for loan losses	$	—	$	6,070	$	—	$	—	$	—	$	6,070
Provision for losses on net investment in leases		1,826		—		—		—		—		1,826
Impairment of assets		2,036		—		2,983		1,472		—		6,491

iStar Inc.

Notes to Consolidated Financial Statements (Continued)

(unaudited)

Net
Lease Real Estate Finance Operating Properties Land and Development
Corporate/Other⁽¹⁾
Company Total
As of June 30, 2020
Real estate, net $ 1,296,853 $ — $ 199,215 $ — $ — $ 1,496,068
Real estate available and held for sale 26,644 — 5,519 — — 32,163
Total real estate 1,323,497 — 204,734 — — 1,528,231
Net investment in leases 413,736 — — — — 413,736
Land and development, net — — — 504,577 — 504,577
Loans receivable and other lending investments, net 43,874 757,833 — — — 801,707
Other investments 898,390 — 57,623 37,079 56,838 1,049,930
Total portfolio assets $ 2,679,497 $ 757,833 $ 262,357 $ 541,656 $ 56,838 4,298,181
Cash and other assets 584,419
Total assets $ 4,882,600
As of December 31, 2019
Real estate, net $ 1,327,082 $ — $ 200,137 $ — $ — $ 1,527,219
Real estate available and held for sale — — 8,650 — — 8,650
Total real estate 1,327,082 — 208,787 — — 1,535,869
Net investment in leases 418,915 — — — — 418,915
Land and development, net — — — 580,545 — 580,545
Loans receivable and other lending investments, net 44,339 783,522 — — — 827,861
Other investments 760,068 — 61,686 42,866 43,255 907,875
Total portfolio assets $ 2,550,404 $ 783,522 $ 270,473 $ 623,411 $ 43,255 4,271,065
Cash and other assets 814,044
Total assets $ 5,085,109

~~(1)~~Corporate/Other represents all corporate level and unallocated items including any intercompany eliminations necessary to reconcile to consolidated Company totals. This caption also includes the Company's joint venture investments and strategic investments that are not included in the other reportable segments above.

~~(2)~~General and administrative excludes stock-based compensation expense of $4.7 million and $21.0 million for the three and six months ended June 30, 2020, respectively, and $9.7 million and $14.0 million for the three and six months ended June 30, 2019, respectively.

~~(3)The following is a reconciliation of segment profit to net income (loss) ($ in thousands):~~

For the Three Months Ended June 30, For the Six Months Ended June 30,
2020 2019 2020 2019
Segment profit $ 12,093 $ 398,540 $ 41,141 $ 415,735
Less: Provision for loan losses (2,067) (110) (6,070) (13)
Less: Provision for losses on net investment in leases (534) — (1,826) —
Less: Impairment of assets (4,783) (1,102) (6,491) (4,953)
Less: Stock-based compensation expense (4,744) (9,705) (21,014) (13,954)
Less: Depreciation and amortization (14,300) (13,718) (28,786) (29,386)
Less: Income tax expense (28) (214) (88) (240)
Less: Loss on early extinguishment of debt, net — — (4,115) (468)
Net income (loss) $ (14,363) $ 373,691 $ (27,249) $ 366,721

Table of Contents

Depreciation and amortization		25,143		—		2,556		486		601		28,786
Capitalized expenditures		7,017		—		1,338		20,052		—		28,407

As of June 30, 2021
Real estate, net	$	1,273,031	$	—	$	93,975	$	—	$	—	$	1,367,006
Real estate available and held for sale		—		—		99,201		—		—		99,201
Total real estate		1,273,031		—		193,176		—		—		1,466,207
Net investment in leases		477,798		—		—		—		—		477,798
Land and development, net		—		—		—		381,719		—		381,719
Loans receivable and other lending investments, net		47,392		407,568		—		—		—		454,960
Loan receivable held for sale		62,525		—		—		—		—		62,525
Other investments		1,073,422		46,945		55,344		13,576		86,667		1,275,954
Total portfolio assets		2,934,168		454,513		248,520		395,295		86,667		4,119,163
Cash and other assets												648,487
Total assets											$	4,767,650

As of December 31, 2020
Real estate, net	$	1,291,903	$	—	$	192,378	$	—	$	—	$	1,484,281
Real estate available and held for sale		—		—		5,212		—		—		5,212
Total real estate		1,291,903		—		197,590		—		—		1,489,493
Net investment in leases		429,101		—		—		—		—		429,101
Land and development, net		—		—		—		430,663		—		430,663
Loans receivable and other lending investments, net		45,398		686,932		—		—		—		732,330
Other investments		1,016,710		—		58,739		31,200		69,911		1,176,560
Total portfolio assets	$	2,783,112	$	686,932	$	256,329	$	461,863	$	69,911		4,258,147
Cash and other assets												603,661
Total assets											$	4,861,808

(1)

Corporate/Other represents all corporate level and unallocated items including any intercompany eliminations necessary to reconcile to consolidated Company totals. This caption also includes the Company’s joint venture investments and strategic investments that are not included in the other reportable segments above.

(2)	General and administrative excludes stock-based compensation expense of $14.8 million and $20.3 million for the three and six months ended June 30, 2021, respectively, and $4.7 million and $21.0 million for the three and six months ended June 30, 2020, respectively.

(3)	The following is a reconciliation of segment profit to net income (loss) ($ in thousands):


	For the Three Months Ended June 30,				For the Six Months Ended June 30,
	2021		2020		2021		2020
Segment profit	$	16,172	$	12,093	$	40,849	$	41,141
Less: Recovery of (provision for) loan losses		2,263		(2,067)		6,057		(6,070)
Less: Recovery of (provision for) losses on net investment in leases		265		(534)		1,866		(1,826)
Less: Impairment of assets		0		(4,783)		(1,785)		(6,491)
Less: Stock-based compensation expense		(14,791)		(4,744)		(20,299)		(21,014)
Less: Depreciation and amortization		(14,660)		(14,300)		(30,115)		(28,786)
Less: Income tax expense		(665)		(28)		0		(88)
Less: Loss on early extinguishment of debt, net		0		0		0		(4,115)
Net loss	$	(11,416)	$	(14,363)	$	(3,427)	$	(27,249)

Table of Contents

Item 2. ~~Management's~~Management’s Discussion and Analysis of Financial Condition and Results of Operations

Certain statements in this report, other than purely historical information, including estimates, projections, statements relating to our business plans, objectives and expected operating results, and the assumptions upon which those statements are based, are ~~"forward-looking statements"~~“forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995, Section 27A of the Securities Act of 1933, as amended (the ~~"Securities Act"~~“Securities Act”), and Section 21E of the Securities Exchange Act of 1934, as amended (the ~~"Exchange Act"~~“Exchange Act”). Forward-looking statements are included with respect to, among other things, iStar Inc.'s’s (the ~~"Company's"~~“Company’s”) current business plan, business strategy, portfolio management, prospects and liquidity. These forward-looking statements generally are identified by the words ~~"believe," "project," "expect," "anticipate," "estimate," "intend," "strategy," "plan," "may," "should," "will," "would," "will~~“believe,” “project,” “expect,” “anticipate,” “estimate,” “intend,” “strategy,” “plan,” “may,” “should,” “will,” “would,” “will be,~~" "will~~” “will continue,~~" "will~~” “will likely result,"” and similar expressions. Forward-looking statements are based on current expectations and assumptions that are subject to risks and uncertainties which may cause actual results or outcomes to differ materially from those contained in the forward-looking statements. We undertake no obligation to update or revise publicly any forward-looking statements, whether as a result of new information, future events or otherwise. In assessing all forward-looking statements, readers are urged to read carefully all cautionary statements contained in this Form 10-Q and the uncertainties and risks described in Item 1A—"Risk ~~Factors"~~Factors’’ in our Annual Report ~~and in this Report,~~on Form 10-K, all of which could affect our future results of operations, financial condition and liquidity. For purposes of ~~Management's~~Management’s Discussion and Analysis of Financial Condition and Results of Operations, the terms ~~"we," "our"~~“we,” “our” and ~~"us"~~“us” refer to iStar Inc. and its consolidated subsidiaries, unless the context indicates otherwise.

The discussion below should be read in conjunction with our consolidated financial statements and related notes in this quarterly report on Form 10-Q and our Annual ~~Report.~~Report on Form 10-K. These historical financial statements may not be indicative of our future performance. ~~We have reclassified certain items in our consolidated financial statements of prior periods to conform to our current financial statements presentation.~~

Executive Overview

In 2019, we took advantage of favorable interest rate and liquidity conditions to refinance and pay down outstanding debt through the issuance of an aggregate of $1.325 billion of unsecured notes. The refinancings reduced our interest costs and improved our debt maturity profile. We have no corporate debt maturities through September 2022. In addition, in the fourth quarter 2019 substantially all of our Series J preferred stock was converted by the holders thereof into approximately 16.5 million shares of our common stock, which increased our equity base.

The coronavirus (COVID-19) outbreak has rapidly and dramatically impacted the US and global economies. Many countries, including the United States, have instituted quarantines, mandated business and school closures and restricted travel. The US financial markets have experienced significant disruption, with heightened stock market volatility and highly constrained credit conditions within most sectors, including real estate. We are focused on ensuring the health and safety of our personnel and the continuity of business activities at iStar and SAFE, monitoring the effects of the crisis on our and SAFE's customers, marshalling available liquidity at both companies, implementing appropriate cost containment measures and preparing for the eventual resumption of more normalized activities. At this time, we cannot predict the full extent of the impacts of the COVID-19 crisis on our or SAFE's business. We will continue to monitor its effects on a daily basis and will adjust operations as necessary

The crisis began to materially affect our business in the latter part of the first quarter when we and most of our tenants and borrowers began working from home and normal business operations at companies throughout the United States ceased. There are no reliable forecasts as to how long these conditions will persist.

Our portfolio is well diversified by business, property type and geography. ~~SAFE reported that it received 100% of the ground rent due under its leases for the second quarter.~~ Our portfolio includes investments in the entertainment/leisure ~~(20.0%~~(22.6% of gross book value) and hotel ~~(5.5%~~(5.0% of gross book value) sectors, both of which have been particularly stressed by the COVID-19 pandemic. During the quarter, we agreed with a tenant in the entertainment sector that we would apply $10 million of net proceeds that we received from recent sales of some of the tenant's facilities to the tenant's upcoming rent obligations to us. In exchange, our obligation under the lease to acquire an equal amount of new facilities for them or to reduce their rent in the future has been terminated. We collected 98% of the rent due from our other net lease tenants during the quarter, 94% of the interest payments due in our real estate finance portfolio and 80% of the rent due in our operating properties portfolio. We may ~~continue to~~ experience disruptions and collections of rent and interest payments until more normalized business conditions resume. WeIn 2020, we increased our general allowance for loan losses ~~and may continue~~reflecting the uncertainty related to ~~do so in future quarters while~~ the COVID-19 ~~pandemic continues to materially affect~~pandemic. While we have seen conditions gradually improve, there can be no assurance that we will not increase our allowances in the ~~US economy.~~

future.

The COVID-19 ~~crisis has~~pandemic adversely affected our strategies of monetizing legacy assets and materially scaling ~~SAFE's~~SAFE’s portfolio in 2020 and the first quarter of 2021, primarily because of reduced levels of real estate transactions and constrained conditions for ~~the time being. Equity~~equity and debt financing for real estate ~~transactions generally is constrained.~~transactions. These conditions improved in the second quarter of 2021 and we expect them to continue to improve as more normalized activity resumes. At this time, however, we cannot predict with certainty the full extent of the impacts of the COVID-19 pandemic on our or SAFE’s business. In addition, ~~the crisis has made it more difficult to execute transactions as people are unable to visit properties, local governmental offices are closed and third parties~~other macroeconomic factors such as ~~survey, insurance, environmental~~inflation and ~~similar services have more limited capacities. These conditions~~

~~Table~~the market reaction and response of ~~Contents~~

~~will adversely affect~~government policy to inflation may impact our ~~strategy while they persist.~~or SAFE’s business. See the Risk Factors section of ~~this report~~our Annual Report on Form 10-K for additional discussion of certain potential risks to our business arising from the COVID-19 ~~crisis.~~pandemic and other factors.

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Portfolio Overview

As of June 30, ~~2020,~~2021, based on our gross book value, ~~including the carrying value of our equity method investments gross of accumulated depreciation,~~ our total investment portfolio has the following property/collateral type and geographic characteristics ($ in thousands):⁽¹⁾


Property/Collateral	Net		Real Estate		Operating		Land &						% of
Types	Lease		Finance		Properties		Development		Corporate		Total		Total
Ground Leases	$	1,122,334	$	—	$	—	$	—	$	—	$	1,122,334	24.2	%
Entertainment / Leisure		1,031,610		—		16,204		—		—		1,047,814	22.6	%
Office		817,852		52,162		—		—		—		870,014	18.7	%
Industrial / Lab		414,938		—		96,796		—		75,402		587,136	12.6	%
Land and Development		—		11,893		—		318,192		—		330,085	7.1	%
Hotel		—		147,723		83,552		—		—		231,275	5.0	%
Multifamily		—		118,933		59,357		—		—		178,290	3.8	%
Condominium		—		41,859		15,862		79,650		—		137,371	3.0	%
Retail		—		59,521		34,799		8,436		—		102,756	2.2	%
Other Property Types		—		28,075		—		—		11,265		39,340	0.8	%
Total	$	3,386,734	$	460,166	$	306,570	$	406,278	$	86,667	$	4,646,415	100.0	%
Percentage of Total		72%		10%		7%		9%		2%		100%


	Net		Real Estate		Operating		Land &						% of
Geographic Region	Lease		Finance		Properties		Development		Corporate		Total		Total
Northeast	$	944,323	$	151,256	$	93,503	$	235,632	$	—	$	1,424,714	30.7	%
West		509,989		138,551		56,533		30,971		—		736,044	15.8	%
Mid-Atlantic		568,252		—		5,941		104,295		—		678,488	14.6	%
Southwest		489,287		—		96,796		2,200		—		588,283	12.7	%
Central		429,563		47,418		45,440		31,500		—		553,921	11.9	%
Southeast		435,827		29,264		8,357		1,680		—		475,128	10.2	%
Various		9,493		93,677		—		—		86,667		189,837	4.1	%
Total	$	3,386,734	$	460,166	$	306,570	$	406,278	$	86,667	$	4,646,415	100.0	%

(1)

For net lease, operating properties and land and development, gross book value is defined as the basis assigned to physical real estate property (land and building), net of any impairments taken after acquisition date and net of basis reductions associated with unit/parcel sales, plus our basis in equity method investments, plus lease related intangibles, capitalized leasing costs and excluding accumulated depreciation and amortization, and for equity method investments, excluding the effect of our share of accumulated depreciation and amortization. For real estate finance, gross book value is defined as principal funded including any deferred capitalized interest receivable, plus protective advances, exit fee receivables and any unamortized origination/modification costs, plus our basis in equity method investments, less purchase discounts and specific allowances. This amount is not reduced for CECL allowances. Real estate finance includes our $47 million pro rata share of loans held within an equity method investment.

Property/Collateral Types Net
Lease Real Estate Finance Operating Properties Land & Development Total % of
Total
Office 937,414 51,128 127 — 988,669 20.8 %
Entertainment / Leisure 938,569 — 16,181 — 954,750 20.0 %
Ground Leases 886,555 — — — 886,555 18.6 %
Land and Development — 99,668 — 400,560 500,228 10.5 %
Industrial 259,544 — 97,663 — 357,207 7.5 %
Condominium — 180,559 18,878 136,594 336,031 7.0 %
Hotel — 179,203 82,552 — 261,755 5.5 %
Multifamily — 166,821 53,322 6,304 226,447 4.7 %
Retail 57,348 68,596 41,416 8,271 175,631 3.7 %
Other Property Types — 24,611 — — 24,611 0.5 %
Strategic Investments⁽¹⁾
— — — — 56,837 1.2 %
Total $ 3,079,430 $ 770,586 $ 310,139 $ 551,729 $ 4,768,721 100.0 %
Percentage of Total 65 % 16 % 7 % 12 % 100 %

~~(1)Strategic Investments is comprised of $47.7 million of industrial and $9.1 million of other property types.~~

Geographic Region Net
Lease Real Estate Finance Operating Properties Land & Development Total % of
Total
Northeast $ 910,379 $ 305,915 $ 93,497 $ 298,539 $ 1,608,330 33.8 %
West 496,097 211,498 56,554 39,266 803,415 16.8 %
Mid-Atlantic 503,172 13,071 — 121,170 637,413 13.4 %
Central 422,783 77,566 45,677 31,500 577,526 12.1 %
Southwest 396,462 15,890 104,338 43,470 560,160 11.7 %
Southeast 341,274 58,891 10,073 17,784 428,022 9.0 %
Various 9,263 87,755 — — 97,018 2.0 %
Strategic Investments — — — — 56,837 1.2 %
Total $ 3,079,430 $ 770,586 $ 310,139 $ 551,729 $ 4,768,721 100.0 %

Net Lease

Our net lease business seeks to create stable cash flows through long-term net leases primarily to single tenants on our properties. We target mission-critical facilities leased on a long-term basis to tenants, offering structured solutions that combine our capabilities in underwriting, lease structuring, asset management and build-to-suit construction. Leases typically provide for expenses at the facility to be paid by the tenant on a triple net lease basis. Under a typical net lease agreement, the tenant agrees to pay a base monthly operating lease payment and most or all of the facility operating expenses (including taxes, utilities, maintenance and insurance). We generally intend to hold our net lease assets for long-term investment. However, we may dispose of assets if we deem the disposition to be in our best interests.

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The net lease segment includes our Ground Lease investments made primarily through SAFE and our traditional net lease investments. As of June 30, ~~2020,~~2021, the gross book value of our consolidated net lease portfolio totaled ~~$2.2~~$2.3 billion. Our net lease portfolio, including the carrying value of our equity method investments in SAFE and Net Lease Venture II ~~exclusive~~gross of accumulated depreciation, totaled ~~$3.1~~$3.4 billion. Subsequent to June 30, 2021, we announced that we intend to explore market interest for possible sales of our net lease assets. There can be no assurance as to whether we will sell

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some, all or none of our net lease assets, or as to the timing or terms of any sales. The table below provides certain statistics for our net lease portfolio.


							Total
	Wholly-			Net Lease			Consolidated			Net Lease
	Owned			Venture I			Real Estate⁽¹⁾			Venture II			SAFE
Ownership %		100.0	%		51.9	%		—			51.9	%		66.0	%
Gross book value (millions)⁽²⁾	$	1,367		$	908		$	2,275		$	324		$	3,524

% Leased		98.9	%		100.0	%		99.3	%		100.0	%		100.0	%
Square footage (thousands)		9,671			5,749			15,420			3,302			N/A
Weighted average lease term (years)⁽³⁾		19.5			15.8			18.0			12.6			89.1
Weighted average yield⁽⁴⁾		7.4	%		8.1	%		7.7	%		9.1	%		4.4	%

Consolidated
Real Estate⁽¹⁾
Net Lease Venture II SAFE
Ownership % 100.0 % 51.9 % 65.4 %
Gross book value (millions)⁽²⁾
$ 2,158 $ 238 $ 2,798
% Leased 98.6 % 100.0 % 100.0 %
Square footage (thousands) 15,705 2,273 N/A
Weighted average lease term (years)⁽³⁾
17.5 13.1 89.2
Weighted average yield⁽⁴⁾
7.9 % 9.9 % 4.4 %

~~(1)~~

(1)	We own 51.9% of the Net Lease Venture which is consolidated in our GAAP financial statements (refer to Note 4).

(2)	Consolidated Real Estate includes amounts recorded as net investment in leases (refer to Note 5) and financing receivables in loans and other lending investments (refer to Note 7). SAFE includes its pro rata share of its unconsolidated equity method investments.

(3)	Weighted average lease term is calculated using GAAP rent and the initial maturity and does not include extension options. SAFE includes its pro rata share of its unconsolidated equity method investments.

(4)	Yield for SAFE is calculated over the trailing twelve months and excludes management fees earned by us.

Net Lease Venture ~~which is consolidated in our GAAP financial statements (refer to Note 4).~~

~~(2)~~Gross book value represents the acquisition cost of real estate and any additional capital invested into the property by us. Consolidated Real Estate includes amounts recorded as net investment in leases (refer to Note 5) and financing receivables in loans and other lending investments (refer to Note 7). SAFE includes its 54.8% pro rata share of its unconsolidated equity method investment.

~~(3)~~Weighted average lease term is calculated using GAAP rent and the initial maturity and does not include extension options. SAFE includes its 54.8% pro rata share of its unconsolidated equity method investment.

~~(4)Yield for SAFE is calculated over the trailing twelve months and excludes management fees earned by us.~~

~~Net Lease Venture~~—In February 2014, the Company partnered with a sovereign wealth fund to form a venture to acquire and develop net lease assets and gave a right of first refusal to the venture on all new net lease investments that met specified investment criteria (refer to Note 4 in our consolidated financial statements for more information on our Net Lease Venture). The Net Lease ~~Venture's~~Venture’s investment period expired on June 30, 2018 and the remaining term of the venture extends through February 13, 2022, subject to two, one-year extension options at the discretion of us and our partner. We obtained control over the Net Lease Venture when the investment period expired on June 30, 2018 and consolidated the assets and liabilities of the venture, which had previously been accounted for as an equity method investment.

Net Lease Venture II—In July 2018, we entered into Net Lease Venture II with similar investment strategies as the Net Lease Venture (refer to Note 8). The Net Lease Venture II has a right of first offer on all new net lease investments (excluding Ground Leases) originated by us. We have an equity interest in the new venture of approximately 51.9%, which is accounted for as an equity method investment, and are responsible for managing the venture in exchange for a management fee and incentive fee.

In June 2021, Net Lease Venture II’s investment period was extended to December 31, 2021.

SAFE—SAFE is a publicly-traded company that originates and acquires Ground Leases in order to generate attractive long-term risk-adjusted returns from its investments. We believe its business has characteristics comparable to a high-grade fixed income investment business, but with certain unique advantages. Relative to alternative fixed income investments generally, ~~SAFE's~~SAFE’s Ground Leases typically benefit from built-in growth derived from contractual rent increases, and the opportunity to realize value from residual rights to acquire the buildings and other improvements on its land at no additional cost. We believe that these features offer us the opportunity through our ownership in SAFE to realize superior risk-adjusted total returns when compared to certain alternative highly-rated investments. As of June 30, ~~2020,~~2021, we owned approximately ~~65.4%~~66.0% of ~~SAFE's~~SAFE’s common stock outstanding.

We account for our investment in SAFE as an equity method investment (refer to Note 8). We act as ~~SAFE's~~SAFE’s external manager pursuant to a management agreement, and we have an exclusivity agreement with SAFE pursuant to which we agreed, subject to certain exceptions, that we will not acquire, originate, invest in, or provide financing for a third party’s acquisition of, a Ground Lease unless we have first offered that opportunity to SAFE and a majority of its independent directors has declined the opportunity.

Real Estate Finance

Our real estate finance business targets sophisticated and innovative owner/operators of real estate and real estate related projects by providing one-stop capabilities that encompass financing alternatives ranging from full envelope senior

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loans to mezzanine and preferred equity capital positions. Our real estate finance portfolio consists of senior mortgage loans that are secured by commercial and residential real estate assets where we are the first lien holder, subordinated mortgage loans that are secured by second lien or junior interests in commercial and residential real estate assets, leasehold loans to Ground Lease tenants, including tenants of SAFE, and corporate/partnership loans, which represent mezzanine or subordinated loans to

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entities for which we do not have a lien on the underlying asset, but may have a pledge of underlying equity ownership of such assets. Our real estate finance portfolio includes loans on stabilized and transitional properties, Ground Leases and ground-up construction projects. In addition, we have preferred equity investments and debt securities classified as other lending investments.

As of June 30, ~~2020,~~2021, the gross book value of our consolidated real estate finance portfolio, including securities and other lending investments, totaled ~~$815.6~~$461.5 million, ~~exclusive~~gross of general loan loss ~~allowance.~~allowances. The portfolio, excluding securities and other lending investments, included ~~$642.6~~$235.4 million of performing loans with a weighted average maturity of ~~1.4~~2.3 years.

The tables below summarize our loans and the allowance for loan losses associated with our loans ($ in thousands):

June 30, 2020
Number of Loans Gross Carrying Value Allowance for
Loan Losses Carrying Value % of Total Allowance for Loan Losses as a % of Gross Carrying Value
Performing loans 20 $ 642,613 $ (13,911) $ 628,702 97.6% 2.2%
Non-performing loans 1 37,307 (21,701) 15,606 2.4% 58.2%
Total 21 $ 679,920 $ (35,612) $ 644,308 100.0% 5.2%
December 31, 2019
Number of Loans Gross Carrying Value Allowance for
Loan Losses Carrying Value % of Total Allowance for Loan Losses as a % of Gross Carrying Value
Performing loans 22 $ 665,460 $ (6,933) $ 658,527 97.6% 1.0%
Non-performing loans 1 37,820 (21,701) 16,119 2.4% 57.4%
Total 23 $ 703,280 $ (28,634) $ 674,646 100.0% 4.1%


	June 30, 2021
									Allowance for
		Gross		Allowance					Loan Losses as
	Number	Book		for Loan		Net Book		% of	a % of Gross
	of Loans	Value		Losses		Value		Total	Book Value
Performing loans	12	$	235,448	$	(3,258)	$	232,190	51.0%	1.4%
Non-performing loans	1		56,610		(590)		56,020	12.3%	1.0%
Other lending investments	3		170,037		(3,287)		166,750	36.7%	1.9%
Total	16	$	462,095	$	(7,135)	$	454,960	100.0%	1.5%


	December 31, 2020
									Allowance for
		Gross		Allowance					Loan Losses as
	Number	Book		for Loan		Net Book		% of	a % of Gross
	of Loans	Value		Losses		Value		Total	Book Value
Performing loans	16	$	529,657	$	(8,184)	$	521,473	71.2%	1.5%
Non-performing loans	1		53,305		(742)		52,563	7.2%	1.4%
Other lending investments	3		162,538		(4,244)		158,294	21.6%	2.6%
Total	20	$	745,500	$	(13,170)	$	732,330	100.0%	1.8%

Performing Loans—The table below summarizes our performing loans exclusive of allowances ($ in thousands):


	June 30, 2021		December 31, 2020
Senior mortgages	$	184,683	$	432,350
Corporate/Partnership loans		38,723		85,667
Subordinate mortgages		12,042		11,640
Total	$	235,448	$	529,657

Weighted average LTV		63%		57%
Yield - year to date⁽¹⁾		8.0%		8.0%

(1)	Yields presented are for the six months ended June 30, 2021 and 2020 and represent the yields on performing loans and other lending investments.

June 30, 2020 December 31, 2019
Senior mortgages $ 512,300 $ 534,765
Corporate/Partnership loans 119,061 119,818
Subordinate mortgages 11,252 10,877
Total $ 642,613 $ 665,460
Weighted average LTV 61 % 61 %
Yield 8.0 % 8.8 %

Non-Performing Loans—We designate loans as non-performing at such time as: (1) ~~the loan becomes~~interest payments become 90 days delinquent; (2) the loan has a maturity default; or (3) management determines it is probable that we will be unable to collect all amounts due according to the contractual terms of the loan. All non-performing loans are placed on non-accrual status and income is only recognized in certain cases upon actual cash receipt. As of June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, we had one non-performing loan with a carrying value of ~~$15.6~~$56.0 million and ~~$16.1~~$52.6 million, respectively. We expect that our level of non-performing loans will fluctuate from period to period.

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Allowance for Loan Losses—The allowance for loan losses was ~~$35.6~~$7.1 million as of June 30, ~~2020,~~2021, or ~~5.2%~~1.5% of total loans and other lending investments, compared to ~~$28.6~~$13.2 million, or ~~4.1%~~1.8%, as of December 31, ~~2019.~~2020. We expect that our level of allowance for loan losses will fluctuate from period to period. Due to the volatility of the commercial real estate market, the process of estimating collateral values and allowances requires the use of significant judgment. We currently believe there is adequate collateral and allowances to support the carrying values of the ~~loans.~~

loans and other lending investments.

The allowance for loan losses includes an asset-specific component and a formula-based component. An asset-specific allowance is established for an impaired loan when the estimated fair value of the ~~loan's~~loan’s collateral less costs to sell is lower than the carrying value of the loan. As of June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, asset-specific allowances were ~~$21.7 million.~~

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$0.6 million and $0.7 million, respectively.

We estimate the formula-based component based on historical realized losses experienced within our portfolio and take into account current economic conditions affecting the commercial real estate market. ~~We estimate the formula-based component on our construction loan portfolio based on historical realized losses experienced within our portfolio and~~In addition, we use third-party market data that includes ~~historical loss rates on commercial real estate loans and~~ forecasted economic trends, including ~~interest and~~ unemployment rates. We estimate the formula-based component on our other loans using a loan loss forecasting tool developed by Trepp LLC that utilizes loan level data including each loans position in the capital structure, interest rates, maturity dates, unfunded commitments, debt service coverage ratios, etc. which also utilizes forward looking macroeconomic variables and pool-level mean loss rates to produce an expected loss over the life each loan.

The general allowance ~~increased~~decreased to ~~$13.9~~$6.5 million, or ~~2.2%~~1.6%, of performing loans and other lending investments as of June 30, ~~2020,~~2021, compared to ~~$6.9~~$12.4 million, or ~~1.0%~~1.8%, of performing loans and other lending investments as of December 31, ~~2019.~~2020. The ~~increase~~decrease was due primarily to ~~a $0.7 million general allowance recorded upon~~ the ~~adoption~~repayment of ~~ASU 2016-13 on January 1, 2020 (refer to Note 3) and an increase in the general allowance of $6.3 million~~loans during the six months ended June 30, 2021 and an improving macroeconomic forecast on commercial real estate markets since December 31, 2020.

Operating Properties

Our operating properties represent a pool of assets across a broad range of geographies and property types including ~~office,~~industrial, hotel, multifamily, retail, ~~hotel~~condominium and ~~residential~~entertainment/leisure properties. As of June 30, ~~2020,~~2021, the gross book value of our operating property portfolio, including the carrying value of our equity method investments gross of accumulated depreciation, totaled ~~$310.1~~$306.6 million.

Land and Development

The following table presents a land and development portfolio rollforward for the six months ended June 30, ~~2020.~~2021.


	Land and Development Portfolio Rollforward
	(in millions)
	Asbury Ocean
	Club and
	Asbury Park		Magnolia		All		Total
	Waterfront		Green		Others		Segment
Beginning balance⁽¹⁾	$	201.1	$	101.3	$	128.3	$	430.7
Asset sales⁽²⁾		(40.2)		(11.4)		(5.2)		(56.8)
Capital expenditures		—		9.4		—		9.4
Other		—		(1.4)		(0.2)		(1.6)
Ending balance⁽¹⁾	$	160.9	$	97.9	$	122.9	$	381.7

(1)	As of June 30, 2021, and December 31, 2020, Total Segment excludes $13.6 million and $31.2 million, respectively, of equity method investments.

(2)	Represents gross book value of the assets sold, rather than proceeds received.

Land and Development Portfolio Rollforward
(in millions)
Asbury Ocean Club and Asbury Park Waterfront Magnolia
Green All
Others Total
Segment
Beginning balance⁽¹⁾
$ 234.6 $ 112.9 $ 233.0 $ 580.5
Asset sales⁽²⁾
(21.1) (10.3) (59.5) (90.9)
Capital expenditures 10.3 7.9 1.8 20.0
Other — (1.3) (3.7) (5.0)
Ending balance⁽¹⁾
$ 223.8 $ 109.2 $ 171.6 $ 504.6

~~(1)As of June 30, 2020 and December 31, 2019, Total Segment excludes $37.1 million and $42.9 million, respectively, of equity method investments.~~

~~(2)Represents gross book value of the assets sold, rather than proceeds received.~~

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Results of Operations for the Three Months Ended June 30, ~~2020~~2021 compared to the Three Months Ended June 30, ~~2019~~

For the Three Months Ended June 30,
2020 2019 $ Change
(in thousands)
Operating lease income $ 46,812 $ 55,185 $ (8,373)
Interest income 15,439 20,341 (4,902)
Interest income from sales-type leases 8,295 3,817 4,478
Other income 10,292 10,050 242
Land development revenue 15,577 9,075 6,502
Total revenue 96,415 98,468 (2,053)
Interest expense 41,950 43,752 (1,802)
Real estate expense 14,276 22,038 (7,762)
Land development cost of sales 16,287 9,236 7,051
Depreciation and amortization 14,300 13,718 582
General and administrative 18,998 27,303 (8,305)
Provision for loan losses 2,067 110 1,957
Provision for losses on net investment in leases 534 — 534
Impairment of assets 4,783 1,102 3,681
Other expense 203 11,883 (11,680)
Total costs and expenses 113,398 129,142 (15,744)
Income from sales of real estate 62 220,523 (220,461)
Earnings from equity method investments 2,586 3,640 (1,054)
Selling profit from sales-type leases — 180,416 (180,416)
Income tax expense (28) (214) 186
Net income (loss) $ (14,363) $ 373,691 $ (388,054)

2020


	For the Three Months Ended
	June 30,
	2021		2020		$ Change

	(in thousands)
Operating lease income	$	45,544	$	46,812	$	(1,268)
Interest income		8,973		15,439		(6,466)
Interest income from sales-type leases		8,689		8,295		394
Other income		10,064		10,292		(228)
Land development revenue		32,318		15,577		16,741
Total revenue		105,588		96,415		9,173
Interest expense		39,417		41,950		(2,533)
Real estate expenses		18,289		14,276		4,013
Land development cost of sales		30,803		16,287		14,516
Depreciation and amortization		14,660		14,300		360
General and administrative		30,394		18,998		11,396
(Recovery of) provision for loan losses		(2,263)		2,067		(4,330)
(Recovery of) provision for losses on net investment in leases		(265)		534		(799)
Impairment of assets		—		4,783		(4,783)
Other expense		211		203		8
Total costs and expenses		131,246		113,398		17,848
Income from sales of real estate		2,210		62		2,148
Earnings from equity method investments		12,697		2,586		10,111
Income tax expense		(665)		(28)		(637)
Net loss	$	(11,416)	$	(14,363)	$	2,947

Revenue—Operating lease income, which primarily includes income from net lease assets and commercial operating properties, decreased ~~$8.4~~$1.3 million ~~or 15%,~~ to ~~$46.8~~$45.5 million during the three months ended June 30, ~~2020~~2021 from ~~$55.2~~$46.8 million for the same period in ~~2019.~~2020. The following table summarizes our operating lease income by segment ($ in millions).


	Three Months Ended June 30,
	2021		2020		Change
Net Lease⁽¹⁾	$	40.7	$	41.5	$	(0.8)
Operating Properties⁽²⁾		4.7		5.2		(0.5)
Land and Development		0.1		0.1		—
Total	$	45.5	$	46.8	$	(1.3)

(1)	Change primarily due to the sale of assets, partially offset by an increase in recovery income from tenants at certain of our properties.

(2)	Change primarily due to the termination of certain leases at one of our operating properties.

Three Months Ended June 30,
2020 2019 Change
Net Lease⁽¹⁾
$ 41.5 $ 48.7 $ (7.2)
Operating Properties⁽²⁾
5.2 6.4 (1.2)
Land and Development 0.1 0.1 —
Total $ 46.8 $ 55.2 $ (8.4)

~~(1)Change primarily due to the reclassification of certain operating leases to sales-type leases in May 2019 (refer to Note 5) and asset sales, partially offset by new acquisitions.~~

~~(2)Change primarily due to asset sales.~~

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The following table shows certain same store statistics for our consolidated Net Lease segment. Same store assets are defined as assets we owned on or prior to April 1, ~~2019~~2020 and were in service through June 30, ~~2020~~2021 (Operating lease income in millions).


	Three Months Ended June 30,
	2021			2020
Operating lease income⁽¹⁾	$	50.2		$	48.8
Rent per square foot	$	13.10		$	12.61
Occupancy⁽²⁾		99.3	%		98.6	%

(1)	For the three months ended June 30, 2021 and 2020, includes $9.4 million and $9.1 million, respectively, of lease income from one net lease tenant that was recorded to “Interest income from sales-type leases” and “Interest income” in our consolidated statements of operations.

(2)	Occupancy as of June 30, 2021 and 2020.

Three Months Ended June 30,
2020 2019
Operating lease income $ 43.3 $ 44.7
Rent per square foot $ 11.42 $ 11.33
Occupancy⁽¹⁾
98.6 % 99.5 %

~~(1)Occupancy as of June 30, 2020 and 2019.~~

Interest income decreased ~~$4.9 million, or 24%,~~ to ~~$15.4~~$9.0 million during the three months ended June 30, ~~2020~~2021 from ~~$20.3~~$15.4 million for the same period in ~~2019.~~2020. The decrease was due primarily to a decrease in the average balance of our performing loans and other lending investments, which was $371 million for the three months ended June 30, 2021 and $755 million for the three months ended June 30, ~~2020 and $883 million for the three months ended June 30, 2019.~~2020. The weighted average yield on our performing loans and other lending investments was ~~7.8%~~8.4% and ~~9.1%~~7.8%, respectively, for the three months ended June 30, ~~2020~~2021 and ~~2019.~~

On January 1, 2019, we adopted new accounting standards and classified certain of our leases in 2019 as sales-type leases. Under sales-type leases, we accrue interest income from sales-type leases under the effective interest method as opposed to recognition of operating lease income under the straight-line rent method for our leases that do not qualify as sales-type leases. 2020.

Interest income from sales-type leases increased to ~~$8.3~~$8.7 million for the three months ended June 30, ~~2020~~2021 from ~~$3.8~~$8.3 million for the same period in ~~2019. The increase was due primarily to a full period of interest income for sales-type leases during the three months ended June 30, 2020 (refer to Note 5).~~

2020.

Other income ~~increased $0.2 million, or 2%,~~decreased to ~~$10.3~~$10.1 million during the three months ended June 30, ~~2020~~2021 from ~~$10.1~~$10.3 million for the same period in ~~2019.~~2020. Other income during the three months ended June 30, 2021 consisted primarily of a management fees, income from our hotel properties, other ancillary income from our land and development projects and loan portfolio and interest income on our cash. Other income during the three months ended June 30, 2020 consisted primarily of management fees, other ancillary income from our operating properties, land and development projects and loan portfolio, income from our hotel properties and interest income on our cash. Other income during the three months ended June 30, 2019 consisted primarily of income from our hotel properties, other ancillary income from our operating properties and land and development projects and interest income on our cash.

Land development revenue and cost of sales—During the three months ended June 30, 2021, we sold residential lots and units and recognized land development revenue of $32.3 million which had associated cost of sales of $30.8 million. During the three months ended June 30, 2020, we sold residential lots and units and recognized land development revenue of $15.6 million which had associated cost of sales of $16.3 million. ~~During the three months ended June 30, 2019, we sold residential lots and units and recognized land development revenue of $9.1 million which had associated cost of~~The increase in 2021 was primarily due to an increase in sales ~~of $9.2 million.~~

at our Asbury properties.

Costs and expenses—Interest expense decreased ~~$1.8 million, or 4%,~~ to ~~$42.0~~$39.4 million during the three months ended June 30, ~~2020~~2021 from ~~$43.8~~$42.0 million for the same period in ~~2019~~2020, due primarily to a decrease in our weighted average cost of debt, which was 4.6% for the three months ended June 30, 2021 compared to 4.7% for the three months ended June 30, ~~2020 compared to 5.5% for the three months ended June 30, 2019.~~2020. The balance of our average outstanding debt, inclusive of loan participations and lease liabilities associated with finance-type leases, ~~increased~~decreased to ~~$3.55~~$3.44 billion for the three months ended June 30, ~~2020~~2021 from ~~$3.39~~$3.55 billion for the same period in ~~2019.~~

2020.

Real estate ~~expenses decreased $7.7~~expense increased $4.0 million ~~or 35%,~~ to ~~$14.3~~$18.3 million during the three months ended June 30, ~~2020~~2021 from ~~$22.0~~$14.3 million for the same period in ~~2019.~~2020. The following table summarizes our real estate expenses by segment ($ in millions).


	Three Months Ended June 30,
	2021		2020		Change
Operating Properties⁽¹⁾	$	6.3	$	4.5	$	1.8
Land and Development⁽²⁾		5.0		3.6		1.4
Net Lease⁽³⁾		7.0		6.2		0.8
Total	$	18.3	$	14.3	$	4.0

(1)	Change primarily due to an increase in expenses at certain of our hotel operating properties that have increased operations from the prior year.

(2)	Change primarily due to a decrease in taxes payable at one of our properties in the second quarter 2020.

(3)	Change primarily due to an increase in common area expenses at certain properties.

Three Months Ended June 30,
2020 2019 Change
Operating Properties⁽¹⁾
$ 4.5 $ 8.3 $ (3.8)
Land and Development⁽²⁾
3.6 8.0 (4.4)
Net Lease⁽³⁾
6.2 5.7 0.5
Total $ 14.3 $ 22.0 $ (7.7)

~~(1)Change primarily due to asset sales and a decrease in expenses at operating properties..~~

~~(2)Change primarily due to asset sales and a decrease in expenses at some of our properties.~~

~~(3)Change primarily due to new acquisitions, partially offset by asset sales.~~

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Depreciation and amortization increased ~~$0.6 million, or 4%,~~ to ~~$14.3~~$14.7 million during the three months ended June 30, ~~2020~~2021 from ~~$13.7~~$14.3 million for the same period in ~~2019, primarily due to new acquisitions, partially offset by asset sales~~2020.

General and ~~the reclassification of certain operating leases to sales-type lease (refer to Note 5).~~

administrative expense includes payroll and related costs, performance-based compensation, public company costs and occupancy costs. General and administrative expenses ~~decreased $8.3, or 30%,~~increased to ~~$19.0~~$30.4 million during the three months ended June 30, ~~2020~~2021 from ~~$27.3~~$19.0 million for the same period in ~~2019. Excluding performance based~~2020. The increase in 2021 was due primarily to an $11.5 million increase in performance-based compensation ~~general and administrative expenses decreased to $11.3 million in~~from 2020 from $14.2 million in 2019, which does not include $3.2 million and $1.5 million, respectively, in management fees earned from SAFE that we record in other income. General and administrative expenses net. Our primary forms of ~~performance based~~performance-based compensation ~~and SAFE management fees was $8.1 million in 2020 and $12.7 million in 2019. The following table summarizes~~are our ~~general and administrative expenses for the three months ended June 30, 2020 and 2019 (in millions):~~

Three Months Ended June 30,
2020 2019 Change
Payroll and related costs $ 6.4 $ 9.0 $ (2.6)
Performance based compensation⁽¹⁾
7.7 13.1 (5.4)
Public company costs 1.7 1.4 0.3
Occupancy costs 1.2 1.1 0.1
Other 2.0 2.7 (0.7)
Total $ 19.0 $ 27.3 $ (8.3)

~~(1)Includes performance based compensation related to our Performance Incentive~~iPIP Plans and ~~Annual Incentive Plan. Please refer~~our 2009 LTIP (refer to Note 15 ~~- Stock-Based Compensation~~for more information on these plans). In addition, illustrative examples of our iPIP Plans ~~and Employee Benefits for a description~~may be found in our 2021 definitive proxy statement which is publicly available on the SEC’s website.

The recovery of the Performance Incentive Plans. Our board of directors is considering an additional performance metric for the second half of 2020 to supplement its existing performance metrics in calculating performance based compensation, which would be intended to account for the fact that metrics established prior to the pandemic may not alone be appropriate benchmarks of performance during the pandemic.

~~The provision for~~ loan losses was ~~$2.1~~$2.3 million for the three months ended June 30, ~~2020~~2021 as compared to ~~$0.1~~a provision for loan losses of $2.1 million for the same period in ~~2019.~~2020. The recovery of loan losses for the three months ended June 30, 2021 resulted from the reversal of CECL allowances on loans that repaid in full in the second quarter 2021 and from an improving macroeconomic forecast on commercial real estate markets since March 31, 2021. The provision for loan losses for the three months ended June 30, 2020 resulted from the macroeconomic impact of COVID-19 on commercial real estate markets.

The recovery of losses on net investment in leases for the three months ended June 30, 2021 resulted from an improving macroeconomic forecast on commercial real estate markets since March 31, 2021. The provision for losses on net investment in leases for the three months ended June 30, 2020 ~~included an allowance resulting~~resulted from the macroeconomic impact of COVID-19 on commercial real estate markets.

During the three months ended June 30, 2020, we recorded an aggregate impairment of $4.8 million on a real estate asset held for sale and a land and development asset. ~~During the three months ended June 30, 2019, we recorded an impairment of $1.1 million on a land and development asset due to a change in business strategy.~~

Other expense ~~decreased to~~was $0.2 million during the three months ended June 30, ~~2020 from $11.9~~2021 and $0.2 million for the same period in ~~2019. The decrease was due primarily to expenses associated with derivative contracts that were terminated during~~2020.

Income from sales of real estate—During the three months ended June 30, ~~2019.~~

~~Income~~2021, we recorded $2.2 million of income from sales of real estate— from the sale of net lease assets and residential condominiums. During the three months ended June 30, 2020, we recorded $0.1 million of income from sales of real estate from the sale of units at a residential operating property. ~~During the three months ended June 30, 2019, we recorded $220.5 million of income from sales of real estate primarily from the sale of a portfolio of net lease assets.~~

Earnings from equity method investments—Earnings from equity method investments ~~decreased~~increased to ~~$2.6~~$12.7 million during the three months ended June 30, ~~2020~~2021 from ~~$3.6~~$2.6 million for the same period in ~~2019.~~2020. During the three months ended June 30, 2021, we recognized $9.7 million of income from our equity method investment in SAFE, $1.6 million from our equity method investment in Net Lease Venture II and $1.4 million of net aggregate income from our remaining equity method investments. During the three months ended June 30, 2020, we recognized $8.2 million of income from our equity method investment in SAFE, which was partially offset by $5.6 million of net aggregate losses from our remaining equity method investments. ~~During~~

Income tax benefit (expense)—Income tax expense of $0.7 million was recorded for the three months ended June 30, ~~2019, we During~~2021 and related primarily to a reduction in the ~~three months ended June 30, 2019, we recognized $3.8 million~~amount of ~~income~~expected refund of alternative minimum taxes due us resulting from ~~our equity method investment in SAFE, $2.0 million~~amended tax returns from ~~sales activity at a land development venture and $2.2 million was~~prior periods net ~~aggregate losses from our remaining equity method investments.~~

~~Selling profit from sales-type leases~~—During the three months ended June 30, 2019, we entered into a transaction with an operator of bowling entertainment venues, consisting of the purchase of nine bowling centers for $56.7 million and a commitment to purchase up to $55.0 million of additional bowling centers over the next several years. The new centers were added to our existing master leases with the tenant. In connection with this transaction, the maturities of the leases were

~~Table of Contents~~

extended by 15 years to 2047. As a result of the modifications to the leases, we accounted for the leases as sales-type leases and recognized $180.4 million in "Selling profit from sales-type leases" as a result of the transaction.

~~Income tax expense~~—operating loss carrybacks. Income tax expense of $28 thousand was recorded ~~during the three months ended June 30, 2020 as compared to an income tax expense of $0.2 million for the same period in 2019. The income tax expense~~ for the three months ended June 30, 2020 and ~~2019 is~~ related primarily to state margins taxes and other minimum state taxes.

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Results of Operations for the Six Months Ended June 30, ~~2020~~2021 compared to the Six Months Ended June 30, ~~2019~~

For the Six Months
Ended June 30,
2020 2019 $ Change
(in thousands)
Operating lease income $ 94,158 $ 114,100 $ (19,942)
Interest income 32,655 40,716 (8,061)
Interest income from sales-type leases 16,650 3,817 12,833
Other income 30,660 24,863 5,797
Land development revenue 95,752 21,774 73,978
Total revenue 269,875 205,270 64,605
Interest expense 85,341 90,329 (4,988)
Real estate expense 36,774 47,978 (11,204)
Land development cost of sales 93,346 23,684 69,662
Depreciation and amortization 28,786 29,386 (600)
General and administrative 53,270 48,402 4,868
Provision for loan losses 6,070 13 6,057
Provision for losses on net investment in leases 1,826 — 1,826
Impairment of assets 6,491 4,953 1,538
Other expense 277 12,391 (12,114)
Total costs and expenses 312,181 257,136 55,045
Income from sales of real estate 62 229,930 (229,868)
Loss on early extinguishment of debt, net (4,115) (468) (3,647)
Earnings from equity method investments 19,198 8,949 10,249
Selling profit from sales-type leases — 180,416 (180,416)
Income tax expense (88) (240) 152
Net income (loss) $ (27,249) $ 366,721 $ (393,970)

2020


	For the Six Months Ended June 30,
	2021		2020		$ Change

	(in thousands)
Operating lease income	$	92,988	$	94,158	$	(1,170)
Interest income		19,623		32,655		(13,032)
Interest income from sales-type leases		17,316		16,650		666
Other income		24,354		30,660		(6,306)
Land development revenue		64,567		95,752		(31,185)
Total revenue		218,848		269,875		(51,027)
Interest expense		78,980		85,341		(6,361)
Real estate expense		35,183		36,774		(1,591)
Land development cost of sales		60,126		93,346		(33,220)
Depreciation and amortization		30,115		28,786		1,329
General and administrative		51,833		53,270		(1,437)
(Recovery of) provision for loan losses		(6,057)		6,070		(12,127)
(Recovery of) provision for losses on net investment in leases		(1,866)		1,826		(3,692)
Impairment of assets		1,785		6,491		(4,706)
Other expense		464		277		187
Total costs and expenses		250,563		312,181		(61,618)
Income from sales of real estate		2,822		62		612
Loss on early extinguishment of debt, net		—		(4,115)		4,115
Earnings from equity method investments		25,466		19,198		6,268
Income tax expense		—		(88)		88
Net loss	$	(3,427)	$	(27,249)	$	23,822

Revenue—Operating lease income, which primarily includes income from net lease assets and commercial operating properties, decreased ~~$19.9~~$1.2 million to ~~$94.2~~$93.0 million during the six months ended June 30, ~~2020~~2021 from ~~$114.1~~$94.2 million for the same period in ~~2019.~~2020. The following table summarizes our operating lease income by segment ($ in millions).


	Six Months Ended June 30,
	2021		2020		Change
Net Lease⁽¹⁾	$	83.3	$	83.0	$	0.3
Operating Properties⁽²⁾		9.5		11.0		(1.5)
Land and Development		0.2		0.2		—
Total	$	93.0	$	94.2	$	(1.2)

(1)	Change primarily due to an increase in recovery income from tenants at certain of our properties, partially offset by the sale of assets.

(2)	Change primarily due to asset sales and the termination of certain leases at one of our operating properties.

Six Months Ended June 30,
2020 2019 Change
Net Lease⁽¹⁾
$ 83.0 $ 98.1 $ (15.1)
Operating Properties⁽²⁾
11.0 15.9 (4.9)
Land and Development 0.2 0.1 0.1
Total $ 94.2 $ 114.1 $ (19.9)

~~(1)Change primarily due to the reclassification of certain operating leases to sales-type leases in May 2019 (refer to Note 5) and asset sales, partially offset by new acquisitions.~~

~~(2)Change primarily due to asset sales.~~

~~Table of Contents~~

The following table shows certain same store statistics for our consolidated Net Lease segment. Same store assets are defined as assets we owned on or prior to January 1, ~~2019~~2020 and were in service through June 30, ~~2020~~2021 (Operating lease income in millions).


	Six Months Ended June 30,
	2021			2020
Operating lease income⁽¹⁾	$	102.1		$	97.9
Rent per square foot	$	13.33		$	12.64
Occupancy⁽²⁾		99.3	%		98.6	%

(1)	For the six months ended June 30, 2021 and 2020, includes $18.9 million and $18.2 million, respectively, of lease income from one net lease tenant that was recorded to “Interest income from sales-type leases” and “Interest income” in our consolidated statements of operations.

(2)	Occupancy as of June 30, 2021 and 2020.

Six Months Ended June 30,
2020 2019
Operating lease income $ 80.8 $ 79.7
Rent per square foot $ 10.96 $ 10.38
Occupancy⁽¹⁾
98.5 % 99.5 %

~~(1)Occupancy as~~Table of ~~June 30, 2020 and 2019.~~Contents

Interest income decreased ~~$8.1 million~~ to ~~$32.7~~$19.6 million during the six months ended June 30, ~~2020~~2021 from ~~$40.7~~$32.7 million for the same period in ~~2019.~~2020. The decrease was due primarily to a decrease in the average balance of our performing loans and other lending investments, which was $445 million for the six months ended June 30, 2021 and $775 million for the six months ended June 30, ~~2020 and $892 million for the six months ended June 30, 2019.~~2020. The weighted average yield on our performing loans and other lending investments for both the six months ended June 30, ~~2020~~2021 and ~~2019~~2020 was 8.0% ~~and 9.1%, respectively,~~

Interest income from sales-type leases increased to ~~$16.7~~$17.3 million for the six months ended June 30, ~~2020~~2021 from ~~$3.8~~$16.7 million for the same period in ~~2019. The increase was due primarily to a full period of interest income for sales-type leases during the six months ended June 30, 2020 (refer to Note 5).~~

2020.

Other income ~~increased $5.8 million~~decreased to ~~$30.7~~$24.4 million during the six months ended June 30, ~~2020~~2021 from ~~$24.9~~$30.7 million for the same period in ~~2019.~~2020. Other income during the six months ended June 30, 2021 consisted primarily of a mark-to-market gain on an equity investment, management fees, other ancillary income from our land and development projects and loan portfolio, income from our hotel properties, lease termination fees and interest income on our cash. Other income during the six months ended June 30, 2020 consisted primarily of a mark-to-market gain on an equity investment, management fees, other ancillary income from our operating properties, land and development projects and loan portfolio, income from our hotel properties and interest income on our cash. Other income during the six months ended June 30, 2019 consisted primarily of income from our hotel properties, other ancillary income from our operating properties and land and development projects and interest income on our cash. The increase in 2020 was due primarily to an increase in loan prepayment penalties and an increase in management fees from SAFE.

Land development revenue and cost of sales—During the six months ended June 30, 2021, we sold residential lots and units and recognized land development revenue of $64.6 million which had associated cost of sales of $60.1 million. During the six months ended June 30, 2020, we sold residential lots and units and recognized land development revenue of $95.8 million which had associated cost of sales of $93.3 million. During the six months ended June 30, 2019, we sold residential lots and units and recognized land development revenue of $21.8 million which had associated cost of sales of $23.7 million. The increase in 2020 was due primarily to the sale of a 430 acre site in California for $36.0 million which had associated cost of sales of $35.4 million.

Costs and expenses—Interest expense decreased ~~$5.0 million~~ to ~~$85.3~~$79.0 million during the six months ended June 30, ~~2020~~2021 from ~~$90.3~~$85.3 million for the same period in ~~2019~~2020 due primarily to a decrease in our weighted average cost of debt, which was 4.6% for the six months ended June 30, 2021 compared to 4.8% for the six months ended June 30, ~~2020 compared to 5.5% for the six months ended June 30, 2019.~~2020. The balance of our average outstanding debt, inclusive of loan participations and lease liabilities associated with finance-type leases, increased to ~~$3.53~~$3.46 billion for the six months ended June 30, ~~2020~~2021 from ~~$3.51~~$3.53 billion for the same period in ~~2019.~~

2020.

Real estate expenses decreased ~~$11.2 million~~ to ~~$36.8~~$35.2 million during the six months ended June 30, ~~2020~~2021 from ~~$48.0~~$36.8 million for the same period in ~~2019.~~2020. The following table summarizes our real estate expenses by segment ($ in millions).

Six Months Ended June 30,
2020 2019 Change
Operating Properties⁽¹⁾
$ 12.2 $ 19.3 $ (7.1)
Land and Development⁽²⁾
12.2 16.8 (4.6)
Net Lease⁽³⁾
12.4 11.9 0.5
Total $ 36.8 $ 48.0 $ (11.2)

~~(1)Change primarily due to asset sales and a decrease in expenses at our hotel properties, partially offset by an asset beginning operations during 2019.~~

~~(2)Change primarily due to a decrease in legal and marketing costs at some properties and asset sales.~~

~~(3)Change primarily due to new acquisitions, partially offset by asset sales.~~


	Six Months Ended June 30,
	2021		2020		Change
Operating Properties⁽¹⁾	$	10.1	$	12.2	$	(2.1)
Land and Development⁽²⁾		9.5		12.2		(2.7)
Net Lease⁽³⁾		15.6		12.4		3.2
Total	$	35.2	$	36.8	$	(1.6)

~~Table of Contents~~

(1)	Change primarily due to the recovery of bad debt expense at certain of our properties.

(2)	Change primarily due to a decrease in real estate taxes and insurance costs at one property and asset sales.

(3)	Change primarily due to an increase in common area expenses at certain properties.

Depreciation and amortization ~~decreased $0.6 million~~increased to ~~$28.8~~$30.1 million during the six months ended June 30, ~~2020~~2021 from ~~$29.4~~$28.8 million for the same period in ~~2019,~~2020, primarily due to ~~asset sales~~the full amortization of intangible assets associated with terminated leases and ~~the reclassification of~~placing certain ~~operating leases to sales-type lease (refer to Note 5), partially offset by new acquisitions.~~

assets in service during 2021.

General and administrative expense includes payroll and related costs, performance-based compensation, public company costs and occupancy costs. General and administrative expenses ~~increased $4.9 million~~decreased to ~~$53.3~~$51.8 million during the six months ended June 30, ~~2020~~2021 from ~~$48.4~~$53.3 million for the same period in ~~2019. Excluding performance based~~2020. The decrease in 2021 was due primarily to a $1.5 million decrease in payroll and related costs and performance-based compensation general and administrative expenses decreased to $26.1 million in 2020 from $27.9 million in 2019, which does not include $6.0 million and $3.1 million, respectively, in management fees earned from SAFE that we record in other income. General and administrative expenses net. Our primary forms of ~~performance based~~performance-based compensation ~~and SAFE management fees was $20.1 million in 2020 and $24.8 million in 2019. The following table summarizes~~are our ~~general and administrative expenses for the six months ended June 30, 2020 and 2019 (in millions):~~

Six Months Ended June 30,
2020 2019 Change
Payroll and related costs $ 16.3 $ 17.6 $ (1.3)
Performance based compensation⁽¹⁾
27.2 20.5 6.7
Public company costs 3.6 2.9 0.7
Occupancy costs 2.2 2.2 —
Other 4.0 5.2 (1.2)
Total $ 53.3 $ 48.4 $ 4.9

Table of ~~the Performance Incentive Plans. Our board~~Contents

The recovery of directors is considering an additional performance metric for the second half of 2020 to supplement its existing performance metrics in calculating performance based compensation, which would be intended to account for the fact that metrics established prior to the pandemic may not alone be appropriate benchmarks of performance during the pandemic.

~~The provision for~~ loan losses was $6.1 million for the six months ended June 30, ~~2020~~2021 as compared to ~~$13.0 thousand~~a provision for loan losses of $6.1 million for the same period in ~~2019.~~2020. The recovery of loan losses for the six months ended June 30, 2021 resulted from the reversal of CECL allowances on loans that repaid in full during the period and from an improving macroeconomic forecast on commercial real estate markets since December 31, 2020. The provision for loan losses for the six months ended June 30, 2020 resulted from the macroeconomic impact of COVID-19 on commercial real estate markets.

The recovery of losses on net investment in leases for the six months ended June 30, 2021 resulted from an improving macroeconomic forecast on commercial real estate markets since December 31, 2020. The provision for losses on net investment in leases for the six months ended June 30, 2020 included an allowance resulting from the macroeconomic impact of COVID-19 on commercial real estate ~~markets..~~

markets.

During the six months ended June 30, 2021, we recorded an aggregate impairment of $1.8 million in connection with the sale of net lease assets and residential condominiums. During the six months ended June 30, 2020, we recorded an aggregate impairment of $6.5 million in connection with the sale of net lease assets and impairments on a real estate asset held for sale and a land and development asset. During the six months ended June 30, 2019, we recorded an aggregate impairment of $5.0 million which included an impairment of $3.3 million on a commercial operating property based on an executed purchase and sale agreement, a $1.1 million impairment on a land and development asset due to a change in business strategy and $0.6 million of impairments in connection with the sale of residential condominium units.

Other expense ~~decreased~~increased to ~~$0.3~~$0.5 million during the six months ended June 30, ~~2020~~2021 from ~~$12.4~~$0.3 million for the same period in ~~2019. The decrease was due primarily to expenses associated with derivative contracts that were terminated during~~2020.

Income from sales of real estate—During the six months ended June 30, ~~2019.~~

~~Income~~2021, we recorded $2.8 million of income from sales of real estate— from the sale of net lease assets and residential condominiums. During the six months ended June 30, 2020, we recorded $0.1 million of income from sales of real estate from the sale of units at a residential operating property. ~~During the six months ended June 30, 2019, we recorded $229.9 million of income from sales of real estate primarily from the sale of a portfolio of net lease assets and operating properties.~~

Loss on early extinguishment of debt, ~~net—~~net—During the six months ended June 30, 2020, ~~and 2019,~~ we incurred losses on early extinguishment of debt of $4.1 million ~~and $0.5 million, respectively,~~ resulting from the repayment of senior notes prior to maturity.

Earnings from equity method investments—Earnings from equity method investments increased to ~~$19.2~~$25.5 million during the six months ended June 30, ~~2020~~2021 from ~~$8.9~~$19.2 million for the same period in ~~2019.~~ 2020. During the six months ended June 30, 2021, we recognized $21.1 million of income from our equity method investment in SAFE, $2.6 million from our equity method investment in Net Lease Venture II and $1.8 million of net aggregate income from our remaining equity method investments. During the six months ended June 30, 2020, we recognized $27.6 million of income from our equity method investment in SAFE, which included a dilution gain of $7.9 million resulting from a SAFE equity offering in March 2020, offset by $8.4 million of net aggregate losses from our remaining

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equity method investments. During the six months ended June 30, 2019, we recognized $11.1 million from our equity method investment in SAFE and $2.3 million from sales activity at a land development venture, which was partially offset by $4.5 million of net aggregate losses from our remaining equity method investments.

~~Selling profit from sales-type leases~~—During the six months ended June 30, 2019, we entered into a transaction with an operator of bowling entertainment venues, consisting of the purchase of nine bowling centers for $56.7 million and a commitment to purchase up to $55.0 million of additional bowling centers over the next several years. The new centers were added to our existing master leases with the tenant. In connection with this transaction, the maturities of the leases were extended by 15 years to 2047. As a result of the modifications to the leases, we accounted for the leases as sales-type leases and recognized $180.4 million in "Selling profit from sales-type leases" as a result of the transaction.

Income tax expense—Income tax ~~expense~~benefit of $0.1 million was recorded during the six months ended June 30, 2020 ~~as compared to an income tax expense of $0.2 million for the same period in 2019. The income tax expense for the six months ended June 30, 2020~~ and ~~2019 is related~~was due primarily to state margins taxes and other minimum state taxes.

Adjusted Earnings

In 2019, we announced a new business strategy that would focus our management personnel and our investment resources primarily on scaling our Ground Lease platform. As part of this strategy, we accelerated the monetization of legacy assets, reducing our legacy portfolio to approximately ~~17%~~14% of our overall portfolio as of June 30, ~~2020,~~2021, and deployed a substantial portion of the proceeds into additional investments in SAFE and new loan and net lease originations relating to the Ground Lease business. ~~Management has determined that, effective for the first quarter 2020,~~Adjusted earnings is a ~~modified~~ non-GAAP ~~earnings~~ metric ~~designated "adjusted earnings," is the metric it~~management uses to assess our execution of this strategy and the performance of our operations. Adjusted earnings reflects impairment charges and loan provisions in the same period in which they are recognized in net income (loss) prepared in conformity with generally accepted accounting principles in the United States of America ~~("GAAP"~~(“GAAP”), rather than in a later period when the asset is sold. We believe this change is appropriate as legacy asset sales become less central to our business, even though sales may be material to particular periods when they occur.

Adjusted earnings is used internally as a supplemental performance measure adjusting for certain items to give management a view of income more directly derived from operating activities in the period in which they occur. Adjusted earnings is calculated as net income (loss) allocable to common shareholders, prior to the effect of depreciation and amortization, including our proportionate share of depreciation and amortization from equity method investments and

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excluding depreciation and amortization allocable to noncontrolling interests, stock-based compensation expense, the non-cash portion of loss on early extinguishment of debt and the liquidation preference recorded as a premium above book value on the redemption of preferred stock ("(“Adjusted ~~Earnings"~~Earnings”). ~~All prior periods have been calculated in accordance with this definition.~~

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Adjusted Earnings should be examined in conjunction with net income (loss) as shown in our consolidated statements of operations. Adjusted Earnings should not be considered as an alternative to net income (loss) (determined in accordance with GAAP), or to cash flows from operating activities (determined in accordance with GAAP), as a measure of our liquidity, nor is Adjusted Earnings indicative of funds available to fund our cash needs or available for distribution to shareholders. Rather, Adjusted Earnings is an additional measure we use to analyze our business performance because it excludes the effects of certain non-cash charges that we believe are not necessarily indicative of our operating performance. It should be noted that our manner of calculating Adjusted Earnings may differ from the calculations of similarly-titled measures by other companies.

For the Three Months Ended June 30,
2020 2019 2018
(in thousands)
Adjusted Earnings
Net income (loss) allocable to common shareholders $ (23,335) $ 362,715 $ 42,873
Add: Depreciation and amortization 15,675 14,305 15,511
Add: Stock-based compensation expense 4,744 9,705 3,503
Add: Non-cash portion of loss on early extinguishment of debt — — 2,164
Adjusted earnings (losses) allocable to common shareholders $ (2,916) $ 386,725 $ 64,051


	For the Three Months Ended June 30,
	2021		2020

	(in thousands)
Adjusted Earnings
Net loss allocable to common shareholders	$	(19,543)	$	(23,335)
Add: Depreciation and amortization		16,712		15,675
Add: Stock-based compensation expense		14,791		4,744
Adjusted earnings (loss) allocable to common shareholders	$	11,960	$	(2,916)

For the Six Months Ended June 30,
2020 2019 2018
(in thousands)
Adjusted Earnings
Net income (loss) allocable to common shareholders $ (44,786) $ 345,150 $ 69,680
Add: Depreciation and amortization 30,731 29,740 32,279
Add: Stock-based compensation expense 21,014 13,954 12,593
Add: Non-cash portion of loss on early extinguishment of debt 799 468 2,536
Adjusted earnings allocable to common shareholders $ 7,758 $ 389,312 $ 117,088


	For the Six Months Ended June 30,
	2021		2020

	(in thousands)
Adjusted Earnings
Net loss allocable to common shareholders	$	(19,948)	$	(44,786)
Add: Depreciation and amortization		34,341		30,731
Add: Stock-based compensation expense		20,299		21,014
Add: Non-cash portion of loss on early extinguishment of debt		—		799
Adjusted earnings allocable to common shareholders	$	34,692	$	7,758

Liquidity and Capital Resources

During the three months ended June 30, ~~2020,~~2021, we invested ~~$59.5~~an aggregate $163 million ~~into~~in new investments, prior financing commitments and ~~ongoing~~ real estate development. ~~This amount includes $24.9~~Investments included $136 million ~~in real estate finance, $10.6 million to develop our land and development assets, $16.0 million to invest~~ in net lease ~~assets,~~(including $25 million in shares of SAFE common stock), loan, and ~~$2.2~~strategic investments, $20 million in the repurchase of our common stock and $7 million of capital to reposition or redevelop our operating properties and $5.8 million in other investments. Also during the three months ended June 30, 2020, we generated $99.5 million of proceeds from loan repayments and asset sales within our portfolio, comprised of $81.1 million from real estate finance, $3.1 million from operating properties and net lease assets and $15.3 million from land and developmentexpenditures on legacy assets. These amounts are inclusive of fundings ~~and proceeds~~ from ~~both~~our consolidated investments and our pro rata share from equity method investments.

The following table outlines our capital expenditures on operating properties, net lease and land and development assets as reflected in our consolidated statements of cash flows, by segment ($ in thousands):

For the Six Months Ended June 30,
2020 2019
Operating Properties $ 1,598 $ 3,636
Net Lease 4,884 8,385
Total capital expenditures on real estate assets $ 6,482 $ 12,021
Land and Development $ 25,028 $ 73,314
Total capital expenditures on land and development assets $ 25,028 $ 73,314


	For the Six Months Ended June 30,
	2021		2020
Operating Properties	$	338	$	1,598
Net Lease		3,949		4,884
Total capital expenditures on real estate assets	$	4,287	$	6,482

Land and Development	$	8,382	$	25,028
Total capital expenditures on land and development assets	$	8,382	$	25,028

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As of June 30, ~~2020,~~2021, we had unrestricted cash of ~~approximately $80.7~~$155 million and ~~$350.0~~$342 million of borrowing capacity available under the Revolving Credit Facility. The COVID-19 ~~crisis has for the time being~~pandemic adversely affected our strategies of monetizing legacy assets and

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materially scaling ~~SAFE's~~SAFE’s portfolio ~~as its Manager.~~in 2020 and the first quarter of 2021. These conditions ~~will adversely affect our strategies while they persist.~~improved in the second quarter of 2021 and we expect them to continue to improve as more normalized activity resumes. Our primary cash uses over the next 12 months are expected to be funding of investments, capital expenditures, distributions to shareholders through dividends and share repurchases and funding ongoing business operations. ~~In the near term we plan to limit non-investment cash expenditures to the extent practicable.~~ The amount we actually invest will depend on the full impact of the COVID-19 pandemic on our business and the pace of the economic recovery.

We ~~also~~ had approximately ~~$242.0~~$214.8 million of maximum unfunded commitments associated with our investments as of June 30, 2021, of which we expect to fund the majority over the next two years, assuming borrowers and tenants meet all milestones, performance hurdles and all other conditions to fundings (see ~~"Unfunded Commitments"~~“Unfunded Commitments” below). We also have ~~$598.8~~approximately $201.9 million principal amount of scheduled real estate finance asset maturities over the next 12 months, exclusive of any extension options that can be exercised by our borrowers.

We expect that we will be able to meet our liquidity requirements over the next 12 months and for the reasonably foreseeable future. Our capital sources to meet such cash ~~uses through the next 12 months and beyond~~requirements are expected to include cash on hand, Revolving Credit Facility borrowings, income from our portfolio, loan repayments from borrowers and proceeds from asset sales. We cannot predict with certainty the specific transactions we will undertake to generate sufficient liquidity to meet our obligations as they come due. We will adjust our plans as appropriate in response to changes in our expectations and changes in market conditions.

~~Contractual Obligations~~—The following table outlines the contractual obligations related to our long-term debt obligations, loan participations payable and operating lease obligations as of June 30, 2020 (refer to Note 11 to our consolidated financial statements).

Amounts Due By Period
Total Less Than 1
Year 1 - 3
Years 3 - 5
Years 5 - 10
Years After 10
Years
(in thousands)
Long-Term Debt Obligations:

Unsecured notes $ 2,012,500 $ — $ 687,500 $ 775,000 $ 550,000 $ —
Secured credit facilities 491,875 — 491,875 — — —
Mortgages 720,871 67,771 168,453 23,496 453,649 7,502
Trust preferred securities 100,000 — — — — 100,000
Total principal maturities 3,325,246 67,771 1,347,828 798,496 1,003,649 107,502
Interest Payable⁽¹⁾
578,592 132,617 239,956 141,482 54,215 10,322
Loan Participations Payable⁽²⁾
40,165 40,165 — — — —
Lease Obligations⁽³⁾
1,630,178 8,590 23,380 23,857 34,788 1,539,563
Total $ 5,574,181 $ 249,143 $ 1,611,164 $ 963,835 $ 1,092,652 $ 1,657,387

~~(1)~~Variable-rate debt assumes one-month LIBOR of 0.16% and three-month LIBOR of 0.30% that were in effect as of June 30, 2020. Interest payable does not include payments that may be required under our interest rate derivatives.

~~(2)Refer to Note 10 to the consolidated financial statements.~~

~~(3)~~We are obligated to pay ground rent under certain operating leases; however, our tenants at the properties pay this expense directly under the terms of various subleases and these amounts are excluded from lease obligations.

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~~Collateral Assets~~—The carrying value of our assets that are directly pledged or are held by subsidiaries whose equity is pledged as collateral to secure our obligations under our secured debt facilities are as follows, by asset type ($ in thousands):

~~(1)~~The Senior Term Loan and the Revolving Credit Facility are secured only by pledges of equity of certain of our subsidiaries and not by pledges of the assets held by such subsidiaries. Such subsidiaries are subject to contractual restrictions under the terms of such credit facilities, including restrictions on incurring new debt (subject to certain exceptions). As of June 30, 2020, Collateral Assets includes $472.1 million carrying value of assets held by entities whose equity interests are pledged as collateral for the Revolving Credit Facility that is undrawn at June 30, 2020.

~~(2)As of June 30, 2020, the amount presented excludes a general allowance for net investment of leases of $10.9 million.~~

~~(3)As of June 30, 2020 and December 31, 2019, the amounts presented exclude a general allowance for loan losses of $13.9 million and $6.9 million, respectively.~~

~~(4)As of June 30, 2020 and December 31, 2019, the amounts presented exclude loan participations of $40.1 million and $35.6 million, respectively.~~

Debt Covenants—Our outstanding unsecured debt securities contain corporate level covenants that include a covenant to maintain a ratio of unencumbered assets to unsecured indebtedness, as such terms are defined in the indentures governing the debt securities, of at least 1.2x and a covenant ~~not to incur additional indebtedness (except for~~restricting certain incurrences of ~~permitted debt), if~~debt based on a ~~pro forma basis our consolidated~~ fixed charge coverage ~~ratio, determined in accordance with the indentures governing our debt securities, is 1.5x or lower.~~ratio. If any of our covenants are breached and not cured within applicable cure periods, the breach could result in acceleration of our debt securities unless a waiver or modification is agreed upon with the requisite percentage of the bondholders. If our ability to incur additional indebtedness under the fixed charge coverage ratio is limited, we are permitted to incur indebtedness for the purpose of refinancing existing indebtedness and for other permitted general corporate purposes under the indentures.

The Senior Term Loan and the Revolving Credit Facility contain certain covenants, including covenants relating to collateral coverage, restrictions on fundamental changes, transactions with affiliates, matters relating to the liens granted to the lenders and the delivery of information to the lenders. In particular, the Senior Term Loan requires us to maintain collateral coverage of at least 1.25x outstanding borrowings on the facility. The Revolving Credit Facility is secured by a borrowing base of assets and requires us to maintain both borrowing base asset value of at least 1.5x outstanding borrowings on the facility and a consolidated ratio of cash flow to fixed charges of at least 1.5x. The Revolving Credit Facility does not require that proceeds from the borrowing base be used to pay down outstanding borrowings provided the borrowing base asset value remains at least 1.5x outstanding borrowings on the facility. To satisfy this covenant, we have the option to pay down outstanding borrowings or substitute assets in the borrowing base. Under both the Senior Term Loan and the Revolving Credit Facility we are permitted to pay dividends provided that no material default (as defined in the relevant agreement) has occurred and is continuing or would result therefrom and we remain in compliance with our financial covenants after giving effect to the dividend. We declared common stock dividends of ~~$16.3~~$17.4 million, or ~~$0.21~~$0.235 per share, for the six months ended June 30, ~~2020.~~

2021.

Derivatives—Our use of derivative financial instruments, isif necessary, has primarily been limited to the utilization of interest rate swaps, interest rate caps or other instruments to manage interest rate risk exposure and foreign exchange contracts to manage our risk to changes in foreign currencies. Refer to Note 13 to the consolidated financial statements.

~~Off-Balance Sheet Arrangements~~—We are not dependent on the use of any off-balance sheet financing arrangements for liquidity. We have made investments in various unconsolidated ventures. Refer to Note 8 to the consolidated financial statements for further details of our unconsolidated investments. Our maximum exposure to loss from these investments is limited to the carrying value of our investments and any unfunded commitments (see below).

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Unfunded Commitments—We generally fund construction and development loans and build-outs of space in net lease assets over a period of time if and when the borrowers and tenants meet established milestones and other performance criteria. We refer to these arrangements as Performance-Based Commitments. In addition, we have committed to invest capital in several real estate funds and other ventures. These arrangements are referred to as Strategic Investments.

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As of June 30, ~~2020,~~2021, the maximum amount of fundings we may be obligated to make under each category, assuming all performance hurdles and milestones are met under the Performance-Based Commitments and assuming that 100% of our capital committed to Strategic Investments is drawn down, are as follows (in thousands):


	Loans and Other
	Lending				Other
	Investments			Real Estate	Investments		Total
Performance-Based Commitments	$	94,398	$	71,702	$	33,790	$	199,890
Strategic Investments		—		—		14,934		14,934
Total	$	94,398	$	71,702	$	48,724	$	214,824

~~(1)Excludes $9.8 million of commitments on loan participations sold that are not our obligation.~~

~~(2)Includes a commitment to invest up to $55.0 million in additional bowling centers over the next several years (refer to Note 5).~~

Stock Repurchase Program—We may repurchase shares in negotiated transactions or open market transactions, including through one or more trading plans. During the six months ended June 30, 2021, we repurchased 1.8 million shares of our outstanding common stock for $32.4 million, for an average cost of $17.57 per share. During the six months ended June 30, 2020, we repurchased 2.5 million shares of our outstanding common stock for $27.8 million, for an average cost of $10.98 per share. ~~During the six months ended June 30, 2019, we repurchased 6.2~~We are generally authorized to repurchase up to $50.0 million in shares of our ~~outstanding~~ common ~~stock for $58.3 million, for an average cost of $9.42 per share.~~stock. As of ~~June 30, 2020,~~July 31, 2021, we had remaining authorization to repurchase up to ~~$6.4~~$33.0 million of common stock under our stock repurchase program. ~~In August 2020, our board~~Our Board of ~~directors~~Directors subsequently authorized an increase to the stock repurchase program to $50.0 ~~million.~~

million effective after the date of the filing of this report on Form 10-Q.

Critical Accounting Estimates

The preparation of financial statements in accordance with GAAP requires management to make estimates and judgments in certain circumstances that affect amounts reported as assets, liabilities, revenues and expenses. We have established detailed policies and control procedures intended to ensure that valuation methods, including any judgments made as part of such methods, are well controlled, reviewed and applied consistently from period to period. We base our estimates on historical corporate and industry experience and various other assumptions that we believe to be appropriate under the circumstances. For all of these estimates, we caution that future events rarely develop exactly as forecasted, and, therefore, routinely require adjustment.

For a discussion of our critical accounting policies, refer to Note 3 to the consolidated financial statements and our Annual Report on Form 10-K.

New Accounting Pronouncements—For a discussion of the impact of new accounting pronouncements on our financial condition or results of operations, refer to Note 3 to the consolidated financial statements.

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Item 3. Quantitative and Qualitative Disclosures about Market Risk

Market Risks

Market risk is the exposure to loss resulting from changes in interest rates, foreign currency exchange rates, commodity prices and equity prices. In pursuing our business plan, the primary market risk to which we are exposed is interest rate risk. Our operating results will depend in part on the difference between the interest and related income earned on our assets and the interest expense incurred in connection with our interest-bearing liabilities. Changes in the general level of interest rates prevailing in the financial markets will affect the spread between our floating rate assets and liabilities subject to the net amount of floating rate assets/liabilities and the impact of interest rate floors and caps. Any significant compression of the spreads between interest-earning assets and interest-bearing liabilities could have a material adverse effect on us.

In the event of a significant rising interest rate environment or economic downturn, defaults could increase and cause us to incur additional credit losses which would adversely affect our liquidity and operating results. Such delinquencies or defaults would likely have a material adverse effect on the spreads between interest-earning assets and interest-bearing liabilities. In addition, an increase in interest rates could, among other things, reduce the value of our fixed-rate interest-bearing assets and our ability to realize gains from the sale of such assets.

Interest rates are highly sensitive to many factors, including governmental monetary and tax policies, domestic and international economic and political conditions, and other factors beyond our control. We monitor the spreads between our interest-earning assets and interest-bearing liabilities and may implement hedging strategies to limit the effects of changes in interest rates on our operations, including engaging in interest rate swaps, interest rate caps and other interest rate-related derivative contracts. Such strategies are designed to reduce our exposure, on specific transactions or on a portfolio basis, to changes in cash flows as a result of interest rate movements in the market. We do not enter into derivative contracts for speculative purposes or as a hedge against changes in our credit risk or the credit risk of our borrowers.

While a REIT may utilize derivative instruments to hedge interest rate risk on its liabilities incurred to acquire or carry real estate assets without generating non-qualifying income, use of derivatives for other purposes will generate non-qualified income for REIT income test purposes. This includes hedging asset related risks such as credit and interest rate exposure on our loan assets. As a result, our ability to hedge these types of risks is limited. There can be no assurance that our profitability will not be materially adversely affected during any period as a result of changing interest rates.

The following table quantifies the potential changes in annual net income, assuming no change in our interest earning assets or interest bearing liabilities, should interest rates increase by 10, 50 or 100 basis points or decrease by 10 basis points, assuming no change in the shape of the yield curve (i.e., relative interest rates). The base interest rate scenario assumes the one-month LIBOR rate of ~~0.16%~~0.10% as of June 30, ~~2020.~~2021. Actual results could differ significantly from those estimated in the table.

Estimated Change In Net Income

($ in thousands)


Change in Interest Rates		Net Income⁽¹⁾
-10 Basis Points	$	370
Base Interest Rate		—
+10 Basis Points		(337)
+50 Basis Points		(1,632)
+100 Basis Points		(3,174)


~~Change in Interest Rates~~	~~Net Income~~⁽¹⁾


~~-10 Basis Points~~	$	~~269~~
~~Base Interest Rate~~	—
~~+10 Basis Points~~	~~(269)~~
~~+50 Basis Points~~	~~(1,238)~~
~~+100 Basis Points~~	~~(2,230)~~		As of June 30, 2021, we have an overall net variable-rate liability position. In addition, as of June 30, 2021, $208.6 million of our floating rate loans have a weighted average interest rate floor of 1.6%.

~~(1)~~As of June 30, 2020, we have an overall net variable-rate asset position. In addition, as of June 30, 2020, $378.4 million of our floating rate loans have a weighted average interest rate floor of 1.6% and $40.2 million of our floating rate debt obligations have a weighted average interest rate floor of 1.5%.

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Item 4. Controls and Procedures

The Company maintains disclosure controls and procedures that are designed to ensure that information required to be disclosed in the ~~Company's~~Company’s Exchange Act reports is recorded, processed, summarized and reported within the time periods specified in the Securities and Exchange ~~Commission's~~Commission’s rules and forms, and that such information is accumulated and communicated to the ~~Company's~~Company’s management, including its Chief Executive Officer and Chief ~~Financial~~Accounting Officer, who is currently performing the functions of the Company's principal financial officer, as appropriate, to allow timely decisions regarding required disclosure. The Company has formed a disclosure committee that is responsible for considering the materiality of information and determining the disclosure obligations of the Company on a timely basis. The disclosure committee reports directly to the ~~Company's~~Company’s Chief Executive Officer and principal financial officer (whose functions are currently being performed by the Company's Chief ~~Financial Officer.~~

~~Table of Contents~~Accounting Officer)

As of the end of the period covered by this report, the Company carried out an evaluation, under the supervision and with the participation of the disclosure committee and other members of management, including its Chief Executive Officer and Chief ~~Financial~~Accounting Officer (performing the functions of the principal financial officer), of the effectiveness of the ~~Company's~~Company’s disclosure controls and procedures pursuant to Exchange Act Rule 13a-15(b) or Rule 15d-15. Based upon that evaluation, the Chief Executive Officer and Chief ~~Financial~~Accounting Officer concluded that the ~~Company's~~Company’s disclosure controls and procedures are effective to provide reasonable assurance that the information required to be disclosed by the Company in the reports that it files or submits under the Exchange Act is: (i) recorded, processed, summarized and reported within the time periods specified in SEC rules and forms; and (ii) accumulated and communicated to management, including the Chief Executive Officer and Chief ~~Financial~~Accounting Officer, as appropriate, to allow timely decisions regarding disclosure.

There have been no changes during the last fiscal quarter in the ~~Company's~~Company’s internal control over financial reporting that has materially affected, or is reasonably likely to materially affect, the ~~Company's~~Company’s internal control over financial reporting.

Notwithstanding the foregoing, a control system, no matter how well designed and operated, can provide only reasonable, not absolute, assurance that it will detect or uncover failures within the Company to disclose material information otherwise required to be set forth in the ~~Company's~~Company’s periodic reports.

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PART II. OTHER INFORMATION

Item 1. Legal Proceedings

The Company and/or one or more of its subsidiaries is party to various pending litigation matters that are considered ordinary routine litigation incidental to the ~~Company's~~Company’s business as a finance and investment company focused on the commercial real estate industry, including foreclosure-related proceedings. The Company believes it is not a party to, nor are any of its properties the subject of, any pending legal proceeding that would have a material adverse effect on the Company’s consolidated financial statements.

Item ~~1a.~~1A. Risk Factors

~~In addition to the risk factors discussed in our Annual Report on Form 10-K for the year ended December 31, 2019,~~ you should consider carefully the following in evaluating an investment in the Company's securities. Any of these risks or the occurrence of any one or more of the uncertainties described below could have a material adverse effect on the Company's business, financial condition, results of operations, cash flows and market price of the Company's common stock.

The current novel coronavirus, or COVID-19, pandemic or the future outbreak of any other highly infectious or contagious diseases, could materially and adversely impact or cause disruption to our performance, financial condition, results of operations, stock price, cash flows and ability to pay distributions. Further, the pandemic has caused disruptions in the U.S. and global economies and financial markets and created widespread business continuity issues of an as yet unknown magnitude and duration.

~~The COVID-19 pandemic outbreak has rapidly and dramatically impacted the US and global economies. Many countries,~~ ~~including~~ the United States, have instituted quarantines, mandated business and school closures and restricted travel. The US financial markets have experienced disruption, with heightened stock market volatility and constrained credit conditions within most sectors, including real estate. T~~he outbreak has triggered a period of economic slowdown and experts are uncertain as to how long these conditions may last.~~ ~~At this time, we cannot predict the extent of the impacts of the COVID-19 crisis on our business. We will continue to monitor its effects on a daily basis and will adjust our operations as necessary.~~

~~COVID-19 or another pandemic could have material and adverse effects on our ability to successfully operate due to, among other factors:~~

•~~a complete or partial closure of~~, ~~or other operational issues at, one or more of our operating properties resulting from government or tenant action~~;

•~~the impact of reduced economic activity on our tenants' and borrowers' businesses~~, ~~financial condition and liquidity and may cause one or more of our tenants or borrowers to be unable to meet their obligations to us in full~~, ~~or at all;~~

•~~as of~~ ~~June 30, 2020~~, the entertainment/leisure and hotel sectors represented approximately 20.0% and 5.5%, respectively, of the gross book value of our investments. These sectors have been particularly stressed by the COVID-19 pandemic. One of our entertainment sector net lease tenants, representing approximately 0.7% of the gross book value of our investments as of ~~June 30, 2020~~ and 0.4% of our revenues for the first quarter (we did not record any revenues from this tenant in the second quarter), declared bankruptcy in April, and rejected our lease. There can be no assurance that additional tenant or borrower bankruptcies will not occur in these and other sectors;

•~~the decline in real estate transaction activity and constrained credit conditions may adversely affect our strategies of monetizing legacy assets and scaling SAFE's portfolio as its Manager;~~

•~~our earnings could be negatively impacted by increased allowances against potential future losses;~~

•deteriorations in our financial condition may cause us to be unable to satisfy financial covenants in our debt obligations. If we are unable to meet our covenants, our lenders may declare us to be in default and require us to repay outstanding borrowings;

•~~potential negative impact on the health of our employees, particularly if a significant number of them are impacted;~~

•~~difficulty accessing debt and equity capital on attractive terms~~, ~~or at all~~, and any disruption and instability in the global financial markets or deteriorations in credit and financing conditions may affect our or our tenants' and borrowers' access to capital necessary to fund business operations or address maturing liabilities on a timely basis and our tenants' or borrowers' ability to meet their obligations to us~~; and~~

•a deterioration in our and our tenants' or borrowers' ability to operate in affected areas or delays in the supply of products or services to us and our tenants or borrowers from vendors that are needed for our and our tenants' and borrowers' efficient operations.

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~~The rapid de~~ve~~lopment and fluidity o~~f ~~this situation preclud~~e~~s an~~y ~~prediction as to the ultimate adverse impact of COVID-19.~~ N~~evertheless~~, ~~COVID-19 pres~~e~~nts material uncertainty and risk with respect to our performance~~, ~~financial condition, results o~~f ~~operations and cash flows.~~

There were no ~~other~~ material changes from the risk factors previously disclosed in our 2020 Annual ~~Report.~~

Report on Form 10-K.

Item 2. Unregistered Sales of Equity Securities and Use of Proceeds

Issuer Purchases of Equity Securities

The following table sets forth the information with respect to purchases made by us or on our behalf of our common stock during the three months ended June 30 ~~2020.~~

, 2021.


				Total Number of Shares	Maximum Dollar Value
				Purchased as Part of a	of Shares that May Yet
	Total Number of	Average Price		Publicly Announced	be Purchased Under the
	Shares Purchased	Paid per Share		Plan	Plans⁽¹⁾
April 1 to April 30	240,117	$	18.37	240,117	$	35,690,410
May 1 to May 31	882,157	$	17.63	882,157	$	20,140,391
June 1 to June 30	—	$	—	—	$	20,140,391

Total Number of Shares Purchased Average Price Paid per Share Total Number of Shares Purchased as Part of a Publicly Announced Plan
Maximum Dollar Value of Shares that May Yet be Purchased Under the Plans⁽¹⁾
April 1 to April 30 614,500 $ 8.55 614,500 $ 16,890,602
May 1 to May 31 520,000 $ 9.61 520,000 $ 11,900,704
June 1 to June 30 434,500 $ 12.64 434,500 $ 6,145,659

~~(1)~~We may repurchase shares in negotiated transactions or open market transactions, including through one or more trading plans. In August 2020, our board of directors authorized an increase to the stock repurchase program to $50.0 million.

(1)

We may repurchase shares in negotiated transactions or open market transactions, including through one or more trading plans. In July 2021, our board of directors authorized an increase to the stock repurchase program to $50.0 million. As of July 31, 2021, we had remaining authorization to repurchase up to $33.0 million of common stock under our stock repurchase program. Our Board of Directors subsequently authorized an increase to the stock repurchase program to $50.0 million effective after the date of the filing of this report on Form 10-Q.

Item 3. Defaults Upon Senior Securities

None.

Item 4. Mine Safety Disclosures

Not applicable.

Item 5. Other Information

None.

~~None.~~

Table of Contents

Item 6. Exhibits

INDEX TO EXHIBITS


Exhibit Number	Document Description
31.0
~~31.0~~		Certifications pursuant to Section 302 of the Sarbanes-Oxley Act.
32.0	Certifications pursuant to Section 906 of the Sarbanes-Oxley Act.
101*	The following financial information from the ~~Company's~~Company’s Quarterly Report on Form 10-Q for the period ended June 30, ~~2020~~2021 is formatted in Inline XBRL ("(“eXtensible Business Reporting ~~Language"~~Language”): (i) the Consolidated Balance Sheets (unaudited) as of June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, (ii) the Consolidated Statements of Operations (unaudited) for the three and six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, (iii) the Consolidated Statements of Comprehensive Income (Loss) (unaudited) for the three and six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, (iv) the Consolidated Statements of Changes in Equity (unaudited) for the three and six months ended June 30, ~~2020~~2021 and ~~2019,~~2020, (v) the Consolidated Statements of Cash Flows (unaudited) for ~~the~~ six months ended June 30, ~~2020~~2021 and ~~2019~~2020 and (vi) the Notes to the Consolidated Financial Statements (unaudited).
104	Cover Page Interactive Data File (formatted in iXBRL and contained in Exhibit 101)

* In accordance with Rule 406T of Regulation S-T, the XBRL related information in Exhibit 101 is deemed not filed or part of a registration statement or prospectus for purposes of sections 11 or 12 of the Securities Act of 1933, is deemed not filed for purposes of section 18 of the Exchange Act of 1934 and otherwise is not subject to liability under these sections.

Table of Contents

SIGNATURES

Pursuant to the requirements of Section 13 or 15(d) 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.


				~~iStar Inc.~~	~~Registrant~~
~~Date:~~		iStar Inc. Registrant
~~August 6, 2020~~		/s/ JAY SUGARMAN
Date:	August 3, 2021	Jay Sugarman
		Chairman of the Board of Directors and Chief
		Executive Officer (principal executive officer)

			~~iStar Inc.~~ ~~Registrant~~
~~Date:~~		~~August 6, 2020~~	~~/s/ JEREMY FOX-GEEN~~

		~~Jeremy Fox-Geen~~
		iStar Inc. Registrant
Date:	August 3, 2021	/s/ GARETT ROSENBLUM
		Garett Rosenblum
		Chief ~~Financial~~Accounting Officer
		(principal financial officer)

				~~iStar Inc.~~ ~~Registrant~~
~~Date:~~			~~August 6, 2020~~	~~/s/ GARETT ROSENBLUM~~
				~~Garett Rosenblum~~ ~~Chief Accounting Officer~~ ~~(principal accounting officer)~~


(Mark One)
☒	QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the quarterly period ended
June 30, ~~2020~~		2021
OR
☐	TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the transition period from to


		Page
PART I	Consolidated Financial Information
Item 1.	Financial Statements:
	Consolidated Balance Sheets (unaudited) as of June 30,~~, 2020~~ 2021 and December 31, ~~2019~~2020	1 2
	Consolidated Statements of Operations (unaudited)—For the three and six months ended June 30,~~, 2020~~ 2021 and ~~2019~~2020	2 3
	Consolidated Statements of Comprehensive Income (Loss) (unaudited)—For the three and six months ended June 30,~~, 2020~~ 2021 and ~~2019~~2020	3 4
	Consolidated Statements of Changes in Equity (unaudited)—For the three and si x six months ended June 30,~~, 2020~~ 2021 and ~~2019~~2020	4 5
	Consolidated Statements of Cash Flows (unaudited)—For the six months ended June 30,~~, 2020~~ 2021 and ~~2019~~2020	6 7
	Notes to Consolidated Financial Statements (unaudited)	8 9
Item 2.	~~Management's~~Management’s Discussion and Analysis of Financial Condition and Results of Operations	41 42
Item 3.	Quantitative and Qualitative Disclosures About Market Risk	57 56
Item 4.	Controls and Procedures	57
PART II	Other Information	59 58
Item 1.	Legal Proceedings	59 58
Item 1A.	Risk Factors	59 58
Item 2.	Unregistered Sales of Equity Securities and Use of Proceeds	60 58
Item 3.	Defaults Upon Senior Securities	60 58
Item 4.	Mine Safety Disclosures	60 58
Item 5.	Other Information	60 58
Item 6.	Exhibits	61 59
SIGNATURES			62 60


	As of
	June 30, 2020		December 31, 2019
ASSETS
Real estate
Real estate, at cost	$	1,742,633	$	1,761,079
Less: accumulated depreciation	(246,565)		(233,860)
Real estate, net	1,496,068		1,527,219
Real estate available and held for sale	32,163		8,650
Total real estate	1,528,231		1,535,869
Net investment in leases ($10,937 of allowances as of June 30, 2020)	413,736		418,915
Land and development, net	504,577		580,545
Loans receivable and other lending investments, net ($35,612 and $28,634 of allowances as of June 30, 2020 and December 31, 2019, respectively)	801,707		827,861
Other investments	1,049,930		907,875

Cash and cash equivalents	80,666		307,172
Accrued interest and operating lease income receivable, net	10,691		10,162
Deferred operating lease income receivable, net	52,742		54,222
Deferred expenses and other assets, net	440,320		442,488
Total assets	$	4,882,600	$	5,085,109
LIABILITIES AND EQUITY
Liabilities:
Accounts payable, accrued expenses and other liabilities	$	445,557	$	424,374
Liabilities associated with properties held for sale	99		57
Loan participations payable, net	40,097		35,638
Debt obligations, net	3,283,062		3,387,080
Total liabilities	3,768,815		3,847,149
Commitments and contingencies (refer to Note 12)

Equity:
iStar Inc. shareholders' equity:
Preferred Stock Series D, G and I, liquidation preference $25.00 per share (refer to Note 14)	12		12

Common Stock, $0.001 par value, 200,000 shares authorized, 75,559 and 77,810 shares issued and outstanding as of June 30, 2020 and December 31, 2019, respectively	76		78
Additional paid-in capital	3,260,173		3,284,877
Accumulated deficit	(2,279,284)		(2,205,838)
Accumulated other comprehensive loss (refer to Note 14)	(59,045)		(38,707)
Total iStar Inc. shareholders' equity	921,932		1,040,422
Noncontrolling interests	191,853		197,538
Total equity	1,113,785		1,237,960
Total liabilities and equity	$	4,882,600	$	5,085,109


	For the Three Months Ended June 30,						For the Six Months Ended June 30,
	2020		2019		2020		2019
Revenues:
Operating lease income	$	46,812	$	55,185	$	94,158	$	114,100
Interest income	15,439		20,341		32,655		40,716
Interest income from sales-type leases	8,295		3,817		16,650		3,817
Other income	10,292		10,050		30,660		24,863
Land development revenue	15,577		9,075		95,752		21,774
Total revenues	96,415		98,468		269,875		205,270
Costs and expenses:
Interest expense	41,950		43,752		85,341		90,329
Real estate expense	14,276		22,038		36,774		47,978
Land development cost of sales	16,287		9,236		93,346		23,684
Depreciation and amortization	14,300		13,718		28,786		29,386
General and administrative	18,998		27,303		53,270		48,402
Provision for loan losses	2,067		110		6,070		13
Provision for losses on net investment in leases	534		—		1,826		—
Impairment of assets	4,783		1,102		6,491		4,953
Other expense	203		11,883		277		12,391
Total costs and expenses	113,398		129,142		312,181		257,136
Income from sales of real estate	62		220,523		62		229,930
Income (loss) from operations before earnings from equity method investments and other items	(16,921)		189,849		(42,244)		178,064
Loss on early extinguishment of debt, net	—		—		(4,115)		(468)
Earnings from equity method investments	2,586		3,640		19,198		8,949
Selling profit from sales-type leases	—		180,416		—		180,416

Net income (loss) before income taxes	(14,335)		373,905		(27,161)		366,961
Income tax expense	(28)		(214)		(88)		(240)
Net income (loss)	(14,363)		373,691		(27,249)		366,721
Net (income) attributable to noncontrolling interests	(3,098)		(2,852)		(5,789)		(5,323)
Net income (loss) attributable to iStar Inc.	(17,461)		370,839		(33,038)		361,398
Preferred dividends	(5,874)		(8,124)		(11,748)		(16,248)

Net income (loss) allocable to common shareholders	$	(23,335)	$	362,715	$	(44,786)	$	345,150
Per common share data:



Net income (loss) allocable to common shareholders:
Basic	$	(0.31)	$	5.67	$	(0.58)	$	5.24
Diluted	$	(0.31)	$	4.55	$	(0.58)	$	4.26
Weighted average number of common shares:
Basic	76,232		64,019		76,838		65,873
Diluted	76,232		80,259		76,838		82,011


	iStar Inc. Shareholders' Equity
	Preferred Stock⁽¹⁾		Preferred Stock Series J⁽¹⁾		Common Stock at Par		Additional Paid-In Capital		Retained Earnings (Deficit)		Accumulated Other Comprehensive Income (Loss)		Noncontrolling Interests		Total Equity
Balance as of March 31, 2020	$	12	$	—	$	77	$	3,275,055	$	(2,247,504)	$	(59,522)	$	191,951	$	1,160,069

Dividends declared—preferred	—		—		—				(5,874)		—		—		(5,874)
Dividends declared—common ($0.11 per share)	—		—		—		—		(8,445)		—		—		(8,445)
Issuance of stock/restricted stock unit amortization, net	—		—		1		860		—		—		848		1,709
Net income (loss)	—		—		—		—		(17,461)		—		3,098		(14,363)
Change in accumulated other comprehensive income (loss)	—		—		—		—		—		477		(750)		(273)
Repurchase of stock	—		—		(2)		(15,742)		—		—		—		(15,744)




Contributions from noncontrolling interests	—		—		—		—		—		—		153		153
Distributions to noncontrolling interests	—		—		—		—		—		—		(3,447)		(3,447)


Balance as of June 30, 2020	$	12	$	—	$	76	$	3,260,173	$	(2,279,284)	$	(59,045)	$	191,853	$	1,113,785

Balance as of March 31, 2019	$	12	$	4	$	66	$	3,335,719	$	(2,495,836)	$	(29,594)	$	199,100	$	1,009,471
Dividends declared—preferred	—		—		—		—		(8,124)		—		—		(8,124)
Dividends declared—common ($0.10 per share)	—		—		—		—		(6,490)		—		—		(6,490)
Issuance of stock/restricted stock unit amortization, net	—		—				756		—		—		927		1,683
Net income	—		—		—		—		370,839		—		2,852		373,691
Change in accumulated other comprehensive income (loss)	—		—		—		—		—		(4,543)		(2,999)		(7,542)
Repurchase of stock	—		—		(4)		(39,172)		—		—		—		(39,176)




Contributions from noncontrolling interests	—		—		—		—		—		—		2,039		2,039
Distributions to noncontrolling interests	—		—		—		—		—		—		(4,355)		(4,355)


Balance as of June 30, 2019	$	12	$	4	$	62	$	3,297,303	$	(2,139,611)	$	(34,137)	$	197,564	$	1,321,197


	Net Lease⁽¹⁾		Operating Properties		Total
As of June 30, 2020
Land, at cost	$	188,418	$	106,186	$	294,604
Buildings and improvements, at cost	1,338,936		109,093		1,448,029
Less: accumulated depreciation	(230,501)		(16,064)		(246,565)
Real estate, net⁽¹⁾	1,296,853		199,215		1,496,068
Real estate available and held for sale⁽²⁾	26,644		5,519		32,163
Total real estate	$	1,323,497	$	204,734	$	1,528,231
As of December 31, 2019
Land, at cost	$	199,710	$	106,187	$	305,897
Buildings and improvements, at cost	1,347,321		107,861		1,455,182
Less: accumulated depreciation	(219,949)		(13,911)		(233,860)
Real estate, net⁽¹⁾	1,327,082		200,137		1,527,219
Real estate available and held for sale⁽²⁾	—		8,650		8,650
Total real estate	$	1,327,082	$	208,787	$	1,535,869


	June 30, 2020		December 31, 2019
Total undiscounted cash flows	$	1,020,577	$	1,042,019
Unguaranteed estimated residual value	344,393		340,620
Present value discount	(940,297)		(963,724)
Allowance for losses on net investment in leases	(10,937)		—
Net investment in leases⁽¹⁾	$	413,736	$	418,915


	Amount
2020 (remaining six months)	$	8,380
2021	28,000
2022	30,481
2023	30,481
2024	30,481
Thereafter	892,754
Total undiscounted cash flows	$	1,020,577


	Three Months Ended June 30, 2020		Six Months Ended June 30, 2020
Reserve for losses on net investment in leases at beginning of period	$	10,403	$	—
Initial allowance recorded upon adoption of new accounting standard⁽¹⁾	—		9,111
Provision for losses on net investment in leases⁽²⁾	534		1,826

Allowance for losses on net investment in leases at end of period	$	10,937	$	10,937


	As of
	June 30,		December 31,
	2020		2019
Land and land development, at cost	$	514,649	$	590,153
Less: accumulated depreciation	(10,072)		(9,608)
Total land and development, net	$	504,577	$	580,545


	General Allowance
		Construction Loans		Loans		Held to Maturity Debt Securities		Financing Receivables		Specific Allowance		Total
Allowance for loan losses at beginning of period		$	9,724	$	686	$	53	$	1,100	$	21,701	$	33,264

Provision for loan losses⁽¹⁾		2,012		219		58		59		—		2,348

Allowance for loan losses at end of period		$	11,736	$	905	$	111	$	1,159	$	21,701	$	35,612


	Individually Evaluated for Impairment⁽¹⁾		Collectively Evaluated for Impairment		Total
As of June 30, 2020
Construction loans⁽²⁾	$	—	$	592,929	$	592,929
Loans⁽²⁾	37,307		49,684		86,991

Financing receivables	—		45,033		45,033
Held-to-maturity debt securities	—		87,755		87,755
Available-for-sale debt securities⁽³⁾	—		24,611		24,611
Less: Allowance for loan losses	(21,701)		(13,911)		(35,612)
Total	$	15,606	$	786,101	$	801,707
As of December 31, 2019
Construction loans⁽²⁾	$	—	$	614,386	$	614,386
Loans⁽²⁾	37,820		51,073		88,893

Financing receivables	—		44,339		44,339
Held-to-maturity debt securities	—		84,981		84,981
Available-for-sale debt securities⁽³⁾	—		23,896		23,896
Less: Allowance for loan losses	(21,701)		(6,933)		(28,634)
Total	$	16,119	$	811,742	$	827,861


	Year of Origination
	2020		2019		2018		2017		2016		Prior to 2016		Total
Senior mortgages
Risk rating
1.0	$	—	$	—	$	—	$	—	$	—	$	—	$	—
1.5	—		—		34,219		—		—		—		34,219
2.0	—		—		51,128		—		—		—		51,128
2.5	—		—		—		—		—		—		—
3.0	—		13,070		182,915		137,881		40,097		4,329		378,292
3.5	—		—		—		—		—		—		—
4.0	—		—		—		48,661		—		—		48,661
4.5	—		—		—		—		—		—		—
5.0	—		—		—		—		—		—		—
Subtotal⁽¹⁾	$	—	$	13,070	$	268,262	$	186,542	$	40,097	$	4,329	$	512,300

Corporate/partnership loans
Risk rating
1.0	$	—	$	—	$	—	$	—	$	—	$	—	$	—
1.5	—		—		18,012		—		—		—		18,012
2.0	—		—		15,890		—		—		—		15,890
2.5	—		—		—		—		—		—		—
3.0	—				22,464		—		—		—		22,464
3.5	—		—		22,597		—		40,098		—		62,695
4.0	—		—		—		—		—		—		—
4.5	—		—		—		—		—		—		—
5.0	—		—		—		—		—		—		—
Subtotal	$	—	$	—	$	78,963	$	—	$	40,098	$	—	$	119,061

Subordinate mortgages
Risk rating
1.0	$	—	$	—	$	—	$	—	$	—	$	—	$	—
1.5	—		—		—		—		—		—		—
2.0	—		—		—		—		—		—		—
2.5	—		—		—		—		—		—		—
3.0	—		—		—		—		—		11,252		11,252
3.5	—		—		—		—		—		—		—
4.0	—		—		—		—		—		—		—
4.5	—		—		—		—		—		—		—
5.0	—		—		—		—		—		—		—


	Current		Less Than and Equal to 90 Days		Greater Than 90 Days⁽¹⁾		Total Past Due		Total
As of June 30, 2020
Senior mortgages	$	512,300	$	—	$	37,307	$	37,307	$	549,607
Corporate/Partnership loans	119,061		—		—		—		119,061
Subordinate mortgages	11,252		—		—		—		11,252
Total	$	642,613	$	—	$	37,307	$	37,307	$	679,920
As of December 31, 2019
Senior mortgages	$	534,765	$	—	$	37,820	$	37,820	$	572,585
Corporate/Partnership loans	119,818		—		—		—		119,818
Subordinate mortgages	10,877		—		—		—		10,877
Total	$	665,460	$	—	$	37,820	$	37,820	$	703,280


	As of June 30, 2020										As of December 31, 2019
	Amortized Cost		Unpaid Principal Balance		Related Allowance		Amortized Cost		Unpaid Principal Balance		Related Allowance




With an allowance recorded:
Senior mortgages⁽¹⁾	$	37,307	$	37,407	$	(21,701)	$	37,820	$	37,923	$	(21,701)

Total	$	37,307	$	37,407	$	(21,701)	$	37,820	$	37,923	$	(21,701)


	Face Value		Amortized Cost Basis		Net Unrealized Gain		Estimated Fair Value		Net Carrying Value
As of June 30, 2020
Available-for-Sale Securities
Municipal debt securities	$	20,680	$	20,680	$	3,931	$	24,611	$	24,611
Held-to-Maturity Securities
Debt securities	100,000		87,755		—		87,755		87,755
Total	$	120,680	$	108,435	$	3,931	$	112,366	$	112,366
As of December 31, 2019
Available-for-Sale Securities
Municipal debt securities	$	21,140	$	21,140	$	2,756	$	23,896	$	23,896
Held-to-Maturity Securities
Debt securities	100,000		84,981		—		84,981		84,981
Total	$	121,140	$	106,121	$	2,756	$	108,877	$	108,877


							Equity (Losses) in Earnings
	Carrying Value as of						For the Three Months Ended June 30,						For the Six Months Ended June 30,
	June 30, 2020		December 31, 2019		2020		2019		2020		2019
Real estate equity investments
Safehold Inc. ("SAFE")⁽¹⁾	$	839,557	$	729,357	$	8,236	$	3,814	$	27,574	$	11,130
iStar Net Lease II LLC ("Net Lease Venture II")	58,833		30,712		564		(232)		757		(318)

Other real estate equity investments	94,702		104,553		(4,893)		293		(6,975)		(1,830)
Subtotal	993,092		864,622		3,907		3,875		21,356		8,982
Other strategic investments⁽²⁾	56,838		43,253		(1,321)		(235)		(2,158)		(33)


Total	$	1,049,930	$	907,875	$	2,586	$	3,640	$	19,198	$	8,949


	Revenues		Expenses		Net Income Attributable to Parent
For the Six Months Ended June 30, 2020
SAFE	$	77,518	$	49,200	$	29,861

For the Six Months Ended June 30, 2019
SAFE	$	41,500	$	24,421	$	11,142


	Carrying Value as of
	June 30, 2020		December 31, 2019




Loan participations payable⁽¹⁾	$	40,165	$	35,656
Debt premiums, discounts and deferred financing costs, net	(68)		(18)
Total loan participations payable, net	$	40,097	$	35,638


	Carrying Value as of						Stated Interest Rates	Scheduled Maturity Date
	June 30, 2020		December 31, 2019
Secured credit facilities and mortgages:
Revolving Credit Facility	$	—	$	—	LIBOR + 2.00%	⁽¹⁾	September 2022
Senior Term Loan	491,875		491,875		LIBOR + 2.75%	⁽²⁾	June 2023

Mortgages collateralized by net lease assets⁽³⁾	720,871		721,118		1.71% - 7.26%	⁽³⁾

Total secured credit facilities and mortgages	1,212,746		1,212,993
Unsecured notes:













6.00% senior notes⁽⁴⁾	—		110,545		6.00%		—
5.25% senior notes⁽⁵⁾	400,000		400,000		5.25%		September 2022
3.125% senior convertible notes⁽⁶⁾	287,500		287,500		3.125%		September 2022
4.75% senior notes⁽⁷⁾	775,000		775,000		4.75%		October 2024
4.25% senior notes⁽⁸⁾	550,000		550,000		4.25%		August 2025
Total unsecured notes	2,012,500		2,123,045
Other debt obligations:
Trust preferred securities	100,000		100,000		LIBOR + 1.50%		October 2035
Total debt obligations	3,325,246		3,436,038
Debt discounts and deferred financing costs, net	(42,184)		(48,958)
Total debt obligations, net⁽⁹⁾	$	3,283,062	$	3,387,080


	Unsecured Debt		Secured Debt		Total
2020 (remaining six months)	$	—	$	—	$	—
2021	—		157,628		157,628
2022	687,500		47,351		734,851
2023	—		491,875		491,875
2024	775,000		—		775,000
Thereafter	650,000		515,892		1,165,892
Total principal maturities	2,112,500		1,212,746		3,325,246
Unamortized discounts and deferred financing costs, net	(35,304)		(6,880)		(42,184)
Total debt obligations, net	$	2,077,196	$	1,205,866	$	3,283,062


	Loans and Other Lending Investments⁽¹⁾		Real Estate⁽²⁾		Other Investments		Total
Performance-Based Commitments	$	117,988	$	70,131	$	42,250	$	230,369
Strategic Investments	—		—		11,601		11,601
Total	$	117,988	$	70,131	$	53,851	$	241,970


	Operating⁽¹⁾⁽²⁾		Finance⁽¹⁾
2020 (remaining six months)	$	2,107	$	2,709
2021	3,624		5,494
2022	6,561		5,604
2023	6,190		5,716
2024	6,080		5,830
Thereafter	6,576		1,573,773
Total undiscounted cash flows	31,138		1,599,126
Present value discount⁽¹⁾	(4,427)		(1,449,995)
Other adjustments⁽²⁾	24,619		—
Lease liabilities	$	51,330	$	149,131


	Derivative Assets				Derivative Liabilities

As of December 31, 2019	Balance Sheet Location	Fair Value		Balance Sheet Location	Fair Value
Derivatives Designated in Hedging Relationships
Interest rate swaps	Deferred expenses and other assets, net	$	114	Accounts payable, accrued expenses and other liabilities	$	8,680







Total		$	114		$	8,680


Derivatives Designated in Hedging Relationships	Location of Gain (Loss) When Recognized in Income	Amount of Gain (Loss) Recognized in Accumulated Other Comprehensive Income		Amount of Gain (Loss) Reclassified from Accumulated Other Comprehensive Income into Earnings
For the Three Months Ended June 30, 2020


Interest rate swaps	Earnings from equity method investments	$	(986)	$	(307)
Interest rate swaps	Interest expense	(2,365)		(1,799)

For the Three Months Ended June 30, 2019
Interest rate swaps	Interest Expense	(12,951)		(266)

Interest rate swaps	Earnings from equity method investments	(8,036)		9


For the Six Months Ended June 30, 2020
Interest rate swaps	Earnings from equity method investments	(16,157)		(533)
Interest rate swaps	Interest expense	(14,970)		(2,887)



For the Six Months Ended June 30, 2019
Interest rate swaps	Interest Expense	(20,773)		(417)
Interest rate swaps	Earnings from equity method investments	(15,226)		153


				Cumulative Preferential Cash Dividends⁽¹⁾⁽²⁾
Series	Shares Issued and Outstanding (in thousands)	Par Value		Liquidation Preference⁽³⁾		Rate per Annum		Annual Dividend Per Share		Carrying Value (in thousands)
D	4,000	$	0.001	$	25.00	8.00	%	$	2.00	$	89,041


G	3,200	0.001		25.00		7.65	%	1.91		72,664
I	5,000	0.001		25.00		7.50	%	1.88		120,785

Total	12,200									$	282,490



	iPIP Investment Pool
	2013-2014	2015-2016	2017-2018
Points at beginning of period	81.17	73.28	77.27


Forfeited	(1.00)	(1.13)	(0.93)
Points at end of period	80.17	72.15	76.34


			Fair Value Using
	Total		Quoted market prices in active markets (Level 1)		Significant other observable inputs (Level 2)		Significant unobservable inputs (Level 3)
As of June 30, 2020
Recurring basis:

Derivative liabilities⁽¹⁾	$	21,852	$	—	$	21,852	$	—
Available-for-sale securities⁽¹⁾	24,611		—		—		24,611
Non-recurring basis:
Impaired real estate⁽²⁾	4,642		—		—		4,642
Impaired land and development⁽³⁾	6,628		—		—		6,628



As of December 31, 2019
Recurring basis:
Derivative assets⁽¹⁾	$	114	$	—	$	114	$	—
Derivative liabilities⁽¹⁾	8,680		—		8,680		—
Available-for-sale securities⁽¹⁾	23,896		—		—		23,896
Non-recurring basis:



Impaired land and development⁽⁴⁾	40,000		—		—		40,000


	Net Lease		Real Estate Finance		Operating Properties		Land and Development		Corporate/Other⁽¹⁾		Company Total
Three Months Ended June 30, 2020:
Operating lease income	$	41,500	$	—	$	5,242	$	70	$	—	$	46,812
Interest income	860		14,579		—		—		—		15,439
Interest income from sales-type leases	8,295		—		—		—		—		8,295
Other income	4,621		3,839		492		1,103		237		10,292
Land development revenue	—		—		—		15,577		—		15,577
Earnings (losses) from equity method investments	8,800		—		(4,941)		48		(1,321)		2,586

Income from sales of real estate	—		—		62		—		—		62
Total revenue and other earnings	64,076		18,418		855		16,798		(1,084)		99,063
Real estate expense	(6,134)		—		(4,509)		(3,633)		—		(14,276)
Land development cost of sales	—		—		—		(16,287)		—		(16,287)
Other expense	—		(21)		—		—		(182)		(203)
Allocated interest expense	(24,388)		(5,959)		(2,183)		(4,422)		(4,998)		(41,950)
Allocated general and administrative⁽²⁾	(5,177)		(1,575)		(595)		(2,385)		(4,522)		(14,254)
Segment profit (loss)⁽³⁾	$	28,377	$	10,863	$	(6,432)	$	(9,929)	$	(10,786)	$	12,093
Other significant items:
Provision for loan losses	$	57	$	2,010	$	—	$	—	$	—	$	2,067
Provision for losses on net investment in leases	534		—		—		—		—		534
Impairment of assets	328		—		2,983		1,472		—		4,783
Depreciation and amortization	12,487		—		1,271		243		299		14,300
Capitalized expenditures	5,171		—		421		8,026		—		13,618

Three Months Ended June 30, 2019:
Operating lease income	$	48,660	$	—	$	6,455	$	70	$	—	$	55,185
Interest income	408		19,933		—		—		—		20,341
Interest income from sales-type leases	3,817		—		—		—		—		3,817
Other income	2,937		532		3,974		1,311		1,296		10,050
Land development revenue	—		—		—		9,075		—		9,075
Earnings (losses) from equity method investments	3,582		—		(2,630)		2,924		(236)		3,640
Selling profit from sales-type leases	180,416		—		—		—		—		180,416
Income from sales of real estate	219,742		—		781		—		—		220,523
Total revenue and other earnings	459,562		20,465		8,580		13,380		1,060		503,047
Real estate expense	(5,769)		—		(8,288)		(7,981)		—		(22,038)
Land development cost of sales	—		—		—		(9,236)		—		(9,236)
Other expense	—		(47)		—		—		(11,836)		(11,883)
Allocated interest expense	(23,606)		(7,936)		(2,548)		(5,493)		(4,169)		(43,752)
Allocated general and administrative⁽²⁾	(6,734)		(2,279)		(726)		(2,923)		(4,936)		(17,598)
Segment profit (loss)⁽³⁾	$	423,453	$	10,203	$	(2,982)	$	(12,253)	$	(19,881)	$	398,540
Other significant items:
Provision for loan losses	$	—	$	110	$	—	$	—	$	—	$	110
Impairment of assets	—		—		2		1,100		—		1,102
Depreciation and amortization	12,272		—		900		244		302		13,718
Capitalized expenditures	2,105		—		1,646		29,414		—		33,165


Property/Collateral Types	Net Lease			Real Estate Finance			Operating Properties			Land & Development			Total			% of Total
Office	937,414			51,128			127			—			988,669			20.8	%
Entertainment / Leisure	938,569			—			16,181			—			954,750			20.0	%
Ground Leases	886,555			—			—			—			886,555			18.6	%
Land and Development	—			99,668			—			400,560			500,228			10.5	%
Industrial	259,544			—			97,663			—			357,207			7.5	%
Condominium	—			180,559			18,878			136,594			336,031			7.0	%
Hotel	—			179,203			82,552			—			261,755			5.5	%
Multifamily	—			166,821			53,322			6,304			226,447			4.7	%
Retail	57,348			68,596			41,416			8,271			175,631			3.7	%
Other Property Types	—			24,611			—			—			24,611			0.5	%


Strategic Investments⁽¹⁾	—			—			—			—			56,837			1.2	%
Total	$	3,079,430		$	770,586		$	310,139		$	551,729		$	4,768,721		100.0	%

Percentage of Total	65		%	16		%	7		%	12		%	100		%


Geographic Region	Net Lease		Real Estate Finance		Operating Properties		Land & Development		Total		% of Total
Northeast	$	910,379	$	305,915	$	93,497	$	298,539	$	1,608,330	33.8	%
West	496,097		211,498		56,554		39,266		803,415		16.8	%
Mid-Atlantic	503,172		13,071		—		121,170		637,413		13.4	%
Central	422,783		77,566		45,677		31,500		577,526		12.1	%
Southwest	396,462		15,890		104,338		43,470		560,160		11.7	%
Southeast	341,274		58,891		10,073		17,784		428,022		9.0	%
Various	9,263		87,755		—		—		97,018		2.0	%
Strategic Investments	—		—		—		—		56,837		1.2	%
Total	$	3,079,430	$	770,586	$	310,139	$	551,729	$	4,768,721	100.0	%