UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
Form 10-Q
(Mark One) 
xQuarterly Report Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934
For the Quarterly period ended September 30, 2017March 31, 2019
OR
oTransition Report Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934
For the transition period from            to            
Commission File Number: 001-33549
Tiptree Inc.
(Exact name of Registrant as Specified in Its Charter)
Maryland 38-3754322
(State or Other Jurisdiction of (IRS Employer
Incorporation of Organization) Identification No.)
   
   
780 Third299 Park Avenue, 21st13th Floor, New York, New York 1001710171
(Address of Principal Executive Offices) (Zip Code)
(212) 446-1400
(Registrant’s Telephone Number, Including Area Code)Code: (212) 446-1400
Not applicable
(Former Name, Former Address and Former Fiscal Year, if Changed Since Last Report)Address: 780 Third Avenue, 21st Floor, New York, New York, 10017
Securities registered pursuant to Section 12(b) of the Act:
Title of each classTrading Symbol(s)Name of each exchange on which registered
Common Stock, par value $0.001 per shareTIPTNasdaq Capital Market
Indicate by check mark whether the registrant: (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.    Yes  x No ¨ 
Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Data File required to be submitted and posted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files).    
Yes  x     No  ¨
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,”“smaller “smaller reporting company,” and “emerging growth company” in Rule 12b-2 of the Exchange Act. (Check one):
Large accelerated filer ¨                    Accelerated filer x
Non-accelerated filer ¨                    Smaller reporting company ¨
Emerging growth company ¨
If an emerging company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ¨
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act.)    Yes  ¨    No  x
As of November 3, 2017,May 2, 2019, there were 29,805,45334,526,028 shares, par value $0.001, of the registrant’s Class A common stock outstanding (excluding 5,197,551 shares of Class A common stock held by a subsidiary of the registrant) and 8,049,029 shares, par value $0.001, of the registrant’s Class B common stockCommon Stock outstanding.




Tiptree Inc.
Quarterly Report on Form 10-Q
September 30, 2017March 31, 2019

Table of Contents
ITEM Page Number
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
(14) Other Assets and Other Liabilities and Accrued Expenses
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 


PART I. FINANCIAL INFORMATION

Forward-Looking Statements

Except for the historical information included and incorporated by reference in this Quarterly Report on Form 10-Q, the information included and incorporated by reference herein are “forward-looking statements” within the meaning of Section 27A of the Securities Act and Section 21E of the Exchange Act. Forward-looking statements provide our current expectations or forecasts of future events and are not statements of historical fact. These forward-looking statements include information about possible or assumed future events, including, among other things, discussion and analysis of our future financial condition, results of operations and our strategic plans and objectives. When we use words such as “anticipate,” “believe,” “estimate,” “expect,” “intend,” “seek,” “may,” “might,” “plan,” “project,” “should,” “target,” “will,” or similar expressions, we intend to identify forward-looking statements.

Forward-looking statements are not guarantees of future performance and are subject to risks, uncertainties and other factors, many of which are beyond our control, are difficult to predict and could cause actual results to differ materially from those expressed or forecasted in the forward-looking statements. Our actual results could differ materially from those anticipated in these forward-looking statements as a result of various factors, including, but not limited to, those described in the section entitled “Risk Factors” in our Annual Report on Form 10-K for the fiscal year ended December 31, 20162018 and in our other public filings with the SEC.
 
The factors described herein are not necessarily all of the important factors that could cause actual results or developments to differ materially from those expressed in any of our forward-looking statements.  Other unknown or unpredictable factors also could affect our forward-looking statements. Consequently, our actual performance could be materially different from the results described or anticipated by our forward-looking statements. Given these uncertainties, you should not place undue reliance on these forward-looking statements. Except as required by the applicable law, we undertake no obligation to update any forward-looking statements.

Market and Industry Data

Certain market data and industry data included in this Quarterly Report on Form 10-Q were obtained from reports of governmental agencies and industry publications and surveys. We believe the data from third-party sources to be reliable based upon our management’s knowledge of the industry, but have not independently verified such data and as such, make no guarantees as to its accuracy, completeness or timeliness.

Note to Reader

In reading this Quarterly Report on Form 10-Q, references to:

Administrative Services Agreement”A.M. Best” means the Administrative Services Agreement between OperatingA.M. Best Company, (as assignee of TFP) and BackOffice Services Group, Inc., dated as of June 12, 2007 (terminated as of December 31, 2016).
“AUM” means assets under management.
“Care” means Care Investment Trust LLC.
“CLOs” means collateralized loan obligations.
consolidated CLOs”Common Stock” means Class A common stock $0.001 par value for periods prior to June 7, 2018 and thereafter the 2017 period, Telos 6 and Telos 7 and for the 2016 period, Telos 5, Telos 6 and Telos 7.common stock $0.001 par value.
Contribution Transactions”Corvid Peak” means the closing on July 1, 2013 of the transactions pursuant to the Contribution Agreement bycollectively, Corvid Peak Holdings, L.P., Corvid Peak Capital Management, LLC, Corvid Peak GP Holdings, LLC and between the Company, Operating Company and TFP, datedCorvid Peak Holdings GP, LLC., formerly known as of December 31, 2012.“Tricadia”.
“EBITDA” means earnings before interest, taxes, depreciation and amortization.
“Exchange Act” means the Securities Exchange Act of 1934, as amended.
“Fortress” means Fortress Credit Corp., as administrative agent, collateral agent and lead arranger, and affiliates of Fortress that are lenders under the Credit Agreement among the Company, Fortress and the lenders party thereto.
“Fortegra” means Fortegra Financial Corporation.
“GAAP” means U.S. generally accepted accounting principles.
Invesque” means Invesque Inc.
Luxury” means Luxury Mortgage Corp.
Mariner”NAIC” means Mariner Investment Group LLC.
“MFCA” means Muni Funding Companythe National Association of America LLC.Insurance Commissioners.
“NPL” means nonperforming residential real estate mortgage loans.
“Operating Company” means Tiptree Operating Company, LLC.
“Reliance” means Reliance First Capital, LLC.
“REO” means real estate owned.
“SEC” means the U.S. Securities and Exchange Commission.
“Securities Act” means the Securities Act of 1933, as amended.
“Siena” means Siena Capital Finance LLC.

F-1




TAMCO”Tax Act” means Tiptree Asset Management Company, LLC.
“Telos” means Telos Asset Management LLC.
“Telos 1” means Telos CLO 2006-1, Ltd.
“Telos 2” means Telos CLO 2007-2, Ltd.
“Telos 3” means Telos CLO 2013-3, Ltd.
“Telos 4” means Telos CLO 2013-4, Ltd.
“Telos 5” means Telos CLO 2014-5, Ltd.
“Telos 6” means Telos CLO 2014-6, Ltd.
“Telos 7” means Telos CLO 2016-7, Ltd.Public Law no. 115-97, commonly referred to as the Tax Cuts and Jobs Act.
“TFP” means Tiptree Financial Partners, L.P.
“Tiptree”, the “Company”, “we”, “its”, “us” and “our” means, unless otherwise indicated by the context, Operating CompanyTiptree Inc. and its consolidated subsidiaries, together withsubsidiaries.
“Transition Services Agreement” means the standalone net assets held byAmended and Restated Transition Services Agreement between Corvid Peak and Tiptree Inc. (formerly known, effective as Tiptree Financial Inc.)of January 1, 2019.
“Tricadia” means, collectively, Tricadia Holdings, L.P., Tricadia Capital Management, LLC, Tricadia Holdings GP, LLC, Tricadia Holdings and Tricadia GP Holdings LLC.


F-2


TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Balance Sheets (Unaudited)
(in thousands, except share data)

Item 1. Financial Statements (Unaudited)
As ofAs of
September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018
Assets   
Assets:   
Investments:      
Available for sale securities, at fair value$164,093
 $146,171
$283,929
 $283,563
Loans, at fair value323,122
 373,089
125,145
 215,383
Loans at amortized cost, net150,596
 113,838
Equity securities, trading, at fair value28,106
 48,612
Real estate, net371,137
 309,423
Equity securities122,592
 122,979
Other investments27,191
 25,467
76,741
 75,002
Total investments1,064,245
 1,016,600
608,407
 696,927
Cash and cash equivalents111,751
 63,010
88,079
 86,003
Restricted cash23,400
 24,472
13,062
 10,521
Notes and accounts receivable, net178,726
 157,500
231,990
 223,105
Reinsurance receivables333,023
 296,234
420,996
 420,351
Deferred acquisition costs139,471
 126,608
170,727
 170,063
Goodwill and intangible assets, net176,820
 178,245
Goodwill91,562
 91,562
Intangible assets, net50,098
 52,121
Other assets48,544
 37,886
70,465
 46,034
Assets of consolidated CLOs372,774
 989,495
Assets held for sale69,454
 68,231
Total assets$2,448,754
 $2,890,050
$1,814,840
 $1,864,918
      
Liabilities and Stockholders’ Equity      
Liabilities   
Liabilities:   
Debt, net$865,629
 $793,009
$282,798
 $354,083
Unearned premiums475,047
 414,960
589,074
 599,444
Policy liabilities and unpaid claims110,928
 103,391
130,585
 131,611
Deferred revenue53,930
 52,254
75,276
 75,754
Reinsurance payable81,887
 70,588
115,029
 117,597
Other liabilities and accrued expenses115,858
 133,735
163,224
 124,190
Liabilities of consolidated CLOs354,337
 931,969
Liabilities held for sale64,199
 62,980
Total liabilities$2,057,616
 $2,499,906
$1,420,185
 $1,465,659
Commitments and contingencies (see Note 22)
 

      
Stockholders’ Equity   
Stockholders’ Equity:   
Preferred stock: $0.001 par value, 100,000,000 shares authorized, none issued or outstanding$
 $
$
 $
Common stock - Class A: $0.001 par value, 200,000,000 shares authorized, 35,003,004 and 34,983,616 shares issued and outstanding, respectively35
 35
Common stock - Class B: $0.001 par value, 50,000,000 shares authorized, 8,049,029 and 8,049,029 shares issued and outstanding, respectively8
 8
Common Stock: $0.001 par value, 200,000,000 shares authorized, 34,505,781 and 35,870,348 shares issued and outstanding, respectively35
 36
Additional paid-in capital296,476
 297,391
323,334
 331,892
Accumulated other comprehensive income (loss), net of tax1,223
 555
251
 (2,058)
Retained earnings28,913
 37,974
60,015
 57,231
Class A common stock held by subsidiaries, 5,209,523 and 6,596,000 shares, respectively(34,664) (42,524)
Class B common stock held by subsidiaries, 8,049,029 and 8,049,029 shares, respectively(8) (8)
Total Tiptree Inc. stockholders’ equity291,983
 293,431
383,635
 387,101
Non-controlling interests (including $74,074 and $76,077 attributable to Tiptree Financial Partners, L.P., respectively)99,155
 96,713
Non-controlling interests - Other11,020
 12,158
Total stockholders’ equity391,138
 390,144
394,655
 399,259
Total liabilities and stockholders’ equity$2,448,754
 $2,890,050
$1,814,840
 $1,864,918












See accompanying notes to condensed consolidated financial statements.

F-3


TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Operations (Unaudited)
(in thousands, except share data)



Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,

2017 2016 2017 20162019 2018
Revenues:          
Earned premiums, net$96,073
 $47,609
 $272,781
 $138,516
$118,973
 $101,645
Service and administrative fees24,018
 25,842
 70,861
 84,421
25,895
 24,576
Ceding commissions2,513
 1,397
 6,801
 22,645
2,504
 2,283
Net investment income3,840
 3,307
 12,032
 8,409
4,301
 4,205
Net realized and unrealized gains (losses)7,526
 26,215
 35,183
 65,954
20,151
 7,384
Rental and related revenue19,170
 15,371
 54,819
 43,389
Other income11,379
 12,419
 33,820
 31,725
Other revenue12,079
 7,979
Total revenues164,519
 132,160
 486,297
 395,059
183,903
 148,072

       
Expenses:          
Policy and contract benefits31,570
 25,881
 94,364
 72,436
40,841
 36,626
Commission expense63,066
 24,032
 176,405
 91,906
74,903
 62,633
Employee compensation and benefits36,596
 38,767
 109,437
 102,175
29,153
 27,788
Interest expense10,361
 7,839
 28,444
 20,770
6,920
 5,946
Depreciation and amortization7,775
 6,437
 23,781
 21,899
3,094
 2,957
Other expenses23,164
 21,686
 73,380
 68,351
23,837
 19,165
Total expenses172,532
 124,642
 505,811
 377,537
178,748
 155,115
Income (loss) before taxes from continuing operations5,155
 (7,043)
Less: provision (benefit) for income taxes854
 (1,568)
Net income (loss) from continuing operations4,301
 (5,475)
Discontinued operations:   
Income (loss) before taxes from discontinued operations
 624
Gain on sale of discontinued operations
 46,184
Less: Provision (benefit) for income taxes
 12,327
Net income (loss) from discontinued operations
 34,481
Net income (loss) before non-controlling interests4,301
 29,006
Less: net income (loss) attributable to non-controlling interests - TFP
 5,392
Less: net income (loss) attributable to non-controlling interests - Other376
 54
Net income (loss) attributable to Common Stockholders$3,925
 $23,560

          
Results of consolidated CLOs:       
Income attributable to consolidated CLOs7,216
 12,556
 24,024
 34,713
Expenses attributable to consolidated CLOs4,633
 8,524
 14,631
 24,664
Net income (loss) attributable to consolidated CLOs2,583
 4,032
 9,393
 10,049
Income (loss) before taxes(5,430) 11,550
 (10,121) 27,571
Less: provision (benefit) for income taxes(2,052) 3,712
 (2,761) 5,298
Net income (loss) before non-controlling interests(3,378) 7,838
 (7,360) 22,273
Less: net income (loss) attributable to non-controlling interests - Tiptree Financial Partners, L.P.(595) 1,362
 (1,432) 4,660
Less: net income (loss) attributable to non-controlling interests - Other331
 571
 529
 20
Net income (loss) attributable to Tiptree Inc. Class A common stockholders$(3,114) $5,905
 $(6,457) $17,593
       
Net income (loss) per Class A common share:       
Net income (loss) per Common Share:   
Basic, continuing operations, net$0.11
 $(0.15)
Basic, discontinued operations, net
 0.94
Basic earnings per share$(0.11) $0.20
 $(0.22) $0.53
$0.11
 $0.79


 
       
Diluted, continuing operations, net0.11
 (0.15)
Diluted, discontinued operations, net
 0.94
Diluted earnings per share$(0.11) $0.19
 $(0.22) $0.53
$0.11
 $0.79

          
Weighted average number of Class A common shares:       
Weighted average number of Common Shares:   
Basic29,455,462
 29,143,470
 28,908,195
 32,845,124
34,673,054
 29,861,496
Diluted29,455,462
 37,230,650
 28,908,195
 32,912,516
34,673,054
 29,861,496
          
Dividends declared per common share$0.030
 $0.025
 $0.090
 $0.075
Dividends declared per Common Share$0.040
 $0.035









See accompanying notes to condensed consolidated financial statements.

F-4


TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Comprehensive Income (Loss) (Unaudited)
(in thousands)



Three Months Ended September 30, Nine Months Ended September 30,
2017 2016 2017 2016Three Months Ended 
 March 31,
       2019 2018
Net income (loss) before non-controlling interests$(3,378) $7,838
 $(7,360) $22,273
$4,301
 $29,006
          
Other comprehensive income (loss), net of tax:          
Unrealized gains (losses) on available-for-sale securities:          
Unrealized holding gains (losses) arising during the period355
 (553) 1,800
 3,779
3,128
 (2,293)
Related tax (expense) benefit(124) 198
 (635) (1,331)(713) 504
Reclassification of (gains) losses included in net income(394) (960) (367) (1,100)5
 527
Related tax expense (benefit)138
 336
 129
 385
(1) (112)
Unrealized gains (losses) on available-for-sale securities, net of tax(25) (979) 927
 1,733
2,419
 (1,374)
          
Interest rate swaps (cash flow hedges):          
Unrealized gains (losses) on interest rate swaps(33) 156
 (411) (515)
 1,111
Related tax (expense) benefit19
 (46) 115
 158

 (276)
Reclassification of (gains) losses included in net income(25) 172
 212
 (56)
Reclassification of (gains) losses included in net income (1)

 (3,845)
Related tax expense (benefit)8
 (54) (69) 30

 936
Unrealized (losses) gains on interest rate swaps from cash flow hedges, net of tax(31) 228
 (153) (383)
 (2,074)
          
Other comprehensive income (loss), net of tax(56) (751) 774
 1,350
2,419
 (3,448)
Comprehensive income (loss)(3,434) 7,087
 (6,586) 23,623
6,720
 25,558
Less: Comprehensive income (loss) attributable to non-controlling interests - Tiptree Financial Partners, L.P.(620) 1,214
 (1,278) 4,897
Less: Comprehensive income (loss) attributable to non-controlling interests - TFP
 4,829
Less: Comprehensive income (loss) attributable to non-controlling interests - Other409
 604
 481
 (9)387
 (382)
Comprehensive income (loss) attributable to Tiptree Inc. Class A common stockholders$(3,223) $5,269
 $(5,789) $18,735
Comprehensive income (loss) attributable to Common Stockholders$6,333
 $21,111

(1)
Deconsolidated as part of the sale of Care. See Note (3) Dispositions, Assets Held for Sale & Discontinued Operations.



























See accompanying notes to condensed consolidated financial statements.
TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Changes in Stockholders’ Equity (Unaudited)
(in thousands, except shares)



F-5
 Number of Shares Par Value Additional paid in capital Accumulated
other
comprehensive
income (loss)
 Retained
earnings
 Shares held by subsidiaries Total stockholders’ equity to Tiptree Inc. Non-controlling
interests - TFP
 Non-controlling
interests - Other
 Total stockholders' equity
 Common Stock Class B Common Stock Class B    Common Stock Common Stock Amount Class B Shares Class B Amount    
Balance at December 31, 201735,003,004
 8,049,029
 $35
 $8
 $295,582
 $966
 $38,079
 (5,197,551) $(34,585) (8,049,029) $(8) $300,077
 $77,494
 $19,203
 $396,774
Amortization of share based incentive compensation
 
 
 
 585
 
 
 
 
 
 
 585
 
 648
 1,233
Vesting of share-based incentive compensation
 
 
 
 (1,003) 
 
 145,973
 949
 
 
 (54) 
 
 (54)
Other comprehensive income, net of tax
 
 
 
 
 (2,449) 
 
 
 
 
 (2,449) (563) (436) (3,448)
Non-controlling interest distributions
 
 
 
 
 
 
 
 
 
 
 
 (241) 
 (241)
Shares purchased under stock purchase plan
 
 
 
 
 
 
 (29,365) (187) 
 
 (187) 
 
 (187)
Net changes in non-controlling interest
 
 
 
 (486) 
 
 
 
 
 
 (486) 
 (14,039) (14,525)
Dividends declared
 
 
 
 
 
 (898) 
 
 
 
 (898) 
 
 (898)
Net income
 
 
 
 
 
 23,560
 
 
 
 
 23,560
 5,392
 54
 29,006
Balance at March 31, 201835,003,004
 8,049,029
 $35
 $8
 $294,678
 $(1,483) $60,741
 (5,080,943) $(33,823) (8,049,029) $(8) $320,148
 $82,082
 $5,430
 $407,660





















See accompanying notes to condensed consolidated financial statements.
TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Changes in Stockholders’ Equity (Unaudited)
(in thousands, except shares)

 Number of Shares Par Value Additional paid in capital Accumulated
other
comprehensive
income (loss)
 Retained
earnings
 Common Stock held by subsidiaries Total stockholders’ equity to Tiptree Inc. Non-controlling
interests - Tiptree Financial Partners, L.P.
 Non-controlling
interests - Other
 Total stockholders' equity
 Class A Class B Class A Class B    Class A Shares Class A Amount Class B Shares Class B Amount    
Balance at December 31, 201534,899,833
 8,049,029
 $35
 $8
 $297,063
 $(111) $15,845
 
 $
 
 $
 $312,840
 $69,278
 $15,576
 $397,694
Stock-based compensation to directors and employees189,896
 
 
 
 1,810
 
 
 
 
 
 
 1,810
 
 
 1,810
Shares issued to settle
contingent consideration
72,868
 
 
 
 377
   
 
 
 
 
 377
 
 
 377
Other comprehensive income, net of tax
 
 
 
 
 1,142
 
 
 
 
 
 1,142
 237
 (29) 1,350
Non-controlling interest contributions
 
 
 
 
 
 
 
 
 
 
 
 
 6,163
 6,163
Non-controlling interest distributions
 
 
 
 
 
 
 
 
 
 
 
 (603) (1,456) (2,059)
Shares purchased under stock purchase plan(215,358) 
 
 
 (1,230) 
 
 
 
 
 
 (1,230) 
 
 (1,230)
Shares acquired by subsidiaries
 
 
 
 
 
 
 (6,596,000) (42,524) (8,049,029) (8) (42,532) 
 
 (42,532)
Net changes in non-controlling interest
 
 
 
 (746) 
 
 
 
 
 
 (746) 1,058
 (335) (23)
Dividends declared
 
 
 
 
 
 (2,482) 
 
 
 
 (2,482) 
 
 (2,482)
Net income
 
 
 
 
 
 17,593
 
 
 
 
 17,593
 4,660
 20
 22,273
Balance at September 30, 201634,947,239
 8,049,029
 $35
 $8
 $297,274
 $1,031
 $30,956
 (6,596,000) $(42,524) (8,049,029) $(8) $286,772
 $74,630
 $19,939
 $381,341

See accompanying notes to condensed consolidated financial statements.


F-6
 Common Stock            
 Number of shares Par value Additional paid in capital Accumulated other comprehensive income (loss) Retained earnings Total stockholders’ equity to Tiptree Inc. Non-controlling interests - Other Total stockholders' equity
Balance at December 31, 201835,870,348
 $36
 $331,892
 $(2,058) $57,231
 $387,101
 $12,158
 $399,259
Adoption of accounting standard (1)

 
 
 (99) 99
 
 
 
Amortization of share-based incentive compensation
 
 670
 
 
 670
 661
 1,331
Vesting of share-based incentive compensation108,163
 
 (144) 
 
 (144) (2,236) (2,380)
Shares purchased under stock purchase plan(1,472,730) (1) (9,084) 
 
 (9,085) 
 (9,085)
Non-controlling interest contributions
 
 
 
 
 
 50
 50
Dividends declared
 
 
 
 (1,240) (1,240) 
 (1,240)
Other comprehensive income, net of tax
 
 
 2,408
 
 2,408
 11
 2,419
Net income
 
 
 
 3,925
 3,925
 376
 4,301
Balance at March 31, 201934,505,781
 $35
 $323,334
 $251
 $60,015
 $383,635
 $11,020
 $394,655


TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Changes in Stockholders’ Equity (Unaudited)
(in thousands, except shares)

(1)
Amounts reclassified due to adoption of ASU 2018-02. See Note (2) Summary of Significant Accounting Policies.
 Number of Shares Par Value Additional paid in capital Accumulated
other
comprehensive
income (loss)
 Retained
earnings
 Common Stock held by subsidiaries Total stockholders’ equity to Tiptree Inc. Non-controlling
interests - Tiptree Financial Partners, L.P.
 Non-controlling
interests - Other
 Total stockholders' equity
 Class A Class B Class A Class B    Class A Shares Class A Amount Class B Shares Class B Amount    
Balance at December 31, 201634,983,616
 8,049,029
 $35
 $8
 $297,391
 $555
 $37,974
 (6,596,000) $(42,524) (8,049,029) $(8)
$293,431

$76,077

$20,636

$390,144
Amortization of share-based incentive compensation
 
 
 
 1,541
 
 
 
 
 
 
 1,541
 
 536
 2,077
Vesting of share-based incentive compensation19,388
 
 
 
 (588) 
 
 119,511
 775
 
 
 187
 
 
 187
Shares issued to settle contingent consideration
 
 
 
 (76) 
 
 756,046
 4,914
 
 
 4,838
 
 
 4,838
Issuance of common stock for cash upon exercise of stock options
 
 
 
 (1,371) 
 
 1,510,920
 9,471
 
 
 8,100
 
 
 8,100
Other comprehensive income, net of tax
 
 
 
 
 668
 
 
 
 
 
 668
 154
 (48) 774
Non-controlling interest contributions
 
 
 
 
 
 
 
 
 
 
 
 
 2,464
 2,464
Non-controlling interest distributions
 
 
 
 
 
 
 
 
 
 
 
 (725) (1,676) (2,401)
Shares acquired by subsidiaries
 
 
 
 
 
 
 (1,000,000) (7,300) 
 
 (7,300) 
 
 (7,300)
Net changes in non-controlling interest
 
 
 
 (421) 
 
 
 
 
 
 (421) 
 2,640
 2,219
Dividends declared
 
 
 
 
 
 (2,604) 
 
 
 
 (2,604) 
 
 (2,604)
Net income
 
 
 
 
 
 (6,457) 
 
 
 
 (6,457) (1,432) 529
 (7,360)
Balance at September 30, 201735,003,004
 8,049,029
 $35
 $8
 $296,476
 $1,223
 $28,913
 (5,209,523) $(34,664) (8,049,029) $(8) $291,983
 $74,074
 $25,081
 $391,138

See accompanying notes to condensed consolidated financial statements.

F-7



TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Cash Flows (Unaudited)
(in thousands)


 Nine Months Ended September 30,
 2017 2016
Operating Activities:   
Net income (loss) available to common stockholders$(6,457) $17,593
Net income (loss) attributable to non-controlling interests - Tiptree Financial Partners, L.P.(1,432) 4,660
Net income (loss) attributable to non-controlling interests - Other529
 20
Net income (loss)(7,360) 22,273
Adjustments to reconcile net income to net cash provided by (used in) operating activities   
Net realized and unrealized (gains) losses(35,183) (65,954)
Net unrealized loss (gain) on interest rate swaps(67) 1,233
Change in fair value of contingent consideration3,192
 (262)
Non cash compensation expense4,275
 1,696
Amortization/accretion of premiums and discounts971
 1,094
Depreciation and amortization expense24,120
 21,899
Provision for doubtful accounts967
 1,321
Amortization of deferred financing costs2,178
 1,326
Deferred tax expense (benefit)(2,371) (327)
Changes in operating assets and liabilities:   
Mortgage loans originated for sale(1,151,150) (1,258,931)
Proceeds from the sale of mortgage loans originated for sale1,205,868
 1,259,091
(Increase) decrease in notes and accounts receivable(26,262) (16,964)
(Increase) decrease in reinsurance receivables(33,312) (28,237)
(Increase) decrease in deferred acquisition costs(12,863) (2,292)
(Increase) decrease in other assets(8,205) (2,223)
Increase (decrease) in unearned premiums59,481
 22,934
Increase (decrease) in policy liabilities and unpaid claims4,666
 21,250
Increase (decrease) in deferred revenue1,267
 (6,810)
Increase (decrease) in reinsurance payable11,299
 (11,772)
Increase (decrease) in other liabilities and accrued expenses(14,297) 12,499
Operating activities from consolidated CLOs(2,684) (3,505)
Net cash provided by (used in) operating activities24,530
 (30,661)
    
Investing Activities:   
Purchases of investments(147,764) (178,599)
Proceeds from sales and maturities of investments201,754
 159,773
(Increase) decrease in loans owned, at amortized cost, net(37,166) (44,640)
Purchases of real estate capital expenditures(463) (4,372)
Proceeds from the sale of real estate11,396
 2,526
Purchases of corporate fixed assets(1,616) (991)
Proceeds from the sale of subsidiaries (1)
4,846
 
Proceeds from notes receivable40,273
 25,193
Issuance of notes receivable(35,109) (32,137)
(Increase) decrease in restricted cash1,072
 (3,315)
Business and asset acquisitions, net of cash and deposits(75,489) (81,183)
Investing activities from consolidated CLOs224,107
 (96,834)
Net cash provided by (used in) investing activities185,841
 (254,579)
    
Financing Activities:   
Dividends paid(2,604) (2,482)
Non-controlling interest contributions2,464
 3,050
Non-controlling interest distributions(1,657) (2,059)
Payment of debt issuance costs(1,738) (2,508)


F-8


TIPTREE INC. AND SUBSIDIARIES
Consolidated Statements of Cash Flows (continued)
(in thousands)


 Nine Months Ended September 30,
 2017 2016
Proceeds from borrowings and mortgage notes payable1,297,203
 1,477,446
Principal paydowns of borrowings and mortgage notes payable(1,232,705) (1,368,585)
Proceeds from the exercise of options for common stock8,100
 
Repurchases of common stock(7,300) (43,754)
Financing activities from consolidated CLOs(223,393) 220,727
Net cash provided by (used in) financing activities(161,630) 281,835
Net increase (decrease) in cash and cash equivalents48,741
 (3,405)
Cash and cash equivalents – beginning of period63,010
 69,400
Cash and cash equivalents – end of period$111,751
 $65,995
    
Supplemental Schedule of Non-Cash Investing and Financing Activities:   
Acquired real estate properties through, or in lieu of, foreclosure of the related loan$9,793
 $10,288
Real estate acquired through asset acquisition$8,178
 $
Intangible assets related to in-place leases acquired through asset acquisition$2,049
 $
Assets of consolidated CLOs deconsolidated due to sale and redemption$407,323
 $
Liabilities of consolidated CLOs deconsolidated due to sale and redemption$389,333
 $
Debt assumed through asset acquisition$7,586
 $
Settlement of contingent consideration payable with Class A common stock$4,838
 $
(1) Represents the final payment received for the sale of Philadelphia Financial Group in 2015.





















See accompanying notes to condensed consolidated financial statements.
TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Cash Flows (Unaudited)
(in thousands)


F-9
 Three Months Ended 
 March 31,
 2019 2018
Operating Activities:   
Net income (loss) attributable to Common Stockholders$3,925
 $23,560
Net income (loss) attributable to non-controlling interests - TFP
 5,392
Net income (loss) attributable to non-controlling interests - Other376
 54
Net income (loss)4,301
 29,006
Adjustments to reconcile net income to net cash provided by (used in) operating activities   
Net realized and unrealized (gains) losses(20,151) (7,384)
Net (gain) on sale of subsidiary
 (46,184)
Non cash compensation expense1,408
 1,233
Amortization/accretion of premiums and discounts308
 169
Depreciation and amortization expense3,094
 2,958
Bad debt expense80
 64
Amortization of deferred financing costs240
 329
Loss on extinguishment of debt1,241
 428
Deferred tax expense (benefit)727
 10,759
Changes in operating assets and liabilities:   
Mortgage loans originated for sale(350,220) (360,542)
Proceeds from the sale of mortgage loans originated for sale366,121
 390,747
(Increase) decrease in notes and accounts receivable(5,020) (15,234)
(Increase) decrease in reinsurance receivables(645) (9,444)
(Increase) decrease in deferred acquisition costs(664) 4,016
(Increase) decrease in other assets2,201
 (18,361)
Increase (decrease) in unearned premiums(10,370) 17,639
Increase (decrease) in policy liabilities and unpaid claims(1,026) 5,737
Increase (decrease) in deferred revenue(478) 1,604
Increase (decrease) in reinsurance payable(2,568) 5,624
Increase (decrease) in other liabilities and accrued expenses3,261
 (9,713)
Net cash provided by (used in) operating activities(8,160) 3,451
    
Investing Activities:   
Purchases of investments(30,725) (104,449)
Proceeds from sales and maturities of investments120,309
 76,291
Proceeds from the sale of real estate2,555
 4,200
Purchases of fixed assets(3,231) (614)
Proceeds from the sale of subsidiaries9,676
 3,561
Proceeds from notes receivable7,711
 7,803
Issuance of notes receivable(11,629) (7,778)
Net cash provided by (used in) investing activities94,666
 (20,986)
    
Financing Activities:   
Non-controlling interest contributions50
 
Non-controlling interest distributions
 (241)
Payment of debt issuance costs(37) (346)
Proceeds from borrowings and mortgage notes payable382,506
 363,590
Principal paydowns of borrowings and mortgage notes payable(455,414) (395,625)
Repurchases of Common Stock(9,085) (187)
Net cash provided by (used in) financing activities(81,980) (32,809)
Net increase (decrease) in cash, cash equivalents and restricted cash4,526
 (50,344)
Cash, cash equivalents and restricted cash – beginning of period96,524
 142,237
Cash, cash equivalents and restricted cash – beginning of period - held for sale2,860
 10,533
Cash, cash equivalents and restricted cash – end of period (1)
103,910
 102,426
Less: Reclassification of cash to assets held for sale2,769
 1,871
Cash, cash equivalents and restricted cash– end of period$101,141
 $100,555
    
Supplemental Schedule of Non-Cash Investing and Financing Activities:   
Right-of-use asset obtained in exchange for lease liability$33,558
 $
Acquired real estate properties through, or in lieu of, foreclosure of the related loan$1,958
 $3,435
Equity securities acquired through the sale of a subsidiary and asset sales$
 $134,083
    
 As of
Reconciliation of cash, cash equivalents and restricted cash shown in the statement of cash flowsMarch 31, 2019 December 31, 2018
Cash and cash equivalents$88,079
 $86,003
Restricted cash13,062
 10,521
Total cash, cash equivalents and restricted cash shown in the statement of cash flows$101,141
 96,524

(1)
Includes cash in assets held for sale

See accompanying notes to condensed consolidated financial statements.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)



(1) Organization

Tiptree Inc. (formally known as Tiptree Financial Inc., together(together with its consolidated subsidiaries, collectively, Tiptree, or the Company, or we) is a Maryland Corporation that was incorporated on March 19, 2007. Tiptree is a diversified holding company with four reporting segments: specialty insurance, asset management, senior living and specialty finance. Tiptree’s Class A common stock is tradedCommon Stock trades on the NASDAQNasdaq Capital Market under the symbol “TIPT”. Tiptree’s primary assetTiptree is its ownership of Tiptree Financial Partners, L.P. (TFP) an intermediatea holding company throughthat combines specialty insurance operations with investment management capabilities. We allocate our capital across our insurance operations and other investments. We classify our business into one reportable segment: Specialty Insurance. We refer to our non-insurance operations, assets and other investments, which is comprised of our non-reportable segments and other business activities, as Tiptree operates its businesses. Tiptree reports a non-controlling interest representing the economic interest in TFP held by other limited partners of TFP.Capital.

As of January 1, 2016, Tiptree directly owned approximately 81% of TFP. The remaining 19% is reported as non-controlling interest. All of Tiptree’s Class B common stock is owned by TFP and is accounted for as treasury stock. Tiptree’s Class B common stock has the same voting rights as theIn this report “Common Stock” means Class A common stock but no economic rights. The limited partners of TFP (other than Tiptree itself) have$0.001 par value for periods prior to June 7, 2018 and thereafter the ability to exchange TFP partnership units for Tiptree Class A common stock at a rate of 2.798 shares of Class A common stock per partnership unit equal to the number of shares of Class B common stock outstanding. For every share of Class A common stock exchanged in this manner, a share of Class B common stock is canceled. The percentage of TFP owned by Tiptree may increase in the future to the extent TFP’s limited partners exchange their limited partnership units of TFP for Class A common stock of Tiptree. Changes in Tiptree’s ownership of TFP, as a result of such exchanges, will be accounted for as equity transactions, which increase Tiptree’s ownership of TFP and reduce non-controlling interest in TFP without changing total stockholders’ equity of Tiptree.$0.001 par value.

(2) Summary of Significant Accounting Policies

Basis of Presentation and Principles of Consolidation

The accompanying unaudited condensed consolidated financial statements of Tiptree have been prepared in accordance with generally accepted accounting principles in the United States of America (GAAP) and include the accounts of the Company and its subsidiaries. The condensed consolidated financial statements are presented in U.S. dollars, the main operating currency of the Company. The unaudited condensed consolidated financial statements presented herein should be read in conjunction with the annual audited financial statements included in the Company’s annual report on Form 10-K for the fiscal year ended December 31, 2016.2018. In the opinion of management, the accompanying unaudited interim financial information reflects all adjustments, including normal recurring adjustments necessary to present fairly the Company’s financial position, results of operations, comprehensive income and cash flows for each of the interim periods presented. The results of operations for the three and nine months ended September 30, 2017March 31, 2019 are not necessarily indicative of the results that may be expected for the full year ending on December 31, 2017.2019.

As a result of changes in presentation made in the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2016,2018, certain prior period amounts have been reclassified to conform to the current presentation. These reclassifications had no effect on the reported results of operations. The primary difference in the presentation of the condensed consolidated financial statements from the prior year is the aggregation of investments on the condensed consolidated balance sheets and the summation of the net investment income of our specialty insurance business in the condensed consolidated statements of operations. The condensed consolidated cash flow statement has also been conformed to this new presentation. In addition certain immaterial balances have been combined in the condensed consolidated balance sheet and condensed consolidated statement of operations.

Tiptree consolidates those entities in which it has an investment of 50% or more of voting rights or has control over significant operating, financial and investing decisions of the entity as well as variable interest entities (VIEs) in which Tiptree is determined to be the primary beneficiary. VIEs are defined as entities in which equity investors do not have the characteristics of a controlling financial interest or do not have sufficient equity risk for the entity to finance its activities without additional subordinated financial support from other parties.

A VIE is required to be consolidated only by its primary beneficiary, which is defined as the party who has the power to direct the activities of a VIE that most significantly impact its economic performance and who has the obligation to absorb losses or the right to receive benefits from the VIE that could potentially be significant to the VIE. Generally, Tiptree’s consolidated VIEs are entities which Tiptree is considered the primary beneficiary through its controlling financial interests.


F-10


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


Non-controlling interests on the condensed consolidated balance sheets represent the ownership interests in certain consolidated subsidiaries held by entities or persons other than Tiptree. Accounts and transactions between consolidated entities have been eliminated.

As a result of the adoption of ASU 2016-02, the Company’s operating leases are now recognized on the condensed consolidated balance sheets as of January 1, 2019. See Note (14) Other Assets and Other Liabilities and Accrued Expenses for additional information.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


Use of Estimates

The preparation of the Company’s condensed consolidated financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the amounts reported in the Company’s condensed consolidated financial statements and accompanying notes. Management makes estimates and assumptions that include, but are not limited to, the determination of the following significant items:

Fair value of financial assets and liabilities, including, but not limited to, securities, loans and derivativesderivatives;
Value of acquired assets and liabilities;
Carrying value of goodwill and other intangibles, including estimated amortization period and useful lives;
Reserves for unpaid losses and loss adjustment expenses, estimated future claims and losses, potential litigation and other claims;
Valuation of contingent share issuances for compensation and purchase consideration, including estimates of number of shares and vesting schedules;
Revenue recognition including, but not limited to, the timing and amount of insurance premiums, service, administration fees, and loan origination fees; and
Other matters that affect the reported amounts and disclosure of contingencies in the condensed consolidated financial statements.

Although these and other estimates and assumptions are based on the best available estimates, actual results could differ materially from management’s estimates.

Business Combination Accounting

The Company accounts for business combinations by applying the acquisition method of accounting. The acquisition method requires, among other things, that the assets acquired and liabilities assumed in a business combination be measured at fair value as of the closing date of the acquisition. The net assets acquired may consist of tangible and intangible assets and the excess of purchase price over the fair value of identifiable net assets acquired, or goodwill. The determination of estimated useful lives and the allocation of the purchase price to the intangible assets requires significant judgment and affects the amount of future amortization and possible impairment charges. Contingent consideration, if any, is measured at fair value on the date of acquisition. The fair value of any contingent consideration liability is remeasured at each reporting date with any change recorded in other expense in the condensed consolidated statements of operations. Acquisition and transaction costs are expensed as incurred.

In certain instances, the Company may acquire less than 100% ownership of an entity, resulting in the recording of a non-controlling interest. The measurement of assets and liabilities acquired and non-controlling interest is initially established at a preliminary estimate of fair value, which may be adjusted during the measurement period, primarily due to the results of valuation studies applicable to the business combination.

Acquisitions that do not meet the criteria for the acquisition method of accounting are accounted for as acquisitions of assets.

Fair Value Measurement

Fair value is defined as 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 valuation hierarchy is based upon the transparency of inputs to the valuation of an asset or liability as of the measurement date. The three levels, from highest to lowest, are defined as follows:

Level 1 – Unadjusted, quoted prices in active markets for identical assets or liabilities that the Company has the ability to access at the measurement date.

Level 2 – Significant inputs other than quoted prices that are observable for the asset or liability, either directly or indirectly through corroboration with observable market data. Level 2 inputs include quoted prices for similar instruments

F-11


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


in active markets, and inputs other than quoted prices that are observable for the asset or liability. The types of financial assets and liabilities carried at level 2 are valued based on one or more of the following:

a) Quoted prices for similar assets or liabilities in active markets;
b) Quoted prices for identical or similar assets or liabilities in nonactive markets;
c) Pricing models whose inputs are observable for substantially the full term of the asset or liability;
d) Pricing models whose inputs are derived principally from or corroborated by observable market data through correlation or other means for substantially the full term of the asset or liability.

Level 3 – Significant inputs that are unobservable inputs for the asset or liability, including the Company’s own data and assumptions that are used in pricing the asset or liability.

Fair Value Option

In addition to the financial instruments the Company is required to measure at fair value, the Company has elected to make an irrevocable election to utilize fair value as the initial and subsequent measurement attribute for certain eligible financial assets and liabilities. Unrealized gains and losses on items for which the fair value option has been elected are reported in Net realized and unrealized gains (losses) within the condensed consolidated statements of operations. The decision to elect the fair value option is determined on an instrument-by-instrument basis and must be applied to an entire instrument and is irrevocable once elected. Assets and liabilities measured at fair value pursuant to this guidance are reported separately in our condensed consolidated balance sheets from those instruments using another accounting method.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


Recent Accounting Standards

Recently Adopted Accounting Pronouncements

In March 2016, the FASB issued ASU 2016-05, Derivatives and Hedging (Topic 815): Effect of Derivative Contract Novations on Existing Hedge Accounting Relationships, which clarifies that a change in the counterparty to a derivative instrument that has been designated as the hedging instrument under Topic 815, does not, in and of itself, require dedesignation of that hedging relationship provided that all other hedge accounting criteria continue to be met. The standard is effective for financial statements issued for fiscal years beginning after December 15, 2016, and interim periods within those fiscal years. The adoption of this standard did not have a material impact on the Company’s condensed consolidated financial statements.

In March 2016, the FASB issued ASU 2016-07, Investments -Equity Method and Joint Ventures (Topic 323), which eliminates the requirement in Topic 323 that an entity retroactively adopt the equity method of accounting if an investment qualifies for use of the equity method as a result of an increase in the level of ownership or degree of influence. The amendments require that the equity method investor add the cost of acquiring the additional interest in the investee to the current basis of the investor’s previously held interest and adopt the equity method of accounting as of the date the investment becomes qualified for equity method accounting. The standard is effective for financial statements issued for fiscal years beginning after December 15, 2016 and should be applied prospectively upon their effective date to increases in the level of ownership interest or degree of influence that result in the adoption of the equity method. The adoption of this standard did not have a material impact on the Company’s condensed consolidated financial statements.

In March 2016, the FASB issued ASU 2016-09, Stock Compensation (Topic 718): Improvements to Employee Share-Based Payment Accounting, which simplifies several aspects of the accounting for employee share-based payment transactions, including the income tax consequences, classification of awards as either equity or liabilities, and classification on the statement of cash flows. Some of the areas for simplification apply only to nonpublic entities. In addition, the amendments in this Update eliminate the guidance in Topic 718 that was indefinitely deferred shortly after the issuance of FASB Statement No. 123 (revised 2004), Share-Based Payment. The standard is effective for financial statements issued for fiscal years beginning after December 15, 2016 and interim periods within those annual periods. The adoption of this standard did not have a material impact on the Company’s condensed consolidated financial statements.

In October 2016, the FASB issued ASU 2016-17, Consolidation (Topic 810): Interests Held Through Related Parties that Are Under Common Control, which amends the consolidation guidance on how a reporting entity, that is the single decision maker of a VIE, evaluates whether it is the primary beneficiary of a VIE. This new guidance is effective for fiscal years beginning after December 15, 2016. The adoption of this standard did not have a material impact on the Company’s condensed consolidated financial statements.

F-12


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)



Recently Issued Accounting Pronouncements, Not Yet Adopted

In May 2014, the FASB issued ASU 2014-09, Revenue from Contracts with Customers (Topic 606). The amendments in this standard affects any entity that either enters into contracts with customers to transfer goods and services or enters into contracts for the transfer of nonfinancial assets unless those contracts are within the scope of other standards. The core principle of the guidance is that an entity should recognize revenue to depict the transfer of goods or services to customers in an amount that reflects the consideration to which the entity expects to be entitled in exchange for those goods and services. On July 9, 2015, the FASB decided to delay the effective date of ASU 2014-09 by one year. Reporting entities may choose to adopt the standard as of the original effective date. The deferral results in ASU 2014-09 being effective for fiscal years, and interim periods within those fiscal years, beginning after December 15, 2017. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In January 2016, the FASB issued ASU No. 2016-01, Financial Instruments-Overall (Subtopic 825-10): Recognition and Measurement of Financial Assets and Financial Liabilities, which makes targeted improvements to the recognition, measurement, presentation and disclosure of certain financial instruments. ASU 2016-01 focuses primarily on the accounting for equity investments, financial liabilities under the fair value option, and the presentation and disclosure requirements for certain financial instruments. Among its provisions for public business entities, ASU 2016-01 eliminates the requirement to disclose the method(s) and significant assumptions used to estimate the fair value of financial instruments measured at amortized cost, requires the use of the exit price notion when measuring the fair value of financial instruments for disclosure purposes, requires the separate presentation in other comprehensive income of the change in fair value of a liability due to instrument-specific credit risk for a liability for which the reporting entity has elected the fair value option, requires separate presentation of financial assets and financial liabilities by measurement category and form of financial asset (that is, securities or loans and receivables) and clarifies guidance related to the valuation allowance assessment when recognizing deferred tax assets resulting from unrealized losses on available-for-sale debt securities. ASU 2016-01 is effective for fiscal years beginning after December 15, 2017, including interim periods within those fiscal years. Early application is permitted for a limited number of provisions. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In February 2016, the FASB issued ASU 2016-02, Leases (Topic 842), which sets out the principles for the recognition, measurement, presentation and disclosure of leases for both parties to a contract (i.e., lessees and lessors). The new standard requires lessees to apply a dual approach, classifying leases as either finance or operating leases based on the principle of whether or not the lease is effectively a financed purchase by the lessee. This classification will determine whether lease expense is recognized based on an effective interest method or on a straight-line basis over the term of the lease. A lessee is also required to record a right-of-use asset and a lease liability for all leases with a term of greater than 12 months regardless of their classification. Leases with a term of 12 months or less will be accounted for similar to existing guidance for operating leases today. The new standard requires lessors to account for leases using an approach that is substantially equivalent to existing guidance for sales-type leases, direct financing leases and operating leases. ASU 2016-02 supersedes the previous leases standard, Leases (Topic 840). The standard is effective on January 1, 2019, with early adoption permitted. TheCompany is currently evaluatingadopted the effect on itsstandard in the first quarter of 2019 under the modified retrospective approach without restating prior comparative periods. The adoption of the updated guidance resulted in the Company recognizing a right of use asset of $32,052 as part of other assets and a lease liability of $33,558 as part of other liabilities and accrued expenses in the condensed consolidated financial statements.balance sheets, as well as de-recognizing the liability for deferred rent that was required under the previous guidance, for its operating lease agreements at January 1, 2019. We have elected the practical expedient to not separate lease components and non-lease components, and leases with an initial term of 12 months or less are not recorded on the balance sheet. The cumulative effect adjustment to the opening balance of retained earnings was zero.

In March 2016,2017, the FASB issued ASU 2016-08, Revenue from Contracts with Customers (Topic 606)2017-08, Receivables-Nonrefundable Fees and Other Costs (Subtopic 310-20): Principal versus Agent Considerations (Reporting Revenue Gross versus Net), which clarify the implementationPremium Amortization on Purchased Callable Debt Securities. The new guidance is effective for fiscal years beginning after December 15, 2018 and interim periods within those years. Early adoption is permitted for interim or annual reporting periods beginning after December 15, 2017. The guidance is to be applied on principal versus net considerations. The effective date and transition requirements for this standard are the samea modified retrospective basis through a cumulative-effect adjustment directly to retained earnings as the effective date and transition requirements of ASU 2014-09. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In April 2016, the FASB issued ASU 2016-10, Revenue from Contracts with Customers (Topic 606): Identifying Performance Obligations and Licensing, which clarifies guidance related to identifying performance obligations and licensing implementation guidance contained in the new revenue recognition standard. The Update includes targeted improvements based on input the FASB received from the Transition Resource Group for Revenue Recognition and other stakeholders. The Update seeks to proactively address areas in which diversity in practice potentially could arise, as well as to reduce the cost and complexity of applying certain aspects of the beginning of the period of adoption. The guidance bothshortens the amortization period for certain callable debt securities held at implementation and on an ongoing basis. The effective date and transition requirements fora premium, requiring the amendments in this Update are the same as the effective date and transition requirements in Topic 606 (and any other Topic amended by Update 2014-09). The Company is currently evaluating the effect on its condensed consolidated financial statements.

In May 2016, the FASB issued ASU 2016-11, Revenue Recognition (Topic 605) and Derivatives and Hedging (Topic 815): Rescission of SEC Guidance Because of Accounting Standards Updates 2014-09 and 2014-16 Pursuantpremium to Staff Announcements

F-13


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


at the March 3, 2016 EITF Meeting, which  rescinds SEC paragraphs pursuantbe amortized to the SEC Staff Announcement, “Rescission of Certain SEC Staff Observer Comments upon Adoption of Topic 606,” and the SEC Staff Announcement, “Determining Whether the Host Contract in a Hybrid Financial Instrument Issued in the Form of a Share Is More Akin to Debt or Equity,” announced at the March 3, 2016 Emerging Issues Task Force (EITF) meeting.earliest call date. The Company believes that that the adoption of this standard willdid not have a material impact on the Company’s condensed consolidated financial statements.

In May 2016,August 2017, the FASB issued ASU 2016-12, Revenue from Contracts with Customers2017-12, Derivatives and Hedging (Topic 606)815): Narrow-Scope Improvements and Practical Expedients, Targeted Improvements to Accounting for Hedging Activities, which providesamends the guidance on collectability, noncash consideration,hedge accounting. The amendment will make more financial and completed contracts at transition.  Additionally,nonfinancial hedging strategies eligible for hedge accounting and amend the amendments in this Update provide a practical expedient for contract modifications at transitionpresentation and andisclosure requirements. It is intended to more closely align hedge accounting policy election relatedwith companies’ risk management strategies, simplify the application of hedge accounting, and increase transparency as to the presentationscope and results of sales taxes and other similar taxes collected from customers.hedging programs. ASU 2017-12 can be adopted immediately in any interim or annual period. The mandatory effective date and transition requirements for calendar year-end public companies is January 1, 2019. The adoption of this standard did not have a material impact on the amendments in this Update are the same as the effective date and transition requirements for Topic 606 (and any other Topic amended by Update 2014-09). The Company is currently evaluating the effect on itsCompany’s condensed consolidated financial statements.

In February 2018, the FASB issued ASU 2018-02, Income Statement-Reporting Comprehensive Income (Topic 220): Reclassification of Certain Tax Effects from Accumulated Other Comprehensive Income (AOCI), which permits companies to reclassify stranded tax effects caused by Public Law no. 115-97, commonly referred to as the Tax Cuts and Jobs Act (Tax Act), from accumulated other comprehensive income (AOCI) to retained earnings. Deferred tax assets (DTA) related to available for sale (AFS) securities unrealized gains and losses that were revalued as of December 31, 2017 created stranded tax effects in accumulated other comprehensive income (AOCI) due to the enactment of the Tax Act, due to the nature of existing GAAP requiring recognition of tax rate change effects on the DTA revaluation related to AFS securities as an adjustment to provision for income taxes. Specifically, ASU 2018-02 permits a reclassification from AOCI to retained earnings for stranded tax effects resulting from the Tax Act. Additionally, the ASU requires new disclosures by all companies, whether they opt to do the reclassification or not. The amendments in ASU 2018-02 are effective for fiscal years beginning after December 15, 2018, including interim periods within those fiscal years, with early adoption permitted. The Company has adopted the standard effective January 1, 2019, and reclassified the stranded tax effects caused by the Tax Act from AOCI to retained earnings. The standard is applied in the period of adoption, and the impact to the Company’s condensed consolidated financial statements in the period of adoption is not material. The Company’s accounting policy for the release of stranded tax effects in AOCI is the aggregate portfolio approach.

Recently Issued Accounting Pronouncements, Not Yet Adopted

In June 2016, the FASB issued ASU 2016-13Financial Instruments -Credit- Credit Losses (Topic 326): Measurement of Credit Losses
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


on Financial Instruments, which amends guidance on reporting credit losses for assets held at amortized cost basis and available for sale debt securities. For assets held at amortized cost basis, Topic 326 eliminates the probable initial recognition threshold in current GAAP and, instead requires an entity to reflect its current estimate of all expected credit losses. The allowance for credit losses is a valuation account that is deducted from the amortized cost basis of the financial assets to present the net amount expected to be collected. For available for sale debt securities, credit losses should be measured in a manner similar to current GAAP, however Topic 326 will require that credit losses be presented as an allowance rather than as a write-down. This UpdateASU affects entities holding financial assets and net investment in leases that are not accounted for at fair value through net income. The amendments in ASU 2016-13 are effective for fiscal years beginning after December 15, 2019, including interim periods within those fiscal years, with early adoption permitted as of the fiscal years beginning after December 15, 2018, including interim periods within those fiscal years. The amendments will affect loans, debt securities, trade receivables, net investments in leases, off balance sheet credit exposures, reinsurance receivables, and any other financial assets not excluded from the scope that have the contractual right to receive cash. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In August 2016, the FASB issued ASU 2016-15, Statement of Cash Flows (Topic 230): Classification of Certain Cash Receipts and Cash Payments, which addresses the following eight specific cash flow issues: Debt prepayment or debt extinguishment costs; settlement of zero-coupon debt instruments or other debt instruments with coupon interest rates that are insignificant in relation to the effective interest rate of the borrowing; contingent consideration payments made after a business combination; proceeds from the settlement of insurance claims; proceeds from the settlement of corporate-owned life insurance policies (COLIs) (including bank-owned life insurance policies (BOLIs)); distributions received from equity method investees; beneficial interests in securitization transactions; and separately identifiable cash flows and application of the predominance principle. The standard is effective for financial statements issued for fiscal years beginning after December 15, 2017 and interim periods within those annual periods. Early adoption is permitted, including the adoption in an interim period. The amendments in this Update should be applied using a retrospective transition method to each period presented. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In November 2016, the FASB issued ASU 2016-18, Restricted Cash (a consensus of the FASB Emerging Issues Task Force), which addresses classification and presentation of changes in restricted cash on the statement of cash flows.ASU 2016-18 requires an entity’s reconciliation of the beginning-of-period and end-of-period total amounts shown on the statement of cash flows to include in cash and cash equivalents amounts generally described as restricted cash and restricted cash equivalents. The ASU does not define restricted cash or restricted cash equivalents, but an entity will need to disclose the nature of the restrictions. ASU 2016-18 is effective for public business entities for annual and interim periods in fiscal years beginning after December 15, 2017. Early adoption is permitted, including adoption in an interim period. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In January 2017, the FASB issued ASU 2017-04, Simplifying the Test for Goodwill Impairment.Impairment. ASU 2017-04 does not change the qualitative assessment; however, it removes “the requirements for any reporting unit with a zero or negative carrying amount to perform a qualitative assessment and, if it fails that qualitative test, to perform Step 2 of the goodwill impairment test.” Instead, all reporting units, even those with a zero or negative carrying amount will apply the same impairment test. Therefore, as the FASB notes in the ASU’s Basis for Conclusions, the goodwill of reporting units with zero or negative carrying values will not be impaired, even when conditions underlying the reporting unit indicate that goodwill is impaired. Entities will, however, be

F-14


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


required to disclose any reporting units with zero or negative carrying amounts and the respective amounts of goodwill allocated to those reporting units. The amendments in ASU 2017-04 are effective for fiscal years beginning after December 15, 2019, including interim periods within those fiscal years, with early adoption permitted for interim or annual goodwill impairment tests performed on testing dates after January 1, 2017. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In February 2017,August 2018, the FASB issued ASU 2017-05,2018-13, Fair Value Measurement (Topic 820): Other Income-GainsChanges to the Disclosure Requirementsfor Fair Value Measurement, which modifies the disclosure requirements on fair value measurements in Topic 820. The modifications include the removal of certain requirements, modifications to exiting requirements and Losses from the Derecognition of Nonfinancial Assets (Subtopic 610-20) Clarifying the Scope of Asset Derecognition Guidanceadditional requirements. The amendments in ASU 2018-13 are effective for all entities for fiscal years, and Accounting for Partial Sales of Nonfinancial Assets. The new guidance is effective forinterim periods within those fiscal years, beginning after December 15, 2017 and interim periods within those years. Early2019, with early adoption is permitted for interim or annual reporting periods beginning after December 15, 2016. The guidance may be applied retrospectively for all periods presented or retrospectively with a cumulative-effect adjustment at the date of adoption. The new guidance clarifies the scope and accounting of a financial asset that meets the definition of an “in-substance nonfinancial asset” and defines the term, “in-substance nonfinancial asset.” The ASU also adds guidance for partial sales of nonfinancial assets.permitted. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In March 2017, the FASB issued ASU 2017-08, Receivables-Nonrefundable Fees and Other Costs (Subtopic 310-20): Premium Amortization on Purchased Callable Debt Securities. The new guidance is effective for fiscal years beginning after December 15, 2018 and interim periods within those years. Early adoption is permitted for interim or annual reporting periods beginning after December 15, 2017. The guidance is to be applied on a modified retrospective basis through a cumulative-effect adjustment directly to retained earnings as of the beginning of the period of adoption. The guidance shortens the amortization period for certain callable debt securities held at a premium, requiring the premium to be amortized to the earliest call date. The Company is currently evaluating the effect on its condensed consolidated financial statements.

In May 2017, the FASB issued ASU 2017-09, Compensation - Stock Compensation (Topic 718): Scope of Modification Accounting, which provided clarity as to what changes to the terms or conditions of share-based payment awards require an entity to apply modification accounting in Topic 718. ASU 2017-09 is effective for the Company for interim and annual periods beginning after December 15, 2017, with early adoption permitted, and is applied prospectively to changes in terms or conditions of awards occurring on or after the adoption date. The Company will consider the impact that this standard may have on future stock-based payment award modifications should they occur.

In August 2017, the FASB issued ASU 2017-12, Derivatives and Hedging (Topic 815): Targeted Improvements to Accounting for Hedging Activities, which amends the guidance on hedge accounting. The amendment will make more financial and nonfinancial hedging strategies eligible for hedge accounting and amend the presentation and disclosure requirements. It is intended to more closely align hedge accounting with companies’ risk management strategies, simplify the application of hedge accounting, and increase transparency as to the scope and results of hedging programs. ASU 2017-12 can be adopted immediately in any interim or annual period. The mandatory effective date for calendar year-end public companies is January 1, 2019. The Company is currently evaluating the effect on its condensed consolidated financial statements.
(3) AcquisitionsDispositions, Assets Held for Sale and Discontinued Operations

Acquisitions during the nine months ended September 30, 2017
Senior Living
Managed Properties
During the nine months ended September 30, 2017, subsidiaries in our senior living business and their partners entered into agreements to acquire and operate two senior living communities for total consideration of $25,999, of which $7,000 was financed through mortgage debt issued in connection with one of the acquisitions, $4,096 was financed by contributions from partners of our subsidiaries and the remainder was paid with cash on hand. Affiliates of the partners provide management services to the communities under management contracts.Dispositions

The Company providedcompleted the sale of Care, as well as two senior living properties held in our specialty insurance business to Invesque Inc. (Invesque), on February 1, 2018. The pre-tax comprehensive income on the sale for the three months ended March 31, 2018 was approximately $44.2 million, which consists of $46.2 million gain on sale of a subsidiary, $1.8 million of realized gain on the sale of the specialty insurance properties, offset by the reclassification of the interest rate swap from AOCI of $3.8 million. In December 2018 an advanceadditional gain on sale of a subsidiary of $10.7 million of earnout consideration was recognized as a result of a portfolio disposition by Invesque.

Total consideration received for the sale of Care was $150.7 million, including approximately 16.6 million shares of Invesque, resulting in an ownership of approximately 34% of the acquiring company at the time of sale. The Company has elected to apply the fair value option to the partners of our subsidiaryinvestment in Invesque. As such, these shares are held at closing of one of these transactions for $1,036, which was part of their cash contribution for the property. Subsequent to the closing of this transaction, the property was financed with mortgage debt of $10,000. Our partner repaid the advance tofair value within equity securities.

When the Company with proceedsentered into a purchase agreement on November 16, 2017 to sell Care, the Company concluded that the sale met the requirements to be classified as a discontinued operation. As a result, the Company reclassified the income and expenses attributable to Care to net income (loss) from this financing, which was split based ondiscontinued operations through the ownershipcompletion of the property.sale.

The primary reasonCompany has entered into a definitive agreement to sell Luxury, which is pending a regulatory review, and is classified as held for sale at March 31, 2019 and December 31, 2018. The agreement did not meet the Company’s acquisitions of the senior living communities arerequirements to expand its real estate operations. For the period from acquisition until September 30, 2017, revenue and the net loss for the two properties acquired were $4,398 and $1,941, respectively.be classified as a discontinued operation.


As of March 31, 2019 and December 31, 2018, the Company did not record any impairments with respect to assets held for sale.
F-15


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)



The following table summarizes the consideration paid and the amounts of the final determination, as described above,Assets Held for the transactions completed during the nine months ended September 30, 2017:
 2017 Acquisitions
 Senior living
Consideration: 
Cash$25,999
Fair value of total consideration$25,999
  
Acquisition costs$288
  
Recognized amounts of identifiable assets acquired and liabilities assumed: 
Assets: 
Cash and cash equivalents$717
Real estate, net21,800
Intangible assets, net3,850
Other assets76
  
Liabilities: 
Deferred revenue(409)
Other liabilities and accrued expenses(35)
Total identifiable net assets assumed$25,999
Sale

The following table shows the values recorded by the Company, asrepresents detail of the acquisition date, for finite-lived intangible assets and their estimated amortization period:liabilities held for sale in the condensed consolidated balance sheets for the following periods:
Intangible AssetsWeighted Average Amortization Period (in Years) Senior living
In-place lease1.38 $3,850
 As of
 March 31, 2019 December 31, 2018
Assets   
Investments:   
Loans, at fair value$63,372
 $63,340
Other investments1,283
 798
Total Investments64,655
 64,138
Cash and cash equivalents2,769
 2,860
Notes and accounts receivable, net203
 230
Other assets (1)
1,827
 1,003
Assets held for sale$69,454
 $68,231
    
Liabilities   
Debt, net$61,602
 $61,381
Other liabilities and accrued expenses (2)
2,597
 1,599
Liabilities held for sale$64,199
 $62,980

Supplemental pro forma results of operations have not been presented for the above 2017 business acquisitions as they are not material in relation to the Company’s reported results.
(1)
Includes $582 and $0 of a right of use asset as of March 31, 2019 and December 31, 2018, respectively.
(2)
Includes $601 and $0 of a lease liability as of March 31, 2019 and December 31, 2018, respectively.

Acquisitions during the nine months ended September 30, 2016
Senior Living
Managed Properties
During the nine months ended September 30, 2016, subsidiaries in our senior living business and their partners entered into agreements to acquire and operate three senior living communities for total consideration of $84,605 (which includes deposits of $125 paid in the fourth quarter of 2015), of which $59,817 was financed through mortgage debt issued in connection with the acquisitions, $4,778 was financed by contributions from partners of our subsidiary, and the remainder was paid with cash on hand. Affiliates of the partners provide management services to the communities under management contracts.Discontinued Operations

The primary reasonfollowing table represents detail of revenues and expenses of discontinued operations in the condensed consolidated statements of operations for the Company’s acquisition of the senior living communities is to expand its real estate operations. For the period from acquisition until September 30, 2016, revenue and the net loss for the three managed properties acquired were $7,247 and $1,899, respectively.


following periods:
F-16

 Three Months Ended 
 March 31,
 2019 2018
Revenues:
 
Rental and related revenue$
 $6,476
Other revenue
 149
Total revenues
 6,625
Expenses:   
Employee compensation and benefits
 2,788
Interest expense
 1,252
Other expenses
 1,961
Total expenses
 6,001
Net income (loss) before taxes from discontinued operations
 624
Gain on sale of discontinued operations
 46,184
Less: provision (benefit) for income taxes
 12,327
Net income (loss) from discontinued operations$
 $34,481

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


The following table summarizesrepresents a summary of cash flows related to discontinued operation included in the consideration paid andcondensed consolidated statements of cash flows for the amounts of the final determination, as described above, for transactions completed during the nine months ended September 30, 2016:following periods:
 2016 Acquisitions
 Senior living
Consideration: 
Cash$81,492
Non-cash non-controlling interests contributions3,113
Fair value of total consideration$84,605
  
Acquisition costs$612
  
Recognized amounts of identifiable assets acquired and liabilities assumed: 
Assets: 
Cash and cash equivalents$184
Real estate, net77,787
Intangible assets, net6,838
Other assets248
  
Liabilities: 
Deferred revenue(290)
Other liabilities and accrued expenses(162)
Total identifiable net assets assumed$84,605

The following table shows the values recorded by the Company, as of the acquisition date, for finite-lived intangible assets and their estimated amortization period:
Intangible AssetsWeighted Average Amortization Period (in Years) Senior living
In-place lease1.61 $6,838

Supplemental pro forma results of operations have not been presented for the above 2016 business acquisitions as they are not material in relation to the Company’s reported results.
 Three Months Ended 
 March 31,
 2019 2018
Net cash provided by (used in):   
Operating activities$
 $(2,095)
Investing activities
 (592)
Financing activities
 (123)
Net cash flows provided by discontinued operations$
 $(2,810)


(4) Operating Segment Data

The Company has fourTiptree is a holding company that combines specialty insurance operations with investment management capabilities. We allocate our capital across our insurance operations and other investments. We classify our business into one reportable segment – Specialty Insurance. We refer to our non-insurance operations, assets and other investments, which is comprised of our non-reportable operating segments which are: (i) specialty insurance (formally knownand other business activities, as insuranceTiptree Capital. Corporate activities include holding company interest expense, employee compensation and insurance services), (ii) asset management, (iii) senior living (formally known as real estate),benefits, and (iv) specialty finance. The Company’s operating segments are organized in a manner that reflects how the chief operating decision maker (CODM) views these strategic business units.other expenses.

EachOur reportable segment’s income (loss)or loss is reported before income taxes, discontinued operations and non-controlling interests.

Segment results incorporate the revenues and expenses of these subsidiaries since they commenced operations or were acquired. As of December 31, 2018, Mortgage and Asset Management, which previously were reportable segments, no longer met the quantitative threshold for disclosure. Those are now reported in Other, which we refer to as Tiptree Capital. Prior periods have been conformed to the current year presentation. Intercompany transactions are eliminated.

In the fourth quarterA description of 2016, the Company made certainour reportable segment realignments in order to conform to the way the CODM internally evaluates segment performance. These realignments primarily consistedand of the transfer of principal investments from corporate and other to the specialty insurance and asset management operating segments. As a result, corporate and other is no longer deemed to be an operating segment of the Company. For the three months ended September 30, 2016, $6,808 of pretax income (loss) previously reported in corporate and other was allocated $2,634 and $4,174 to the specialty insurance and asset management operating segments, respectively. For the three months ended September 30, 2016, inclusive of what was allocated to the asset management operating segment there was $3,312 of net income (loss) attributable to consolidated CLOs. For the

F-17


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


nine months ended September 30, 2016, $20,160 of pretax income (loss) previously reported in corporate and other was allocated $10,527 and $9,633 to the specialty insurance and asset management operating segments, respectively. For the nine months ended September 30, 2016, inclusive of what was allocated to the asset management operating segment there was $7,583 of net income (loss) attributable to consolidated CLOs. The Company has reclassified prior period amounts to provide visibility and comparability. This reclassification had no impact on the allocation of goodwill to reporting units. None of these changes impact the Company’s previously reported consolidated net income or earnings per share.

Descriptions of each of the reportable segmentsTiptree Capital are as follows:

Specialty Insurance operations are conducted through Fortegra Financial Corporation (Fortegra), an insurance holding company. Fortegra underwrites and provides specialty insurance products, primarily in the United States, and is a leading provider of credit insurance and asset protection products. Fortegra’s diverse range of products and services include products such as mobilecredit protection extendedinsurance, warranty and service debt protectioncontract products, and creditother specialty insurance and selectprograms which underwrite niche personal and commercial lines of insurance. The specialtyWe also offer various other insurance investment portfolio also includes results related to corporate loans held at fair valueproducts and non-performing residential mortgage loans due toservices throughout the aforementioned segment realignment.U.S. through our non-regulated subsidiaries.

Asset ManagementTiptree Capital includes our asset management, mortgage and shipping operations, are primarily conducted through Telos Asset Management LLC’s (Telos) management of CLOs. Telos is a subsidiary of Tiptree Asset Management Company, LLC (TAMCO), an SEC-registered investment advisor owned by the Company. Results include net income (loss) from consolidated CLOs.and other investments (including our Invesque shares).
Senior Living operations are conducted through Care Investment Trust LLC (Care) which has a geographically diverse portfolio of seniors housing properties including senior apartments, assisted living, independent living, memory care and skilled nursing facilities in the U.S.
Specialty Finance operations are conducted through Siena Capital Finance LLC (Siena) and the Company’s mortgage businesses, which consist of Luxury and Reliance. The Company’s mortgage origination business originated loans for sale to institutional investors, including GSEs and FHA/VA. Siena’s business consists of structuring asset-based loan facilities across diversified industries.
The tables below present the components of revenue, expense, pre-tax income (loss), and segment assets for each of the operating segmentsour reportable segment as well as Tiptree Capital for the following periods:
            
 Three Months Ended September 30, 2017
 Specialty insurance Asset management Senior living Specialty finance Corporate and other Total
Total revenue$118,714
 $1,448
 $19,583
 $24,976
 $(202) $164,519
            
Total expense121,059
 1,058
 21,118
 22,381
 6,916
 172,532
Net income attributable to consolidated CLOs
 2,583
 
 
 
 2,583
Income (loss) before taxes$(2,345) $2,973
 $(1,535) $2,595
 $(7,118) $(5,430)
Less: provision (benefit) for income taxes          (2,052)
Net income (loss) before non-controlling interests          $(3,378)
Less: net income (loss) attributable to non-controlling interests          (264)
Net income (loss) attributable to Tiptree Inc. Class A common stockholders          $(3,114)

F-18


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


            
 Three Months Ended September 30, 2016
 
Specialty insurance(1)
 
Asset management(1)
 Senior living Specialty finance 
Corporate and other(1)
 Total
Total revenue$82,630
 $4,746
 $15,695
 $29,013
 $76
 $132,160
            
Total expense71,971
 2,303
 16,168
 24,832
 9,368
 124,642
Net income attributable to consolidated CLOs
 4,032
 
 
 
 4,032
Income (loss) before taxes$10,659
 $6,475
 $(473) $4,181
 $(9,292) $11,550
Less: provision (benefit) for income taxes          3,712
Net income (loss) before non-controlling interests          $7,838
Less: net income (loss) attributable to non-controlling interests          1,933
Net income (loss) attributable to Tiptree Inc. Class A common stockholders          $5,905
(1) Reclassified to conform to current period presentation

 Nine Months Ended September 30, 2017
 Specialty insurance Asset management Senior living Specialty finance Corporate and other Total
Total revenue$351,731
 $8,239
 $55,927
 $70,325
 $75
 $486,297
            
Total expense350,007
 4,549
 61,286
 67,696
 22,273
 505,811
Net income (loss) attributable to consolidated CLOs
 9,393
 
 
 
 9,393
Income (loss) before taxes$1,724
 $13,083
 $(5,359) $2,629
 $(22,198) $(10,121)
Less: provision (benefit) for income taxes          (2,761)
Net income (loss) before non-controlling interests          $(7,360)
Less: net income (loss) attributable to non-controlling interests          (903)
Net income (loss) attributable to Tiptree Inc. Class A common stockholders          $(6,457)
 Nine Months Ended September 30, 2016
 
Specialty insurance(1)
 
Asset management(1)
 Senior living Specialty finance 
Corporate and other(1)
 Total
Total revenue$268,743
 $10,754
 $44,204
 $67,790
 $3,568
 $395,059
            
Total expense233,116
 6,131
 49,691
 62,280
 26,319
 377,537
Net income (loss) attributable to consolidated CLOs
 10,049
 
 
 
 10,049
Income (loss) before taxes$35,627
 $14,672
 $(5,487) $5,510
 $(22,751) $27,571
Less: provision (benefit) for income taxes          5,298
Net income (loss) before non-controlling interests          $22,273
Less: net income (loss) attributable to non-controlling interests          4,680
Net income (loss) attributable to Tiptree Inc. Class A common stockholders          $17,593
(1) Reclassified to conform to current period presentation
          
  

 Three Months Ended 
 March 31, 2019
 Three Months Ended 
 March 31, 2018
 Specialty Insurance Tiptree Capital Total Specialty Insurance Tiptree Capital Total
Total revenue$154,628
 $29,275
 $183,903
 $129,998
 $18,074
 $148,072
Total expense(146,490) (23,357) (169,847) (128,655) (19,746) (148,401)
Corporate expense
 
 (8,901) 
 
 (6,714)
Net income (loss) before taxes from continuing operations$8,138
 $5,918
 $5,155
 $1,343
 $(1,672) $(7,043)
Less: provision (benefit) for income taxes    854
     (1,568)
Net income (loss) from discontinued operations    
     34,481
Net income (loss) before non-controlling interests    $4,301
     $29,006
Less: net income (loss) attributable to non-controlling interests    376
     5,446
Net income (loss) attributable to Common Stockholders    $3,925
     $23,560
F-19


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


The following table presents the segment assets for the following periods:
 Segment Assets as of September 30, 2017
 Specialty insurance Asset management Senior living Specialty finance Corporate and other Total
Segment assets$1,319,165
 $21,175
 $390,818
 $303,203
 $41,619
 $2,075,980
Assets of consolidated CLOs
 372,774
 
 
 
 372,774
Total assets          $2,448,754
            
 Segment Assets as of December 31, 2016
 Specialty insurance Asset management Senior living Specialty finance Corporate and other Total
Segment assets$1,268,152
 $17,427
 $323,169
 $271,795
 $20,012
 $1,900,555
Assets of consolidated CLOs
 989,495
 
 
 
 989,495
Total assets          $2,890,050
(1) Reclassified to conform to current period presentationThe following table summarizes sources of revenue from Tiptree Capital:
 Three Months Ended 
 March 31,
 2019 2018
Net realized and unrealized gains (losses) (1)
$18,037
 $10,791
Other investment income (2)
9,881
 5,108
Management fee income1,267
 1,577
Other90
 598
Total Revenue$29,275
 $18,074

(1)
See Note (5) Investments for the components of Net realized and unrealized gains (losses) related to Tiptree Capital.
(2)
See Note (5) Investments for the components of Other investment income.

The following table presents the reportable segment and Tiptree Capital assets for the following periods:
 As of March 31, 2019 As of December 31, 2018
 Specialty Insurance Tiptree Capital Corporate Total Specialty Insurance Tiptree Capital Corporate Total
Total assets$1,450,765
 $320,320
 $43,755
 $1,814,840
 $1,514,084
 $318,420
 $32,414
 $1,864,918

(5) Investments

The following table presents the Company's investments related to insurance operations (Specialty Insurance) and investments from other Tiptree investing activities (Tiptree Capital), measured at fair value as of the following periods:
 As of March 31, 2019 As of December 31, 2018
 Specialty Insurance Tiptree Capital Total Specialty Insurance Tiptree Capital Total
Available for sale securities, at fair value$283,929
 $
 $283,929
 $283,563
 $
 $283,563
Loans, at fair value71,633
 53,512
 125,145
 158,466
 56,917
 215,383
Equity securities26,977
 95,615
 122,592
 29,425
 93,554
 122,979
Other investments18,751
 57,990
 76,741
 18,526
 56,476
 75,002
Total investments$401,290
 $207,117
 $608,407
 $489,980
 $206,947
 $696,927

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


Available for Sale Securities, at fair value

All of the Company’s investments in available for sale securities (AFS) as of September 30, 2017March 31, 2019 and December 31, 20162018 are held by subsidiaries in the specialty insurance business. The following tables present the Company's investments in available for sale securities:
 As of September 30, 2017
 Amortized cost Gross
unrealized gains
 Gross
unrealized losses
 Fair value
U.S. Treasury securities and obligations of U.S. government authorities and agencies$36,474
 $96
 $(216) $36,354
Obligations of state and political subdivisions47,542
 415
 (324) 47,633
Corporate securities53,589
 447
 (167) 53,869
Asset backed securities24,011
 105
 (16) 24,100
Certificates of deposit896
 
 
 896
Equity securities658
 13
 (9) 662
Obligations of foreign governments566
 13
 
 579
Total$163,736
 $1,089
 $(732) $164,093
        
 As of December 31, 2016
 Amortized cost Gross
unrealized gains
 Gross
unrealized losses
 Fair value
U.S. Treasury securities and obligations of U.S. government authorities and agencies$27,149
 $27
 $(377) $26,799
Obligations of state and political subdivisions57,425
 107
 (598) 56,934
Corporate securities58,769
 204
 (402) 58,571
Asset backed securities1,459
 1
 
 1,460
Certificates of deposit895
 
 
 895
Equity securities818
 3
 (37) 784
Obligations of foreign governments733
 3
 (8) 728
Total$147,248
 $345
 $(1,422) $146,171


F-20


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


The following tables summarize the gross unrealized losses on available for sale securities in an unrealized loss position:
 As of September 30, 2017
 Less Than or Equal to One Year More Than One Year
 Fair value Gross
unrealized losses
 # of Securities Fair value Gross unrealized losses # of Securities
U.S. Treasury securities and obligations of U.S. government authorities and agencies$25,152
 $(187) 119
 $924
 $(29) 5
Obligations of state and political subdivisions9,936
 (145) 55
 7,142
 (179) 34
Corporate securities16,269
 (61) 164
 4,479
 (106) 86
Asset-backed securities1,294
 (16) 2
 
 
 
Equity securities411
 (7) 3
 19
 (2) 2
Obligations of foreign governments
 
 
 
 
 
Total$53,062
 $(416) 343
 $12,564
 $(316) 127
            
 As of December 31, 2016
 Less Than or Equal to One Year More Than One Year
 Fair value Gross
unrealized losses
 # of Securities Fair value Gross unrealized losses # of Securities
U.S. Treasury securities and obligations of U.S. government authorities and agencies$20,979
 $(376) 115
 $16
 $(1) 5
Obligations of state and political subdivisions41,639
 (597) 170
 1,334
 (1) 3
Corporate securities29,856
 (400) 279
 253
 (2) 3
Asset-backed securities706
 
 1
 
 
 
Equity securities736
 (35) 5
 19
 (2) 2
Obligations of foreign governments338
 (8) 4
 
 
 
Total$94,254
 $(1,416) 574
 $1,622
 $(6) 13
The Company does not intend to sell the investments that were in an unrealized loss position as of September 30, 2017, and management believes that it is more likely than not that the Company will be able to hold these securities until full recovery of their amortized cost basis for fixed maturity securities or cost for equity securities. The unrealized losses were attributable to changes in interest rates and not credit-related issues. As of September 30, 2017 and December 31, 2016, based on the Company's review, none of the fixed maturity or equity securities were deemed to be other-than-temporarily impaired based on the Company's analysis of the securities and its intent to hold the securities until recovery.
 As of March 31, 2019
 Amortized cost Gross
unrealized gains
 Gross
unrealized losses
 Fair value
U.S. Treasury securities and obligations of U.S. government authorities and agencies$78,903
 $595
 $(213) $79,285
Obligations of state and political subdivisions63,234
 745
 (197) 63,782
Corporate securities93,144
 798
 (260) 93,682
Asset backed securities42,356
 38
 (1,203) 41,191
Certificates of deposit1,096
 
 
 1,096
Obligations of foreign governments4,865
 29
 (1) 4,893
Total$283,598
 $2,205
 $(1,874) $283,929
        
 As of December 31, 2018
 Amortized cost Gross
unrealized gains
 Gross
unrealized losses
 Fair value
U.S. Treasury securities and obligations of U.S. government authorities and agencies$71,945
 $266
 $(463) $71,748
Obligations of state and political subdivisions67,624
 280
 (458) 67,446
Corporate securities96,888
 78
 (1,241) 95,725
Asset backed securities41,912
 14
 (1,274) 40,652
Certificates of deposit1,241
 
 
 1,241
Obligations of foreign governments6,750
 12
 (11) 6,751
Total$286,360
 $650
 $(3,447) $283,563

The amortized cost and fair values of investments in debt securities, by contractual maturity date, are shown below. Expected maturities may differ from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or prepayment penalties. Excluded from this table are equity securities since they have no contractual maturity.
As ofAs of
September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018
Amortized Cost Fair Value Amortized Cost Fair ValueAmortized Cost Fair Value Amortized Cost Fair Value
Due in one year or less$19,075
 $19,074
 $22,846
 $22,833
$32,144
 $32,107
 $30,920
 $30,836
Due after one year through five years68,918
 69,207
 66,063
 65,841
166,245
 167,544
 167,201
 166,366
Due after five years through ten years45,447
 45,375
 49,036
 48,381
30,208
 30,291
 32,805
 32,185
Due after ten years5,627
 5,675
 7,026
 6,872
12,645
 12,796
 13,522
 13,524
Asset backed securities24,011
 24,100
 1,459
 1,460
Asset-backed securities42,356
 41,191
 41,912
 40,652
Total$163,078
 $163,431
 $146,430
 $145,387
$283,598
 $283,929
 $286,360
 $283,563

F-21


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


The following tables summarize the gross unrealized losses on available for sale securities in an unrealized loss position:
 As of March 31, 2019
 Less Than or Equal to One Year More Than One Year
 Fair value Gross
unrealized losses
 # of Securities Fair value Gross unrealized losses # of Securities
U.S. Treasury securities and obligations of U.S. government authorities and agencies$2,058
 $(3) 15
 $21,591
 $(210) 127
Obligations of state and political subdivisions5,555
 (3) 13
 15,093
 (194) 89
Corporate securities4,292
 (31) 32
 23,033
 (229) 271
Asset-backed securities33,316
 (272) 12
 2,665
 (931) 10
Obligations of foreign governments
 
 
 942
 (1) 4
Total$45,221
 $(309) 72
 $63,324
 $(1,565) 501
            
 As of December 31, 2018
 Less Than or Equal to One Year More Than One Year
 Fair value Gross
unrealized losses
 # of Securities Fair value Gross unrealized losses # of Securities
U.S. Treasury securities and obligations of U.S. government authorities and agencies$14,844
 $(70) 51
 $19,495
 $(393) 128
Obligations of state and political subdivisions15,830
 (30) 41
 21,594
 (428) 115
Corporate securities47,976
 (393) 352
 28,517
 (848) 404
Asset-backed securities37,613
 (1,262) 35
 614
 (12) 5
Obligations of foreign governments2,313
 (6) 15
 1,301
 (5) 8
Total$118,576
 $(1,761) 494
 $71,521
 $(1,686) 660
The Company does not intend to sell the investments that were in an unrealized loss position as of March 31, 2019, and management believes that it is more likely than not that the Company will be able to hold these securities until full recovery of their amortized cost basis for fixed maturity securities. The unrealized losses were attributable to changes in interest rates and not credit-related issues. As of March 31, 2019 and December 31, 2018, based on the Company's review, none of the fixed maturity securities were deemed to be other-than-temporarily impaired based on the Company's analysis of the securities and its intent to hold the securities until recovery.

Pursuant to certain reinsurance agreements and statutory licensing requirements, the Company has deposited invested assets in custody accounts or insurance department safekeeping accounts. The Company cannot remove invested assets from these accounts without prior approval of the contractual party or regulatory authority, as applicable. The following table presents the Company's restricted investments included in the Company's available for sale securities:
As ofAs of
September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018
Fair value of restricted investments for special deposits required by state insurance departments$9,939
 $10,111
$6,317
 $9,398
Fair value of restricted investments in trust pursuant to reinsurance agreements7,287
 7,573
26,086
 24,931
Total fair value of restricted investments$17,226
 $17,684
$32,403
 $34,329

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


The following table presents additional information on the Company’s available for sale securities:
Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Purchases of available for sale securities$45,250
 $12,799
 $79,907
 $22,477
$29,861
 $75,570
          
Proceeds from maturities, calls and prepayments of available for sale securities$7,686
 $4,483
 $23,909
 $26,086
$11,144
 $10,018
          
Gains (losses) realized on maturities, calls and prepayments of available for sale securities$
 $(14) $(5) $83
$
 $(27)
          
Gross proceeds from sales of available for sale securities$21,167
 $35,069
 $39,493
 $45,928
$21,168
 $32,032
          
Gains (losses) realized on sales of available for sale securities$395
 $974
 $372
 $1,016
$(5) $(500)

Investment in Loans, at fair value

The following tables present the Company’s investments in loans measured at fair value:
 As of September 30, 2017 As of December 31, 2016
 Fair value Unpaid principal balance (UPB) Fair value exceeds / (below) UPB Fair value Unpaid principal balance (UPB) Fair value exceeds / (below) UPB
Loans, at fair value           
Corporate loans$162,512
 $162,582
 $(70) $175,558
 $176,808
 $(1,250)
Mortgage loans held for sale114,461
 110,803
 3,658
 121,439
 118,162
 3,277
Non-performing loans44,980
 62,237
 (17,257) 74,923
 113,892
 (38,969)
Other loans receivable1,169
 1,169
 
 1,169
 1,169
 
Total loans, at fair value$323,122
 $336,791
 $(13,669) $373,089
 $410,031
 $(36,942)

The following table presentsvalue and the Company’s investments in loans, measured at fair value pledged as collateral:
 As of
 September 30, 2017 December 31, 2016
Corporate loans$161,000
 $175,365
Mortgage loans held for sale111,927
 117,734
Non-performing loans39,537
 60,409
Total fair value of loans pledged as collateral$312,464
 $353,508
 As of March 31, 2019 As of December 31, 2018
 Fair value Unpaid principal balance (UPB) Fair value exceeds / (below) UPB Pledged as Collateral Fair value Unpaid principal balance (UPB) Fair value exceeds / (below) UPB Pledged as Collateral
Specialty Insurance:               
Corporate loans (1)
$47,094
 $51,454
 $(4,360) $
 $130,910
 $136,475
 $(5,565) $120,202
Non-performing loans (2)
24,539
 30,545
 (6,006) 
 27,556
 33,887
 (6,331) 
Tiptree Capital:               
Mortgage loans held for sale (3)
53,512
 51,239
 2,273
 53,028
 56,917
 54,679
 2,238
 56,441
Total loans, at fair value$125,145
 $133,238
 $(8,093) $53,028
 $215,383
 $225,041
 $(9,658) $176,643

(1)
The UPB of these loans approximates cost basis.
(2)
The cost basis of NPLs was approximately $19,033 and $21,555 at March 31, 2019 and December 31, 2018, respectively.
(3)
As of March 31, 2019 there was one mortgage loan held for sale with a fair value of $123 that was 90 days or more past due. As of December 31, 2018 there were no mortgage loans held for sale 90 days or more past due.

Equity securities

Equity securities represents the carrying amount of the Company's basis in equity investments. Included within the equity securities balance are 16.6 million shares of Invesque for which the Company has elected to apply the fair value option. The following table contains information regarding the Company’s equity securities related to insurance operations and other Tiptree investing activity as of the following periods:
F-22
 As of March 31, 2019 As of December 31, 2018
 Specialty Insurance Tiptree Capital Total Specialty Insurance Tiptree Capital Total
Invesque Inc.$20,015
 $95,615
 $115,630
 $19,584
 $93,554
 $113,138
Other equity securities6,962
 
 6,962
 9,841
 
 9,841
Total equity securities$26,977
 $95,615
 $122,592
 $29,425
 $93,554
 $122,979


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)



As of September 30, 2017, there are no mortgage loans held for sale 90 days or more past due. The unpaid principal balance and fair value of mortgage loans held for sale that are 90 days or more past due were $142 and $66, respectively, as of December 31, 2016.

The following table presents the Company’s investments in loans, measured at amortized cost:
 As of
 September 30, 2017 December 31, 2016
Loans at amortized cost, net   
Asset backed loans and other loans, net$152,168
 $115,033
Less: Allowance for loan losses1,572
 1,195
Total loans at amortized cost, net$150,596
 $113,838
    
Net deferred loan origination fees included in asset backed loans$5,701
 $5,244

The following table presents additional information on the Company’s asset backed loans:
 As of
 September 30, 2017 December 31, 2016
Pledged as collateral$157,169
 $119,558
    
Loans receivable, net, attributable to a subsidiary in our specialty finance business$149,896
 $113,138

Our subsidiary structures asset-based loan facilities in the $1,000 to $25,000 range for small to mid-sized companies. Collateral for asset-backed loan receivables, as of September 30, 2017 and December 31, 2016, consisted primarily of inventory, equipment and accounts receivable. Management reviews collateral for these loans on at least a monthly basis or more frequently if a draw is requested and management has determined that no impairment existed as of September 30, 2017. As of September 30, 2017, there were no delinquencies in the portfolio and all loans were classified as performing.

Real Estate, netOther Investments

The following table contains information regarding the Company’s investment in real estateother investments as of the following periods:
 As of September 30, 2017
 Land Buildings and equipment Accumulated depreciation Total
Managed properties$19,447
 $208,751
 $(16,283) $211,915
Triple net lease properties19,741
 135,857
 (9,455) 146,143
Foreclosed residential real estate property
 13,079
 
 13,079
Total$39,188
 $357,687
 $(25,738) $371,137
        
 As of December 31, 2016
 Land Buildings and equipment Accumulated depreciation Total
Managed properties$16,347
 $189,463
 $(11,212) $194,598
Triple net lease properties13,778
 94,291
 (6,610) 101,459
Foreclosed residential real estate property
 13,366
 
 13,366
Total$30,125
 $297,120
 $(17,822) $309,423
For the nine months ended September 30, 2017, the Company acquired ten senior living facilities accounted for as asset acquisitions, with $47,654 of real estate acquired, and $8,297 of identifiable intangible assets related to in-place leases which will be amortized over a period ranging from approximately 7 to 12 years. These ten properties are in addition to the two acquisitions disclosed in Note—(3) Acquisitions, which were accounted for as business combinations.
 As of March 31, 2019 As of December 31, 2018
 Specialty Insurance Tiptree Capital Total Specialty Insurance Tiptree Capital Total
Vessels, net (1)
$
 $49,547
 $49,547
 $
 $50,125
 $50,125
Real estate9,863
 
 9,863
 10,019
 
 10,019
Other8,888
 8,443
 17,331
 8,507
 6,351
 14,858
Total other investments$18,751
 $57,990
 $76,741
 $18,526
 $56,476
 $75,002

F-23


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)




The following table presents the depreciation expense related to the Company’s real estate investments for the following periods:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Depreciation expense on real estate investments$2,873
 $1,974
 $7,916
 $5,581

Future Minimum Rental Revenue

The following table presents the future minimum rental revenue under the noncancelable terms of all operating leases related to our triple net lease properties, as of:
 September 30, 2017
Remainder of 2017$3,280
201813,248
201913,519
202013,797
202115,161
Thereafter60,999
Total$120,004

The following table presents rental revenues from residential leases at the managed properties for the following periods:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Rental revenues from residential leases$14,274
 $12,685
 $42,005
 $35,231
(1)
Net of accumulated depreciation of $1,490 and $898, respectively.

Net Investment Income - Specialty Insurance

Net investment income represents income primarily from the following sources:

Interestinvestment income and dividendsexpense from investments related to available for sale securities, at fair value;
Interestinsurance operations as disclosed within net investment income related to loans, at fair value;
Dividend income from equity securities, trading, at fair value;
Rental and related revenue from real estate, net; and
Earnings from other investments.

on the condensed consolidated statements of operations. The following table presentstables present the components of net investment income related to our specialty insurance business recordedby source of income:
 Three Months Ended 
 March 31,
 2019 2018
Interest:   
Available for sale securities, at fair value$2,127
 $1,219
Loans, at fair value1,831
 2,472
Other investments104
 342
Dividends from equity securities574
 390
Other
 97
Subtotal4,636
 4,520
Less: investment expenses335
 315
Net investment income$4,301
 $4,205

Other Investment Income - Tiptree Capital

Other investment income represents other income from other Tiptree non-insurance activities as disclosed within other revenue on the condensed consolidated statements of operations:operations, see Note (15) Other Revenue, Other Expenses and Other Income. The following tables present the components of other investment income by type:

 Three Months Ended September 30, Nine Months Ended September 30,
Net investment income2017 2016 2017 2016
Available for sale securities, at fair value$823
 $653
 $2,423
 $2,323
Loans, at fair value2,698
 1,971
 8,330
 4,981
Equity securities, trading, at fair value459
 969
 1,912
 1,933
Real estate, net156
 
 482
 
Other investments73
 73
 277
 224
Total investment income4,209
 3,666
 13,424
 9,461
Less: investment expenses369
 359
 1,392
 1,052
Net investment income$3,840
 $3,307
 $12,032
 $8,409
 Three Months Ended 
 March 31,
 2019 2018
Interest income:   
Loans, at fair value$1,360
 $873
Other130
 254
Dividends from equity securities2,533
 1,663
Loan fee income:   
Loans, at fair value2,239
 2,318
Charter revenue from vessels3,619
 
Other investment income$9,881
 $5,108


Net realized and unrealized gains (losses)
F-24



The following table presents the components of net realized and unrealized gains (losses) recorded on the condensed consolidated statements of operations:
 Three Months Ended September 30, Nine Months Ended September 30,
Net realized and unrealized gains (losses)2017 2016 2017 2016
Net realized gains (losses)$18,817
 $19,948
 $48,150
 $48,423
Net unrealized gains (losses)(11,291) 6,267
 (12,967) 17,531
Net realized and unrealized gains (losses)$7,526
 $26,215
 $35,183
 $65,954

The following table presents the net gain on the sale of mortgage loans and the cumulative netoperations. Net unrealized gains (losses) on equityavailable for sale securities trading, at fair value recorded on the condensed consolidated statements of operations:are included within other comprehensive income, and as such, are not included in this table:
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Net realized gain on sale of mortgage loans (1)
$16,476
 $20,045
 $47,237
 $48,412
        
Cumulative net unrealized gains (losses) on equity securities, trading, at fair value held at the reporting date$(11,125) $1,365
 $(21,183) $6,386
(1) Related to the Company’s specialty finance business.
 Three Months Ended 
 March 31,
 2019 2018
Net realized gains (losses)   
Specialty Insurance:   
 Reclass of unrealized gains (losses) on AFS from OCI$(5) $(527)
 Net gains (losses) on loans(278) 1,247
 Net gains (losses) on equity securities482
 2,574
 Other
 1,845
Tiptree Capital:   
 Net gains (losses) on loans13,587
 15,796
Total net realized gains (losses)13,786
 20,935
    
Net unrealized gains (losses)   
Specialty Insurance:   
 Net change in unrealized gains (losses) on loans224
 (453)
 Net unrealized gains (losses) on equity securities held at period end1,760
 (5,926)
 Reclass of unrealized (gains) losses from prior periods for equity securities sold(403) (2,167)
 Other334
 
Tiptree Capital:   
 Net change in unrealized gains (losses) on loans23
 (1,043)
 Net unrealized gains (losses) on equity securities held at period end2,061
 (3,178)
 Other2,366
 (784)
Total net unrealized gains (losses)6,365
 (13,551)
Total net realized and unrealized gains (losses)$20,151
 $7,384

(6) Notes and Accounts Receivable, net

The following table summarizes the total notes and accounts receivable, net:
 As of
 September 30, 2017 December 31, 2016
Premium financing program (1)
$15,403
 $20,615
Notes from affiliates of partner (2)
3,862
 3,862
Other45
 298
Notes receivable, net$19,310
 $24,775
Accounts and premiums receivable, net60,763
 45,041
Retrospective commissions receivable65,156
 59,175
Other receivables33,497
 28,509
Total$178,726
 $157,500
(1) Related to the Company’s specialty insurance business.
(2) Related to the Company’s senior living business, which owns a 75% interest in a managed property. The remaining 25% interest is owned by our joint venture partner.
 As of
 March 31, 2019 December 31, 2018
Notes receivable, net - premium financing program$16,338
 $13,057
Accounts and premiums receivable, net44,867
 50,880
Retrospective commissions receivable90,339
 84,488
Trust receivables59,420
 53,424
Other receivables21,026
 21,256
Total$231,990
 $223,105

Notes Receivable, net

The Company has established an allowance for uncollectible amounts against its notes receivable of $1,528$121 and $1,444$97 as of September 30, 2017March 31, 2019 and December 31, 2016,2018, respectively. As of September 30, 2017March 31, 2019 and December 31, 2016,2018, there were $1,848$170 and $2,188$368 in balances classified as 90 days plus past due, respectively. Bad debt expense totaled $69 and $54 for the three months ended March 31, 2019 and 2018, respectively.

Accounts and premiums receivable, net Retrospective commissions receivable and Other receivables

Accounts and premiums receivable, net, retrospective commissions receivable and other receivables are primarily trade receivables from the specialty insurance business that are carried at their approximate fair value. The Company has established a valuation allowance against its accounts and premiums receivable of $319$225 and $225$217 as of September 30, 2017March 31, 2019 and December 31, 2016,2018, respectively. Bad debt expense totaled $11 and $11 for the three months ended March 31, 2019 and 2018, respectively.

F-25



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


(7) Reinsurance Receivables

The following table presents the effect of reinsurance on premiums written and earned by our specialty insurance business for the following periods:
 Direct amount Ceded to other companies Assumed from other companies Net amount Percentage of amount - assumed to net
For the Three Months ended September 30, 2017         
Premiums written:         
Life insurance                  $18,375
 $9,587
 $525
 $9,313
 5.6%
Accident and health insurance   34,034
 23,077
 862
 11,819
 7.3%
Property and liability insurance149,414
 56,380
 4,844
 97,878
 4.9%
Total premiums written            201,823
 89,044
 6,231
 119,010
 5.2%
          
Premiums earned:         
Life insurance                  15,654
 7,764
 481
 8,371
 5.7%
Accident and health insurance   28,347
 19,511
 814
 9,650
 8.4%
Property and liability insurance126,847
 52,201
 3,406
 78,052
 4.4%
Total premiums earned$170,848
 $79,476
 $4,701
 $96,073
 4.9%
          
For the Three Months ended September 30, 2016         
Premiums written:         
Life insurance                  $18,246
 $9,668
 $674
 $9,252
 7.3%
Accident and health insurance   31,553
 21,635
 865
 10,783
 8.0%
Property and liability insurance126,230
 94,095
 3,842
 35,977
 10.7%
Total premiums written            176,029
 125,398
 5,381
 56,012
 9.6%
          
Premiums earned:         
Life insurance                  15,861
 7,712
 642
 8,791
 7.3%
Accident and health insurance   28,391
 20,093
 830
 9,128
 9.1%
Property and liability insurance126,902
 98,883
 1,671
 29,690
 5.6%
Total premiums earned$171,154
 $126,688
 $3,143
 $47,609
 6.6%
          
For the Nine Months ended September 30, 2017         
Premiums written:         
Life insurance                  $46,275
 $23,264
 $1,458
 $24,469
 6.0%
Accident and health insurance   87,242
 57,911
 2,355
 31,686
 7.4%
Property and liability insurance406,976
 176,477
 15,670
 246,169
 6.4%
Total premiums written            540,493
 257,652
 19,483
 302,324
 6.4%
          
Premiums earned:         
Life insurance                  45,995
 22,685
 1,473
 24,783
 5.9%
Accident and health insurance   82,242
 56,736
 2,373
 27,879
 8.5%
Property and liability insurance357,448
 148,402
 11,073
 220,119
 5.0%
Total premiums earned$485,685
 $227,823
 $14,919
 $272,781
 5.5%
          
For the Nine Months ended September 30, 2016         
Premiums written:         
Life insurance                  $49,018
 $25,267
 $1,971
 $25,722
 7.7%
Accident and health insurance   87,446
 59,657
 2,507
 30,296
 8.3%
Property and liability insurance389,157
 302,945
 10,146
 96,358
 10.5%
Total premiums written            525,621
 387,869
 14,624
 152,376
 9.6%
          
Premiums earned:         
Life insurance                  46,112
 22,139
 2,003
 25,976
 7.7%
Accident and health insurance   84,994
 60,134
 2,465
 27,325
 9.0%
Property and liability insurance377,589
 296,523
 4,149
 85,215
 4.9%
Total premiums earned$508,695
 $378,796
 $8,617
 $138,516
 6.2%


F-26


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)

 Direct amount Ceded to other companies Assumed from other companies Net amount Percentage of amount - assumed to net
For the Three Months Ended March 31, 2019         
Premiums written:         
Life insurance                  $14,911
 $7,703
 $391
 $7,599
 5.1%
Accident and health insurance   27,799
 17,975
 747
 10,571
 7.1%
Property and liability insurance137,603
 51,819
 17,003
 102,787
 16.5%
Total premiums written            180,313
 77,497
 18,141
 120,957
 15.0%
          
Premiums earned:         
Life insurance                  16,449
 8,526
 416
 8,339
 5.0%
Accident and health insurance   30,613
 20,623
 794
 10,784
 7.4%
Property and liability insurance144,994
 60,810
 15,666
 99,850
 15.7%
Total premiums earned$192,056
 $89,959
 $16,876
 $118,973
 14.2%
          
For the Three Months Ended March 31, 2018         
Premiums written:         
Life insurance                  $13,762
 $7,176
 $427
 $7,013
 6.1%
Accident and health insurance   26,626
 17,433
 769
 9,962
 7.7%
Property and liability insurance141,742
 66,827
 17,328
 92,243
 18.8%
Total premiums written            182,130
 91,436
 18,524
 109,218
 17.0%
          
Premiums earned:         
Life insurance                  15,614
 7,822
 453
 8,245
 5.5%
Accident and health insurance   28,902
 19,617
 818
 10,103
 8.1%
Property and liability insurance129,609
 53,931
 7,619
 83,297
 9.1%
Total premiums earned$174,125
 $81,370
 $8,890
 $101,645
 8.7%

The following table presents the components of policy and contract benefits, including the effect of reinsurance on losses and loss adjustment expenses ("LAE")(LAE) incurred:
Direct amount Ceded to other companies Assumed from other companies Net amount Percentage of amount - assumed to netDirect amount Ceded to other companies Assumed from other companies Net amount Percentage of amount - assumed to net
For the Three Months ended September 30, 2017         
For the Three Months Ended March 31, 2019         
Losses Incurred                  
Life insurance $8,003
 $4,573
 $178
 $3,608
 4.9%$9,958
 $5,904
 $(8) $4,046
 (0.2)%
Accident and health insurance 4,456
 3,252
 190
 1,394
 13.6%3,330
 2,485
 221
 1,066
 20.7 %
Property and liability insurance48,783
 26,571
 544
 22,756
 2.4%55,918
 35,578
 10,341
 30,681
 33.7 %
Total losses incurred61,242
 34,396
 912
 27,758
 3.3%69,206
 43,967
 10,554
 35,793
 29.5 %
                  
Member benefit claims (1)
 3,812
  
Member benefit claims (1)
 5,048
  
Total policy and contract benefits $31,570
  Total policy and contract benefits $40,841
  
                  
For the Three Months ended September 30, 2016         
For the Three Months Ended March 31, 2018         
Losses Incurred                  
Life insurance $8,550
 $4,647
 $378
 $4,281
 8.8%$10,353
 $5,672
 $162
 $4,843
 3.3 %
Accident and health insurance 5,697
 4,863
 205
 1,039
 19.7%4,577
 3,544
 246
 1,279
 19.2 %
Property and liability insurance61,431
 47,469
 632
 14,594
 4.3%53,557
 32,930
 5,963
 26,590
 22.4 %
Total losses incurred75,678
 56,979
 1,215
 19,914
 6.1%68,487
 42,146
 6,371
 32,712
 19.5 %
                  
Member benefit claims (1)
 5,967
  
Member benefit claims (1)
 3,914
  
Total policy and contract benefits $25,881
  Total policy and contract benefits $36,626
  
         
For the Nine Months ended September 30, 2017         
Losses Incurred         
Life insurance $24,527
 $13,558
 $748
 $11,717
 6.4%
Accident and health insurance 13,200
 10,815
 662
 3,047
 21.7%
Property and liability insurance144,535
 78,454
 1,708
 67,789
 2.5%
Total losses incurred182,262
 102,827
 3,118
 82,553
 3.8%
         
Member benefit claims (1)
 11,811
  
Total policy and contract benefits $94,364
  
         
For the Nine Months ended September 30, 2016         
Losses Incurred         
Life insurance $24,962
 $12,957
 $1,061
 $13,066
 8.1%
Accident and health insurance 14,598
 12,203
 700
 3,095
 22.6%
Property and liability insurance166,586
 128,542
 897
 38,941
 2.3%
Total losses incurred206,146
 153,702
 2,658
 55,102
 4.8%
         
Member benefit claims (1)
 17,334
  
Total policy and contract benefits $72,436
  
(1) - Member benefit claims are not covered by reinsurance.


F-27


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


The following table presents the components of the reinsurance receivables:
As ofAs of
September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018
Prepaid reinsurance premiums:      
Life (1)
$64,223
 $64,621
$68,317
 $69,436
Accident and health (1)
55,175
 53,999
58,957
 61,606
Property (2)
122,883
 94,091
Property169,507
 178,498
Total242,281
 212,711
296,781
 309,540
      
Ceded claim reserves:      
Life3,015
 2,929
3,374
 3,424
Accident and health9,819
 10,435
9,842
 11,039
Property57,138
 49,917
75,678
 75,748
Total ceded claim reserves recoverable69,972
 63,281
88,894
 90,211
Other reinsurance settlements recoverable20,770
 20,242
35,321
 20,600
Reinsurance receivables$333,023
 $296,234
$420,996
 $420,351

(1)
Including policyholder account balances ceded.
(2)The December 31, 2016 amount includes a non-cash transaction, as part of a reinsurance contract cancellation that resulted in a reduction of $92,854 in reinsurance receivable, offset by an increase of $88,857 in assets and a decrease of $3,997 in liabilities.

The following table presents the aggregate amount included in reinsurance receivables that is comprised of the three largest receivable balances from unrelatednon-affiliated reinsurers:
 As of
 September 30, 2017
Total of the three largest receivable balances from unrelated reinsurers$78,783
 
As of
March 31, 2019
Total of the three largest receivable balances from non-affiliated reinsurers$100,125

At September 30, 2017,As of March 31, 2019, the three unrelatednon-affiliated reinsurers from whom our specialty insurance business has the largest receivable balances were: London Life Reinsurance CorporationMFI Insurance Company, LTD (A. M. Best Rating: ANot rated); MFI, Freedom Insurance Company, LTD (A. M. Best Rating: Not rated) and London Life International Reinsurance CorporationFrandisco Property and Casualty Insurance Company (A. M. Best Rating: Not rated). The related receivables of these reinsurers are collateralized by assets on hand, assets held in trust accounts and letters of credit. At September 30, 2017,As of March 31, 2019, the Company does not believe there is a risk of loss due to the concentration of credit risk in the reinsurance program given the collateralization.


F-28


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


(8) Goodwill and Intangible Assets, net

The following table presents identifiable finite and indefinite-lived intangible assets, accumulated amortization, and goodwill by segment:operating segment and/or reporting unit, as appropriate:
As of September 30, 2017 As of December 31, 2016As of March 31, 2019 As of December 31, 2018
Specialty insurance Senior living Specialty finance Total Specialty insurance Senior living Specialty finance TotalSpecialty Insurance 
Other (1)
 Total Specialty Insurance 
Other (1)
 Total
Customer relationships$50,500
 $
 $
 $50,500
 $50,500
 $
 $
 $50,500
$50,500
 $
 $50,500
 $50,500
 $
 $50,500
Accumulated amortization(10,215) 
 
 (10,215) (4,614) 
 
 (4,614)(20,264) 
 (20,264) (18,913) 
 (18,913)
Trade names6,500
 
 800
 7,300
 6,500
 
 800
 7,300
6,500
 800
 7,300
 6,500
 800
 7,300
Accumulated amortization(2,018) 
 (180) (2,198) (1,484) 
 (120) (1,604)(2,864) (300) (3,164) (2,727) (280) (3,007)
Software licensing8,500
 
 640
 9,140
 8,500
 
 640
 9,140
8,500
 640
 9,140
 8,500
 640
 9,140
Accumulated amortization(4,817) 
 (206) (5,023) (3,542) 
 (137) (3,679)(7,367) (343) (7,710) (6,942) (320) (7,262)
Insurance policies and contracts acquired36,500
 
 
 36,500
 36,500
 
 
 36,500
36,500
 
 36,500
 36,500
 
 36,500
Accumulated amortization(35,234) 
 
 (35,234) (34,184) 
 
 (34,184)(35,965) 
 (35,965) (35,898) 
 (35,898)
Insurance licensing agreements(1)(2)
13,749
 
 
 13,749
 13,000
 
 
 13,000
13,761
 
 13,761
 13,761
 
 13,761
Leases in place1,317
 44,380
 
 45,697
 1,317
 32,233
 
 33,550
Accumulated amortization(101) (26,062) 
 (26,163) (18) (20,413) 
 (20,431)
Intangible assets, net64,681
 18,318
 1,054
 84,053
 72,475
 11,820
 1,183
 85,478
49,301
 797
 50,098
 51,281
 840
 52,121
Goodwill89,854
 
 2,913
 92,767
 89,854
 
 2,913
 92,767
89,854
 1,708
 91,562
 89,854
 1,708
 91,562
Total goodwill and intangible assets, net$154,535
 $18,318
 $3,967
 $176,820
 $162,329
 $11,820
 $4,096
 $178,245
$139,155
 $2,505
 $141,660
 $141,135
 $2,548
 $143,683
(1)
Other is primarily comprised of mortgage operations.
(2)
Represents intangible assets with an indefinite useful life. Impairment tests are performed at least annually on these assets.assets.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


Goodwill

The following table presents the activity in goodwill, by operating segment and/or reporting unit, as appropriate, and includes the adjustments made to the balance of goodwill to reflect the effect of the final valuation adjustments made for acquisitions, as well as the reduction to any goodwill attributable to discontinued operations or impairment related charges:
 Specialty insurance Specialty finance Total
Balance at December 31, 2016$89,854
 $2,913
 $92,767
Balance at September 30, 2017$89,854
 $2,913
 $92,767
 Specialty Insurance Other Total
Balance at December 31, 2018$89,854
 $1,708
 $91,562
Balance at March 31, 2019$89,854
 $1,708
 $91,562
      
Accumulated impairments$
 $699
 $699

The Company conducts annual impairment tests of its goodwill as of October 1. 1. For the three and nine months ended September 30, 2017March 31, 2019 and 2016,2018, respectively, no impairment was recorded on the Company’s goodwill or intangibles.

Intangible Assets, net

The following table presents the activity, by operating segment and/or reporting unit, as appropriate, in finite and indefinite-lived other intangible assets and includes the adjustments made to the balance to reflect the effect of any final valuation adjustments made for acquisitions, as well as any reduction attributable to discontinued operations or impairment-related charges:
 Specialty insurance Senior living Specialty finance Total
Balance at December 31, 2016$72,475
 $11,820
 $1,183
 $85,478
Intangible assets acquired in 2017749
 12,147
 
 12,896
Less: amortization expense(8,543) (5,649) (129) (14,321)
Balance at September 30, 2017$64,681
 $18,318
 $1,054
 $84,053


F-29



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


During the nine months ended September 30, 2017 a subsidiary in our specialty insurance business acquired 100% of the outstanding stock of an insurance company, licensed in several states but having no operations and no net insurance exposures. The purpose of this transaction was to acquire additional licenses to expand the Company’s direct writing capabilities to New York and Wisconsin. The transaction was accounted for as an asset acquisition, resulting in $749 recorded as an indefinite life intangible asset for the cost attributed to the insurance licenses.
 Specialty Insurance Other Total
Balance at December 31, 2018$51,281
 $840
 $52,121
Less: amortization expense(1,980) (43) (2,023)
Balance at March 31, 2019$49,301
 $797
 $50,098

The following table presents the amortization expense on finite-lived intangible assets for the following periods:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Amortization expense on intangible assets$4,359
 $3,702
 $14,321
 $14,246
 Three Months Ended 
 March 31,
 2019 2018
Amortization expense on intangible assets$2,023
 $2,475

The following table presents the amortization expense on finite-lived intangible assets for the next five years by segment:operating segment and/or reporting unit, as appropriate:
 As of September 30, 2017
 Specialty insurance (VOBA) Specialty insurance (other) Senior living Specialty finance Total
Remainder of 2017$200
 $2,482
 $1,730
 $42
 $4,454
2018465
 9,187
 3,086
 171
 12,909
2019217
 7,619
 958
 171
 8,965
2020123
 5,137
 958
 171
 6,389
202182
 4,361
 958
 171
 5,572
2022 and thereafter179
 20,880
 10,628
 328
 32,015
Total$1,266
 $49,666
 $18,318
 $1,054
 $70,304
 As of March 31, 2019
 Specialty Insurance Other Total
Remainder of 2019$5,746
 $128
 $5,874
20205,150
 171
 5,321
20214,333
 171
 4,504
20223,649
 126
 3,775
20233,212
 80
 3,292
2024 and thereafter13,450
 121
 13,571
Total$35,540
 $797
 $36,337

(9) Derivative Financial Instruments and Hedging

The Company utilizes derivative financial instruments as part of its overall investment and hedging activities. Derivative contracts are subject to additional risk that can result in a loss of all or part of an investment. The Company’s derivative activities are primarily classified by underlying credit risk and interest rate risk. In addition, the Company is also subject to additional counterparty risk should itsit’s counterparties fail to meet the contract terms. The derivative financial instruments are located within derivative assets at fair value and are reported in other investments. Derivative liabilities are reported within other liabilities and accrued expenses.

Derivatives, at fair value
Credit Derivatives
Credit derivatives are generally defined as over‑the‑counter contracts between a buyer and seller of protection against the risk of default on a set of obligations issued by a specified reference entity.
Credit Default Swap Indices (CDX) are credit derivatives that reference multiple names through underlying baskets or portfolios of single name credit default swaps. The Company enters into these contracts as both a buyer of protection and seller of protection to manage the credit risk exposure of its investment portfolio. At inception of the investment into theCDX position, the Company was required to deposit cash collateral for these positions equal to an initial 2.25% of the notional amount of the sold protection side subject to increase based on additional maintenance margin as a result of decreases in value. As of September 30, 2017, the required collateral balance was $6,668 posted by the Company to cover its liabilities as a seller of protection. As of September 30, 2017, there is a cash collateral balance of $1,632 held by the Company as collateral for the payments due to the Company as buyer of protection, which is netted against the overall investment position.


F-30



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


Derivatives, at fair value
Interest Rate Lock Commitments

The Company enters into interest rate lock commitments (IRLCs) with customers in connection with its mortgage banking activities to fund residential mortgage loans with certain terms at specified times in the future. IRLCs that relate to the origination of mortgage loans that will be classified as held-for-sale are considered derivative instruments under applicable accounting guidance. As such, these IRLCs are recorded at fair value with changes in fair value typically resulting in recognition of a gain when the Company enters into IRLCs. In estimating the fair value of an IRLC, the Company assigns a probability that the loan commitment will be exercised and the loan will be funded (“pull through”). The fair value of the commitments is derived from the fair value of related mortgage loans, net of estimated costs to complete. Outstanding IRLCs expose the Company to the risk that the price of the loans underlying the commitments might decline from inception of the rate lock to funding of the loan. To manage this risk, the Company utilizes forward delivery contracts and TBA mortgage backed securities to economically hedge the risk of potential changes in the value of the loans that would result from the commitments.

Forward Delivery Contracts and TBA Mortgage Backed Securities
 
The Company enters into forward delivery contracts with loan aggregators and other investors as one of the tools to manage the interest rate risk associated with IRLCs and loans held for sale.

TBA Mortgage Backed Securities

The In addition, the Company enters into to be announced (TBA) mortgage backed securities which facilitate hedging and funding by allowing the Company to prearrange prices for mortgages that are in the process of originating. The Company utilizes these hedging instruments for Agency (Fannie Mae and Freddie Mac) and FHA/VA (Ginnie Mae) eligible IRLCs and typically commit them to investors at prices higher than otherwise available.IRLCs.

Interest Rate Swaps
The Company is exposed to interest rate risk when there is an unfavorable change in the value of investments as a result of adverse movements in the market interest rates. The Company enters into interest rate swaps (IRS) to protect against such adverse movements in interest rates. The Company is required to post collateral for the benefit of the counterparty. This is included in other assets in the condensed consolidated balance sheets.
The Company uses interest rate swaps to hedge the variability of floating rate borrowings. Cash flow hedge accounting was applied to the floating rate borrowings in its specialty insurance business, and during the second quarter of 2016, the Company elected to apply cash flow hedge accounting to such transactions in its senior living business. 
The following table summarizes the gross notional and fair value amounts of derivatives (on a gross basis) categorized by underlying risk:
 As of September 30, 2017 As of December 31, 2016
 Notional
values
 Asset
derivatives
 Liability
derivatives
 Notional
values
 Asset
derivatives
 Liability
derivatives
Credit risk:           
Credit derivatives sold protection$295,973
 $18,409
 $
 $297,612
 $28,731
 $
Credit derivatives bought protection294,767
 
 3,742
 298,173
 
 14,501
Sub-total590,740
 18,409
 3,742
 595,785
 28,731
 14,501
            
Foreign currency risk:           
Foreign currency forward contracts
 
 
 965
 
 3
            
Interest rate risk:           
Interest rate lock commitments276,776
 6,537
 
 203,815
 4,872
 
Forward delivery contracts61,094
 49
 
 66,731
 
 84
TBA mortgage backed securities253,750
 284
 283
 249,750
 1,678
 269
Interest rate swaps133,143
 1,284
 426
 134,343
 1,388
 1,042
Sub-total724,763

8,154

709
 654,639
 7,938

1,395
Total$1,315,503

$26,563

$4,451
 $1,251,389
 $36,669

$15,899

F-31


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


The Company nets the credit derivative assets and liabilities as these credit derivatives are subject to legally enforceable netting arrangements with the same party. The following table presents derivative instruments that are subject to offset by a master netting agreement:
 As of
 September 30, 2017 December 31, 2016
Derivatives subject to netting arrangements:   
Credit default swap indices sold protection$18,409
 $28,731
Credit default swap indices bought protection(3,742) (14,501)
Gross assets recognized14,667
 14,230
Cash collateral(1,632) (1,632)
Net assets recognized (included in other investments)$13,035
 $12,598
 As of March 31, 2019 As of December 31, 2018
 Notional
values
 Asset
derivatives
 Liability
derivatives
 Notional
values
 Asset
derivatives
 Liability
derivatives
Interest rate risk:           
Interest rate lock commitments$184,074
 $5,494
 $
 $122,477
 $3,460
 $
Forward delivery contracts47,402
 
 55
 41,383
 5
 52
TBA mortgage backed securities163,000
 138
 1,086
 129,000
 39
 824
Total$394,476

$5,632

$1,141
 $292,860
 $3,504

$876

Derivatives Designated as Cash Flow Hedging Instruments

A subsidiary in our specialty insurance business had an IRS with a counterparty, pursuant to which the subsidiary swapped the floating rate portion of its outstanding preferred trust securities to a fixed rate. This IRS was designated as a cash flow hedge and expired in June 2017.

Subsidiaries in our senior living business have IRSs with the same counterparty as the respective lenders, pursuant to which our subsidiary swapped the floating rate portion of its outstanding debt to a fixed rate. These IRSs are designated as cash flow hedges and expire between November 30, 2017 and August 1, 2023.

The following table presents the fair value and the related outstanding notional amounts of the Company's cash flow hedging derivative instruments and indicates where the Company records each amount in its condensed consolidated balance sheets:
   As of
 Balance Sheet Location September 30, 2017 December 31, 2016
Derivatives designated as cash flow hedging instruments:     
Notional value  $133,143
 $134,343
Fair value of interest rate swapsOther investments $1,284
 $1,388
Fair value of interest rate swapsOther liabilities and accrued expenses $426
 $1,042
Unrealized gain (loss), net of tax, on the fair value of interest rate swapsAOCI $1,606
 $1,759
      
Range of variable rates on interest rate swaps  1.23% to 1.24% 0.67% to 0.96%
   
  
Range of fixed rates on interest rate swaps  1.31% to 4.99% 1.31% to 4.99%

The following table presents the pretax impact of the cash flow hedging derivative instruments on the condensed consolidated financial statements for the following periods:
Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Gains (losses) recognized in AOCI on the derivative-effective portion$(33) $156
 $(411) $(515)$
 $1,111
          
(Gains) losses reclassified from AOCI into income-effective portion$(25) $172
 $212
 $(56)$
 $(3,845)
       
Gains (losses) recognized in income on the derivative-ineffective portion$
 $48
 $(2) $(3)


F-32


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


The following table presents the estimated amount to be reclassified to earnings from AOCI during the next 12 months. These net (gains) losses are reclassified into earnings through interest expense.
 As of
 September 30, 2017
Estimated (gains) losses to be reclassified to earnings from AOCI during the next 12 months$(199)

(10) Assets and Liabilities of Consolidated CLOs

The CLOs are considered variable interest entities (VIE) and the Company consolidates entities when it is determined to be the primary beneficiary under current VIE accounting guidance.

On January 18, 2017, the Company sold its ownership in the subordinated notes of a CLO. As a result of the sale, the Company determined that it no longer had the controlling interest in such entity. The Company, therefore, deconsolidated its ownership in the subordinated notes of the CLO and is no longer reporting the assets and liabilities of the CLO in its condensed consolidated balance sheet as of September 30, 2017, or the revenue and expenses of the CLO in its condensed consolidated statement of operations for the three and nine months ended September 30, 2017.
On August 10, 2017, the Company’s ownership in the subordinated notes of a CLO was redeemed for cash as part of the complete liquidation of the CLO. The operations of the CLO were consolidated in the Company’s condensed consolidated financial statements through the redemption date.
The table below represents the assets and liabilities of the consolidated CLOs that are included in the Company’s condensed consolidated balance sheets as of the dates indicated:
 As of
 September 30, 2017 December 31, 2016
Assets:   
Cash and cash equivalents$20,586
 $45,589
Loans, at fair value (1)
343,382
 928,240
Other assets8,806
 15,666
Total assets of consolidated CLOs$372,774
 $989,495
Liabilities:   
Debt$326,716
 $912,034
Other liabilities and accrued expenses27,621
 19,935
Total liabilities of consolidated CLOs$354,337
 $931,969
    
Net$18,437
 $57,526

(1)The unpaid principal balance for these loans is $352,958 and $952,225 and the difference between their fair value and UPB is $9,576 and $23,985 at September 30, 2017 and December 31, 2016, respectively.

The Company’s beneficial interests and maximum exposure to loss related to the consolidated CLOs are limited to (i) ownership in the subordinated notes and related participations in management fees of the CLOs and (ii) accrued management fees. Although these beneficial interests are eliminated upon consolidation, the application of the measurement alternative results in the net amount of the CLOs shown above to be equivalent to the beneficial interests retained by the Company as illustrated in the below table:
Beneficial interests:As of
 September 30, 2017 December 31, 2016
Subordinated notes and related participations in management fees$18,128
 $56,820
Accrued management fees309
 706
Total beneficial interests$18,437
 $57,526


F-33


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


The following table represents revenue and expenses of the consolidated CLOs included in the Company’s condensed consolidated statements of operations for the periods indicated:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Income:       
Net realized and unrealized gains (losses)$1,889
 $(1,422) $3,457
 $(2,913)
Interest income5,327
 13,978
 20,567
 37,626
Total revenue7,216
 12,556
 24,024
 34,713
Expenses:       
Interest expense4,580
 8,267
 13,629
 22,667
Other expense53
 257
 1,002
 1,997
Total expense4,633
 8,524
 14,631
 24,664
        
Net income (loss) attributable to consolidated CLOs$2,583
 $4,032
 $9,393
 $10,049

As summarized in the table below, the application of the measurement alternative results in the consolidated net income summarized above to be equivalent to the Company’s own economic interests in the CLOs which are eliminated upon consolidation:
Economic interests:Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Distributions received and realized and unrealized gains (losses) on the subordinated notes held by the Company, net$2,272
 $3,289
 $8,355
 $7,880
Management fee income311
 743
 1,038
 2,169
Total economic interests$2,583
 $4,032
 $9,393
 $10,049


F-34


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


(11) Debt, net

The following table summarizes the balance of the Company’s debt obligations, net of discounts and deferred financing costs, excluding notes payable of consolidated CLOs (See Note—(10) Assets and Liabilities of Consolidated CLOs):costs.
 Maximum borrowing capacity as of As of Stated interest rate or range of rates Maximum borrowing capacity as of As of
Debt Type Stated maturity date Stated interest rate or range of rates September 30, 2017 September 30, 2017 December 31, 2016 Stated maturity date March 31, 2019 March 31, 2019 December 31, 2018
Corporate debt      
Secured corporate credit agreements September 2018 - December 2019 LIBOR + 2.50% to 6.50% $251,250
 $167,000
 $164,000
 April 2019 - September 2020 LIBOR + 1.00% to 5.50% $131,120
 $78,683
 $72,090
Asset based revolving financing (1) (2)
 September 2018 - July 2022 LIBOR + 2.25% to 5.75% 365,000
 261,163
 250,557
Junior subordinated notes October 2057 8.50% 125,000
 125,000
 125,000
Preferred trust securities June 2037 LIBOR + 4.10% 35,000
 35,000
 35,000
Total corporate debt   238,683
 232,090
Asset based debt (1)
      
Asset based revolving financing (2)
 April 2019 LIBOR + 2.60% 25,000
 6,769
 86,092
Residential mortgage warehouse borrowings (3)
 March 2018 - August 2018 LIBOR + 2.50% to 2.75% 171,000
 95,729
 101,402
 May 2019 - August 2019 LIBOR + 2.00% to 2.50% 76,000
 45,693
 46,091
Real estate commercial mortgage borrowings:      
Fixed rate August 2019 - July 2048 4.00% to 5.12% 99,283
 97,433
 82,133
Variable rate (LIBOR based) October 2019 - January 2023 LIBOR + 2.05% to 6.95% 206,074
 203,779
 158,618
Subordinated debt April 2020 12.50% 20,000
 12,500
 8,500
Preferred trust securities June 2037 LIBOR + 4.10% 35,000
 35,000
 35,000
Preferred notes payable January 2021 12.00%   1,386
 1,232
Total asset based debt   52,462
 132,183
Total debt, face value   873,990
 801,442
   291,145
 364,273
Unamortized discount, net   (471) (382)   (428) (504)
Unamortized deferred financing costs   (7,890) (8,051)   (7,919) (9,686)
Total debt, net   $865,629
 $793,009
   $282,798
 $354,083

(1) Asset based revolving financing is generally recourse only to specific assets and related cash flows.
(2) The weighted average coupon rate for asset based revolving financing was 3.89% and 3.53% at September 30, 2017 and December 31, 2016, respectively.
(3) The weighted average coupon rate for residential mortgage warehouse borrowings was 4.10% and 3.51% at September 30, 2017 and December 31, 2016, respectively. Includes debt having a maximum borrowing capacity of $171,000 with a stated interest rate of LIBOR + 2.50% to LIBOR +2.75% and a floor of 3.00%.
(1)
Asset based debt is generally recourse only to specific assets and related cash flows.
(2)
The weighted average coupon rate for asset based revolving financing was 5.09% and 4.30% at March 31, 2019 and December 31, 2018, respectively.
(3)
The weighted average coupon rate for residential mortgage warehouse borrowings was 4.63% and 4.66% at March 31, 2019 and December 31, 2018, respectively.

The table below presents the amount of interest expense the Company incurred on its debt for the following periods:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Interest expense on debt$10,427
 $7,769
 $28,650
 $20,612
 Three Months Ended 
 March 31,
 2019 2018
Interest expense - corporate debt$4,994
 $3,852
Interest expense - asset based debt1,926
 2,094
Interest expense on debt$6,920
 $5,946

The following table presents the future maturities of the unpaid principal balance on the Company’s long-term debt as of:
 September 30, 2017
Remainder of 2017$8,689
2018182,173
2019267,685
2020121,514
202121,899
Thereafter272,030
Total$873,990
 March 31, 2019
Remainder of 2019$60,025
202071,120
2021
2022
2023
2024 and thereafter160,000
Total$291,145


The following narrative is a summary of certain terms of our debt agreements for the period ended March 31, 2019:
F-35Corporate Debt

Secured Corporate Credit Agreements


As of March 31, 2019 and December 31, 2018, a total of $71,120 and $72,090, respectively, was outstanding under the Operating Company credit agreement.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


The following narrative isAs of March 31, 2019 and December 31, 2018, a summarytotal of certain$7,563 and $0, respectively, was outstanding under the revolving line of credit in our specialty insurance business. During April 2019, the termsmaturity date of our debt agreements for the periods ended September 30, 2017:this borrowing was extended to April 2020 with a new rate of LIBOR plus 1.20%.

Asset Based Debt

Asset Backed Revolving Financing

An asset backed revolving borrowing in our asset management business entered into an amendment that changed the stated interest from LIBOR plus 2.50%, to LIBOR plus 2.25%, and extended the maturity date from July 2021 to July 2022.

An asset backed revolving borrowing in our specialty finance business increased its maximum borrowing capacity from $125,000 to $150,000The $81,343 balance as of September 30, 2017 and also changed its maturing date from October 2019 to October 2020.

An asset backed revolving borrowingDecember 31, 2018 of the corporate loan financing agreement in our specialty insurance business was paid off and the borrowing was extinguished during the three months ended March 31, 2019.

As of March 31, 2019 and December 31, 2018, a total of $6,769 and $4,749 , respectively, was outstanding under the borrowing related to our premium finance business in our specialty insurance business. During April 2019, the maturity date of this borrowing was extended to April 2021 with a maximum borrowing capacity of $15,000 matured in April 2017. A new borrowing maturing in April 2019 with an interest rate of LIBOR plus 2.60% and a maximum borrowing capacity of $25,000 was used to pay off the matured borrowing.2.40%.

Residential Mortgage Warehouse Borrowings

The maximum borrowing amount for threeAs of the six warehouse lines of credit, through subsidiaries in our specialty finance business, decreased by $18,000, from $88,000 as ofMarch 31, 2019 and December 31, 2016 to $70,000 as2018, a total of September 30, 2017.

The maturity dates for warehouse lines of credit through subsidiaries in our specialty finance business were extended during the nine months ended September 30, 2017. One borrowing extended its maturity from April 2017 to March 2018, one borrowing extended its maturity from June 2017 to March 2018,$45,693 and two borrowings extended their maturity from June 2017 to June 2018.

Real Estate Commercial Mortgage Borrowings

On February 3, 2017, in connection with an acquisition in the senior living business, the Company along with our partners entered into a $10,000, five year mortgage borrowing, which includes 12 months of interest only payments. The loan carries a variable rate of LIBOR plus 3.75%. If on or after February 3,$46,091, respectively, was outstanding under such financing agreements. During May 2019, the facility has achieved certain occupancy and minimum debt service coverage ratio, then the interest rate will be reduced to a rate of LIBOR plus 2.75% as of such date. This note matures on February 1, 2022.

On February 9, 2017, in connection with assets acquired in the senior living business, a pre-existing Housing and Urban Development (HUD) loan was assumed by a subsidiary in our senior living business. The 35 year loan was originally dated June 1, 2013 for $8,072. The loan carriesmortgage business extended the maturity date of a fixed interest rate$50,000 warehouse line of 3.08% per annum, and matures on July 1, 2048. As of the acquisition date, this debt had a balance of $7,586. All terms of the note assumed remain consistent with the original note.

On April 18, 2017, in connection with an acquisition in the senior living business, the Company entered into a $7,000, five year mortgage borrowing. The loan carries a variable rate of LIBOR plus 3.00% and matures oncredit from May 1, 2022.

On2019 to May 31, 2017, in connection with an acquisition of seven skilled nursing facilities in the senior living business, the Company entered into a $28,800, three year mortgage borrowing. The loan carries a variable rate of LIBOR plus 6.95% and matures on May 31, 2020.

On June 14, 2017, in connection with an acquisition in the senior living business, the Company entered into a $9,150, five year mortgage borrowing. The loan carries a fixed interest rate of 4.60% and matures on July 1, 2022.

Covenant Compliance

As of September 30, 2017,March 31, 2019, the Company is in compliance with the representations and covenants for outstanding borrowings or has obtained waivers for any events of non-compliance.

(12)(11) Fair Value of Financial Instruments

The Company maximizes the use of observable inputs and minimizes the use of unobservable inputs to the extent possible to measure a financial instrument’s fair value. Observable inputs reflect the assumptions market participants would use in pricing an asset or liability, and are affected by the type of product, whether the product is traded on an active exchange or in the secondary market, as well as current market conditions. To the extent that valuation is based on models or inputs that are less

F-36


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


observable or unobservable in the market, the determination of fair value requires more judgment. In certain cases, the inputs used to measure fair value may fall into different levels of the fair value hierarchy. In such cases, for disclosure purposes, the level in the fair value hierarchy within which the fair value measurement in its entirety falls is determined based on the lowest level input that is significant to the fair value measurement in its entirety. Fair value is estimated by applying the hierarchy discussed in Note—Note (2) Summary of Significant Accounting Policies to the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2016, which prioritizes the inputs used to measure fair value into three levels and bases the categorization within the hierarchy upon the lowest level of input that is available and significant to the fair value measurement. Accordingly, the degree of judgment exercised by the Company in determining fair value is greatest for instruments categorized within Level 3 of the fair value hierarchy.

The Company’s fair value measurement is based primarily on a market approach, which utilizes prices and other relevant information generated by market transactions involving identical or comparable financial instruments. Sources of inputs to the market approach include third-party pricing services, independent broker quotations and pricing matrices. Management analyzes the third party valuation methodologies and its related inputs to perform assessments to determine the appropriate level within the fair value hierarchy and to assess reliability of values. Further, management has a process in place to review all changes in fair value that occurred during each measurement period. Any discrepancies or unusual observations are followed through to resolution through the source of the pricing as well as utilizing comparisons, if applicable, to alternate pricing sources. In addition, the Company utilizes an income approach to measure the fair value of NPLs, as discussed below.

The Company utilizes observable and unobservable inputs within its valuation methodologies. Observable inputs may include: benchmark yields, reported trades, broker-dealer quotes, issuer spreads, benchmark securities, bids, offers and reference data. In addition, specific issuer information and other market data is used. Broker quotes are obtained from sources recognized to be market participants. Unobservable inputs may include: expected cash flow streams, default rates, supply and demand considerations and market volatility.

Available for Sale Securities

Available for sale securities are generally classified within either Level 1 or Level 2 of the fair value hierarchy and are based
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


on prices provided by an independent pricing service and a third party investment manager who provide a single price or quote per security.

The following details the methods and assumptions used to estimate the fair value of each class of available for sale securities and the applicable level each security falls within the fair value hierarchy:

U.S Treasury Securities, Obligations of U.S. Government Authorities and Agencies, Obligations of State and Political Subdivisions, Corporate Securities, Asset-Backed Securities, and Obligations of Foreign Governments: Fair values were obtained from an independent pricing service and a third party investment manager. The prices provided by the independent pricing service are based on quoted market prices, when available, non-binding broker quotes, or matrix pricing and fall under Level 2 or Level 3 of the fair value hierarchy.

Certificates of Deposit: The estimated fair value of certificates of deposit approximate carrying value and fall under Level 1 of the fair value hierarchy.

Equity Securities: securities

The fair values of publicly traded common and preferred stocks were obtained from market value quotations provided by an independent pricing service and fall under Level 1 of the fair value hierarchy. The fair values of non-publicly traded common and preferred stocks were based on prices obtained from an independent pricing service using unobservable inputs and fall under Level 3 of the fair value hierarchy.

The Company’s investment in Invesque is subject to certain contractual and functional sale restrictions. The functional restriction period is sequential to the contractual restriction period. As of March 31, 2019, the weighted average estimated contractual sale restriction period was 1.25 months, with 50% of the shares restricted from sale for a period from 1 to 4 months. In addition, as of March 31, 2019, the weighted average estimated functional restriction period was 0.4 months, with 70% of the shares restricted for a period from 0.25 to 0.75 months. The fair value of the Invesque shares is based on the market price adjusted for the impact of these restrictions, and as a result of the discount on the Invesque investment, the fair value measurement falls under Level 2 of the fair value hierarchy.

Loans, at fair value

Corporate Loans (including those of consolidated CLOs): These loans are comprised of a diversified portfolio of middle market and broadly syndicated leveraged loans and are generally classified within either Level 2 or Level 3 in the fair value hierarchy. To determine fair value, the Company uses quoted prices which include those provided from pricing vendors, where available. We perform internal price verification procedures to ensure that the prices and quotes provided from the independent pricing vendors are reasonable. Such verification procedures include comparison of pricing sources and analysis of variances among pricing sources. The Company has evaluated each loan’s respective liquidity and has additionally performed valuation benchmarking. The key characteristics which were evaluated as part of this determination were liquidity ratings, price changes to index benchmarks, depth of quotes, credit ratings and industry trends.


F-37



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


Mortgage Loans Held for Sale: Mortgage loans held for sale are generally classified as Level 2 in the fair value hierarchy and fair value is based upon forward sales contracts with third party investors, including estimated loan costs, and reserves. For non-performing mortgage loans held for sale, fair value is based upon estimated selling prices from third party investors of such types of loans.

Nonperforming Loans and REO: The Company determines the purchase price for NPLs at the time of acquisition and for each subsequent valuation by using a discounted cash flow valuation model and considering alternate loan resolution probabilities, including modification, liquidation, or conversion to REO. The significant unobservable inputs used in the fair value measurement of our NPLs are discount rates, loan resolution timeline, and the value of underlying properties. The fair values of NPLs which are making payments (generally based on a modification or a workout plan) are primarily based upon secondary market transaction prices, which are expressed as a percentage of unpaid principal balance (UPB). Observable inputs to the model include loan amounts, payment history, and property types. Our NPLs are on nonaccrual status at the time of purchase as it is probable that principal or interest is not fully collectible. NPLs are included in loans, at fair value and fall under Level 3 of the fair value hierarchy.

NPLs that have become REOs were measured at fair value on a non-recurring basis at the time of transfer during the ninethree months ended September 30, 2017March 31, 2019 and the year ended December 31, 2016.2018. The carrying value of REOs at September 30, 2017March 31, 2019 and December 31, 20162018 was $13,079$9,863 and $13,366,$10,019 , respectively. Upon conversion to REO, the fair value is estimated using broker
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


price opinion (BPO). BPOs are subject to judgments of a particular broker formed by visiting a property, assessing general home values in an area, reviewing comparable listings, and reviewing comparable completed sales. These judgments may vary among brokers and may fluctuate over time based on housing market activities and the influx of additional comparable listings and sales. REO is included in real estate, net.other investments. Subsequent to conversion, REOs are carried at lower of cost or market.

Derivative Assets and Liabilities

Derivatives are comprised of credit default swaps (CDS), index credit default swaps (CDX), interest rate lock commitments (IRLC), and to be announced mortgage backed securities (TBA) and interest rate swaps (IRS). The fair value of these instruments is based upon valuation pricing models, which represent the amount the Company would expect to receive or pay at the balance sheet date to exit the position. In general, the fair value of CDSs and CDXs are based on dealer quotes. Because significant inputs, other than unadjusted quoted prices in active markets are used to determine the dealer quotes, such as price volatility, the Company classifies them as Level 2 in the fair value hierarchy. The fair value of IRS is based upon either valuation pricing models, which represent the amount the Company would expect to pay at the balance sheet date if the contracts were exited, or by obtaining broker or counterparty quotes. Because there are observable inputs used to arrive at these prices, the Company has classified IRS within Level 2 of the fair value hierarchy. Our mortgage origination subsidiaries issue IRLCs to its customers, which are carried at estimated fair value on the Company’s condensed consolidated balance sheet. The estimated fair values of these commitments are generally calculated by reference to the value of the underlying loan associated with the IRLC net of costs to produce and an expected fall out assumption. The fair values of these commitments generally result in a Level 3 classification. Our mortgage origination subsidiaries manage their exposure by entering into forward delivery commitments with loan investors. For loans not locked with investors under a forward delivery commitment, the Company enters into hedge instruments, primarily TBAs, to protect against movements in interest rates. The fair values of TBA mortgage backed securities and forward delivery contracts generally result in a Level 2 classification.

The following tables present the Company’s fair value hierarchies for financial assets and liabilities, including the balances associated with the consolidated CLOs, measured on a recurring basis:
 As of September 30, 2017
 
Quoted prices in
 active markets
Level 1
 
 Other significant
 observable inputs
 Level 2
 
 Significant unobservable inputs
Level 3
 Fair value
Assets:       
Available for sale securities, at fair value:       
Equity securities$615
 $
 $47
 $662
U.S. Treasury securities and obligations of U.S. government authorities and agencies
 36,354
 
 36,354
Obligations of state and political subdivisions
 47,633
 
 47,633
Obligations of foreign governments
 579
 
 579
Certificates of deposit896
 
 
 896
Asset backed securities
 24,100
 
 24,100

F-38
 As of March 31, 2019
 
Quoted prices in
 active markets
Level 1
 
 Other significant
 observable inputs
 Level 2
 
 Significant unobservable inputs
Level 3
 Fair value
Assets:       
Available for sale securities, at fair value:       
U.S. Treasury securities and obligations of U.S. government authorities and agencies$
 $79,285
 $
 $79,285
Obligations of state and political subdivisions
 63,782
 
 63,782
Obligations of foreign governments
 4,893
 
 4,893
Certificates of deposit1,096
 
 
 1,096
Asset backed securities
 39,642
 1,549
 41,191
Corporate securities
 93,682
 
 93,682
Total available for sale securities, at fair value1,096
 281,284
 1,549
 283,929
        
Loans, at fair value:
 

 

 

Corporate loans
 7,331
 39,763
 47,094
Mortgage loans held for sale
 53,512
 
 53,512
Non-performing loans
 
 24,539
 24,539
Total loans, at fair value

60,843

64,302

125,145
        
Equity securities6,610
 115,630
 352
 122,592
        
Other investments, at fair value
 138
 10,867
 11,005
        
Total$7,706

$457,895

$77,070

$542,671
        
Liabilities:       
Derivative liabilities (included in other liabilities and accrued expenses)

1,141



1,141
Total$

$1,141

$

$1,141



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


 As of September 30, 2017
 
Quoted prices in
 active markets
Level 1
 
 Other significant
 observable inputs
 Level 2
 
 Significant unobservable inputs
Level 3
 Fair value
Corporate securities
 53,869
 
 53,869
Total available for sale securities1,511
 162,535
 47
 164,093
        
Loans, at fair value:
 

 

 

Corporate loans
 33,427
 129,085
 162,512
Mortgage loans held for sale
 114,461
 
 114,461
Non-performing loans
 
 44,980
 44,980
Other loans receivable
 
 1,169
 1,169
 Total loans, at fair value

147,888

175,234

323,122
        
Equity securities, trading, at fair value28,106
 
 
 28,106
        
Other investments:       
Derivative assets:       
Interest rate swaps
 1,284
 
 1,284
Forward delivery contracts
 49
 
 49
Interest rate lock commitments
 
 6,537
 6,537
TBA mortgage backed securities
 284
 
 284
Credit derivatives
 13,035
 
 13,035
Total derivative assets
 14,652
 6,537
 21,189
CLOs
 
 2,045
 2,045
Debentures
 3,957
 
 3,957
Total other investments
 18,609
 8,582
 27,191
        
Total financial instruments attributable to non-CLOs included in consolidated assets29,617

329,032

183,863

542,512
        
Financial instruments included in assets of consolidated CLOs:       
Loans, at fair value
 132,623
 210,759
 343,382
Total financial instruments included in assets of consolidated CLOs
 132,623
 210,759
 343,382
        
 Total$29,617

$461,655

$394,622

$885,894
        
Liabilities:       
Derivative liabilities:       
Interest rate swaps$
 $426
 $
 $426
TBA mortgage backed securities
 283
 
 283
Foreign currency forward contracts
 
 
 
Total derivative liabilities (included in other liabilities and accrued expenses)

709



709
Contingent consideration payable
 
 52
 52
Preferred notes payable
 
 1,386
 1,386
Total financial instruments attributable to Non-CLOs included in consolidated liabilities

709

1,438
 2,147
        
Financial instruments included in liabilities of consolidated CLOs:       
Notes payable of CLOs
 
 326,716
 326,716
Total financial instruments included in liabilities of consolidated CLOs
 
 326,716
 326,716
 Total$

$709

$328,154

$328,863
 As of December 31, 2016
 
Quoted prices in
 active markets
Level 1
 
 Other significant
 observable inputs
 Level 2
 
 Significant unobservable inputs
Level 3
 Fair value
Assets:       
Available for sale securities, at fair value:       
Equity securities$736
 $
 $48
 $784

F-39



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


 As of December 31, 2016
 
Quoted prices in
 active markets
Level 1
 
 Other significant
 observable inputs
 Level 2
 
 Significant unobservable inputs
Level 3
 Fair value
U.S. Treasury securities and obligations of U.S. government authorities and agencies
 26,799
 
 26,799
Obligations of state and political subdivisions
 56,934
 
 56,934
Obligations of foreign governments
 728
 
 728
Certificates of deposit895
 
 
 895
Asset backed securities
 1,460
 
 1,460
Corporate bonds
 58,571
 
 58,571
 Total available for sale securities, at fair value1,631

144,492

48

146,171
        
Loans, at fair value:       
Corporate loans
 46,352
 129,206
 175,558
Mortgage loans held for sale
 121,439
 
 121,439
Non-performing loans
 
 74,923
 74,923
Other loans receivable
 
 1,169
 1,169
 Total loans, at fair value

167,791

205,298

373,089
        
Equity securities, trading, at fair value48,612
 
 
 48,612
        
Other investments:       
Derivative assets:
      
Interest rate swaps
 1,388
 
 1,388
Interest rate lock commitments
 
 4,872
 4,872
TBA mortgage backed securities
 1,678
 
 1,678
Credit derivatives
 12,598
 
 12,598
Total derivative assets
 15,664
 4,872
 20,536
CLOs
 
 974
 974
Debentures
 3,957
 
 3,957
Total other investments
 19,621
 5,846
 25,467
        
Total financial instruments attributable to non-CLOs included in consolidated assets50,243

331,904

211,192

593,339
        
Financial instruments included in assets of consolidated CLOs:       
Loans, at fair value
 342,370
 585,870
 928,240
Total financial instruments included in assets of consolidated CLOs

342,370

585,870

928,240
Total$50,243

$674,274

$797,062

$1,521,579
        
Liabilities:       
Derivative liabilities:       
Interest rate swaps$
 $1,042
 $
 $1,042
Forward delivery contracts
 84
 
 84
TBA mortgage backed securities
 269
 
 269
Foreign currency forward contracts
 3
 
 3
Total derivative liabilities (included in other liabilities and accrued expenses)

1,398



1,398
Contingent consideration payable
 
 1,852
 1,852
Preferred notes payable
 
 1,232
 1,232
Total financial instruments attributable to Non-CLOs included in consolidated liabilities

1,398

3,084

4,482
        
Financial instruments included in liabilities of consolidated CLOs:       
Notes payable of CLOs
 
 912,034
 912,034
Total financial instruments included in liabilities of consolidated CLOs



912,034

912,034
        
Total$

$1,398

$915,118

$916,516

F-40



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


 As of December 31, 2018
 
Quoted prices in
 active markets
Level 1
 
 Other significant
 observable inputs
 Level 2
 
 Significant unobservable inputs
Level 3
 Fair value
Assets:       
Available for sale securities, at fair value:       
U.S. Treasury securities and obligations of U.S. government authorities and agencies$
 $71,748
 $
 $71,748
Obligations of state and political subdivisions
 67,446
 
 67,446
Obligations of foreign governments
 6,751
 
 6,751
Certificates of deposit1,241
 
 
 1,241
Asset backed securities
 39,144
 1,508
 40,652
Corporate bonds
 95,725
 
 95,725
Total available for sale securities, at fair value1,241

280,814

1,508

283,563
        
Loans, at fair value:       
Corporate loans
 22,697
 108,213
 130,910
Mortgage loans held for sale
 56,917
 
 56,917
Non-performing loans
 
 27,556
 27,556
Total loans, at fair value

79,614

135,769

215,383
        
Equity securities9,323
 113,138
 518
 122,979
        
Other investments, at fair value
 44
 8,487
 8,531
        
Total$10,564

$473,610

$146,282

$630,456
        
Liabilities:       
Derivative liabilities (included in other liabilities and accrued expenses)$

$876

$

$876
Total$

$876

$

$876
The following table represents additional information about assets that are measured at fair value on a recurring basis for which the Company has utilized Level 3 inputs to determine fair value for the following periods:    
Nine Months Ended September 30,
2017 
2016 (3)
Three Months Ended
March 31,
Non-CLO assets CLO assets Non-CLO assets CLO assets
2019 (1)
 
2018 (1)
Balance at January 1,$211,192
 $585,870
 $239,944
 $520,892
$146,282
 $162,666
Net realized gains (losses)7,279
 (1,667) 4,450
 402
118
 (77)
Net unrealized gains (losses)2,800
 89
 5,482
 15,584
644
 1,106
Origination of IRLC54,468
 
 38,554
 
14,817
 11,372
Purchases41,458
 76,122
 101,161
 157,144

 23,298
Sales (1)
(74,010) (193,205) (56,824) (72,612)(68,896) (22,633)
Issuances590
 676
 1,716
 1,546
65
 77
Transfer into Level 3 (2)
9,286
 17,601
 23,184
 32,858
Transfer adjustments (out of) Level 3 (2)
(7,641) (23,427) (15,280) (66,215)
Deconsolidation of CLO due to sale1,342
 (251,300) 
 
Transfer into Level 3 (1)
6,110
 7,624
Transfer adjustments (out of) Level 3 (1)
(7,329) (7,420)
Conversion to real estate owned(9,793) 
 (10,288) 
(1,958) (3,435)
Conversion to mortgage held for sale(53,069) 
 (36,378) 
Warehouse transfer to CLO
 
 (104,098) 104,098
Other(39) 
 
 
Balance at September 30,$183,863
 $210,759
 $191,623
 $693,697
Conversion to mortgage loans held for sale(12,783) (12,061)
Balance at March 31,$77,070
 $160,517
          
Changes in unrealized gains (losses) included in earnings related to assets still held at period end$4,790
 $(168) $4,023
 $11,325
$(635) $1,105

(1)
Included within the CLO assets amount are sales related to the liquidation of a consolidated CLO during the nine months ended September 30, 2017.
(2)All transfers are deemed to occur at end of period. Transfers between Level 2 and 3 were a result of subjecting third-party pricing on both CLO and Non-CLO assets to various liquidity, depth, bid-ask spread and benchmarking criteria as well as assessing the availability of observable inputs affecting their fair valuation.
(3)Items within the Level 3 rollforward have been restated to reflect assets purchased during a period as purchases rather than transfers. The presentation of gross origination of IRLC’s and gross conversion to mortgage held for sale have also been restated to show the break out from net realized and unrealized gains and losses, conversion to real estate owned, and transfers out of Level 3 assets. These changes have no impact on the total amount of Level 3 assets.

The following table represents additional information about liabilities that are measured at fair value on a recurring basis for which the Company has utilized Level 3 inputs to determine fair value for the following periods:
 Nine Months Ended September 30,
 2017 2016
 Non-CLO liabilities CLO liabilities Non-CLO liabilities CLO liabilities
Balance at January 1,$3,084
 $912,034
 $2,498
 $683,827
Net unrealized (gains) losses
 (3,071) (262) 23,169
Issuances
 
 
 222,303
Settlements (1)
(4,838) (155,194) (377) 
Dispositions
 (49,010) 
 (1,317)
FV adjustment3,192
 
 
 
Deconsolidation of CLO due to sale
 (378,043) 
 
Balance at September 30,$1,438
 $326,716
 $1,859
 $927,982
        
Changes in unrealized (gains) losses included in earnings related to liabilities still held at period end$154
 $(6,119) $(262) $23,169

(1)Included within the CLO liabilities amount are settlements related to the liquidation of a consolidated CLO during the nine months ended September 30, 2017.


F-41



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


The following is quantitative information about Level 3 assets with significant unobservable inputs used in fair valuation.
Fair Value as of     
Actual or Range
(Weighted average)
Fair Value as of     
Actual or Range
(Weighted average)
Assets (1)
September 30, 2017 December 31, 2016 Valuation technique Unobservable input(s) September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018 Valuation technique Unobservable input(s) March 31, 2019 December 31, 2018
Interest rate lock commitments$6,537
 $4,872
 Internal model Pull through rate 45% - 95% 45% - 95%$5,494
 $3,460
 Internal model Pull through rate 50% - 95% 50% - 95%
NPLs44,980
 74,923
 Discounted cash flow 
See table below (2)
 See table below See table below24,539
 27,556
 Discounted cash flow 
See table below (1)
 See table below See table below
Total$51,517
 $79,795
 $30,033
 $31,016
 

(1)
Financial assets classified as Level 3 and fair valued using significant unobservable inputs classified as Level 3 have not been provided as these are not readily available to the Company (including servicing release premium for interest rate lock commitments and forward delivery contracts).
(2)Significant changes in any of these inputs in isolation could result in a significant change to the fair value measurement. A decline in the discount rate in isolation would increase the fair value. A decrease in the housing pricing index in isolation would decrease the fair value. Individual loan characteristics, such as location and value of underlying collateral, affect the loan resolution timeline. An increase in the loan resolution timeline in isolation would decrease the fair value. A decrease in the value of underlying properties in isolation would decrease the fair value.

The following table sets forth quantitative information about the significant unobservable inputs used to measure the fair value of our NPLs. For NPLs that are not making payments, discount rate, loan resolution time-line, value of underlying properties, holdings costs and liquidation costs are the primary inputs used to measure fair value. For NPLs that are making payments, note rate and secondary market transaction prices/UPB are the primary inputs used to measure fair value.
 As of September 30, 2017 As of December 31, 2016 As of March 31, 2019 As of December 31, 2018
Unobservable inputs High Low 
Average(1)
 High Low 
Average(1)
 High Low 
Average(1)
 High Low 
Average(1)
Discount rate 30.0% 16.0% 23.2% 30.0% 16.0% 22.9% 30.0% 16.0% 23.3% 30.0% 16.0% 23.6%
Loan resolution time-line (Years) 2.59 0.48 1.26 2.3 0.5 1.2 2.3 0.6 1.3 2.1 0.6 1.2
Value of underlying properties $2,400 $40 $307 $1,800 $32 $234 $1,780 $55 $376 $1,780 $55 $383
Holding costs 22.0% 5.5% 7.7% 24.1% 5.4% 8.3% 14.2% 5.3% 7.1% 14.7% 5.0% 6.9%
Liquidation costs 20.8% 8.1% 9.4% 25.0% 8.5% 9.6% 14.2% 8.4% 9.2% 14.2% 8.4% 9.2%
Note rate 6.0% 3.0% 5.2% 6.0% 3.0% 4.8% 6.0% 3.0% 4.9% 6.0% 3.0% 4.9%
Secondary market transaction prices/UPB 88.5% 75.5% 85.2% 88.5% 75.5% 83.7% 88.3% 74.5% 83.3% 88.3% 74.5% 83.3%

(1)
Weighted based on value of underlying properties (excluding the value of underlying properties line item).properties.

 Fair Value as of     Actual or Range (Weighted average)
Liabilities (1)
September 30, 2017 December 31, 2016 Valuation technique Unobservable input(s) September 30, 2017 December 31, 2016
Contingent consideration payable - Reliance (2)
$
 $1,800
 
Cash Flow model (3)
 Forecast EBITDA $1,000 - $8,000 $951 - $6,005
   Book value growth rate N/A 5.0%
   Asset volatility N/A 1.4% - 23.7%
Contingent consideration payable - Luxury52
 52
 Cash Flow model Projected cash available for distribution $1,059 - $1,316 $1,059 - $1,316
Preferred notes payable1,386
 1,232
 Cash Flow model Discount rate 12.0% 12.0%
Total$1,438

$3,084
        
(1)Not included in this table are the debt obligations of consolidated CLOs, measured and leveled on the basis of the fair value of the (more observable) financial assets of the consolidated CLOs. See Note—(10) Assets and Liabilities of Consolidated CLOs.
(2) Settled in Q3 2017 with Class A common shares. See Note—(17) Stockholders’ Equity.
(3) Monte Carlo simulation is run, as needed.


F-42



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


The following table presents the carrying amounts and estimated fair values of financial assets and liabilities that are not recorded at fair value and their respective levels within the fair value hierarchy:
As of September 30, 2017 As of December 31, 2016As of March 31, 2019 As of December 31, 2018
Level within
fair value
hierarchy
 Fair value Carrying value 
Level within
fair value
hierarchy
 Fair value Carrying value
Level within
fair value
hierarchy
 Fair value Carrying value 
Level within
fair value
hierarchy
 Fair value Carrying value
Assets:                
Debentures2 $5,182
 $5,182
 2 $5,134
 $5,134
Notes and accounts receivable, net2 $19,310
 $19,310
 2 $28,293
 $28,732
2 16,338
 16,338
 2 13,057
 13,057
Total assets $19,310
 $19,310
 $28,293
 $28,732
 $21,520
 $21,520
 $18,191
 $18,191
                
Liabilities:                
Debt, net3 $876,444
 $872,133
 3 $798,806
 $799,828
3 $295,092
 $290,717
 3 $363,769
 $363,769
Total liabilities $876,444
 $872,133
 $798,806
 $799,828
 $295,092
 $290,717
 $363,769
 $363,769
Debentures: Sinceinterest rates on debentures are at current market rates for similar credit risks, the carrying amount approximates fair value. These values are net of allowance for doubtful accounts.

Notes and Accounts Receivable: To the extent that carrying amounts differ from fair value, fair value is determined based on contractual cash flows discounted at market rates for similar credits. Categorized as Level 2 of the fair value hierarchy.

Debt: The carrying value, which approximates fair value of LIBOR based debt, represents the total debt balance at face value excluding the unamortized discount. The fair value of the Junior subordinated notes payable is determined based on contractual cash flows discounted at market rates for mortgage notes payable and either dealer quotes or contractual cash flows discounted at market rates for other notes payable.quotes. Categorized as Level 3 of the fair value hierarchy.
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)



Additionally, the following financial assets and liabilities on the condensed consolidated balance sheets are not carried at fair value, but whose carrying amounts approximate their fair value:

Loans Owned, at Amortized Cost: The fair value of loans owned, at amortized cost approximates its carrying value because the interest rates on the loans are based on a variable market interest rate. Categorized as Level 3 of the fair value hierarchy.

Cash and Cash Equivalents: The carrying amounts of cash and cash equivalents are carried at cost which approximates fair value. Categorized as Level 1 of the fair value hierarchy.

Accounts and Premiums Receivable, net, retrospective commissions receivable and other receivables: The carrying amounts approximate fair value since no interest rate is charged on these short duration assets. Categorized as Level 2 of the fair value hierarchy. See Note—Note (6) Notes and Accounts Receivable, net.

Due from Brokers, Dealers, and Trustees and Due to Brokers, Dealers and Trustees: The carrying amounts are included in other assets and other liabilities and accrued expenses and approximate their fair value due to their short‑term nature. Categorized as Level 2 of the fair value hierarchy.


F-43



TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


(13)(12) Liability for Unpaid Claims and Claim Adjustment Expenses

Roll forward of Claim Liability

The following table presents the activity in the net liability for unpaid losses and allocated loss adjustment expenses of short-duration contracts for the following periods:
Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 20162019 2018
Policy liabilities and unpaid claims balance as of January 1$103,391
 $80,663
Policy liabilities and unpaid claims balance as of January 1,$131,611
 $112,003
Less : liabilities of policy-holder accounts balances, gross(17,417) (19,037)(13,659) (15,474)
Less : non-insurance warranty benefit claim liabilities(91) (116)(94) (58)
Gross liabilities for unpaid losses and loss adjustment expenses85,883
 61,510
117,858
 96,471
Less : reinsurance recoverable on unpaid losses - short duration(63,112) (42,341)(90,016) (73,778)
Less : other lines, gross(208) (163)(227) (224)
Net balance as of January 1, short duration22,563
 19,006
27,615
 22,469
      
Incurred (short duration) related to:      
Current year78,174
 55,461
33,137
 25,002
Prior years2,958
 (1,987)2,362
 6,966
Total incurred81,132
 53,474
35,499
 31,968
      
Paid (short duration) related to:      
Current year57,875
 34,822
29,713
 14,434
Prior years20,600
 13,992
4,973
 14,179
Total paid78,475
 48,814
34,686
 28,613
      
Net balance as of September 30, short duration25,220
 23,666
Net balance as of March 31, short duration28,428
 25,824
Plus : reinsurance recoverable on unpaid losses - short duration69,813
 60,236
88,695
 76,619
Plus : other lines, gross193
 164
230
 172
Gross liabilities for unpaid losses and loss adjustment expenses95,226
 84,066
117,353
 102,615
Plus : liabilities of policy-holder accounts balances, gross15,652
 17,766
13,138
 15,048
Plus : non-insurance warranty benefit claim liabilities50
 80
94
 77
Policy liabilities and unpaid claims balance as of September 30,$110,928
 $101,912
Policy liabilities and unpaid claims balance as of March 31,$130,585
 $117,740

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


The following schedule reconciles the total on short duration contracts per the table above to the amount of total losses incurred as presented in the condensed consolidated statement of operations, excluding the amount for member benefit claims:
Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Total incurred$27,236
 $19,247
 $81,132
 $53,474
Short duration incurred$35,499
 $31,968
Other lines incurred81
 44
 78
 74

 46
Unallocated loss adjustment expense441
 623
 1,343
 1,554
294
 698
Total losses incurred$27,758
 $19,914
 $82,553
 $55,102
$35,793
 $32,712
For the ninethree months ended September 30, 2017,March 31, 2019, the Company’s specialty insurance business experienced an increase in prior year case development of $2,958.$2,362 primarily from its non-standard auto business.

For the three months ended March 31, 2018, the Company’s specialty insurance business experienced an increase in prior year case development of $6,966. This included $1,772$3,295 in non-standard auto and $1,852$3,831 in warranty. This development was partially offset by favorable development in its credit lines of business. The warranty and credit lines of business are primarily in retrospective commission arrangements that minimally impact the operating income of the Company.


F-44


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


For the nine months ended September 30, 2016, the Company’s specialty insurance business experienced a decrease in prior year case development of $1,987. This decrease was due to the favorable development in credit lines of business. This development was partially offset by increased case development of $1,644 in non-standard auto and $1,328 in warranty. The warranty and credit lines of business are primarily in retrospective commission arrangements that minimally impacts the operating income of the Company.
        
    
  
(13) Revenue From Contracts with Customers

Revenue from contracts with customers is primarily comprised of asset management fee income included as a part of other revenue, and warranty coverage, car club and other revenues included as a part of service and administrative fees in our specialty insurance business. The table below presents the disaggregated amounts of revenue from contracts with customers by product type for the following periods:
 Three Months Ended 
 March 31,
 2019 2018
Asset management fee income$1,267
 $1,577
Warranty coverage revenue6,822
 6,123
Car club revenue8,701
 7,829
Other1,708
 2,097
Revenue from contracts with customers$18,498
 $17,626

Management Fees
The Company earns asset management fee income in the form of base management fees and incentive fees from the CLOs it manages. These base management fees are billed as the services are provided and paid periodically in accordance with the terms of the individual management agreements for as long as the Company manages the funds. Base management fees typically consist of fees based on the amount of assets held in the CLOs. Base management fees are recognized as revenue when earned. The Company does not recognize incentive fees until all contractual contingencies have been removed.

Service and Administrative Fees
Service fee revenue is recognized as the services are performed. These services include fulfillment, software development, and claims handling for our customers. Management reviews the financial results under each significant contract on a monthly basis. Any losses that may occur due to a specific contract would be recognized in the period in which the loss is determined probable.

Administrative fee revenue includes the administration of premium associated with our producers and their PORCs. In addition, we also earn fee revenue from debt cancellation programs, motor club programs, and warranty programs. Related administrative fee revenue is recognized consistent with the earnings recognition pattern of the underlying insurance policies, debt cancellation contracts and motor club memberships being administered, using Rule of 78's, modified Rule of 78's, pro rata, or other methods as appropriate for the contract. Management selects the appropriate method based on available information, and periodically reviews the selections as additional information becomes available.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


Information on Remaining Performance Obligations
We do not disclose information about remaining performance obligations pertaining to contracts that have an original expected duration of one year or less. The transaction price allocated to remaining unsatisfied or partially unsatisfied performance obligations with an original expected duration exceeding one year was not material at March 31, 2019.

Contract Balances
The timing of our revenue recognition may differ from the timing of payment by our customers. We record a receivable when revenue is recognized prior to payment and we have an unconditional right to payment. Alternatively, when payment precedes the provision of the related services, we record deferred revenue until the performance obligations are satisfied.

The table below presents the activity in the significant deferred assets and liabilities related to revenue from contracts with customers for the three months ended March 31, 2019.
 January 1, 2019     March 31, 2019
 Beginning balance Additions Amortizations Ending balance
Deferred costs       
Warranty coverage revenue$1,274
 $79
 $267
 $1,086
Car club revenue12,189
 5,662
 6,608
 11,243
Total$13,463
 $5,741
 $6,875
 $12,329
Deferred revenue       
Warranty coverage revenue$39,835
 $9,092
 $6,822
 $42,105
Car club revenue16,128
 7,456
 8,701
 14,883
Total$55,963
 $16,548
 $15,523
 $56,988

Bad debt expense was not material for any period presented.

(14) Other Assets and Other Liabilities and Accrued Expenses

Other Assets

The following table presents the components of other assets as reported in the condensed consolidated balance sheets:
As ofAs of
September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018
Due from brokers$1,505
 $2,027
Right of use asset - Operating leases (1)
$29,564
 $
Furniture, fixtures and equipment, net5,669
 5,936
8,876
 6,122
Prepaid expenses9,441
 5,020
7,079
 7,351
Accrued interest receivable3,154
 2,052
Management fee receivable4,375
 4,308
Other fee receivable5,159
 5,022
Income tax receivable4,140
 4,842
2,098
 2,307
Subsidiary sale receivable (2)
1,000
 10,676
Other15,101
 8,679
21,848
 19,578
Total other assets$48,544

$37,886
$70,465

$46,034

(1)
See Note (2) Summary of Significant Accounting Policies and Note (20) Commitments and Contingencies for additional information.
(2)
Related to the gain contingency on sale of Care recorded in December 2018.$9,676 was received in cash in January 2019. The remaining amount is expected to be paid off by 2021. See Note (3) Dispositions, Assets Held for Sale & Discontinued Operations.

The following table presents the depreciation expense related to furniture, fixtures and equipment for the following periods:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Depreciation expense related to furniture, fixtures and equipment$656
 $667
 $1,883
 $1,978
 Three Months Ended 
 March 31,
 2019 2018
Depreciation expense related to furniture, fixtures and equipment$479
 $497

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


(15) Other Liabilities and Accrued Expenses

The following table presents the components of other liabilities and accrued expenses as reported in the condensed consolidated balance sheets:
As ofAs of
September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018
Accounts payable and accrued expenses$46,544
 $67,837
$70,822
 $63,755
Operating lease liability(1)
31,473
 
Deferred tax liabilities, net30,789
 32,296
26,864
 25,433
Due to brokers7,733
 8,457
Commissions payable11,007
 7,466
9,602
 11,076
Accrued interest payable2,127
 1,729
5,111
 3,452
Derivative liabilities, at fair value709
 1,398
Other liabilities16,949
 14,552
Other19,352
 20,474
Total other liabilities and accrued expenses$115,858
 $133,735
$163,224
 $124,190

(1)
See Note (2) Summary of Significant Accounting Policies and Note (20) Commitments and Contingencies for additional information.


F-45


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)

(15) Other Revenue, Other Expenses and Other Income

(16) Other Income and Other ExpensesRevenue

The following table presents the components of other incomerevenue as reported in the condensed consolidated statement of operations,operations. Other revenue is primarily comprised of interest income and loan fee income relatedgenerated by Tiptree Capital non-insurance activities except as noted in the footnote to both loans at fair value and loans at amortized costs, net in our specialty finance business, and management fees from our asset management business:the table.
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Interest income$5,254
 $4,215
 $14,439
 $13,455
Loan fee income3,201
 3,915
 9,451
 9,296
Management fee income1,541
 3,839
 6,578
 7,497
Other1,383
 450
 3,352
 1,477
Total other income$11,379
 $12,419
 $33,820
 $31,725
 Three Months Ended 
 March 31,
 2019 2018
Other investment income (1)
$9,881
 $5,108
Management fee income1,267
 1,577
Other (2)
931
 1,294
Total other revenue$12,079
 $7,979

(1)
See Note (5) Investments for the components of Other investment income.
(2)
Includes $841 and $696 related to Specialty Insurance for the three months ended March 31, 2019 and 2018, respectively.

Other Expenses

The following table presents the components of other expenses as reported in the condensed consolidated statement of operations:
Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Professional fees$4,506
 $5,283
 $13,980
 $17,581
$4,176
 $5,001
Acquisition and transaction costs25
 248
 302
 631
General and administrative4,015
 3,178
 11,552
 10,788
4,984
 3,820
Premium taxes2,810
 1,637
 8,840
 5,480
3,324
 3,622
Mortgage origination expenses2,406
 2,308
 6,728
 5,944
2,478
 2,183
Property operating expenses2,635
 1,854
 7,798
 5,439
Rent and related2,992
 3,091
 8,998
 9,189
3,277
 2,379
Loss on extinguishment of debt1,241
 428
Other3,775
 4,087
 15,182
 13,299
4,357
 1,732
Total other expense$23,164
 $21,686
 $73,380
 $68,351
Total other expenses$23,837
 $19,165

(17)(16) Stockholders’ Equity

All shares of our Class A common stock have equal rights as to earnings, assets, dividends and voting. Shares of Class B common stock have the voting rights as the Class A common stock but no economic rights (including no right to receive dividends or other distributions upon liquidation, dissolution or otherwise). Distributions may be paid to holders of Class A common stock when duly authorized by our board of directors and declared out of legally available assets.

TFP owns a warrant to purchase 652,500 shares of Class A common stock at $11.33 per share which is immediately exercisable and expires on September 30, 2018. Such an exercise would be accounted for as treasury stock held at TFP and would have no impact on Tiptree’s financial statements.Stock Repurchases

On June 5, 2017,December 10, 2018, the Company engaged a broker in settlementconnection with a daily stock repurchase program for the repurchase of an option, TFP delivered 1,510,920up to $10.0 million of shares of the Company’s Class A common stock to Tricadia for total consideration of approximately $8,100.

outstanding Common Stock. On June 21, 2017, a subsidiary of Tiptree purchased 1,000,000 shares of Class A common stock of Tiptree for aggregate consideration of $7,300. The shares acquired are accounted for as treasury shares and therefore are not outstanding for accounting or voting purposes.

On AugustDecember 10, 2017,2018, the Company settled a contingent consideration payable related to the acquisition of Reliance in 2015 with 756,046 shares of Class A common stock.Company’s Board


F-46


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


of Directors authorized the Company to make block repurchases of up to $10.0 million of shares in the aggregate, at the discretion of the Company's Executive Committee. On January 24, 2019, the Company’s Board of Directors replenished the block repurchase authorization to repurchase up to $10.0 million of shares of the Company’s outstanding Common Stock.
 Three Months Ended 
 March 31, 2019
 
As of
March 31, 2019
 Number of shares purchased Average price per share Remaining repurchase authorization
Share repurchase programs:60,421
 $5.86
 $9,277
Block repurchase program1,412,309
 6.18
 10,000
Total1,472,730
 $6.17
 $19,277

The Company declared cash dividends per share for the following periods presented below:
    
 Dividends per share for
 Nine Months Ended September 30,
 2017 2016
First Quarter$0.030
 $0.025
Second Quarter0.030
 0.025
Third Quarter0.030
 0.025
Total cash dividends declared$0.090
 $0.075
 Dividends per share for the
 Three Months Ended 
 March 31,
 2019 2018
First Quarter (1)
$0.040
 $0.035

(1) See Note (23) Subsequent Events for when dividend was declared.
Statutory Reporting and Insurance Company Subsidiaries Dividend Restrictions

The Company's regulated insurance company subsidiaries may pay dividends to the Company,our insurance holding company, subject to statutory restrictions. Payments in excess of statutory restrictions (extraordinary dividends) to the Companyour insurance holding company are permitted only with prior approval of the insurance department of the applicable state of domicile. The Company eliminated all dividends from its subsidiaries in the condensed consolidated financial statements. For the three and nine months ended September 30, 2017 and 2016, respectively, the Company’s insurance company subsidiaries did not pay any ordinary or extraordinary dividends.
The following table presents the dividends paid to our insurance holding company by its regulated insurance company subsidiaries for the following periods:
 Three Months Ended 
 March 31,
 2019 2018
Ordinary dividends$9,001
 $
Extraordinary dividends1,188
 
Total dividends$10,189
 $

The following table presents the combined statutory capital and surplus of the Company's insurance company subsidiaries, the required minimum statutory capital and surplus, as required by the laws of the states in which they are domiciled, and the combined amount available for ordinary dividends of the Company's insurance company subsidiaries for the following periods:
As ofAs of
September 30, 2017 December 31, 2016March 31, 2019 December 31, 2018
Combined statutory capital and surplus of the Company's insurance company subsidiaries$108,666
 $100,920
$122,471
 $131,859
      
Required minimum statutory capital and surplus$19,200
 $17,200
$17,950
 $17,950
      
Amount available for ordinary dividends of the Company's insurance company subsidiaries$9,425
 $9,049
$4,531
 $13,532

At September 30, 2017,March 31, 2019, the maximum amount of dividends that our regulated insurance company subsidiaries could pay under applicable laws and regulations without regulatory approval was approximately $9,425.$4,531. The Company may seek regulatory approval to pay dividends in excess of this permitted amount, but there can be no assurance that the Company would receive regulatory approval if sought.

Under the National Association of Insurance Commissioners (NAIC) Risk-Based Capital Act of 1995, a company's Risk-Based Capital (RBC) is calculated by applying certain risk factors to various asset, claim and reserve items. If a company's adjusted surplus falls below calculated RBC thresholds, regulatory intervention or oversight is required. The Company's insurance
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


company subsidiaries' RBC levels, as calculated in accordance with the NAIC’s RBC instructions, exceeded all RBC thresholds as of September 30, 2017.March 31, 2019.

The following table presents the net income of the Company’s statutory insurance companies for the following periods:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Net income of statutory insurance companies$391
 $4,199
 $6,745
 $10,326
 Three Months Ended 
 March 31,
 2019 2018
Net income of statutory insurance companies$951
 $6,172


F-47


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


(18)(17) Accumulated Other Comprehensive Income (Loss)

The following table presents the activity in accumulated other comprehensive income (loss) (AOCI), net of tax, for the following periods:
Unrealized gains (losses) on   Amount attributable to noncontrolling interests  Unrealized gains (losses) on Amount attributable to noncontrolling interests  
Available for sale securities Interest rate swaps Total AOCI TFP Other Total AOCI to Tiptree Inc.Available for sale securities Interest rate swaps Total AOCI (loss) TFP Other Total AOCI (loss) to Tiptree Inc.
Balance at December 31, 2015$(222) $111
 $(111) $
 $
 $(111)
Balance at December 31, 2017$(460) $2,074
 $1,614
 $(222) $(426) $966
Other comprehensive income (losses) before reclassifications(1,789) 835
 (954) 61
 210
 (683)
Amounts reclassified from AOCI415
 
 415
 
 
 415
Reclassification of AOCI - interest rate swaps (1)

 (2,909) (2,909) 502
 226
 (2,181)
Period change(1,374) (2,074) (3,448) 563
 436
 (2,449)
Balance at March 31, 2018$(1,834) $
 $(1,834) $341
 $10
 $(1,483)
           
Balance at December 31, 2018$(2,069) $
 $(2,069) $
 $11
 $(2,058)
Other comprehensive income (losses) before reclassifications2,448
 (357) 2,091
 (237) 29
 1,883
2,415
 
 2,415
 
 (11) 2,404
Amounts reclassified from AOCI(715) (26) (741) 
 
 (741)4
 
 4
 
 
 4
Period change1,733
 (383) 1,350
 (237) 29
 1,142
2,419
 
 2,419
 
 (11) 2,408
Balance at September 30, 2016$1,511
 $(272) $1,239
 $(237) $29
 $1,031
           
Balance at December 31, 2016$(700) $1,759
 $1,059
 $(128) $(376) $555
Other comprehensive income (losses) before reclassifications1,165
 (296) 869
 (154) 48
 763
Amounts reclassified from AOCI(238) 143
 (95) 
 
 (95)
Period change927
 (153) 774
 (154) 48
 668
Balance at September 30, 2017$227
 $1,606
 $1,833
 $(282) $(328) $1,223
Adoption of accounting standard (2)
(99) 
 (99) 
 
 (99)
Balance at March 31, 2019$251
 $
 $251
 $
 $
 $251

(1)
Relates to the sale of Care. See Note (3) Dispositions, Assets Held for Sale & Discontinued Operations.
(2)
Amounts reclassified to retained earnings due to adoption of ASU 2018-02. See Note (2) Summary of Significant Accounting Policies.

The following table presents the reclassification adjustments out of AOCI included in net income and the impacted line items on the condensed consolidated statement of operations for the following periods:
Three Months Ended September 30, Nine Months Ended September 30,Affected line item in Condensed Consolidated Statement of OperationsThree Months Ended 
 March 31,
Affected line item in condensed consolidated statement of operations
Components of AOCI2017 2016 2017 20162019 2018
Unrealized gains (losses) on available for sale securities$394
 $960
 $367
 $1,100
Net realized and unrealized gains (losses)$(5) $(527)Net realized and unrealized gains (losses)
Related tax (expense) benefit(138) (336) (129) (385)Provision for income tax1
 112
Provision for income tax
Net of tax$256
 $624
 $238
 $715

$(4) $(415)
            
Unrealized gains (losses) on interest rate swaps$25
 $(172) $(212) $56
Interest expense
Reclassification of AOCI - interest rate swaps (1)
$
 $3,845
Gain on sale of discontinued operations
Related tax (expense) benefit(8) 54
 69
 (30)Provision for income tax
 (936)Provision for income tax
Net of tax$17
 $(118) $(143) $26

$
 $2,909


(19) Stock Based Compensation
(1)
Relates to the sale of Care. See Note (3) Dispositions, Assets Held for Sale & Discontinued Operations.

Equity Plans

2007 Manager Equity Plan
The Care Investment Trust Inc. Manager Equity Plan (Manager Plan) was adopted in June 2007. On June 6, 2017, the 134,629 remaining shares of Class A common stock available for issuance under the Manager Plan was rolled into the 2017 Equity Plan and the Manager Plan was simultaneously terminated.

2013 Omnibus Incentive Plan
The Tiptree 2013 Omnibus Incentive Plan (2013 Equity Plan) was adopted on August 8, 2013. On June 6, 2017, the 7,359 remaining shares of Class A common stock available for issuance under the 2013 Equity Plan was rolled into the 2017 Equity Plan and the 2013 Equity Plan was simultaneously terminated.


F-48


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017March 31, 2019
(in thousands, except share data)


(18) Stock Based Compensation

2017 Omnibus Incentive Plan

The Company adopted the Tiptree 2017 Omnibus Incentive Plan (2017 Equity Plan) on June 6, 2017, which permits the grant of stock units, stock, and stock options up to a maximum of 6,100,000 shares of Class A common stock.Common Stock. The general purpose of the 2017 Equity Plan is to attract, motivate and retain selected employees and directors for the Company and its subsidiaries, to provide them with incentives and rewards for performance and to better align their interests with the interests of the Company’s stockholders. Unless otherwise extended, the 2017 Equity Plan terminates automatically on the 10th anniversary of its adoption.

June 6, 2027. The table below summarizes changes to the issuances under the Company’s 2013 and 2017 Equity Plan for the periods indicated:indicated, excluding awards granted under the Company’s subsidiary incentive plans that are exchangeable for Tiptree Common Stock:
2013 Equity Plan
Number of shares (1)
Available for issuance as of December 31, 20162018961,6505,474,214
SharesRSU and option awards granted(954,291)
Shares rolled into 2017 Equity Plan(7,359659,898)
Available for issuance as of September 30, 2017March 31, 2019
2017 Equity Plan
Number of shares (1)
Available for issuance as of December 31, 2016
Available from 2017 Equity Plan6,100,000
Shares granted(71,016)
Available for issuance as of September 30, 20176,028,9844,814,316
(1) Excludes shares granted under the Company’s subsidiary incentive plans that are exchangeable for Tiptree Class A common stock.
(1)
Excludes awards granted under the Company’s subsidiary incentive plans that are exchangeable for Tiptree Common Stock.

Restricted Stock Units (RSUs)(RSUs)

Tiptree Corporate Incentive Plans

Generally, the Tiptree RSUs shall vest and become nonforfeitable with respect to one-third of Tiptree shares granted on each of the first, second and third anniversaries of the date of the grant, and expensed using the straight-line method over the requisite service period.

The following table summarizes changes to the issuances of Class A common stock and RSUs under the 2017 Equity Plan for the periods indicated:
 Number of shares issuable Weighted average grant date fair valueNumber of shares issuable Weighted average grant date fair value
Unvested units as of December 31, 2016 299,817
 $6.27
Unvested units as of December 31, 2018676,630
 $6.27
Granted (1)
 454,680
 6.60
434,083
 6.24
Vested (155,615) 6.42
(143,785) 6.45
Unvested units as of September 30, 2017 598,882
 $6.48
Unvested units as of March 31, 2019966,928
 $6.23
(1) Includes grants of 27,192 shares of Class A common stock
(1)
Includes grants of 14,028, shares of Common Stock to directors.

The Company values RSUs at their grant-date fair value as measured by Tiptree’s common stockCommon Stock price. Included in vested shares for 20172019 are 16,71635,622 shares surrendered to pay taxes on behalf of the employees with shares vesting. During the ninethree months ended September 30, 2017,March 31, 2019, the Company granted 427,488420,055 RSUs to employees of the Company. 142,175307,148 shares vest ratably over a period of three years that began in February 20172019 and the remaining 285,313112,907 shares will cliff vest in February 2020.2021.

Subsidiary Incentive Plans

Certain of Tiptree’sthe Company’s subsidiaries have established RSU programs under which they are authorized to issue RSUs or their equivalents, representing equity of such subsidiaries to certain of their employees. Such awards are accounted for as equity. These RSUs are subject to performance-vesting criteria based on the performance of the subsidiary (performance vesting RSUs) and time-vesting subject to continued employment (time vesting RSUs). Following the service period, such vested RSUs may be exchanged at fair market value, at the option of the holder, for Tiptree Class A common stockCommon Stock under the 2017 Equity Plan.

F-49


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


The Company has the option, but not the obligation to settle the exchange right in shares or cash.
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


The following table summarizes changes to the issuances of subsidiary RSU’s under the subsidiary incentive plans for the periods indicated:
  Grant date fair value of equity shares issuable
Unvested balance as of December 31, 2016 $8,089
Vested (2,436)
Grant value adjustment (1)
 (210)
Unvested balance as of September 30, 2017 (2)
 $5,443
 Grant date fair value of equity shares issuable
Unvested balance as of December 31, 2018$8,710
Granted
Vested(4,644)
Unvested balance as of March 31, 2019$4,066

(1) Due to the approval of the 2017 Equity Plan, Tiptree changed the classification of the subsidiary RSU’s during the three months ended September 30, 2017 from liability to equity awards, because the Company expects to settle these awards in stock.
(2) The vested and unvested balance (assuming full vesting) translates to 1,093,139an aggregate of 2,584,667 shares of Class A common stockCommon Stock if converted as of September 30, 2017.March 31, 2019.

Stock Options - Tiptree Corporate

Option awards have been granted to the Executive Committee with an exercise price equal to the fair market value of our common stockCommon Stock on the date of grant; thosegrant. The option awards have a 10-year term and are subject the recipient’s continuous service, a market requirement, and generally vest over five years beginningone third on each of the 3rdthird, fourth and fifth anniversary of the grant date. Options granted during the year ended December 31, 2016 contained aThe market requirement that, at any time during the option term, the 20-day volume weighted average stock price must exceed the December 31, 2015is a book value per share. Options granted in 2017 contained a market requirementshare target that at any time during the option term, the 20-day volume weighted average stock price plus the sum of actual cash dividends paid must exceed the December 31, 2016 as exchanged book value per share. The market requirement maycan be met at any time before the option expires and it only needs to be met once for the option to remain exercisable for the remainder of its term. If the service condition is met, the full amount of the compensation expense will be recognized over the appropriate vesting period whether the market requirement is met or not. The options granted in 2018 include a retirement provision and are amortized over the lesser of the service condition or expected retirement date.

The fair value option grants are estimated on the date of grant using a Black-Scholes-Merton option pricing formula embedded within a Monte Carlo model used to simulate the future stock prices of the Company, which assumes that the market requirement is achieved. Historical volatility was computed based on historical daily returns of the Company’s stock between the grant date and July 1, 2013, the date of the business combination through which Tiptree became a public company. The valuation is done under a risk-neutral framework using the 10-year zero-coupon risk-free interest rate derived from the Treasury Constant Maturities yield curve on the grant date. The current quarterly dividend rates in effect as of the date of the grant are used to calculate a spot dividend yield as of the date of grant for use in the model.

The following table presents the assumptions used to estimate the fair values of the stock options granted for the following period:periods:
Valuation InputNine Months Ended September 30, 2017
AssumptionAverage
Historical volatility47.20%N/A
Risk-free rate2.44%N/A
Dividend yield1.80%N/A
Expected term (years)6.5


F-50


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)

Valuation Input Three Months Ended March 31, 2019 Three Months Ended March 31, 2018
  Assumption Average Assumption Average
Historical volatility 27.69% N/A 30.63% N/A
Risk-free rate 2.62% N/A 2.85% N/A
Dividend yield 2.21% N/A 2.03% N/A
Expected term (years) 
 6.5   6.5

The following table presents the Company's stock option activity for the current period:
 Options outstanding Weighted average exercise price (in dollars per stock option) Weighted average grant date value (in dollars per stock option) Options exercisable
Balance, December 31, 2016251,237
 $5.69
 $2.62
 
Granted570,627
 6.65
 2.91
 
Balance, September 30, 2017821,864
 $6.36
 $2.82
 
        
Weighted average remaining contractual term at September 30, 2017 (in years)9.1
      
 Options outstanding Weighted average exercise price (in dollars per stock option) Weighted average grant date value (in dollars per stock option) Options exercisable
Balance, December 31, 2018 (1)
1,064,527
 $6.24
 $2.61
 
Granted225,815
 6.26
 1.69
 
Balance, March 31, 20191,290,342
 6.24
 2.45
 
        
Weighted average remaining contractual term at March 31, 2019 (in years)8.2
      

(1)
Book value targets for grants in 2018, 2017, and 2016 are $10.79, $9.97, and $10.14, respectively.
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)



Stock-based Compensation Expense

The following table presents the total time-based and performance-based stock-based compensation expense and the related income tax benefit recognized on the condensed consolidated statements of operations:
Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Employee compensation and benefits$1,135
 $633
 $4,275
 $1,597
$1,331
 $1,233
Professional fees (1)

 35
 
 99
Director compensation77
 74
Income tax benefit(401) (236) (1,509) (599)(304) (282)
Net stock-based compensation expense$734
 $432
 $2,766
 $1,097
$1,104
 $1,025

(1)Professional fees consist of the value of restricted stock units and options granted to persons providing services to the Company.

Additional information on total non-vested stock-based compensation is as follows:
As ofAs of
September 30, 2017March 31, 2019
Stock options Restricted stock awards and RSUsStock options Restricted stock awards and RSUs
Unrecognized compensation cost related to non-vested awards$1,798
 $9,176
$1,449
 $6,973
Weighted - average recognition period (in years)3.1
 1.8
2.15
 1.47

(20) Related Party Transactions

On June 30, 2012, TAMCO, TFP and Tricadia Holdings LP (Tricadia) entered into the Transition Services Agreement (TSA) in connection with the internalization of the management of Tiptree which was assigned to the Company in connection with the Contribution Transactions. Pursuant to the TSA, Tricadia provides the Company with the services of its Executive Chairman and office space and in 2016, information technology services. Payments to Tricadia for the services of our Executive Chairman are included in employee compensation and benefits.

TFP and Back Office Services Group, Inc. (BOSG) entered into an administrative services agreement on June 12, 2007 (Administrative Services Agreement), which was assigned to Tiptree on July 1, 2013 in connection with the Contribution Transactions, under which BOSG provided certain back office, administrative and accounting services to the Company and its subsidiaries. BOSG is an affiliate of Mariner Investment Group (Mariner). As of June 30, 2016, the Company has concluded that Mariner no longer meets the definition of a related party. This agreement was terminated on December 31, 2016.
Payments under the TSA and Administrative Services Agreement in the three and nine months ended September 30, 2017 and 2016 were not material.


F-51


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


(21)(19) Income Taxes

The following table represents the income tax expense (benefit):
Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Income tax expense (benefit)$(2,052) $3,712  $(2,761) $5,298 
Total income tax expense (benefit) from continuing operations$854  $(1,568)
                
Effective tax rate (ETR)37.8%
(1) 
 32.3%
(1) 
 27.3%
(2) 
 19.2%
(3) 
16.6%
(1) 
 22.3%
(2) 
     
Income tax expense (benefit) from discontinued operations$  $12,327 

(1) Bears a customary relationship to the federal statutory income tax rate.

(2) Lower than the federal statutory income tax rate, primarily due a change in fair value of a contingent consideration liability, an increase in a valuation allowance on net operating losses, and various other discrete items. The ETR for the nine months ended September 30, 2017 excluding the effect of discrete items was 28.1%, which is lower than the federal statutory income tax rate, primarily due to a state tax benefit and the effect of non-controlling interests at certain subsidiaries.

(3) Lower than the federal statutory income tax rate primarily due to $4,044 of discrete tax benefits for the period, primarily related to the tax restructuring that resulted in a consolidated corporate tax group effective January 1, 2016.
(1)
Lower than the U.S. federal statutory income tax rate of 21% due to the effect of the dividends received deduction and other discrete items, partially offset by the impact of valuation allowance, state taxes, and the impact of foreign operations.
(2)
Higher than the U.S. federal statutory income tax rate of 21% due to the effect of state income taxes and the dividends received deduction, partially offset by the impact of valuation allowance and other discrete items.

(22)(20) Commitments and Contingencies

Contractual ObligationsOperating Leases

The table below summarizesAll leases are office space leases and are classified as operating leases that expire through 2028. Some of our office leases include the Company’s contractual obligations by period that payments are due:option to extend for up to five years or less at management’s discretion. Such extension options were not included in the measurement of the lease liability. Below is a summary of our right of use asset and lease liability as of March 31, 2019.
 As of September 30, 2017
 Less than one year 1-3 years 3-5 years More than 5 years Total
Operating lease obligations (1)
$4,946
 $14,070
 $7,981
 $11,972
 $38,969
Total$4,946
 $14,070
 $7,981
 $11,972
 $38,969
 
As of
March 31, 2019
Right of use asset - Operating leases$29,564
  
Operating lease liability$31,473
  
Weighted-average remaining lease term (years)7.2
  
Weighted-average discount rate (1)
7.0%
(1) Discount rate was determined by applying available market rates to lease obligations based upon their term.
TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


As of March 31, 2019, the approximate aggregate minimum future lease payments required for our lease liability over the remaining lease periods are as follows:
(1)Minimum rental obligations for Tiptree, Care, Siena, Luxury, Reliance and Fortegra office leases.
 March 31, 2019
Remainder of 2019$4,425
20206,597
20216,293
20225,020
20234,394
2024 and thereafter15,925
Total minimum payments42,654
Less: liabilities held for sale(601)
Less: present value adjustment(10,580)
Total$31,473

The following table presents rent expense for the Company’s office leases recorded on the condensed consolidated statements of operations:operations for the following periods:
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Rent expense for office leases$1,745
��$1,630
 $5,230
 $4,820

In August 2017, Tiptree entered into a lease for office space. The terms of the lease are $2,322 per annum for five years starting on the one year anniversary of the commencement date. Upon the six year anniversary of the commencement date, the lease escalates to $2,520 per annum for five years. The expected commencement date is July 1, 2018.
In addition, Tiptree’s subsidiary Siena issues standby letters of credit for credit enhancements that are required by its borrower’s respective businesses. As of September 30, 2017, there was $400 outstanding relating to these letters of credit.
 Three Months Ended 
 March 31,
 2019 2018
Rent expense for office leases$2,349
 $1,495

Litigation
The Company is a defendant in Mullins v. Southern Financial Life Insurance Co., which was filed in February 2006, in the Pike Circuit Court, in the Commonwealth of Kentucky. A class was certified in June 2010. At issue is the duration or term of coverage under certain disability and life credit insurance policies. The action alleges violations of the Consumer Protection Act and certain insurance statutes, as well as common law fraud and seeks compensatory and punitive damages, attorney fees and interest. To date, the court has not awarded sanctions in connection with Plaintiffs’ April 2012 Motion for Sanctions. In January 2015,

F-52


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


the trial court issued an Order denying Fortegra’sthe Company’s motion to decertify the class, which was upheld on appeal. Following a February 2017 hearing, the court denied Fortegra’sthe Company’s Motion for Summary Judgment as to certain disability insurance policies but has not yet ruled on such motion with respectpolicies. In January 2018, the court vacated its November 2017 order granting Company’s Motion for Summary Judgment as to the life insurance policiescertificates at issue.  In June, a new Special Master was appointed.issue with leave to refile. No trial or additional hearings are currently scheduled.

The Company considers such litigation customary in the insurance industry. In management's opinion, based on information available at this time, the ultimate resolution of such litigation, which it is vigorously defending, should not be materially adverse to the financial position of the Company. It should be noted that large punitive damage awards, bearing little relation to actual damages sustained by plaintiffs, have been awarded in certain states against other companies in the credit insurance business. At this time, the Company cannot estimate a range of loss that is reasonably possible.

The Company and its subsidiaries are parties to other legal proceedings in the ordinary course of business. Although Tiptree’sthe Company’s legal and financial liability with respect to such proceedings cannot be estimated with certainty, the Company does not believe that these proceedings, either individually or in the aggregate, are likely to have a material adverse effect on the Company’s financial position.

(23)(21) Earnings Per Share

The Company calculates basic net income per Class A common share of Common Stock (Common Share) based on the weighted average number of Class A common sharesCommon Shares outstanding (inclusive of vested restricted share units). The unvested restricted share units have the non-forfeitable right to participate in dividends declared and paid on the Company’s common stockCommon Stock on an as vested basis and are therefore considered a participating security. The Company calculates basic earnings per share using the “two-class” method, and for the three and nine months ended September 30, 2017March 31, 2019 and September 30, 2016,2018, the income available to common stockholdersCommon Stockholders was allocated to the unvested restricted stock units.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


Diluted net income per Class A common sharesCommon Share for the period includes the effect of potential equity of subsidiaries as well as potential Class A common stock, if dilutive.subsidiaries. For the three months and nine months ended September 30, 2017,March 31, 2019, the assumed exercise of all potentially dilutive instruments were anti-dilutive, and therefore, were not included in the diluted net income per Class A common share calculation.


F-53


TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
September 30, 2017
(in thousands, except share data)


The following table presents a reconciliation of basic and diluted net income per common shareCommon Share for the following periods:
Three Months Ended September 30, Nine Months Ended September 30,Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Net income (loss)$(3,378) $7,838
 $(7,360) $22,273
Net income (loss) from continuing operations$4,301
 $(5,475)
Less:          
Net income (loss) attributable to non-controlling interests(264) 1,933
 (903) 4,680
376
 (1,116)
Net income allocated to participating securities
 60
 
 148
85
 
Net income (loss) attributable to Tiptree Inc. Class A common shares - basic$(3,114) $5,845
 $(6,457) $17,445
Net income (loss) from continuing operations attributable to Common Shares3,840
 (4,359)
   
Net income (loss) from discontinued operations
 34,481
Less:   
Net income (loss) from discontinued operations attributable to non-controlling interests
 6,562
Net income allocated to participating securities
 
Net income (loss) from discontinued operations attributable to Common Shares
 27,919
Net income (loss) attributable to Common Shares - basic$3,840
 $23,560
Effect of Dilutive Securities:          
Securities of subsidiaries
 (50) 
 (148)(170) 
Adjustments to income relating to exchangeable interests, net of tax
 1,362
 
 

 
Net income (loss) attributable to Tiptree Inc. Class A common shares - diluted$(3,114) $7,157
 $(6,457) $17,297
Net income (loss) attributable to Common Shares - diluted$3,670
 $23,560
          
Weighted average number of shares of Tiptree Inc. Class A common stock outstanding - basic29,455,462
 29,143,470
 28,908,195
 32,845,124
Weighted average number of incremental shares of Tiptree Inc. Class A common stock issuable from exchangeable interests and contingent considerations
 8,087,180
 
 67,392
Weighted average number of shares of Tiptree Inc. Class A common stock outstanding - diluted29,455,462
 37,230,650
 28,908,195
 32,912,516
Weighted average number of shares of Common Stock outstanding - basic34,673,054
 29,861,496
Weighted average number of incremental shares of Common Stock issuable from exchangeable interests and contingent considerations
 
Weighted average number of shares of Common Stock outstanding - diluted34,673,054
 29,861,496
          
Basic:          
Net income (loss) attributable to Tiptree Inc. Class A common shares$(0.11) $0.20
 $(0.22) $0.53
Net income (loss) from continuing operations$0.11
 $(0.15)
Net income (loss) from discontinued operations
 0.94
Net income (loss) attributable to Common Shares$0.11
 $0.79
          
Diluted:          
Net income (loss) attributable to Tiptree Inc. Class A common shares$(0.11) $0.19
 $(0.22) $0.53
Net income (loss) from continuing operations$0.11
 $(0.15)
Net income (loss) from discontinued operations
 0.94
Net income (loss) attributable to Common Shares$0.11
 $0.79

(24)(22) Related Party Transactions

On February 15, 2019, the Company and Corvid Peak (formerly known as Tricadia), entered into a Strategic Combination Agreement and Amended and Restated Transition Services Agreement (the Transition Services Agreement). Corvid Peak is a related party of the Company because Corvid Peak is deemed to be controlled by Michael Barnes, the Company’s Executive Chairman. Tiptree agreed to invest $75 million to seed new investment funds to be managed by Corvid Peak.

No consideration was paid at the closing of the Strategic Combination Agreement. Tiptree will over time receive a 51% economic interest in certain profit shares interests in Corvid Peak, in increments stepping up by 10.2% each year, beginning in 2021. Beginning on January 1, 2026, Tiptree has the right to acquire the remaining economic interests in Corvid Peak that are held by Mr. Barnes, based upon a fair value-based formula. Beginning on January 1, 2027, Mr. Barnes has the reciprocal right to put his remaining economic interests in Corvid Peak to Tiptree using the same formula. Mr. Barnes has substantive participating rights over specified actions at Corvid Peak so long as he owns at least 10% of the equity of Corvid Peak. Tiptree and Corvid Peak have agreed to provide each other with certain support services on an arms’-length basis, pursuant to the Transition Services Agreement. The Company has concluded that it will account for any ownership interest it obtains in Corvid Peak using the equity method of accounting until such time as a controlling financial interest (as defined in the applicable accounting guidance) in Corvid Peak is obtained.

TIPTREE INC. AND SUBSIDIARIES
Notes to Condensed Consolidated Financial Statements (Unaudited)
March 31, 2019
(in thousands, except share data)


Pursuant to the Transition Services Agreement, Tiptree and Corvid Peak have mutually agreed to provide certain services to one another (the Services). At the present time, the Services consist primarily of Tiptree providing to Corvid Peak office space, legal and compliance services, information technology services, insurance coverage, and certain finance, accounting and tax services. The Services are provided on arms’-length terms. The effective date of the Transition Services Agreement is January 1, 2019.

The Transition Services Agreement will terminate upon a change of control of Corvid Peak. Corvid Peak may terminate any Services upon 30 days written notice and Tiptree may terminate any Services upon 150 days written notice, but Tiptree may not terminate any Services prior June 30, 2020.

Payments under the Transition Services Agreement in the three months ended March 31, 2019 and 2018 were not material.

(23) Subsequent Events

On NovemberMay 2, 2017,2019, the Company’s board of directors declared a quarterly cash dividend of $0.03$0.04 per share to Class A stockholdersholders of Common Stock with a record date of NovemberMay 20, 2017,2019, and a payment date of NovemberMay 27, 2017.

On October 16, 2017, Fortegra completed a private placement offering of $125,000 of 8.50% Fixed Rate Resetting Junior Subordinated Notes due 2057 (the “Notes”). Substantially all of the net proceeds from the Notes were used to repay Fortegra’s existing credit facility, which was terminated thereafter. The Notes, which are issued under an indenture, are the unsecured obligations of Fortegra and rank in right of payment and upon liquidation, junior to all of Fortegra’s current and future senior indebtedness. The Notes are not obligations of or guaranteed by any of Fortegra’s subsidiaries or any other Tiptree entities. So long as no event of default has occurred and is continuing, Fortegra may defer all or part of the interest payments on the Notes on one or more occasions for up to five consecutive years per deferral period. The indenture governing the Notes contains customary affirmative and negative covenants and events of default.2019.


F-54




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

Our Management’s Discussion and Analysis of Financial Conditions and Results of Operations is presented in this section as follows:
Overview
Results of Operations
Non-GAAP Reconciliations
Liquidity and Capital Resources
Critical Accounting Policies and Estimates
Off-Balance Sheet Arrangements

OVERVIEW

Tiptree is a holding company focused on enhancing shareholder value by generating consistent and growing earnings at ourthat combines insurance operations with investment management capabilities. Our principal operating companies. Our strategy employssubsidiary is a differentiated model, where we combine aleading provider of specialty insurance underwriting platform with our broader asset managementproducts and related services. We also allocate capital allocation capabilities,across a broad spectrum of businesses, assets and other investments, which we believe distinguishes us from many other insurance companies.refer to as Tiptree Capital. When considering capital allocation decisions, we take a diversified approach looking across sectors, geographies and asset classes, all with a longer-term horizon for our businesses and investments.investment horizon. We evaluate our performance primarily by the comparison of our shareholder’s long-term total return on capital, as measured by Adjusted EBITDA, Operating EBITDA and growth in book value per share plus dividends.

During the first quarter 2019, we executed on several strategic initiatives:

Overall:
Delivered a quarterly return of 3.1%, as measured by growth in book value per share plus dividends paid.
Year-to-date 2019, we purchased and retired 1,472,730 shares of our Common Stock for $9.1 million through open market purchases and block purchases.
Increased our quarterly dividend for the third consecutive year to $0.04 per share, a 14.3% increase.

We currently have four reporting segments: specialtyInsurance:
Gross written premiums for first quarter 2019 were $198.4 million, down 1.1% from the prior year. Net written premiums were $121.0 million, up 10.8%, driven by growth in credit and warranty products.
Within our insurance investment portfolio, we reduced our exposure to levered credit by selling approximately $80.0 million of assets and repaying asset-based debt.

Tiptree Capital:
In 2019, began re-positioning our asset management senior living,platform, by agreeing to invest $75 million to seed new investment funds in exchange for management control of, and specialty finance. Corporate and other primarily contains corporate expenses not allocated to the operating businesses. See Note—(4) Operating Segment Data,a profit participation in, the notes to the accompanying condensed consolidated financial statements for detailed information regarding our segments. Since different factors affect the financial condition and results of operation of each segment, the following discussion is presented on both a consolidated and segment basis.Corvid Peak (formerly known as Tricadia).

Our results of operations are affected by a variety of factors including, but not limited to, general economic conditions and GDP growth, market liquidity and volatility, consumer confidence, U.S. demographics, employment and wage growth, business confidence and investment, inflation, interest rates and spreads, the impact of the regulatory environment, and the other factors set forth in Item 1A. “Risk Factors” ofin our Annual Report on Form 10-K for the fiscal year ended December 31, 2016.10-K. Generally, our businesses are positively affected by a healthy U.S. consumer, stable to gradually rising interest rates, stable markets and business conditions, and the aging U.S. population.global growth and trade flows. Conversely, rising unemployment, volatile markets, rapidly rising interest rates, changing regulatory requirements and slowing business conditions can have a material adverse effect on our results of operations or financial condition.

Our specialty insurance business generally focuses on products which have low severity but high frequency loss experiences and are short-duration. Our insurance business has historically generated significant fee based revenues. In general, the types of products we offer tend to have limited aggregation risk, and thus, limited exposure to catastrophic and residual risk. We mitigate our underwriting risk through a combination of reinsurance and retrospective commission structures with our distribution partners and/or third-party reinsurers. Our insurance results primarily depend on the appropriateness of our pricing, underwriting, risk retention and the accuracy of our methodology for the establishment of reserves, for future policyholder benefits and claims, thereinsurance arrangements, returns on and values of invested assets, and our ability to estimate policy and contract renewals and run-off. While our insurance operations have historically maintained a high percentage of fees to total revenue and a relatively stable combined ratio which support steady earnings, our initiatives to change our business mix along with economic factors could generate different results than we have historically seen. Inexperienced. We believe there are additional growth opportunities to expand our senior living operations, occupancy levelswarranty and operational costs could impact margins.  While the aging demographics of the U.S. population generally favor seniors housing in the long term, in the short term,  imbalances in the supplyspecialty programs insurance business model to other niche products and demand for available units could dampen occupancy levels and competition for qualified employees could increase payroll costs. In our asset management segment, improving business conditions and growing corporate loan demand, especially from small to medium sized businesses has generally supported growth in AUM. Slowing economic growth and/or economic uncertainty could reduce business investment and loan demand, slowing the growth in AUM and associated fees. Risk retention rules mandated by Dodd-Frank has also impacted our formation of new CLOs, while pressure to reduce management fees in more recent CLOs has slowed management fee growth.markets.

Our profitability is affected by netinsurance company investment portfolio primarily serves as a source to pay claims and secondarily as a source of income and realized and unrealized gains and losses.for our operations. Our invested assets are held principally ininvestments include fixed maturity securities, equity securities, loans, CLOs, credit investment funds, equity securities, real estate

and senior living related assets.CLOs. Many of our investments are held at fair value. Changes in fair value of this latter categoryfor loans, credit investment funds, equity securities and CLO assets and liabilities are reported quarterly as unrealized gains or losses in revenues and can be impacted by changes in interest rates, credit risk, or market risk, including specific company or industry factors. Credit risk can impact our financial results in a number of ways, including the performance of our corporate loans, mortgage loans, holdings in CLO subordinated notes and other investments. When credit markets are performing well, loans held in our CLOs and credit fund investments may prepay, subjecting those investments to reinvestment risk. In deteriorating credit environments, default risk can impact the performance of our investments, as well as flowing through income as unrealized losses. Disruption in the credit markets can also impact our ability to raise third party funds to invest and grow our asset management fees. Our equity holdings are relatively concentrated. General equity market trends, along with company and industry specific factors, can impact the fair value of our holdings and can result in unrealized gains and losses affecting our results. In addition, both as part of our insurance company investments and separately in Tiptree Capital, as of February 1, 2018, common shares of Invesque represent a significant asset on our balance sheet. Any change in the fair value of Invesque’s common stock or Invesque’s dividend policy could have a significant impact on our financial condition and results of operations.


1



The shipping industry is highly competitive and fragmented. Demand is a function of world economic conditions and the consequent requirement for commodities, production and consumption patterns, as well as events, which interrupt production, trade routes, and consumption. The shipping industry is cyclical with high volatility in charter hire rates and profitability. General market conditions, along with company and industry specific factors, can impact the fair value of our vessels and their operating results.

Our business iscan also be impacted in various ways by changes in interest rates. In addition to the impact interest rates, which can have on theresult in fluctuations in fair value of the assets, interest rates can also impact theour investments, revenues associated with floating rate loans, volume and revenues in our specialty finance business. In addition, most of our subsidiaries use debt financing to fund theirmortgage business activities, much of which isand interest expense associated with floating rate debt and the majority of which have LIBOR floors, LIBOR floors can result in a reduction in net interest margins in a declining interest rate environment, if earnings on our assets do not have similar floors or are based on different benchmarks than LIBOR, such as treasury rates or the prime rate. Certainused to fund many of our subsidiaries have also entered into interest rate swap agreements to fix all or a portion of their interest rate exposure which are currently designated as hedging relationships for accounting purposes.

All interim financial information included in the Management’s Discussion and Analysis of Financial Conditions and Results of Operations are unaudited.operations.


RESULTS OF OPERATIONS
The following is a summary of our consolidated financial results for the three and nine months ended September 30, 2017March 31, 2019 and 2016. Management2018. In addition to GAAP results, management uses the Non-GAAP measures Operating EBITDA, Adjusted EBITDA on a consolidated and segment basis, and book value per share as exchanged, as measurements of operating performance which are non-GAAP measures.performance. Management believes the use of Adjusted EBITDA providesthese measures provide supplemental information useful to investors as it isthey are frequently used by the financial community to analyze financial performance, and to analyze a company’s ability todebt service its debt and to facilitate comparison among companies. Management uses Operating EBITDA as part of its capital allocation process and to assess comparative returns on invested capital. Adjusted EBITDA is also used in determining incentive compensation for the Company’s executive officers. The Company defines Adjusted EBITDA isas GAAP net income of the Company adjusted to add (i) corporate interest expense, consolidated income taxes and consolidated depreciation and amortization expense, (ii) adjust for the effect of purchase accounting, (iii) adjust for non-cash fair value adjustments, and (iv) any significant non-recurring expenses. Operating EBITDA represents Adjusted EBITDA plus stock based compensation expense, less realized and unrealized gains and losses and less third party non-controlling interests. Operating EBITDA and Adjusted EBITDA are not a measurementmeasurements of financial performance or liquidity under GAAP and should not be considered as an alternative or substitute for GAAP net income. Book

Selected Key Metrics
($ in millions, except per share information)Three Months Ended 
 March 31,
GAAP:2019 2018
Total revenues$183.9
 $148.1
Net income (loss) before non-controlling interests4.3
 29.0
Net income (loss) attributable to Common Stockholders3.9
 23.6
Diluted earnings per share0.11
 0.79
Cash dividends paid per common share
 
    
Non-GAAP: (1)
   
Operating EBITDA12.6
 8.9
Adjusted EBITDA14.6
 5.4
Book value per share (2)
11.12
 10.59
(1) For information relating to Operating and Adjusted EBITDA and book value per share, as exchanged assumesincluding a reconciliation to GAAP financials, see “—Non-GAAP Reconciliations.”
(2) For periods prior to April 10, 2018, book value per share assumed full exchange of the limited partners units of TFP for Tiptree Class A common stock. Management believes the use of this financial measure provides supplemental information useful to investors as it is frequently used by the financial community to analyze company growth on a relative per share basis.

Summary Consolidated Statements of Operations
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,
GAAP:2017 2016 2017 2016
Total revenues$164,519
 $132,160
 $486,297
 $395,059
Net income before non-controlling interests(3,378) 7,838
 (7,360) 22,273
Net income attributable to Tiptree Inc. Class A common stockholders(3,114) 5,905
 (6,457) 17,593
Diluted earnings per share(0.11) 0.19
 (0.22) 0.53
Cash dividends paid per common share0.03
 0.025
 0.09
 0.075
        
Non-GAAP: (1)
       
Adjusted EBITDA$4,776

$20,128
 $23,333
 $52,882
Book Value per share, as exchanged9.67
 9.93
 9.67
 9.93
(1)For further information relating to the Company’s Adjusted EBITDA and book value per share, as exchanged, including a reconciliation to GAAP financials, see “—Non-GAAP Reconciliations.”

Consolidated Results of OperationsCommon Stock.

Revenues

For the three months ended September 30, 2017, the Company reportedMarch 31, 2019, revenues of $164.5were $183.9 million, an increase of $32.4which increased $35.8 million, or 24.5%24.2%, fromover the three months ended September 30, 2016. For the nine months ended September 30, 2017, revenues were $486.3 million, anprior year period. The increase of $91.2 million, or 23.1%, from the nine months ended September 30, 2016. The primary drivers of the increase in revenues for the three and nine months werewas driven by growth in earned premiums, and net investment income in our specialty insurance segment, increases in rental income attributable to acquisitions of seniors housing properties and improved specialty finance originations margins, partially offset by reduced service and administrative fees, ceding commissions,and realized and unrealized losses, as compared to prior period gains, in our specialty insurance segment investment portfolio.

Net Income before non-controlling interests

For the three months ended September 30, 2017, the Company incurred a net loss of $3.4gains. Earned premiums were $119.0 million compared to net income of $7.8 million in the 2016 period. The primary drivers of the decline were the unrealized losses in our specialty insurance investment portfolio in the three months ended September 30, 2017 compared to unrealized gains in the 2016 period, run-off in our older vintage CLOs

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resulting in reduced management fees, and reduced CLO distributions as the Company reduced its investments over the last twelve months.

For the nine months ended September 30, 2017, the Company incurred a net loss of $7.4 million compared to net income of $22.3 million in the 2016 period, a decrease of $29.6 million. The decline was primarily a result of the unrealized losses in our specialty insurance investment portfolio in the nine months ended September 30, 2017, compared to unrealized gains in the prior period, combined with increased stock-based compensation expense in the specialty insurance segment and an increase in the fair value of the contingent earn-out liability associated with our Reliance acquisition. These drivers were partially offset by reduced losses in our senior living and improved operating results in our specialty finance segments, excluding the impact of the Reliance earn-out. Additionally, the tax provision has increased year-over-year as a result of a $4.0 million tax benefit infor the three months ended March 31, 2016 which was2019, up from $101.6 million in the comparable 2018 period driven by growth in net written premiums. The combination of unearned premiums and deferred

revenues on the tax reorganization effective January 1, 2016. A discussionbalance sheet grew by $84.9 million, or 14.7%, from March 31, 2018 to March 31, 2019 as a result of the changesincreased written premiums in revenues, expensescredit protection, warranty and net income is presented belowother specialty programs.

Income (loss) before taxes (from continuing and in more detail in our segment analysis.discontinued operations)

The following table below highlights certain non-cash, key drivers impacting our consolidated results for the three and nine months ended September 30, 2017 and 2016. We believe highlighting these significant, non-cash items provides useful additional information to investors. As we mentioned above,on a pre-tax basis. Many of our investments are focused on a longer term investment horizon. In addition, our equity securities holdings are relatively concentrated, and are carried at fair value and marked to market through the current reporting period.unrealized gains and losses. As a result, we expect our earnings relating to these securitiesinvestments to be relatively volatile between periods in contrast to our fixed income securities, which are marked to market through AOCI,accumulated other comprehensive income (“AOCI”) in stockholders equity. On February 1, 2018, we sold our senior living operations to Invesque in exchange for a net of 16.6 million shares of Invesque common stock which is more consistent with the treatment used by other insurance companies. In order for investors to be able to compare the returnsresulted in a pre-tax gain on sale of both types$56.9 million in 2018, of investments, and to the portfolio performance of other insurance companies, we are highlighting the impact attributable to the unrealized and realized gains (losses) on equity securities in the table below.
We have also highlighted the impact of stock based compensation on the two periods below. Since a significant portion of our stock based compensation is performance based, and vests over multiple years, we believe that providing this information separately to investors allows them to evaluate the alignment of non-cash compensation to management, both at the holding company and at certain of our subsidiaries, with our overall performance trends.
In connection with our acquisition of Reliance, a portion of the purchase pricewhich $46.2 million was contingent on Reliance’s performancerecorded in the three years post acquisition, payable in Tiptree stock to the sellers. That contingent purchase price is carried as a liability on our balance sheetmonths ended March 31, 2018.
($ in millions)Three Months Ended 
 March 31,

2019 2018
Net realized and unrealized gains (losses)(1)
$4.0
 $(7.7)
Discontinued operations (Care)(2)
$
 $46.8
(1) Excludes Mortgage realized and is re-valued in each period. Increases or decreases in each period flow through the income statement,unrealized gains and are not deductible for tax purposes. Given Reliance’s performance over the latest performance measurement period, the contingent earn-out liability has increased, with the incremental value treated as an added expense in our financial statementslosses - Performing and NPLs.
(2) Represents Care for the ninethree months ended September 30, 2017.March 31, 2018 including a $46.2 million pre-tax gain on sale.
Lastly, depreciation and amortization has increased, primarily as
Net Income (Loss) before non-controlling interests

For the three months ended March 31, 2019, net income before non-controlling interests was $4.3 million compared to $29.0 million in the 2018 period, a resultdecrease of additional acquisitions at$24.7 million. The decrease was driven by the non-repeat gain on sale of Care in 2018, partially offset by the reduction in VOBA at Fortegra. Because we carry our real estate assets at original cost,improved insurance operating performance and increased realized and unrealized gains on investments within Tiptree Capital and our strategy at Care is to purchase properties that require actions to improve their performance, we believe that highlighting the impact depreciation and amortization have on Tiptree’s overall results period over period, and on the carrying value of our real estate assets, is useful additional information for investors.insurance investment portfolio.
Key Non-Cash Drivers of Pre-tax Income and Adjusted EBITDA
($ in thousands) Three Months Ended September 30, Nine Months Ended September 30,
  2017 2016 Variance 2017 2016 Variance
Unrealized & realized gains (losses) on equity securities $(11,125) $1,365
 $(12,490) $(21,183) $10,787
 $(31,970)
Stock-based compensation (1,135) (633) (502) (4,275) (1,597) (2,678)
Reliance contingent earn-out liability (1)
 422
 
 422
 (3,039) 
 (3,039)
Depreciation and amortization (1)
 (7,775) (6,437) (1,338) (23,781) (21,899) (1,882)
(1)Added back to Adjusted EBITDA. For a reconciliation of Adjusted EBITDA to GAAP financials, see “—Non-GAAP Reconciliations.”

Net Income (Loss) Available to Class A Common Stockholders

For the three months ended September 30, 2017,March 31, 2019, net lossincome available to Class A common stockholdersCommon Stockholders was $3.1$3.9 million, a decrease of $9.0 million from the prior year period. For the nine months ended September 30, 2017, net income available to Class A common stockholders was $6.5 million, a decrease of $24.1$19.6 million from the prior year period. The key drivers of net income available to Class A common stockholdersCommon Stockholders were the same factors which impacted the net income before non-controlling interests.

Operating and Adjusted EBITDA - Non-GAAP

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Operating EBITDA for the three months ended March 31, 2019 was $12.6 million compared to $8.9 million for the 2018 period, an increase of $3.7 million, or 41.6%. The key drivers of the change were driven by increased Operating EBITDA from specialty insurance operations, improved performance in Tiptree Capital, and reduced corporate expenses.


Total Adjusted EBITDA for the three months ended September 30, 2017March 31, 2019 was $4.8$14.6 million compared to $20.1$5.4 million for the 20162018 period, a decrease of $15.3 million, or 76.0%. Total Adjusted EBITDA for the nine months ended September 30, 2017 was $23.3 million compared to $52.9 million for the 2016 period, a decrease of $29.5 million, or 55.8%. The key drivers of the change in Adjusted EBITDA were the same as those which impacted our net income, excluding the increase in the Reliance earn-outdriven by improved specialty insurance operations, realized and the year-over-year change in the tax provision.unrealized gains on investments, and reduced corporate expenses. See “— Non-GAAP Reconciliations” for a reconciliation to GAAP net income.

Book Value per share as exchanged- Non-GAAP

As exchanged bookTotal stockholders’ equity was $394.6 million as of March 31, 2019 compared to $407.7 million as of March 31, 2018, primarily driven by net income, which was more than offset by share repurchases and dividends paid. Over the past twelve months, Tiptree returned $28.0 million to shareholders through share repurchases and dividends paid. Book value per share for the period ended September 30, 2017March 31, 2019 was $9.67, down$11.12, an increase from $9.93book value per share, as exchanged, of $10.59 as of September 30, 2016.March 31, 2018. The key drivers of the year-over-yearperiod-over-period impact were increases from trailing twelve month diluted earnings per share and re-purchasesthe purchase of 1.03.6 million shares at an average 28%40% discount to book value. Those increases were more thanpartially offset by cumulative dividends paid of $0.115,$0.135 per share and officer and director compensation share issuances over the last twelve months and the exercise of the Tricadia Option in June 2017 resulting in 1.5 million shares being issued at $5.36 per share. Given the strike price of the option, the impact was a $0.19 reduction to book value per share.issuances.


Results by Segment
EffectiveTiptree is a holding company that combines insurance operations with investment management capabilities. Our principal operating subsidiary is a leading provider of specialty insurance products and related services. We also allocate capital across a broad spectrum of businesses, assets and other investments, which we refer to as Tiptree Capital. We classify our business into

one reportable segment, specialty insurance, with the remainder of our non-insurance operations aggregated into Tiptree Capital. For the year ended December 31, 2016, Tiptree realigned2018, Mortgage and Asset Management, which previously were reportable segments, no longer met the principal investments formerlyquantitative threshold for disclosure. Those are now reported in Other, which we refer to as Tiptree Capital. Prior year segments have been conformed to the corporatecurrent year presentation. Corporate activities include holding company interest expense, employee compensation and benefits, and other segment into their new reportable segments to align withexpenses. The following table presents the Company’s operating strategy. The table below reflects the creditcomponents of total pre-tax income including continuing and equity investments contributed to our insurance subsidiary in the specialty insurance segment and the CLO subordinated notes and related warehouse income in the asset management segment for the three and nine months ended September 30, 2017 and 2016.

Pre-tax Income by Segment
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,

2017 2016 2017 2016
Specialty insurance$(2,345) $10,659
 $1,724
 $35,627
Asset management2,973
 6,475
 13,083
 14,672
Senior living(1,535) (473) (5,359) (5,487)
Specialty finance2,595
 4,181
 2,629
 5,510
Corporate and other(7,118) (9,292) (22,198) (22,751)
Pre-tax income$(5,430) $11,550
 $(10,121) $27,571
discontinued operations.

AdjustedPre-tax Income
($ in millions)Three Months Ended 
 March 31,

2019 2018
Specialty Insurance$8.1
 $1.3
Tiptree Capital5.9
 (1.7)
Corporate(8.9) (6.7)
Pre-tax income (loss) from continuing operations$5.1
 $(7.1)
Pre-tax income (loss) from discontinued operations (1)
$
 $46.8
(1)Represents Care for the three months ended March 31, 2018 which includes $46.2 million pre-tax gain on sale.

Invested Capital, Total Capital and Operating EBITDA by Segment - Non-GAAP (1) 

Management evaluates the return on Invested Capital and Total Capital, which are non-GAAP financial measures, when making capital investment decisions. Invested Capital represents its total equity investment, including any re-investment of earnings, and acquisition costs, net of tax. Total Capital represents Invested Capital plus Corporate Debt. Management believes the use of these financial measures provide supplemental information useful to investors as they are frequently used by the financial community to analyze how the Company has allocated capital over-time and provide a basis for determining the return on capital to shareholders. Management uses both of these measures when making capital investment decisions, including reinvesting cash, and evaluating the relative performance of its businesses and investments. The following tables present the components of Invested Capital, Total Capital, Operating EBITDA and Adjusted EBITDA.
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,

2017 2016 2017 2016
Specialty insurance$2,318
 $14,220
 $15,566
 $45,556
Asset management2,973
 6,475
 13,083
 14,672
Senior living2,859
 2,869
 8,293
 7,194
Specialty finance2,382
 4,479
 6,288
 6,327
Corporate and other(5,756) (7,915) (19,897) (20,867)
Adjusted EBITDA$4,776
 $20,128
 $23,333
 $52,882

As of March 31,
($ in millions)Invested Capital Total Capital

2019 2018
2019 2018
Specialty Insurance$297.6

$281.5

$465.2

$441.5
Tiptree Capital175.9

147.2

175.9

147.2
Corporate(40.9)
15.2

30.2

43.2
Total Tiptree$432.6

$443.9

$671.3

$631.9

($ in millions)Three Months Ended 
 March 31,

2019 2018
Specialty Insurance$13.7
 $13.3
Tiptree Capital (2)
4.7
 3.3
Corporate(5.8) (7.7)
Operating EBITDA$12.6
 $8.9
Stock-based compensation expense(1.4) (1.2)
Vessel depreciation, net of capital expenditures(0.6) 
Realized and unrealized gains (losses) (3)
4.0
 (2.2)
Third party non-controlling interests (4)

 (0.1)
Adjusted EBITDA$14.6
 $5.4
(1)  
For further information relating to the Company’sInvested Capital, Total Capital, Operating EBITDA and Adjusted EBITDA, including a reconciliation of the Company’s segments’ Adjusted EBITDA to GAAP total stockholders equity and pre-tax income, see “—Non-GAAP Reconciliations.”
(2)Includes discontinued operations related to Care for the 2018 period. As of February 1, 2018, invested capital from Care discontinued operations is represented by our Invesque common shares. For more information, see “Note—(3) Dispositions, Assets Held for Sale & Discontinued Operations.”
(3)Excludes Mortgage realized and unrealized gains and losses - Performing and NPLs.
(4)Removes the Operating EBITDA associated with third party non-controlling interests. Does not remove the non-controlling interests related to employee based shares.


Specialty Insurance

FortegraOur principal operating subsidiary is a provider of specialty insurance company that offers assetproducts and related services, including credit protection insurance, warranty products, throughand insurance programs which underwrite niche commercialpersonal and personalcommercial lines of insurance. We also offer fee-based administration and fronting services for our self-insured clients who own captive producer owned reinsurance companies (“PORCs”).

Our specialty insurance business generates We generate income from insurance underwriting operations and anour investment portfolio. Insurance underwriting operations revenues are primarily generated from net earned premiums, service and administrative fees and ceding commissions. We measure insurance underwriting operations performance by as adjusted underwriting margin, combined ratio and Adjusted

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Operating EBITDA. The investment portfolio income consists of investment income, gains and losses and is measured by net portfolio income which is the equivalent of Adjusted EBITDA.income.

The following tables present the specialty insurance segment results for the three months ended March 31, 2019 and 2018.

Operating Results
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,
($ in millions)Three Months Ended 
 March 31,
2017 2016 2017 20162019 2018
Gross written premiums$198.4
 $200.7
Net written premiums121.0
 109.2
Revenues:          
Net earned premiums$96,073
 $47,609
 $272,781
 $138,516
$119.0
 $101.6
Service and administrative fees24,018
 25,842
 70,861
 84,421
25.9
 24.6
Ceding commissions2,513
 1,397
 6,801
 22,645
2.5
 2.3
Net investment income3,840
 3,307
 12,032
 8,409
4.3
 4.2
Net realized and unrealized gains (losses)(8,554) 3,745
 (13,618) 12,767
2.1
 (3.4)
Other income824
 730
 2,874
 1,985
0.8
 0.7
Total revenues$118,714
 $82,630
 $351,731
 $268,743
$154.6
 $130.0
Expenses:          
Policy and contract benefits31,570
 25,881
 94,364
 72,436
40.8
 36.6
Commission expense63,066
 24,032
 176,405
 91,906
74.9
 62.6
Employee compensation and benefits10,073
 9,180
 30,800
 28,065
12.0
 10.9
Interest expense3,499
 2,322
 10,534
 6,018
4.1
 4.5
Depreciation and amortization expenses3,134
 3,032
 9,625
 10,414
2.3
 2.7
Other expenses9,717
 7,524
 28,279
 24,277
12.4
 11.4
Total expenses$121,059
 $71,971
 $350,007
 $233,116
$146.5
 $128.7
Pre-tax income (loss)$(2,345) $10,659
 $1,724
 $35,627
$8.1
 $1.3

Results

Our specialty insurance segment isoperations are currently expanding product lines in an effort to increase written premiums, and commensurately grow the duration of our products and increase investable assets.insurance portfolio. As part of this process, the business is investing in products and people to grow warranty and program products,other specialty programs, while maintaining a leading position in theour credit protection space.markets. That, combined with the earnings performance of the investment portfolio, are key drivers in comparing 20172019 versus 20162018 results. The combinationgrowth in written premiums, combined with higher retention in select products, has resulted in an increase of unearned premiums and deferred revenue on the balance sheet are key indicators of volume growth and contract duration extension which over the trailing twelve months has increased by 12.7%14.7% from $469.3$579.4 million as of September 30, 2016March 31, 2018 to $529.0$664.3 million as of September 30, 2017.March 31, 2019.

In the fourth quarter of 2016, our captive reinsurance subsidiary replaced a third party as reinsurer of certain credit protection products, thus avoiding reinsurance costs and gaining additional investment flexibility. This transactionPre-tax income was consistent with our strategy to grow underwriting and investment profits at our specialty insurance subsidiaries. As a result, several income statement line items increased$8.1 million for the three and nine months ended September 30, 2017 when compared to prior periods including earned premiums, commission expense and policy and contract benefits, partially offset by the decline in ceding commissions.

The application of push-down accounting to the acquisition of Fortegra resulted in purchase price accounting adjustments (Value of Business Acquired or “VOBA”) whereby deferred service and administrative fees and costs associated with deferred commission expense on acquired contracts were recognized differently from those related to newly originated contracts. For the nine months ended September 30, 2017 and 2016, the VOBA impacts on pre-tax income were modest at $1.0 million and $1.5 million, respectively. Where significant to the period over period comparisons of revenue and expense, VOBA impacts are discussed separately below.

For the three months ended September 30, 2017, the specialty insurance segment incurred a pre-tax lossMarch 31, 2019, an increase of $2.3 million, a decrease of $13.0$6.8 million, over the prior year operating results.period. The primary drivers of the decline in resultsincrease were associated with our investment portfolio including a period-over-period reduction in net realized and unrealized gains and losses of $12.3$2.1 million increases in interest expense of $1.2 million primarily associated with asset-based interest expense in the investment portfolio, partially offset by increases2019 period versus $3.4 million of losses in net investment income of $0.5 million. From insurance operations, underwriting margins were up $3.1 million compared to prior year partially offset by increases in employee payroll and compensation of $0.9 million and increases in other expenses of $2.2 millionthe 2018 period, primarily related to premium tax related toequities and loans held at fair value in the growth in written premiums.

Pre-tax income was $1.7 million for the nine months ended September 30, 2017, a decrease of $33.9 million, or 95.2%, overportfolio. Insurance operations results improved versus the prior year operating results. The primary drivers of the decline in results were associated with our investment portfolio including period-over-period reductions in net realized and unrealized gains and losses of $26.4 million, increases in interest expense of $4.5 million primarily associated with asset-based interest expense in the investment portfolio, partially offset by increases in net investment

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income of $3.6 million. Insurance operations results were down versus prior yearperiod, driven primarily by increases in stock-based compensation expenseincreased underwriting margin of $2.7$2.5 million, and increased other expenses of $4.0 million primarily related to premium tax, which was partially offset by increased underwriting marginother expenses of $2.4 million.$1.0 million primarily associated with debt extinguishment expenses on asset-based debt. Interest expense decreased by $0.4 million from the prior year period, primarily associated with a reduction of asset-based debt on consolidated loan funds from $103.4 million as of March 31, 2018, compared to $6.8 million as of March 31, 2019.


Revenues

Revenues are generated by the sale of the following insurance products: credit protection, warranty, other specialty programs, services and other. Credit protection products include credit life, credit disability, credit property, involuntary unemployment, and accidental death and dismemberment. Warranty products include mobile device protection,vehicle service contracts, furniture and appliance service contracts and auto service contracts. Programsmobile device protection. Other specialty programs are primarily personal and commercial lines and other property-casualty products. Earned premiums associated with these products are recognized over the life of these contracts. Services and other revenues principally represent investment income, unrealized and realized gains and losses, fees for insurance sales and business process outsourcing services, and interest for premium financing, and also include the impact to fee income, ceding commissions, and commissions expense from the purchase accounting effect of VOBA related to the insurance contracts.

Total revenues were $118.7 million forFor the three months ended September 30, 2017,March 31, 2019, total revenues were $154.6 million, up $36.1$24.6 million, or 43.7%18.9%, over the prior year period. The increase was primarily driven by an increase in earned premiums of $48.5$17.3 million or 101.8%, which were partially offset by decreasesand increases in service and administrative fees of $1.8 million, or 7.1%, and ceding commissions of $1.1$1.3 million. For the nine months ended September 30, 2017, total revenues were $351.7 million, up $83.0 million, or 30.9%, over the prior year period. The increase was primarily driven by an increase in earned premiums of $134.3 million, or 96.9%, and other income of $0.9 million, which were partially offset by decreases in service and administrative fees of $13.6 million, or 16.1%, and ceding commissions of $15.8 million. For both periods, the increase in earned premiums was driven by growth in our credit, protectionwarranty and warranty products withother specialty product lines. For the primary driver being our captive reinsurance subsidiary replacing a third party as reinsurer of certain credit protection products. Ceding commissions declines are consistent with this strategy to retain a higher portion of written business which results in less revenues from experience refunds. Service and administrative fees are lower year-over-year primarily from a reduction in fee-related revenues on our mobile protection and roadside assistance products.

Thethree months ended March 31, 2019, revenues on the investment portfolio including net investment income and realized and unrealized gains, were a loss of $4.7contributed $6.4 million for the three months ended September 30, 2017 compared to income of $7.1$0.8 million in the 20162018 period, a decreasean increase of $11.8 million. For the nine months ended September 30, 2017, revenues on the investment portfolio, including net investment income and realized and unrealized gains, were a loss of $1.6 million compared to $21.2 million of income in the 2016 period, a decrease of $22.8$5.6 million. See “—Specialty Insurance Investment Portfolio” for further discussion of the investment results.

Expenses

Total expenses include policy and contract benefits, commissions expense and operating expenses. For the three months ended September 30, 2017,March 31, 2019, total expenses were $121.1$146.5 million compared to $72.0$128.7 million in the 2016 period. For the nine months ended September 30, 2017, total expenses were $350.0 million compared to $233.1 million in the 20162018 period. The primary drivers of the increase were policy and contract benefits and commission expense as net written premiumsinsurance revenues increased over the 20162018 period.

There are two types of expenses for claims payments under insurance and warranty service contracts which are included in policy and contract benefits:benefits which are member benefit claims and net losses and loss adjustment expenses. Member benefit claims represent the costs of services and replacement devices incurred in warranty protection and car club and warranty protection service contracts. Net losses and loss adjustment expenses represent actual insurance claims paid, changes in unpaid claim reserves, net of amounts ceded, and the costs of administering claims for credit life and other insurance lines, such as non-standard auto.lines. Incurred claims are impacted by loss frequency, which is a measure of the number of claims per unit of insured exposure, and loss severity, which is based on the average size of claims. Loss occurrences in our insurance products are characterized by low severity and high frequency. Factors affecting loss frequency and loss severity include the volume of underwritten contracts, changes in claims reporting patterns, claims settlement patterns, judicial decisions, economic conditions, morbidity patterns and the attitudes of claimants towards settlements.

For the three months ended September 30, 2017,March 31, 2019, policy and contract benefits were $31.6$40.8 million, up $5.7$4.2 million, from the prior year. For the nine months ended September 30, 2017, policy and contract benefits were $94.4 million, up $21.9 million from the prior year primarily as a result of increased retentiongrowth in ourearned premiums. Losses as a percentage of underwriting revenues decreased over the prior year period which was driven by credit protection programs, and program products.partially offset by increased commissions paid to our distribution partners.

Commission expense is incurred on most product lines, the majority of which are retrospective commissions paid to distributors and retailers selling our products, including credit insurance policies, motor club memberships,warranty and mobile device protection service contracts, and warranty service contracts.motor club memberships. Credit insurance commission rates are, in many cases, set by state regulators and are also impacted by market conditions and retention levels. Total commission expense for the three months ended September 30, 2017March 31, 2019 was $63.1$74.9 million compared to $24.0$62.6 million in 2016. Total commission expense for nine months ended September 30, 2017 was $176.4 million compared to $91.9 million in 2016.the 2018 period. The primary drivers of the increase were the commission expense associated with the growth in written premiums and higher retention rate on our credit protection products along with VOBA purchase accounting impacts.

6




and warranty products.

Operating expenses are composed ofinclude employee compensation and benefits, interest expense, depreciation and amortization expenses and other expenses. For the three months ended September 30, 2017, operating expenses were $26.4 million compared to $22.1 million in the 2016 period. For the nine months ended September 30, 2017, operating expenses were $79.2 million compared to $68.8 million in the 2016 period. The increases for the three and nine months were driven primarily by increased stock-based compensation, increased premium taxes as written premiums grow, and increased interest expense on asset based borrowings within the insurance investment portfolio. For the nine months ended September 30, 2017 totalMarch 31, 2019, employee compensation and benefits were $30.8$12.0 million, up $2.7$1.1 million, from 2016 primarily as a result ofdriven by increased stock based compensation expense.associated with warranty and program products. Interest expense of $10.5$4.1 million in nine months ended September 30, 2017 increased2018 decreased by $4.5$0.4 million versus the prior year period, primarily from increasedreduced asset based borrowings on certain investments within the investment portfolio. Other expenses for the ninethree months ended September 30, 2017March 31, 2019 were $28.3$12.3 million, up $4.0$1.1 million from 20162018 primarily as a result of increased premium taxes as written and earned premiums grew.from debt extinguishment expenses associated with asset-based debt. Depreciation and amortization expense was lower year-over-yearperiod-over-period as a result of the decline in VOBA purchase accounting impact from the amortization of the fair value attributed to the insurance policies and contracts acquired, which was $0.2 million for the nine months ended September 30, 2017 versus $3.0 million for the prior year period. This was partially offset by amortization of other intangibles including customer relationships and trade names.acquired.

Insurance Operating Ratios

We use the combined ratio as an insurance operating metric to evaluate our underwriting performance, both overall and relative to peers. Expressed as a percentage, it represents the relationship of policy and contract benefits, commission expense (net of ceding commissions), employee compensation and benefits, and other expenses to net earned premiums, service and administrative fees, and other income. Investors use this ratio to evaluate our ability to profitably underwrite the risks we assume over time and manage our operating costs. A combined ratio less than 100% indicates an underwriting profit, while a combined ratio greater than 100% reflects an underwriting loss. Since VOBA purchase accounting adjustments impact revenues and expenses related to acquired contracts differently from newly originated, we also show the combined ratio on an as adjusted basis, eliminating the accounting effects of VOBA. Management believes showing an as adjusted combined ratio provides useful information to investors to compare period-over-period operating results. Following is a summary of these performance metrics for the three and nine months ended September 30, 2017 and 2016.

Operating Ratios
 Three Months Ended September 30, Nine Months Ended September 30,
Insurance operating ratios:2017 2016 2017 2016
Combined ratio92.6%
87.9% 93.2% 86.3%
As adjusted Combined ratio - Non-GAAP (1)
92.8%
89.4% 93.6%
88.5%
(1) For further information relating to the Company’s as adjusted combined ratio, including a reconciliation to GAAP financials, see “—Non-GAAP Reconciliations.”

The as adjusted combined ratios were 92.8% and 93.6% for the three and nine months ended September 30, 2017, compared to 89.4% and 88.5% for the corresponding prior year periods. The increases across both the three and nine months were driven primarily by the higher retention impacting underwriting margins and higher premium tax, combined with the increased stock based compensation mentioned above. These factors caused the combined ratio to deteriorate modestly in the nine month period.

Key Operating Metrics and Non-GAAP Operating Results

Adjusted EBITDA

Adjusted EBITDA was $2.3 millionand$15.6 million for the three and nine months ended September 30, 2017, compared to $14.2 million and $45.6 million for the comparable prior year periods. Net portfolio income from the investment portfolio was a loss of $6.4 million and $6.7 million for the three and nine months ended September 30, 2017, compared to income of $6.4 million and $19.5 million in the respective prior year periods. Adjusted EBITDA from insurance underwriting operations was $8.7 million and $22.3 million for the three and nine months ended September 30, 2017 compared to $7.9 million and $26.1 million for the respective prior year periods. The increase for the three months and decrease for the nine months were driven by the same factors discussed above under “Results.” See “Non-GAAP Reconciliations” for a reconciliation to GAAP pre-tax income.

Gross & Net Written Premiums

Gross written premiums represents total premiums from insurance policies and warranty service contracts that we writewritten during a reporting period based on the effective date of the individual policy.period. Net written premiums are gross written premiums less that portion of premiums that we cedeceded to third partythird-party reinsurers or the PORCs under reinsurance agreements.PORCs. The amount ceded to each reinsurer

7




is based on the contractual formula contained in the individual reinsurance agreements. Net earned premiums are the earned portion of our net written premiums. We earn insurance premiums on a pro-rata basis over the term of the policy. At the end of each reporting period, premiums written that are not earned are classified as unearned premiums, which are earned in subsequent periods over the remaining term of the policy.

Written Premium Metrics
 Three months ended March 31,
 Gross Written Premiums Net Written Premiums
Insurance Products:2019 2018 2019 2018
Credit protection$132.3
 $116.9
 $89.0
 $76.7
Warranty41.6
 25.7
 22.8
 15.5
Other specialty programs24.5
 58.1
 9.2
 17.0
Total$198.4

$200.7
 $121.0

$109.2
Total gross written premiums for the three months ended March 31, 2019 were $198.4 million, which represented a decrease of $2.3 million, or 1.1%, from the prior year period. The decline was driven by our other specialty programs where certain non-standard auto programs were discontinued. The amount of business retained was 61.0%, up from 54.4% in the prior year period. Total net premiums written for the three months ended March 31, 2019 were $121.0 million, up $11.8 million, or 10.8%, driven primarily by growth in credit and warranty programs. We believe our warranty service contracts and light commercial programs provide opportunity for growth through expanded product offerings, new clients and geographic expansion.

Product Underwriting Margin - Non-GAAP

The following tables presenttable presents product specific revenue and expenses within the specialty insurance segment for the three and nine months ended September 30, 2017 and 2016. As mentioned above, wesegment. We generally limit the underwriting risk we assume through the use ofusing both reinsurance (e.g., quota share and excess of loss) and retrospective commission agreements with our partners (e.g., commissions paid adjustare adjusted based on the actual underlying losses incurred), which manage and mitigate our risk. Period-over-period comparisons of revenues and expenses are often impacted by the PORCs and distribution partners choice as to whether to retain risk, specifically with respect to the relationship between service and administration expenses and ceding commissions, both components of revenue, and the offsetting policy and contract benefits and commissions paid to our partners and reinsurers. Generally, when losses are incurred, the risk which is retained by our partners and reinsurers is reflected in a reduction in commissions paid. In order to better explain to investors the net financial impact of the risk retained by the Company of the insurance contracts written and the impact on profitability, we use the Non-GAAP metric - As Adjusted Underwriting Margin. For the same reasons that we adjust our combined ratio for the effects of purchase accounting, VOBA impacts can also mask the actual relationship between revenues earned and the offsetting reductions in commissions paid, and thus the period-over-period net financial impact of the risk retained by the Company. As such, we believe that presenting underwriting margin provides useful information to investors and aligns more closely to how management measures the underwriting performance of the business.

Written Premium MetricsUnderwriting Revenues and As Adjusted Underwriting Margin - Non-GAAP(1)

Three Months Ended September 30,
($ in thousands)Credit Protection
Warranty
Programs
Services and Other
Insurance Total

20172016
20172016
20172016
20172016
20172016
Gross written premiums$149,115
$132,111

$25,530
$16,618

$34,512
$32,674

$11
$8

$209,168
$181,411
Net written premiums96,375
30,987

17,217
13,142

5,418
11,884




119,010
56,013
               
As Adjusted Revenues:              
Net earned premiums$78,951
$29,173
 $10,900
$9,139
 $6,222
$9,297
 $
$
 $96,073
$47,609
Service and administrative fees10,434
10,865
 9,409
11,788
 2,721
2,504
 1,690
1,819
 24,254
26,976
Ceding commissions2,523
1,465
 
1
 

 

 2,523
1,466
Other income135
71
 
(22) 
5
 689
676
 824
730
Less product specific expenses:              
Policy and contract benefits14,420
7,918
 11,694
10,099
 5,456
7,900
 
(36) 31,570
25,881
Commission expense59,949
18,386
 2,287
5,979
 1,178
1,611
 190
176
 63,604
26,152
As Adjusted underwriting margin (1)
$17,674
$15,270
 $6,328
$4,828
 $2,309
$2,295
 $2,189
$2,355
 $28,500
$24,748

Total gross written premiums for the three months ended September 30, 2017 were $209.2 million, an increase of $27.8 million, or 15.3%, from the prior year period. The amount of business retained was 56.9%, up from 30.9% in the prior year period as the Company retained more risk in 2017 than 2016. Total net premiums written were $119.0 million, up $63.0 million over prior year, or 112.5%. Credit protection net premiums written for the three months ended September 30, 2017 were $96.4 million, higher than the prior year period by $65.4 million. The increase in retention and net written premiums was consistent with the Company’s strategy and was largely driven by our captive reinsurer retaining credit protection products as discussed above. Warranty product net written premiums were $17.2 million, up $4.1 million and program products were $5.4 million, down $6.5 million from prior year period, primarily driven by the run-off of certain non-standard auto programs.

As adjusted underwriting margin for the three months ended September 30, 2017 was $28.5 million, up from $24.7 million in 2016. Credit protection increased by $2.4 million primarily from increased product retention over 2016. Warranty increased by $1.5 million driven by increased policies written for furniture, appliances and auto products. The amount of warranty product ceded year-over-year increased as we enter new products and continue to build our underwriting performance and relationships with distributors. Programs written premiums declined as we continue to run-off non-core specialty programs that did not meet underwriting performance standards. We believe there are additional opportunities to expand our warranty and programs insurance business model to other niche products and markets.

8





Nine Months Ended September 30,
($ in thousands)Credit Protection
Warranty
Programs
Services and Other
Insurance Total

20172016
20172016
20172016
20172016
20172016
Gross written premiums371,123
364,842

83,075
44,078

106,348
131,306

23
21

560,569
540,247
Net written premiums238,658
90,212

44,641
35,045

19,025
27,120




302,324
152,377
               
As Adjusted Revenues:              
Net earned premiums$221,080
$88,192

$31,525
$27,394

$20,176
$22,930

$
$

$272,781
$138,516
Service and administrative fees31,204
33,975

27,330
41,093

8,108
8,577

4,961
5,752

71,603
89,397
Ceding commissions6,847
23,018


2





1

6,847
23,021
Other income338
199


64


5

2,536
1,717

2,874
1,985
Less product specific expenses:













Policy and contract benefits44,226
21,727

32,406
30,529

17,548
20,172

184
8

94,364
72,436
Commission expense165,990
76,707

7,919
20,280

3,747
4,036

641
377

178,297
101,400
As Adjusted underwriting margin (1)
$49,253
$46,950

$18,530
$17,744

$6,989
$7,304

$6,672
$7,085

$81,444
$79,083
 Three months ended March 31,
 Underwriting Revenues Underwriting Margin
Insurance products:2019 2018 2019 2018
Credit protection$106.4
 $92.7
 $19.5
 $18.1
Warranty28.5
 22.2
 8.5
 6.4
Other specialty programs10.9
 12.0
 2.0
 3.0
Services and other2.4
 2.3
 2.5
 2.5
Total$148.2
 $129.2
 $32.5
 $30.0
(1) For further information relating to the Company’s adjusted underwriting margin, including a reconciliation to GAAP financials, see “—Non-GAAP Reconciliations.”

Total gross written premiumsUnderwriting margin for the ninethree months ended September 30, 2017 were $560.6March 31, 2019 was $32.5 million, which representedup from $30.0 million in the 2018 period. Credit protection underwriting margin was $19.5 million, an increase from the 2018 period of $20.3$1.4 million, or 3.8%7.7%. Credit protection products continue to provide opportunities for steady growth through a combination of expanded product offerings and new clients. Underwriting margin for warranty products was $8.5 million for the 2018 period, up $2.1 million, or 32.8%, from the prior year period. The amount of business retainedimprovement was 53.9%, up from 28.2% in the prior year period. Total net premiums written for the nine months ended September 30, 2017 were $302.3 million, up $149.9 million, or 98.4%. Credit protection net premiums written for the nine months ended September 30, 2017 were $238.7 million, higher than the prior year period by $148.4 million. For the nine months ended September 30, 2017, warranty product net written premiums were $44.6 million, up $9.6 million from 2016 and program products were $19.0 million, down $8.1 million from the 2016 period. The factors that drove the variances were the same for the three and nine months.

As adjusted underwriting margin for the nine months ended September 30, 2017 was $81.4 million, up from $79.1 million in 2016. Credit protection as adjusted underwriting margin was $49.3 million, an increase from 2016 results by $2.3 million, or 4.9%. As adjusted underwriting margin for warranty products was $18.5 million for 2017, up $0.8 million, or 4.4%, from 2016. The effects experienced in previous periods from our mobile protection products has slowed, and was more than offsetdriven primarily by growth in furniture, appliances, and auto warranty business. Programs as adjustedbusinesses. Specialty programs underwriting margin for 2017the three months ended March 31, 2019 was $7.0$2.0 million, down 4.3%33.0% from 2016,2018, as certaina distribution partner, non-standard auto programs were exited over the last year. We believe our warranty service contracts and light commercial programs provide opportunity for growth through expanded product offerings, new clients and geographic expansion.program was discontinued. Services and other contributed $6.7$2.5 million in 2017, down $0.4 million from 2016 as certain business processing services are in run-off.three months ended March 31, 2019.

PolicyInvested Capital, Total Capital, Operating EBITDA and Insurance Operating Ratios

We use the combined ratio as an operating metric to evaluate our insurance underwriting performance, both overall and relative to peers. Expressed as a percentage, it represents the relationship of policy and contract benefits, which includecommission expense (net of ceding commissions), employee compensation and benefits, and other expenses to net losses, loss adjustmentsearned premiums, service and member benefit claims, were $94.4 millionadministrative fees, and other income. Investors use this ratio to evaluate our ability to profitably underwrite the risks we assume over time and manage our operating costs. A combined ratio less than 100% indicates an underwriting profit, while a combined

ratio greater than 100% reflects an underwriting loss. The below table outlines the insurance operating ratios, capital invested and the drivers of Operating EBITDA split between underwriting and investments as management evaluates the return on the investment portfolio separately from the returns from underwriting activities.

Invested Capital, Total Capital, Operating EBITDA and Operating Ratios - Non-GAAP(1)
($ in millions)Three Months Ended 
 March 31,
 2019 2018
Invested Capital(1)
$297.6
 $281.5
Total Capital(1)
$465.2
 $441.5
    
Operating EBITDA drivers:   
Underwriting$9.8
 $9.2
Investments3.9
 4.1
Specialty Insurance Operating EBITDA(1)
$13.7
 $13.3
Insurance operating ratios:   
Combined ratio93.5% 93.8%
(1) For further information relating to the Company’s Operating EBITDA, Invested and Total Capital, adjusted combined ratio, and Net Portfolio Income (Loss), including a reconciliation to GAAP financials, see “—Non-GAAP Reconciliations.”

The combined ratio was 93.5% for the ninethree months ended September 30, 2017, up $21.9 million period-over-period. The increase in net losses overMarch 31, 2019, compared to 93.8% for the prior year period was a function of growthperiod. The combined ratio from 2015-2018 averaged 91.0%. The increase from our four-year average in earned premiums, including the contract assumptions mentioned above, partially offset by lower claims in mobile devices consistent with the decline in written premiums.

Commission expense, excluding the impacts of VOBA, was $178.3 million for the nine months ended September 30, 2017, up $76.9 million,recent quarters has been driven primarily by our investment in new products and geographies which we believe will result in premium growth in future periods. See “—Specialty Insurance Investment Portfolio” for further discussion of the increase in retention of credit insurance products, partially offset by declines in commissions relatedinvestment results and “—Non-GAAP Reconciliations” for a reconciliation to the mobile protection and other warranty products.GAAP pre-tax income.

Specialty Insurance Investment Portfolio

TheOur investment portfolio consists of assets contributed by Tiptree, cash generated from operations, and from written premiums. The investment portfolio of our regulated insurance companies, captive reinsurance company and warranty business areis subject to different regulatory considerations, including with respect to types of assets, concentration limits, affiliate transactions and the use of leverage. Our investment strategy is designed to achieve attractive risk-adjusted returns over the entire investment horizon across select asset classes, sectors and geographies while maintaining adequate liquidity to meet our claims payment obligations. As such, volatility from realized and unrealized gains and losses may impact period-over-period performance. Unrealized gains and losses on equity securities and loans held at fair value impact current period net income, while unrealized gains and losses on available for sale securities impact AOCI.

In managing our investment portfolio, we analyze net investments and net portfolio income, which are non-GAAP measures. Our presentation of net investments equals total investments plus cash and cash equivalents minus asset based financing related to certain investments. Our presentation of net portfolio income equals net investment income plus realized and unrealized gains and losses, excluding unrealized gains and losses on securities which are taken to AOCI, and minus interest expense associated with asset based financing of investments. Net investments and net portfolio income are used to calculate average annualized yield, which is one of the measures management uses to analyze the profitability of our investment portfolio. Management believes this information on a cumulative basis is useful since it allows investors to evaluate the performance of our investment portfolio based on the capital at risk and on a non-consolidated basis. Our calculation of net investments and net

9




portfolio income may differ from similarly titled non-GAAP financial measures used by other companies. Net investments and net portfolio income are not measures of financial performance or liquidity under GAAP and should not be considered a substitute for total investments or net investment income. See “Non-GAAP Reconciliations” for a reconciliation to GAAP total investments and investment income.


Specialty Insurance Investment Portfolio - Non-GAAP
($ in thousands)  As of September 30,
($ in millions)As of March 31,

    2017
20162019 2018
Cash and cash equivalents (1)
   
$60,199

$4,402
$61.1
 $29.1
Available for sale securities, at fair value   
164,093

137,195
283.9
 212.8
Equity securities, trading, at fair value   
28,106

44,670
Equity securities27.0
 34.3
Loans, at fair value (2)
   
84,493

101,383
71.6
 90.0
Real estate, net   
23,106

10,233
9.9
 16.8
Other investments   
3,956

4,012
8.9
 16.7
Net investments   
$363,953

$301,895
$462.4
 $399.7
          
(1) Cash and cash equivalents, plus restricted cash, net of due from/due to brokers on consolidated loan funds, see “—Non-GAAP Reconciliations”, for a reconciliation to GAAP financials.
(2) Loans, at fair value, net of asset based debt, see “—Non-GAAP Reconciliations”, for a reconciliation to GAAP financials.
(2) Loans, at fair value, net of asset based debt, see “—Non-GAAP Reconciliations”, for a reconciliation to GAAP financials.
(2) Loans, at fair value, net of asset based debt, see “—Non-GAAP Reconciliations”, for a reconciliation to GAAP financials.
Specialty Insurance Net Investment Portfolio Income - Non-GAAP








   
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,
($ in millions)Three Months Ended 
 March 31,
2017
2016 2017
20162019 2018
Net investment income$3,840

$3,307

$12,032
 $8,409
$4.3
 $4.2
Realized gains (losses)1,462

1,056

6,425

4,187
0.2
 5.1
Unrealized gains (losses)(10,016)
2,689

(20,042)
8,580
1.9
 (8.5)
Interest expense(1,678)
(697)
(5,143)
(1,708)(0.6) (1.2)
Net portfolio income$(6,392)
$6,355

$(6,728)
$19,468
Net portfolio income (loss)$5.8
 $(0.4)
Average Annualized Yield % (1)
(7.2)%
8.3%
(3.7)%
8.5%5.0% (0.4)%
(1) Average Annualized Yield % represents the ratio of annualized net investment income, realized and unrealized gains (losses) less investment portfolio interest expense to the average of the prior two quarters total investments less investment portfolio debt plus cash, but does not reflect the cumulative return on the portfolio.

Net investments of $364.0$462.4 million have grown 20.6%15.7% from September 30, 2016March 31, 2018 through a combination of internalorganic growth in written premiums and increased retention of premiums written, and assets contributed by the Company to further capitalize Fortegra.retention.

Our net investment income includes interest dividends and rental income,dividends, net of investment expenses, on our invested assets. Our loans, at fair value, are generally floating rate and therefore earn LIBOR plus a spread. Generally, our interest income on those loans will increase in a rising interest rate environment, or decrease in a declining rate environment, subject to any LIBOR floors. Our held to maturity investments generally carry fixed coupons, which can impact our returns on investment. We report net realized gains and losses on our investments separately from our net investment income. Net realized gains occur when we sell our investment securities for more than their costs or amortized costs, as applicable. Net realized losses occur when we sell our investment securities for less than their costs or amortized costs, as applicable, or we write down the investment securities as a result of other-than-temporary impairment. We report net unrealized gains (losses)and losses on securities classified as available-for-sale separately within accumulated other comprehensive income on our balance sheet. For loans, at fair value, and equity securities, classified as trading securities, we report unrealized gains (losses)and losses within net realized gains (losses)and losses on investment on the condensed consolidated statement of income. The treatment of loans at fair value, primarily related to our credit asset investments and non-performing loans, and equity securities, is currently different from most other insurance companies.

For the three months ended September 30, 2017,March 31, 2019, the net investment portfolio lossincome was $6.4$5.8 million compared to $6.4a loss of $0.4 million of income in the comparable 20162018 period. The declineNet investment income was $4.3 million, up $0.1 million, or 2.4% from 2018, driven by $10.0 million of unrealized losses in the 2017 period compared to $2.7 million of unrealized gains in the 2016 period of which $11.1 million of unrealized losses were attributable to fair market valuations on publicly traded equity positions. This decline was partially offsetprimarily by increases in net investment income of $0.5 million asinvestments. For the loans,three months ended March 31, 2019, fair market value changes on equities resulted in unrealized and real estate continue to yield positive interest, dividend and rental income, along with increases in realized gains of $0.4 million primarily from gains on sales of our non-performing residential loans.

For the nine months ended September 30, 2017, the net investment portfolio loss was $6.7$1.8 million compared to $19.5losses of $5.5 million of income in the comparable 20162018 period. The average annualized yield for the nine months declinedyear improved from 8.5% in 2016 to (3.7)(0.4)% in 2017 as a result of year2018 to date unrealized losses of $20.0 million compared to unrealized gains of $8.6 million5.0% in 2016. For the nine month period, fair market valuation on equities resulted in $21.2 million of unrealized losses. In addition, interest expense increased by $3.4 million as2019. The improvement was a result of increased borrowings on credit asset investments and non-performing loans. Those factors were partially offset by increases in net investment income, of $3.6 million, aslower asset-based interest and dividend payments improved year-over-year,expense, and realized

10




and unrealized gains improved by $2.2 million, from gains on sales of our non-performing residential loans.compared to losses in the prior year.

Asset ManagementTiptree Capital

Tiptree Capital consists of our non-insurance operating businesses and investments. As of March 31, 2019, Tiptree Capital includes our asset management, mortgage and shipping operations, and other investments (including our Invesque shares). We manage Tiptree Capital on a total return basis, balancing current cash flow and long-term value appreciation.

The Company’s asset management segmentfollowing table summarizes total revenues, pre-tax income from continuing and discontinued operations from Tiptree Capital.


Operating Results
($ in millions)Three Months Ended 
 March 31,
 2019 2018
Total revenues$29.3
 $18.1
Pre-tax income (loss) from continuing operations$5.9
 $(1.7)
Pre-tax income (loss) from discontinued operations$
 $46.8
Drivers of pre-tax income from continuing and discontinued operations
($ in millions)Three Months Ended 
 March 31,
 2019 2018
Asset management fees and credit investments$0.5
 $0.9
Shipping0.5
 (0.8)
Specialty finance and other0.3
 (0.1)
Senior Living:   
Invesque(1)
4.6
 (1.6)
Care - discontinued operations(2)

 46.8
(1) Includes $2.5 million of dividends and $2.1 million of unrealized gains within Tiptree Capital for the three months ended March 31, 2019.
(2) Discontinued operations related to Care for the three months ended March 31, 2018 includes $46.2 million pre-tax gain on sale of Care.

Results from Continuing Operations

Tiptree Capital earns revenues from net interest income; mortgage gains and fees; management fees from CLOs under management, including management fees,management; distributions, and realized and unrealized gains on the Company’s investment holdings (primarily Invesque).

Revenues for the three months ended March 31, 2019 were $29.3 million, an increase of CLO subordinated notes. Also included$11.2 million from the prior year period. The increase was primarily driven by unrealized gains in the segment are2019 period compared to unrealized losses in the 2018 period. Pre-tax income from continuing operations for the three months ended March 31, 2019 was $5.9 million compared to a loss of $1.7 million in the 2018 period. For the three months ended March 31, 2019, we received $2.5 million of dividends from Invesque and $2.1 million of unrealized gains compared to $1.7 million of dividends and $3.2 million of unrealized losses in the 2018 period. Additionally, pre-tax income from our shipping operations improved by $1.3 million period-over-period primarily driven by increased revenues and non-repeat start-up expenses impacting the 2018 period.

Results from Discontinued Operations

Discontinued Operations includes the results from Care, previously reported in the Senior Living segment. In the three months ended March 31, 2018, pre-tax income was $46.8 million which included a $46.2 million gain on sale of Care.

Tiptree Capital - Invested Capital and Operating EBITDA - Non-GAAP(1)
($ in millions)
Invested Capital(1)
 
Operating EBITDA(1)
 2019 2018 2019 2018
Asset management fees and credit investments(2)
$2.4
 $4.2
 $0.6
 $0.9
Senior living (Invesque) (3)
97.5
 105.9
 2.5
 2.3
Shipping48.7
 
 1.1
 
Specialty finance and other27.3
 41.3
 0.5
 0.1
Tiptree Capital$175.9
 $151.4
 $4.7
 $3.3
(1) For information relating to Invested Capital and Operating EBITDA, including a reconciliation to GAAP financials, see “—Non-GAAP Reconciliations.”
(2) Includes management and incentive fees investment earnings and costs associated with our legacy tax-exempt securities business, CLO warehouse facilities and our credit hedging strategies. Asnet of September 30, 2017, total fee earning AUM was $1.6 billion, which was downoperating expenses including compensation.
(3) Includes discontinued operations related to Care in 2018. For more information, see “Note—(3) Dispositions, Assets Held for Sale & Discontinued Operations.”

Invested Capital

Invested Capital increased from $1.9 billion as of September 30, 2016 as the run-off in our older CLOs have not been replaced with new AUM. Total investment in CLO subordinated notes and management fee participation rights, at fair market value, as of September 30, 2017 was $20.2 million, down from $52.4$151.4 million as of September 30, 2016. In January 2017,March 31, 2018 to $175.9 million as of March 31, 2019. On February 1, 2018, we completed the Company sold its investment in Telos 5 forsale of Care to Invesque. We received consideration of $15.916.6 million shares of which resulted13.7 million shares are held as equity securities in deconsolidation for the 2017 period. In August 2017, the Company liquidated Telos 7 for $21.9Tiptree Capital, and 2.9 million which resulted in deconsolidation of the assets and liabilities. Many of the Telos 7 assets were sold to a refinanced Telos 3. For risk retention purposes, we purchased a vertical tranche of Telos 3shares are held in the insurance investment portfolio. In 2018,

we invested approximately $50 million into three unlevered vessels which are reported in other investments. As a result of the investments in Tiptree Capital and capital returned to shareholders in 2018 and early 2019, cash held at Tiptree corporate decreased from $48.4 million as of March 31, 2018 to $22.7 million as of March 31, 2019.

Operating Results
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,

2017 2016 2017 2016
Revenues:       
Net realized and unrealized gains (losses)$(349) $695
 $839
 $226
Management fee income1,541
 3,839
 6,578
 7,497
Other income256
 212
 822
 3,031
Total revenue$1,448
 $4,746
 $8,239
 $10,754

       
Expenses:       
Employee compensation and benefits889
 2,267
 3,953
 4,861
Interest expense5
 
 7
 746
Other expenses164
 36
 589
 524
Total expenses$1,058
 $2,303
 $4,549
 $6,131
Net income attributable to consolidated CLOs2,583
 4,032
 9,393
 10,049
Pre-tax income (loss)$2,973
 $6,475
 $13,083
 $14,672

ResultsEBITDA

For the three months ended September 30, 2017, pre-tax income was $3.0 million, downMarch 31, 2019, Operating EBITDA increased from $6.5$3.3 million in the prior year period. This decline was driven by reduced income from consolidated CLOs, primarily related2018 period to reductions in distributions on the subordinated notes as a result of sales and liquidation, and reduced management and incentive fees from our older vintage CLOs. This was partially offset by favorable realized gains on the liquidation of Telos 7 (which is embedded$4.7 million in the net2019 period. The key drivers of Operating EBITDA were the same factors which impacted pre-tax income attributablein addition to consolidated CLOs) and reduced incentive compensation expense.

Pre-tax income was $13.1 million for the nine months ended September 30, 2017 compared to $14.7 million for the 2016 period, a decrease of $1.6 million primarily driven by declining management fees on older vintage CLOs and reduced subordinated note distributions as our investments declined. Expenses for the 2017 period were $4.5 million compared to $6.1 million for the 2016 period, primarily driven by decreases in interest expense associated with the Telos 7 warehouse and decreases in employee incentive compensation as management and incentive fees decreased period-over-period. Net income attributable to consolidated CLOs was down $0.7 million primarily due to reductions in subordinated note distributions, partially offset by favorable fair value marksincreased depreciation on our CLO subordinated notes in the 2017 period as compared to the 2016 period.

Operating Results - Non-GAAP

As Adjusted Revenues

Asset management as adjusted revenues include revenues from CLOs, legacy tax-exempt securities business, CLO warehouse facilities and our credit hedging strategies. The Company earns revenues from CLOs under management, whether consolidated or deconsolidated, which include fees earned for managing the CLOs, distributions received from the Company’s holdings of subordinated notes issued by the CLOs and realized and unrealized gains and losses from the Company’s holdings of subordinated notes. The revenue associated with the management fees and distributions earned and gains and losses on the subordinated notes attributable to the consolidated CLOs are reported as “net income (loss) attributable to the consolidated CLOs” in the Company’s financial statements.

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The table below shows the Company’s share of the results attributable to the CLOs which were consolidated, on a deconsolidated basis. This presentation is a non-GAAP measure. Management believes this information is helpful for period-over-period comparative purposes as certain of our CLOs were consolidated for only some of the periods presented below. In addition, the Non-GAAP presentation allows investors the ability to calculate management fees as a percent of AUM, a common measure used by investors to evaluate asset managers, and which is one of the performance measures upon which management is compensated. While consolidation versus deconsolidation impacts the presentation of revenues, it does not impact expenses or pre-tax income.shipping investments. See “— Non-GAAP Reconciliations” for a reconciliation to GAAP revenues.net income.

As Adjusted Revenues (1)
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
As Adjusted Revenues:       
Management fees$1,852

$4,582
 $7,616
 $9,666
Distributions2,168

4,368
 6,560
 11,058
Realized and unrealized gains (losses)11

(339) 3,443
 (2,824)
Other income

167
 13
 2,903
Total as adjusted revenues$4,031

$8,778
 $17,632
 $20,803
(1)
For further information relating to the Asset Management as adjusted revenues, including a reconciliation to GAAP revenues, see “Non-GAAP Reconciliations”.

Fee earning AUM has declined as older CLO vintages run-off, which has resulted in reduced base management fees. Incentive fees have decreased as performance fees within the Telos 1 and 2 CLOs run-off. Our investments in subordinated notes of the CLOs have also declined, which resulted in lower distributions period-over-period. Realized and unrealized gains were favorable as a result of the gain on sale of Telos 5 and Telos 7, and unrealized mark to market gains on our remaining CLO subordinated notes and other investments for year to date 2017 as compared to an unrealized loss in the 2016 period. Other income includes legacy tax-exempt securities, CLO warehouse facilities and our credit hedging strategies which declined year-over-year as those products were in place in the 2016 period and not in the 2017 period.

For the three months ended September 30, 2017, as adjusted revenues were $4.0 million compared to $8.8 million for the same period in 2016. The decrease was driven primarily by reductions in base management and incentive fees of $2.7 million, and lower distributions of $2.2 million and other income of $0.2 million, partially offset by improved realized and unrealized gains on CLO subordinated notes and other investments of $0.4 million.

For the nine months ended September 30, 2017, as adjusted revenues were $17.6 million compared to $20.8 million for the same period in 2016. The decrease was driven primarily by reductions in base management and incentive fees of $2.1 million, and lower distributions of $4.5 million and other income of $2.9 million, partially offset by favorable realized and unrealized gains on CLO subordinated notes and other investments of $6.3 million.

Adjusted EBITDA

Adjusted EBITDA was $3.0 millionand$13.1 million for the three and nine months ended September 30, 2017, respectively, compared to $6.5 million and $14.7 million for the comparable prior year periods. The decrease for both the quarter and for the year to date was driven by the same factors discussed above under “Results.” See “Non-GAAP Reconciliations” for a reconciliation to GAAP pre-tax income.

Senior Living

We operate our senior living segment through Care which is focused on investing in seniors housing properties including senior apartments, independent living, assisted living, memory care and to a lesser extent, skilled nursing facilities. As of September 30, 2017, Care’s portfolio consists of 40 properties across 10 states primarily in the Mid-Atlantic and Southern United States comprised of 22 Triple Net Lease (“NNN”) Properties and 18 Managed Properties. Additionally, Care manages one property within our specialty insurance investment portfolio on behalf of Fortegra.

In Triple Net Lease Properties, we own between 90-100% of the real estate and enter into a long term lease with an operator who is typically responsible for bearing operating costs, including maintenance, utilities, taxes, insurance, repairs and capital improvements. The operations of the Triple Net Lease Properties are not consolidated since we do not manage or own the underlying operations. For Triple Net Lease Properties’ operations, we recognize primarily rental income from the lease since substantially all expenses are passed through to the tenant. In Managed Properties, we generally own between 65-90% of both the real estate and the operations with affiliates of the management company owning the remainder. We therefore consolidate all of the assets, liabilities,

12




income and expense of the Managed Properties operations in segment reporting. For the three and nine months ended September 30, 2017 and 2016, operating results include amounts attributable to non-controlling interests related to our Managed Properties.

Operating Results
Corporate
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Revenues:       
Net realized and unrealized gains (losses)$
 $51
 $
 $
Rental and related revenue19,170
 15,371
 54,819
 43,389
Other income413
 273
 1,108
 815
Total revenue$19,583
 $15,695
 $55,927
 $44,204
        
Expenses:       
Employee compensation and benefits7,723
 6,270
 22,499
 17,661
Interest expense3,609
 2,271
 9,309
 6,220
Depreciation and amortization expenses4,369
 3,094
 13,350
 10,634
Other expenses5,417
 4,533
 16,128
 15,176
Total expenses$21,118
 $16,168
 $61,286
 $49,691
Pre-tax income (loss)$(1,535) $(473) $(5,359) $(5,487)

($ in millions)Three Months Ended 
 March 31,
 2019 2018
Employee compensation and benefits$1.8
 $1.4
Employee incentive compensation expense2.0
 2.3
Interest expense1.6
 0.6
Depreciation and amortization expenses0.1
 0.1
Other expenses3.4
 2.3
Total expenses$8.9
 $6.7
Results

In 2017, twelve properties were acquired (two Managed Properties and ten Triple Net Lease Properties) for an aggregate purchase price of $80.7 million, bringing our total purchase priceCorporate expenses include expenses of the 40 properties to $407.6 million, excluding transaction costs. Ten of those properties were acquired in the second quarter of 2017. For the three months ended September 30, 2017, our senior living segment incurred a pre-tax loss of $1.5 million compared with a pre-tax loss of $0.5 millionholding company for the same period in 2016. For the nine months ended September 30, 2017, we incurred a pre-tax loss of $5.4 million compared with a pre-tax loss of $5.5 million for the same period in 2016. The properties acquired in the last twelve months have generated higher rental and related revenue year-over-year, however the higher revenues have been offset by additional expenses as a consequence of the acquisition of these properties. For the three months ended September 30, 2017, the additional operating costs, interest, expense, and depreciation and amortization outpaced the incremental revenues from the acquired properties. For the nine months ended September 30, 2017, the primary driver of the lower loss compared to 2016 was an unrealized expense of $1.4 million related to interest rate swaps in the first quarter of 2016.

Revenues

Revenues were $19.6 million for the three months ended September 30, 2017, compared with $15.7 million for the 2016 period, an increase of $3.9 million, or 24.8%. The increase in rental and related revenue was primarily due to the fourteen properties acquired over the last twelve months (three Managed Properties, eleven Triple Net Leases). For the nine months ended September 30, 2017, revenues were $55.9 million compared with $44.2 million for the 2016 period, an increase of $11.7 million, or 26.5%. The increase in rental and related revenue was primarily due to the facilities acquired since the first quarter of 2016, including twelve properties acquired in 2017 and four properties acquired in 2016. The three and nine month revenues increases as a result of acquisitions were partially offset by declining rental and related income resulting from reduced occupancy levels in 2016 at properties undergoing renovations and capital upgrades. These upgrades were completed in the first quarter of 2017, but occupancy and rental income has not yet recovered to stabilized levels.

Expenses

Expenses are comprised of interest expenses on borrowings, payroll expenses (including employees of the managers at each of Care’s Managed Properties), professional fees, depreciation and amortization of properties and leases acquired and other expenses.

Expenses for the three months ended September 30, 2017 were $21.1 million, compared with $16.2 million for 2016, an increase of $5.0 million, or 30.6%. The primary increases period-over-period primarily related to acquired properties and include property operating expenses of $2.1 million (including employee compensation and benefits, and other expenses at the managed properties), interest expense of $1.3 million, depreciation and amortization expenses of $1.3 million, and payroll and other costs of $0.2 million. The increase in property operating expenses was primarily attributable to consolidation of the expenses of the three Managed Properties acquired in the last twelve months.


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Expenses for the nine months ended September 30, 2017 were $61.3 million, compared with $49.7 million for 2016, an increase of $11.6 million, or 23.3%. The primary increases period-over-period include property operating expenses of $7.0 million (including employee compensation and benefits and other expenses at the managed properties), interest expense of $3.1 million and depreciation and amortization expenses of $2.7 million. The increase in property operating expenses was primarily attributable to consolidation of the expenses of the two Managed Properties acquired in the first quarter of 2016 and the three Managed Properties acquired in the last fifteen months.

The Company is party to interest rate swaps in order to hedge interest rate exposure associated with its real estate holdings. These instruments swap fixed to floating rate cash streams in order to maintain the economics on the mortgage debt. As a result of movements in interest rates in the three months ended March 31, 2016, an unrealized loss was recorded in other expenses for $1.4 million for swaps that had not been previously designated as hedging relationships, which is an offsetting factor in the year-over-year increase in other expenses.

Operating Results - Non-GAAP

Segment NOI

In addition to Adjusted EBITDA, we also evaluate performance of our senior living segment based on net operating income (“NOI”), which is a non-GAAP measure. NOI is a common non-GAAP measure in the real estate industry used to evaluate property level operations. We consider NOI an important supplemental measure to evaluate the operating performance of our senior living segment because it allows investors, analysts and our management to assess our unlevered property-level operating results and to compare our operating results between periods and to the operating results of other senior living companies on a consistent basis. Agreements with our operators are structured such that they are incentivized to grow NOI, and it is a significant component in determining the compensation paid to Care’s management team. We define NOI as rental and related revenue less property operating expense. Property operating expenses and resident fees and services are not relevant to Triple Net Lease Properties since we do not manage the underlying operations and substantially all expenses are passed through to the tenant. Our calculation of NOI may differ from similarly titled non-GAAP financial measures used by other companies. NOI is not a measure of financial performance or liquidity under GAAP and should not be considered a substitute for pre-tax income.

Product NOI - Non-GAAP (1)
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Triple Net Leases$3,371
 $1,844
 $8,218
 $5,533
Managed Properties4,071
 3,927
 12,024
 10,256
Segment NOI$7,442
 $5,771
 $20,242
 $15,789
        
Managed Property NOI Margin % (2)
25.8% 29.0% 25.8% 27.1%
(1)
For further information relating to the Senior Living NOI, including a reconciliation to GAAP pre-tax income, see “—Non-GAAP Reconciliations.”
(2)NOI Margin % is the relationship between Managed Property segment NOI and Rental and related revenue.

NOI was $7.4 million for the three months ended September 30, 2017, compared with $5.8 million in the prior year period, an increase of $1.7 million, or 29.0%. For the nine months ended September 30, 2017, NOI was $20.2 million, compared with $15.8 million in the prior year period, an increase of $4.5 million, or 28.2%. The primary drivers of improvement in NOI in both periods was an increase in rental revenue from newly acquired properties partially offset by the associated increase in property operating expenses. Several of our recent acquisitions included properties that the Company and its operating partners are enhancing through renovation projects and other capital upgrades in an effort to grow revenue and to allow them to operate more efficiently. As indicated in the table above, NOI margins on Managed Properties declined from 29.0% to 25.8% for the three months year-over-year and 27.1% to 25.8% for the nine months year-over-year. This decline was a result of dampened revenues as occupancy declined during these periods of renovation and capital upgrades, with the resulting ramp up of leasing revenues post-upgrade not yet completed. As the more recently acquired facilities ramp up and stabilize, we expect our results to reflect additional NOI margin improvements.

Adjusted EBITDA

Adjusted EBITDA was $2.9 million and $8.3 million for the three and nine months ended September 30, 2017, respectively, compared to $2.9 million and $7.2 million in the three and nine months ended September 30, 2016, driven primarily by increases in NOI partially offset by increased interest expense on new acquisitions. See “Non-GAAP Reconciliations” for a reconciliation to GAAP pre-tax income.



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Specialty Finance

The specialty finance segment is comprised of our mortgage origination business, including, Reliance, which is 100% owned by us and Reliance management, and Luxury, which is 67.5% owned by us, and the lending operations of Siena, a commercial asset-based finance company, which is 62% owned by us.

Operating Results
($ in thousands) Three Months Ended September 30, Nine Months Ended September 30,

 2017 2016 2017 2016
Revenues:        
Net realized and unrealized gains (losses) $16,700
 $21,682
 $48,029
 $49,499
Other income 8,276
 7,331
 22,296
 18,291
Total revenue $24,976
 $29,013
 $70,325
 $67,790

        
Expenses:        
Employee compensation and benefits 14,631
 16,865
 42,434
 41,801
Interest expense 1,949
 1,932
 4,743
 4,352
Depreciation and amortization expenses 209
 248
 620
 665
Other expenses 5,592
 5,787
 19,899
 15,462
Total expenses $22,381
 $24,832
 $67,696
 $62,280
Pre-tax income (loss) $2,595
 $4,181
 $2,629
 $5,510

Results

For the three months ended September 30, 2017, the specialty finance segment contributed pre-tax income of $2.6 million compared with pre-tax income of $4.2 million for the comparable 2016 period. For the nine months ended September 30, 2017, pre-tax income was $2.6 million compared with $5.5 million for the comparable 2016 period. Expenses decreased by $2.5 million for the three months ended September 30, 2017 as result of lower mortgage production volumes which impacted employee compensation and benefits. In the nine months ended September 30, 2017, expenses increased by $5.4 million driven primarily by the $3.0 million increase in fair value of the contingent earn-out liability in connection with our acquisition of Reliance, which in turn was driven by their improved performance. In addition, since the contingent earn-out is payable in Tiptree stock, its fair value increases as Tiptree’s stock price improves. This was partially offset by improved underlying performance driven by increased net revenue margins on mortgage originations volume and higher earning assets in the commercial lending businesses.

Revenues

Revenues are comprised of gain on sale of mortgages originated and sold to investors, gains and losses on the mortgage pipeline of interest rate lock commitments and mortgage loans held for sale and their associated hedges, and net interest income and fees associated with our commercial asset-based lending products and the mortgage origination business.

Revenues decreased from $29.0 million in three months ended September 30, 2016 to $25.0 million in the comparable 2017 period. Mortgage origination volume declined 23.8% from $565.8 million for the three months ended September 30, 2016 to $431.2 million for three months ended September 30, 2017, which was partially offset by 31.2 basis points improvement in net revenue margins year-over-year. Commercial lending grew with average earning assets of $138.7 million in the three months ended September 30, 2017, compared with $90.6 million in the three months ended September 30, 2016, an increase of 53.1%.

Revenues increased from $67.8 million in nine months ended September 30, 2016 to $70.3 million in the 2017 period, primarily driven by higher margins on relatively stable mortgage volume and increased commercial lending originations volume. Mortgage origination volume declined 10.9% from $1.3 billion for the nine months ended September 30, 2016 to $1.2 billion for nine months ended September 30, 2017 which was more than offset by 53.1 basis points improvement in net revenue margins year-over-year. This was primarily a result of the change in product mix towards higher margin government and agency products. In addition, commercial asset-based lending grew with average earning assets of $117.1 million in the nine months ended September 30, 2017, compared with $72.8 million in the prior year period, an increase of 60.9%. The improvement in commercial asset-based lending was driven by increased loan originations and higher utilization rates of facilities by borrowers which increased interest income and loan fees, reported in other income.


15




Expenses

Lower revenues were offset by lower expenses, which decreased from $24.8 million for the three months ended September 30, 2016 to $22.4 million for three months ended September 30, 2017. Higher revenues in the nine months ended September 30, 2017 were offset by higher expenses which increased from $62.3 million for the nine months ended September 30, 2016 to $67.7 million in the comparable period in 2017. Expenses are composed of payroll and employee commissions, interest expense, professional fees, fair value changes to the contingent earn-out liability in connection with our acquisition of Reliance and other expenses. In addition to the Reliance earn-out increase, expenses were higher in the nine month 2017 period from higher payroll and employee commissions as underlying business performance improved.

Operating Results - Non GAAP

Adjusted EBITDA

Adjusted EBITDA was $2.4 millionand$6.3 million for the three and nine months ended September 30, 2017, respectively, compared to $4.5 million and $6.3 million for the comparable prior year periods. The decrease in the three month period was driven by the same factors discussed above under “Results”, combined with the add-back of the change in fair value for earn-out liability at Reliance in each respective period. See “Non-GAAP Reconciliations” for a reconciliation to GAAP pre-tax income.

Corporate and Other

Corporate and other incorporates revenues from non-core legacy principal investments and expenses including interest expense on the holding company credit facility and employee compensation and benefits, and other expenses.

Operating Results
($ in thousands)Three Months Ended September 30, Nine Months Ended September 30,

2017 2016 2017 2016
Revenues:       
Net realized and unrealized gains (losses)$(271) $42
 $(67) $3,462
Other income69
 34
 142
 106
Total revenue$(202) $76
 $75
 $3,568

    
 
Expenses:    
 
Employee compensation and benefits3,280
 4,185
 9,751
 9,787
Interest expense1,299
 1,314
 3,851
 3,434
Depreciation and amortization expenses63
 63
 186
 186
Other expenses2,274
 3,806
 8,485
 12,912
Total expenses$6,916
 $9,368
 $22,273
 $26,319
Pre-tax income (loss)$(7,118) $(9,292) $(22,198) $(22,751)

Results

For the three months ended September 30, 2017, the Company recorded a loss of $7.1 million compared with a loss of $9.3 million for the 2016 period, an increase in pre-tax income of $2.2 million. For the nine months ended September 30, 2017, the Company recorded a loss of $22.2 million compared with a loss of $22.8 million for the 2016 period, a lower pre-tax loss of $0.6 million. The key drivers of year-over-year improvement in the nine month period were decreases in total corporate expenses of $4.0 million primarily related to reduced professional fees, partially offset by $3.5 million of reduced revenues in the 2016 period from realized gains on the sale of certain legacy principal investments which did not repeat in 2017.

Expenses include holding company interest expense, employee compensation and benefits, and other expenses.costs. Corporate employee compensation and benefits expense includes the expense of management, legal and accounting staff. Other expenses primarily consisted of audit and professional fees, insurance, office rent and other related expenses.

Employee compensation and benefits, were $3.3including incentive compensation expense, increased $0.1 million infor the three months ended September 30, 2017,March 31, 2019 compared to $4.2 million for the 2016 period. For the nine months ended September 30, 2017,2018 period driven by employee compensation and benefits were $9.8 million compared to $9.8 million in the nine months ended September 30, 2016, as corporate staff increased from our efforts to improve our reporting and controls infrastructure, which was offset by lower accrued incentive compensation.


16




benefit expenses. Interest expense was $1.3 million infor the three months ended September 30, 2017,March 31, 2019 was $1.6 million, an increase of $1.0 million driven by increased average borrowings and higher LIBOR. As of March 31, 2019, the outstanding borrowings were $71.1 million compared to $1.3$28.0 million in the 2016 period. Interest expense was $3.9 million in the nine months ended September 30, 2017, compared to $3.4 million in the nine months ended September 30, 2016. The increase in interest expense for the nine months was related to increased borrowings on the Fortress credit facility year-over-year.

at March 31, 2018. Other expenses were $3.4 million for the 2019 period as compared to $2.3 million in the three months ended September 30, 2017 as compared to $3.8 million in the 2016 period. For the nine months ended September 30, 2017, other expenses were $8.5 million as compared to $12.9 million in 2016.2018. The year-over-year decrease of $4.4 million in the nine monthsperiod-over-period increase was driven by reduced audit fee accrualsincreased rent expense and external consulting spend as a result of our improved reporting and controls infrastructure. Included within the year-to-date 2017 results were approximately $1.0$0.7 million of expenses primarilytransaction related to the delayed filing of the first quarter Form 10-Q.

Operating Results - Non-GAAP

Adjusted EBITDA

Adjusted EBITDA was a loss of $5.8 million and $19.9 million for the three and nine months ended September 30, 2017, respectively, compared to a loss of $7.9 million and $20.9 million in the comparable prior year periods. The improvement in Adjusted EBITDA for the three and nine month periods were driven by the same factors that impacted pre-tax income. See “Non-GAAP Reconciliations” for a reconciliation to GAAP pre-tax income.expenses.

Provision for income taxes

Provision for income taxes - Total Operations

The total income tax benefit of $2.8 million and expense of $5.3$0.9 million for the ninethree months ended September 30, 2017March 31, 2019 and 2016, respectively,total income tax expense of $10.8 million for the three months ended March 31, 2018 is reflected as a component of net income. Below is a table that breaks downincome (loss). For the components ofthree months ended March 31, 2019, the Company’s effective tax rate (“ETR”).
 Three Months Ended September 30, Nine Months Ended September 30,
 2017 2016 2017 2016
Statutory rate35.0 % 35.0 % 35.0 % 35.0 %
Impact of state tax and permanent items3.8
 (2.2) 4.0
 (0.9)
Impact of non-controlling interests(0.7) (1.2) 2.9
 (0.6)
Impact of restructuring
 
 
 (14.7)
Impact of Reliance contingent liability valuation4.5
 
 (10.5) 
Impact of other discrete(4.8) 0.7
 (4.1) 0.4
ETR37.8 % 32.3 % 27.3 % 19.2 %

For the three months ended September 30, 2017, the Company’s ETR was equal to 37.8%16.6%, which does not bear a customary relationship to the U.S. federal statutory income tax rate. The effective rate for the three months ended March 31, 2019 is lower than the U.S. federal statutory income tax rate of 21%, primarily from the impact of the dividends received deduction and other discrete items, partially offset by state taxes and the impact of foreign operations. For the three months ended September 30, 2016,March 31, 2018, the Company’s ETReffective tax rate was equal to 32.3%27.1%, which does not bear a customary relationship to the U.S. federal statutory income tax rate.

For The effective rate for the ninethree months ended September 30, 2017,March 31, 2018 is higher than the Company’s ETR was equal to 27.3% which is lower than theU.S. federal statutory income tax rate of 21%, primarily duefrom state taxes on the gain on sale of Care.

Provision for income taxes - Continuing Operations

The Company had a change in fair valuetax expense from continuing operations of a contingent consideration liability, an increase in a valuation allowance on net operating losses, and various other discrete items. The ETR$0.9 million for the ninethree months ended September 30, 2017 excludingMarch 31, 2019 as compared to a tax benefit from continuing operations of $1.6 million for the effect of discrete itemsthree months ended March 31, 2018. The effective tax rate on income from continuing operations for the three months ended March 31, 2019 was 28.1%, which is lower thanapproximately 16.6% compared to 22.3% for the three months ended March 31, 2018. Differences from the U.S. federal statutory income tax rate primarily due to a state tax benefit andfor the effect of non-controlling interests at certain subsidiaries. For the ninethree months ended September 30, 2016,March 31, 2019 and 2018 are primarily the Company’s ETR was equal to approximately 19.2%, which is lower thanresult of the federal statutory income tax rate primarily due to the impact of tax restructuring to create the consolidated group.dividends received deduction offset by other discrete items.

Balance Sheet Information - as of September 30, 2017March 31, 2019 compared to the year ended December 31, 20162018

Tiptree’s total assets were $2.4$1.8 billion as of September 30, 2017,March 31, 2019, compared to $2.9$1.9 billion as of December 31, 2016.2018. The $441.2$50.0 million decrease in assets is primarily attributable to decreases in assetsthe liquidation of consolidated CLOs, due to the deconsolidation of two CLOs during the nine months ended September 30, 2017 as a result of selling the subordinated notes. Additionally, loans at fair value and equity securities decreased, partially offset by increases in real estate from acquisitions inloan investments within our senior living segment, notes and accounts receivable and reinsurance receivable in our specialty insurance segment. In addition, the combination of unearned premiums and deferred revenues increased as a result of growth in written premiums and extending contract durations in the insurance business.investment portfolio.

Total stockholders’ equity of Tiptree was $292.0$394.6 million as of September 30, 2017March 31, 2019 compared to $293.4$399.3 million as of December 31, 2016,2018, primarily driven by the losses in the period, partiallynet income, which was more than offset by the net increase in equity outstanding as a result of the Tricadia

17




Option, net of the share re-purchase.stock repurchases and dividends. As of September 30, 2017March 31, 2019 there were 29,793,48134,505,781 shares of Tiptree Class A common stockCommon Stock outstanding net of Treasury shares held at a subsidiary, as compared to 28,387,61635,870,348 as of December 31, 2016, presented on the same basis.2018.

The following table is a summary of certain balance sheet information:
 As of March 31, 2019
 Specialty Insurance Tiptree Capital Corporate Total
Total assets$1,450.8
 $320.3
 $43.8
 $1,814.9
        
Corporate debt$167.6
 $
 $71.1
 $238.7
Asset based debt6.8
 45.7
 
 52.5
        
Tiptree Inc. stockholders’ equity$248.8
 $175.9
 $(41.1) $383.6
Non-controlling interests - Other8.8
 2.2
 
 11.0
Total stockholders’ equity$257.6
 $178.1
 $(41.1) $394.6

NON-GAAP RECONCILIATIONS

Adjusted EBITDA and AdjustedOperating EBITDA - Non-GAAP

The Company defines Adjusted EBITDA as GAAP net income of the Company adjusted to add consolidated(i) corporate interest expense, consolidated income taxes and consolidated depreciation and amortization expense, as presented in its financial statements and Adjusted EBITDA as EBITDA adjusted to (i) subtract interest expense on asset-specific debt incurred in the ordinary course of its subsidiaries’ business operations, (ii) adjust for the effect of purchase accounting, (iii) add back significant acquisition related costs, (iv) adjust for significant relocation costsnon-cash fair value adjustments, and (v)(iv) any significant one-timenon-recurring expenses. Operating EBITDA represents Adjusted EBITDA plus stock based compensation expense, less realized and unrealized gains and losses and less third party non-controlling interests. Operating EBITDA and Adjusted EBITDA are not measurements of financial performance or liquidity under GAAP and should not be considered as an alternative or substitute for GAAP net income.
($ in thousands)Three Months Ended September 30,
Nine Months Ended September 30,

2017 2016
2017
2016
Net income (loss) available to Class A common stockholders$(3,114)
$5,905

$(6,457)
$17,593
Add: net (loss) income attributable to noncontrolling interests(264)
1,933

(903)
4,680
Income (loss)$(3,378)
$7,838

$(7,360)
$22,273
Consolidated interest expense10,361

7,839

28,444

20,770
Consolidated income taxes(2,052)
3,712

(2,761)
5,298
Consolidated depreciation and amortization expense7,775

6,437

23,781

21,899
EBITDA$12,706

$25,826

$42,104

$70,240
Consolidated non-corporate and non-acquisition related interest expense(1)
(7,340)
(4,989)
(19,510)
(13,223)
Effects of Purchase Accounting (2)
(306)
(957)
(1,205)
(4,446)
Non-cash fair value adjustments (3)
(309)


3,378

1,416
Significant acquisition expenses (4)
25

248

302

631
Separation expense adjustments (5)




(1,736)
(1,736)
Adjusted EBITDA of the Company$4,776

$20,128

$23,333

$52,882
($ in millions)Three Months Ended 
 March 31,

2019 2018
Net income (loss) attributable to Common Stockholders$3.9
 $23.6
Add: net (loss) income attributable to noncontrolling interests0.4
 5.4
Less: net income from discontinued operations
 34.5
Income (loss) from continuing operations$4.3
 $(5.5)
Corporate Debt related interest expense(1)
5.0
 3.8
Consolidated income tax expense (benefit)0.9
 (1.6)
Depreciation and amortization expense(2)
3.0
 2.8
Non-cash fair value adjustments(3)
(0.6) 0.1
Non-recurring expenses(4)
2.0
 (0.3)
Adjusted EBITDA from continuing operations$14.6
 $(0.7)
Add: Stock-based compensation expense1.4
 1.2
Add: Vessel depreciation, net of capital expenditures0.6
 
Less: Realized and unrealized gain (loss)(5)
4.0
 (7.7)
Less: Third party non-controlling interests(6)

 (0.1)
Operating EBITDA from continuing operations$12.6
 $8.3


 
Income (loss) from discontinued operations$
 $34.5
Consolidated income tax expense (benefit)
 12.3
Non-cash fair value adjustments (3)

 (40.7)
Adjusted EBITDA from discontinued operations$
 $6.1
Less: Realized and unrealized gain (loss) (5)

 5.5
Operating EBITDA from discontinued operations$
 $0.6

($ in millions)Three Months Ended 
 March 31,

2019 2018
Total Adjusted EBITDA$14.6
 $5.4
Total Operating EBITDA$12.6
 $8.9

(1)The consolidated non-corporate and non-acquisition relatedCorporate Debt interest expense is subtracted from EBITDA to arrive at Adjusted EBITDA. This includes interestSecured corporate credit agreements, junior subordinated notes and preferred trust securities. Interest expense associated with asset-specific debt at subsidiaries in the specialty insurance and asset management, senior livingmortgage and specialty finance segments.other operations is not added-back for Adjusted EBITDA and Operating EBITDA.
(2)Represents total depreciation and amortization expense less purchase accounting amortization related adjustments at the Insurance Company. Following the purchase accounting adjustments, current period expenses associated with deferred costs were more favorably stated and current period income associated with deferred revenues were less favorably stated. Thus, the purchase accounting effect related to Fortegraour Insurance company increased EBITDA above what the historical basis of accounting would have generated. The impact of this purchase accounting adjustments have been reversed to reflect an adjusted EBITDA without such purchase accounting effect. The impact for the three months ended September 30, 2017 and 2016 was an effective increase to pre-tax earnings of $307 thousand and $408 thousand, respectively.
(3)For our senior living segment, Adjusted EBITDA excludes the impact of the change of fair value of interest rate swaps hedging the debt at the property level. For Reliance, within our specialty finance segment, Adjusted EBITDA excludes the impact of changes in contingent earn-outs. For our specialty insurance segment,operations, depreciation and amortization on senior living real estate that is within net investment income is added back to Adjusted EBITDA. For Care (Discontinued Operations), the reduction in EBITDA is related to accumulated depreciation and amortization, and certain operating expenses, which were previously included in Adjusted EBITDA in prior periods.
(4)Acquisition, start-up and disposition costs includeincluding debt extinguishment, legal, taxes, banker fees and other costs associated with senior living acquisitions in 2017 and 2016.
(5)Consists ofcosts. In 2018, includes payments pursuant to a separation agreement, dated as of November 10, 2015.
(5)Adjustment excludes Mortgage realized and unrealized gains and losses - Performing and NPLs as those are recurring in nature and align with those business models.
(6)Removes the Operating EBITDA associated with third party non-controlling interests. Does not remove the non-controlling interests related to employee based shares.

SegmentAdjusted EBITDA and AdjustedOperating EBITDA - Non-GAAP

The tables below present Adjusted EBITDA and AdjustedOperating EBITDA by our four reporting segments specialty insurance, asset management, senior living and specialty finance. Corporate and other contains corporate expenses no allocated to the operating business.business component.

Three Months Ended March 31, 2019
($ in millions)Specialty Insurance 
Tiptree Capital (1)
 Corporate Expenses Total
Pre-tax income/(loss) from continuing ops$8.1
 $5.9
 $(8.9) $5.1
Adjustments:
 
 
 
Corporate Debt related interest expense(2)
3.4
 
 1.6
 5.0
Depreciation and amortization expenses(3)
2.2
 0.8
 0.1
 3.1
Non-cash fair value adjustments(4)

 (0.6) 
 (0.6)
Non-recurring expenses(5)
1.3
 
 0.7
 2.0
Adjusted EBITDA$15.0
 $6.1
 $(6.5) $14.6
Add: Stock-based compensation expense0.6
 0.1
 0.7
 1.4
Add: Vessel depreciation, net of capital expenditures
 0.6
 
 0.6
Less: Realized and unrealized gain (loss)(6)
1.9
 2.1
 
 4.0
Operating EBITDA$13.7
 $4.7
 $(5.8) $12.6

Three Months Ended September 30,
($ in thousands)Specialty insuranceAsset managementSenior livingSpecialty financeCorporate and otherTotal

20172016
20172016
20172016
20172016
20172016
20172016
Pre-tax income/(loss)$(2,345)$10,659

$2,973
$6,475

$(1,535)$(473)
$2,595
$4,181

$(7,118)$(9,292)
$(5,430)$11,550
Add back:


















Interest expense3,499
2,322

5


3,609
2,271

1,949
1,932

1,299
1,314

10,361
7,839
Depreciation and amortization expenses3,134
3,032




4,369
3,094

209
248

63
63

7,775
6,437
Segment EBITDA$4,288
$16,013

$2,978
$6,475

$6,443
$4,892

$4,753
$6,361

$(5,756)$(7,915)
$12,706
$25,826


















EBITDA adjustments:
















Asset-specific debt interest(1,777)(836)
(5)

(3,609)(2,271)
(1,949)(1,882)



(7,340)(4,989)
Effects of purchase accounting(306)(957)












(306)(957)
Non-cash fair value adjustments113








(422)




(309)
Significant acquisition expenses





25
248







25
248
Separation expenses
















Segment Adjusted EBITDA$2,318
$14,220

$2,973
$6,475

$2,859
$2,869

$2,382
$4,479

$(5,756)$(7,915)
$4,776
$20,128



Three Months Ended March 31, 2018
($ in millions)Specialty Insurance 
Tiptree Capital (1)
 Corporate Expenses Total
Pre-tax income/(loss) from continuing ops$1.3
 $(1.7) $(6.7) $(7.1)
Pre-tax income/(loss) from discontinued ops
 46.8
 
 46.8
Adjustments:
 
 
 
Corporate Debt related interest expense(2)
3.2
 
 0.6
 3.8
Depreciation and amortization expenses(3)
2.5
 0.2
 0.1
 2.8
Non-cash fair value adjustments(4)
0.1
 (40.7) 
 (40.6)
Non-recurring expenses(5)
1.1
 0.9
 (2.3) (0.3)
Adjusted EBITDA$8.2
 $5.5
 $(8.3) $5.4
Add: Stock-based compensation expense0.6
 $
 0.6
 1.2
Less: Realized and unrealized gain (loss)(6)
(4.5) 2.3
 
 (2.2)
Less: Third party non-controlling interests(7)

 (0.1) 
 (0.1)
Operating EBITDA$13.3
 $3.3
 $(7.7) $8.9
18



The footnotes below correspond to the tables above, under “—Adjusted EBITDA and Operating EBITDA - Non-GAAP”

 Nine Months Ended September 30,
($ in thousands)Specialty insurance
Asset management
Senior living
Specialty finance
Corporate and other
Total

20172016
20172016
20172016
20172016
20172016
20172016
Pre-tax income/(loss)$1,724
$35,627

$13,083
$14,672

$(5,359)$(5,487)
$2,629
$5,510

$(22,198)$(22,751)
$(10,121)$27,571
Add back:
















Interest expense10,534
6,018

7
746

9,309
6,220

4,743
4,352

3,851
3,434

28,444
20,770
Depreciation and amortization expenses9,625
10,414




13,350
10,634

620
665

186
186

23,781
21,899
Segment EBITDA$21,883
$52,059
 $13,090
$15,418
 $17,300
$11,367
 $7,992
$10,527
 $(18,161)$(19,131) $42,104
$70,240


















EBITDA adjustments:
















Asset-specific debt interest(5,451)(2,057)
(7)(746)
(9,309)(6,220)
(4,743)(4,200)



(19,510)(13,223)
Effects of purchase accounting(1,205)(4,446)












(1,205)(4,446)
Non-cash fair value adjustments339






1,416

3,039





3,378
1,416
Significant acquisition expenses





302
631







302
631
Separation expenses











(1,736)(1,736)
(1,736)(1,736)
Segment Adjusted EBITDA$15,566
$45,556

$13,083
$14,672

$8,293
$7,194

$6,288
$6,327

$(19,897)$(20,867)
$23,333
$52,882
(1)
Includes discontinued operations related to Care. For more information, see “Note—(3) Dispositions, Assets Held for Sale & Discontinued Operations.”
(2)Corporate Debt interest expense includes Secured corporate credit agreements, junior subordinated notes and preferred trust securities. Interest expense associated with asset-specific debt in specialty insurance and asset management, mortgage and other operations is not added-back for Adjusted EBITDA and Operating EBITDA.
(3)Represents total depreciation and amortization expense less purchase accounting amortization related adjustments at the Insurance Company. Following the purchase accounting adjustments, current period expenses associated with deferred costs were more favorably stated and current period income associated with deferred revenues were less favorably stated. Thus, the purchase accounting effect related to our Insurance company increased EBITDA above what the historical basis of accounting would have generated.
(4)For our specialty insurance operations, depreciation and amortization on senior living real estate that is within net investment income is added back to Adjusted EBITDA. For Care (Discontinued Operations), the reduction in EBITDA is related to accumulated depreciation and amortization, and certain operating expenses, which were previously included in Adjusted EBITDA in prior periods.
(5)Acquisition, start-up and disposition costs including debt extinguishment, legal, taxes, banker fees and other costs. In 2018, includes payments pursuant to a separation agreement, dated November 10, 2015.
(6)Adjustment excludes Mortgage realized and unrealized gains and losses - Performing and NPLs as those are recurring in nature and align with those business models.
(7)Removes the Operating EBITDA associated with third party non-controlling interests. Does not remove the non-controlling interests related to employee based shares.

Book Value per share as exchanged - Non-GAAP

Book value per share, as exchanged assumes full exchange of the limited partners units of TFP for Tiptree Class A common stock. Management believes the use of this financial measure provides supplemental information useful to investors as book value is frequently used by the financial community to analyze company growth on a relative per share basis. The following table provides a reconciliation between total stockholders’ equity and total shares outstanding, net of treasury shares, as of September 30, 2017 and September 30, 2016.shares.
($ in thousands, except per share information)
Nine Months Ended September 30,
($ in millions, except per share information)
As of March 31,

2017 20162019
2018
Total stockholders’ equity$391,138
 $381,341
$394.6
 $407.7
Less non-controlling interest - other25,081
 19,939
11.0
 5.4
Total stockholders’ equity, net of non-controlling interests - other$366,057
 $361,402
$383.6
 $402.3
Total Class A shares outstanding (1)
29,793
 28,351
Total Common shares outstanding34.5
 29.9
Total Class B shares outstanding8,049
 8,049

 8.0
Total shares outstanding37,842
 36,400
34.5
 37.9
Book value per share, as exchanged$9.67
 $9.93
Book value per share(1)
$11.12
 $10.59
(1) As of September 30, 2017, excludes 5,209,523 shares of Class A common stock held by a consolidated subsidiaryFor periods prior to April 10, 2018, book value per share assumes full exchange of the Company. See Note 23—Earnings per Share,limited partners units of TFP for further discussionCommon Stock.

Invested & Total Capital - Non-GAAP

Invested Capital represents its total cash investment, including any re-investment of potential dilution from warrants
earnings, and acquisition costs, net of tax. Total Capital represents Invested Capital plus Corporate Debt.
($ in millions)As of March 31,
 2019
2018
Total stockholders’ equity$394.6
 $407.7
Less non-controlling interest - other11.0
 5.4
Total stockholders’ equity, net of non-controlling interests - other$383.6
 $402.3
Plus Specialty Insurance accumulated depreciation and amortization, net of tax44.8
 37.6
Plus acquisition costs4.2
 4.2
Invested Capital$432.6
 $444.1
Plus corporate debt238.7
 188.0
Total Capital$671.3
 $632.1

Specialty Insurance - As Adjusted Underwriting Margin - Non-GAAP

Underwriting margin is a measure of the underwriting profitability of our specialty insurance segment.operations. It represents net earned premiums, service and administrative fees, ceding commissions and other income less policy and contract benefits and commission expense. We use the combined ratio as an insurance operating metric to evaluate our underwriting performance, both overall and relative to peers. Expressed as a percentage, it represents the relationship of policy and contract benefits, commission expense (net of ceding commissions), employee compensation and benefits, and other expenses to net earned premiums, service and administrative fees, and other income. The following table provides a reconciliation between as adjusted underwriting margin and pre-tax income for the following periods:

19




 Three Months Ended September 30,
($ in thousands)GAAP
Non-GAAP adjustments
Non-GAAP - As Adjusted
Revenues:2017
2016
2017
2016
2017
2016
Net earned premiums$96,073

$47,609

$

$

$96,073

$47,609
Service and administrative fees24,018

25,842

236

1,134

24,254

26,976
Ceding commissions2,513

1,397

10

69

2,523

1,466
Other income824

730





824

730
Less underwriting expenses:










Policy and contract benefits31,570

25,881





31,570

25,881
Commission expense63,066

24,032

538

2,120

63,604

26,152
Underwriting Margin - Non-GAAP$28,792

$25,665

$(292)
$(917)
$28,500

$24,748
Less operating expenses:










Employee compensation and benefits10,073

9,180





10,073

9,180
Other expenses9,717

7,524

31

40

9,748

7,564
Combined Ratio92.6%
87.9%
%
%
92.8%
89.4%
Plus investment revenues:










Net investment income3,840

3,307





3,840

3,307
Net realized and unrealized gains(8,554)
3,745





(8,554)
3,745
Less other expenses:










Interest expense3,499

2,322





3,499

2,322
Depreciation and amortization expenses3,134

3,032

(16)
(549)
3,118

2,483
Pre-tax income (loss)$(2,345)
$10,659

$(307)
$(408)
$(2,652)
$10,251


Nine Months Ended September 30,
($ in thousands)GAAP
Non-GAAP adjustments
Non-GAAP - As Adjusted
($ in millions)Three Months Ended 
 March 31,
Revenues:2017
2016
2017
2016
2017
20162019 2018
Net earned premiums$272,781
 $138,516

$

$

$272,781

$138,516
$119.0
 $101.6
Service and administrative fees70,861
 84,421

742

4,976

71,603

89,397
25.9
 24.6
Ceding commissions6,801
 22,645

46

376

6,847

23,021
2.5
 2.3
Other income2,874
 1,985





2,874

1,985
0.8
 0.7
Underwriting Revenues - Non-GAAP$148.2
 $129.2
Less underwriting expenses:  









 
Policy and contract benefits94,364
 72,436





94,364

72,436
40.8
 36.6
Commission expense176,405
 91,906

1,892

9,494

178,297

101,400
74.9
 62.6
Underwriting Margin - Non-GAAP$82,548
 $83,225

$(1,104)
$(4,142)
$81,444

$79,083
$32.5
 $30.0
Less operating expenses:
 









 
Employee compensation and benefits30,800
 28,065





30,800

28,065
12.0
 10.9
Other expenses28,279
 24,277

120

304

28,399

24,581
Other expenses (excluding debt extinguishment expenses)11.1
 10.8
Combined Ratio93.2% 86.3%




93.6%
88.5%93.5% 93.8%
Plus investment revenues:
 









 
Net investment income12,032
 8,409





12,032

8,409
4.3
 4.2
Net realized and unrealized gains(13,618) 12,767





(13,618)
12,767
2.1
 (3.4)
Less other expenses:
 









 
Interest expense10,534
 6,018





10,534

6,018
4.1
 4.5
Debt extinguishment expenses1.2
 0.4
Depreciation and amortization expenses9,625
 10,414

(182)
(2,977)
9,443

7,437
2.3
 2.7
Pre-tax income (loss)$1,724
 $35,627

$(1,042)
$(1,469)
$682

$34,158
$8.1
 $1.3

Specialty Insurance Investment Portfolio - Non-GAAP

The following table provides a reconciliation between segment total investments and net investments for the following periods:
($ in thousands)As of September 30,
($ in millions)As of March 31,
2017
20162019
2018
Total Investments$426,753

$398,505
$401.3
 $467.2
Investment portfolio debt (1)
(122,999)
(101,012)
 (96.6)
Cash and cash equivalents62,790

16,555
58.7
 27.2
Restricted cash (2)
3,637

6,683
1.0
 3.1
Receivable due from brokers (3)
1,505


1.4
 2.9
Liability due to brokers (3)
(7,733)
(18,836)
 (4.2)
Net investments - Non-GAAP$363,953

$301,895
$462.4
 $399.6
(1) Consists of asset-based financing on loans at fair value including certain credit investments, and NPLs, net of deferred financing costs, see Note 11 -Note—(10) Debt, net for further details.
(2) Restricted cash available to invest within certain credit investment funds which are consolidated under GAAP.
(3) Receivable due from and Liability due to brokers for unsettled trades within certain credit investment funds which are consolidated under GAAP.


20




Senior Living Product NOI - Non-GAAP

The following table provides a reconciliation between segment NOI and pre-tax income (loss) for the following periods:
($ in thousands)Three Months Ended September 30, 2017 Three Months Ended September 30, 2016 Nine Months Ended September 30, 2017 Nine Months Ended September 30, 2016
 NNN Operations Managed Properties Senior Living Total NNN Operations Managed Properties Senior Living Total NNN Operations Managed Properties Senior Living Total NNN Operations Managed Properties Senior Living Total
Rental and related revenue$3,371

$15,799

$19,170
 $1,844

$13,526

$15,370
 $8,218
 $46,600
 $54,818
 $5,533
 $37,856
 $43,389
Less: Property operating expenses

11,728

11,728
 

9,599

9,599
 
 34,576
 34,576
 
 27,600
 27,600
Segment NOI$3,371

$4,071

$7,442
 $1,844

$3,927

$5,771
 $8,218
 $12,024
 $20,242
 $5,533
 $10,256
 $15,789
Segment NOI Margin % (1)
  25.8%     29.0%     25.8%     27.1%  
                        
Other income    $414
     $324
     $1,109
     $815
Less: Expenses                       
Interest expense    3,609
     2,271
     9,309
     6,220
Payroll and employee commissions    790
     617
     2,323
     1,900
Depreciation and amortization    4,369
     3,095
     13,350
     10,635
Other expenses    623
     583
     1,728
     3,335
Pre-tax income (loss)    $(1,535)     $(471)     $(5,359)     $(5,486)
(1) NOI Margin % is the relationship between segment NOI and rental and related revenue.

Asset Management As Adjusted Revenues

The following table provides a reconciliation between asset management segment revenues and non-GAAP, as adjusted revenues for the following periods:
 Three Months Ended September 30,
($ in thousands)GAAP
Non-GAAP adjustments
Non-GAAP - As Adjusted
Revenues:2017 2016
2017 2016
2017 2016
Management fee income$1,541

$3,839

$311

$743

$1,852

$4,582
Distributions



2,168

4,368

2,168

4,368
Net realized and unrealized gains (losses)(349)
695

360

(1,034)
11

(339)
Other income256

212

(256)
(45)


167
Total revenues$1,448

$4,746

$2,583

$4,032

$4,031

$8,778
 Nine Months Ended September 30,
($ in thousands)GAAP
Non-GAAP adjustments
Non-GAAP - As Adjusted
Revenues:2017 2016
2017 2016
2017 2016
Management fee income$6,578

$7,497

$1,038

$2,169

$7,616

$9,666
Distributions



6,560

11,058

6,560

11,058
Net realized and unrealized gains (losses)839

226

2,604

(3,050)
3,443

(2,824)
Other income822

3,031

(809)
(128)
13

2,903
Total revenues$8,239

$10,754

$9,393

$10,049

$17,632

$20,803
LIQUIDITY AND CAPITAL RESOURCES

Our principal sources of liquidity are our holdings of unrestricted cash, cash equivalents and other liquid investments and distributions from operating subsidiaries, including subordinated notes of CLOs, income from our investment portfolio and sales of assets and investments. We intend to use our cash resources to continue to fund our operations and grow our businesses. We may seek additional sources of cash to fund acquisitions or investments. These additional sources of cash may take the form of debt or equity and may be at the parent, subsidiary or asset level. We are a holding company and our liquidity needs are primarily for interest payments on the Fortress credit facility, compensation, professional fees, office rent and insurance costs.

Our subsidiaries’ ability to generate sufficient net income and cash flows to make cash distributions will be subject to numerous business and other factors, including restrictions contained in our subsidiaries’ financing agreements, regulatory restrictions, availability of sufficient funds at such subsidiaries, general economic and business conditions, tax considerations, strategic plans, financial results and other factors such as target capital ratios and ratio levels anticipated by rating agencies to maintain or improve current ratings. We expect our cash and cash equivalents and distributions from operating subsidiaries and our subsidiaries’ access to financing to be adequate to fund our operations for at least the next 12 months.

As of September 30, 2017, we hadMarch 31, 2019, cash and cash equivalents, excluding restricted cash, of $111.8were $88.1 million, compared to $63.0$86.0 million at

December 31, 2016,2018, an increase of $48.7$2.1 million.

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Our approach to debt is generally to use non-recourse (other than customary carveouts, including fraud and environmental liability), asset specific debt where possible that is amortized by cash flows from the underlying business or assets financed. Our mortgage businesses relybusiness relies on short term uncommitted sources of financing as a part of their normal course of operations.  To date, we have been able to obtain and renew uncommitted warehouse credit facilities. If we were not able to obtain financing, then we may need to draw on other sources of liquidity to fund our mortgage business. See Note—(11)(10) Debt, net for additional information regarding our mortgage warehouse borrowings.

For purposes of determining enterprise value and Adjusted EBITDA, we consider secured corporate credit agreements and preferred trust securities, which we refer to as corporate debt, as corporate financing and associated interest expense is added back. The below table outlines this amount by debt outstanding and interest expense by segment.at the insurance company and corporate level.

Corporate Debt
($ in thousands) Debt outstanding as of September 30, Interest expense for the three months ended September 30, Interest expense for the nine months ended September 30,
($ in millions) Corporate Debt outstanding as of March 31, Interest expense for the three months ended March 31,
 2017 2016 2017 2016 2017 2016 2019 2018 2019 2018
Specialty insurance $145,000
 $145,850
 $1,721
 $1,516
 $5,082
 $3,961
 $167.6
 $160.0
 $3.4
 $3.2
Corporate and other 57,000
 59,000
 1,258
 1,209
 3,810
 3,329
Corporate 71.1
 28.0
 1.6
 0.6
Total $202,000
 $204,850
 $2,979
 $2,725
 $8,892
 $7,290
 $238.7
 $188.0
 $5.0
 $3.8

Our intermediate holding company has a credit facility with Fortress to provide working capital. Loans under the Fortress credit agreement bear interest atcarries a rate of LIBOR (with a minimum LIBOR rate of 1.25%), plus a margin of 6.50%5.50% per annum. We are required to make quarterly principal payments of $0.5approximately $1.0 million, subject to adjustment based on the Net Leverage Ratio (as defined in the Fortress credit agreement) at the end of each fiscal quarter. The outstanding debt under the Fortress credit agreement was $57.0$71.1 million as of September 30, 2017March 31, 2019 compared to $58.5$28.0 million as of DecemberMarch 31, 2016. All remaining principal, and any unpaid interest, under2018. On May 4, 2018, we amended the Fortress credit agreement is payable onto increase the amount outstanding, while extending the maturity atdate to September 18, 2018. We intend2020 and lowering the interest rate margin from 6.50% to extend or refinance the Fortress credit agreement but we may not be able to do so on terms satisfactory to us. If we are unable to extend or refinance, we expect to use available cash, asset sales and/or distributions from our operating subsidiaries to make the required payments.5.50%.

On October 16, 2017, Fortegra completed an offering of $125 million Junior Subordinated Notes due 2057. The Junior Subordinated Notes contain customary financial covenants that require, among other items, maximum leverage and limitations on restricted payments under certain circumstances.  As a result, in certain adverse circumstances, such limitations could restrict our ability to grow, or limit the dividends to the holding company to pay our obligations. Substantially all of the net proceeds from the Junior Subordinated Notes were used to repay Fortegra’s existing credit facility, which was terminated.indebtedness. We believe these funds will reposition Fortegra’s balance sheet, strengthen the Company’s positioning with industry rating agencies, and generate a source of long term capital. See Note—(11)Note (10) Debt, net for additional information of our debt and that of our subsidiaries.


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Consolidated Comparison of Cash Flows

Summary Consolidated Statements of Cash Flows - Nine Months Ended September 30, 2017 and September 30, 2016
($ in thousands)Nine Months Ended September 30,
 2017 2016
Net cash (used in) provided by:   
Operating activities   
Operating activities - (excluding VIEs)$27,214

$(27,156)
Operating activities - VIEs(2,684) (3,505)
Total cash provided by (used in) operating activities24,530
 (30,661)
    
Investing activities   
Investing activities - (excluding VIEs)(38,266)
(157,745)
Investing activities - VIEs224,107
 (96,834)
Total cash provided by (used in) investing activities185,841
 (254,579)
    
Financing activities   
Financing activities - (excluding VIEs)61,763

61,108
Financing activities - VIEs(223,393) 220,727
Total cash provided by (used in) financing activities(161,630) 281,835
    
Net increase (decrease) in cash$48,741
 $(3,405)
Nine Months Ended September 30, 2017
Operating Activities
($ in millions)Three Months Ended 
 March 31,
Total cash provided by (used in):2019 2018
Operating activities(8.2) 3.5
Investing activities94.7
 (21.0)
Financing activities(82.0) (32.8)
Net increase (decrease) in cash, cash equivalents and restricted cash$4.5
 $(50.3)
Cash used in operating activities was $8.2 million for the three months ended March 31, 2019 compared to $3.5 million of cash provided by operating activities (excluding VIEs) was $27.2 million forin the nine months ended September 30, 2017. Theprior year period. In 2019, the primary sources of cash from operating activities included consolidated net income (excluding unrealized gains and losses), which was more than offset by increases in notes and accounts receivable and decreases in unearned premiums, deferred revenues and policy liabilities in our insurance operations. In the 2018 period, the primary sources of cash included mortgage sales outpacing originations in our specialty finance segmentloan origination business and increases in unearned premiums, reinsurance payable and policy liabilities in our specialty insurance segment. Theoperations.

Cash provided by investing activities was $94.7 million for the three months ended March 31, 2019 compared to $21.0 million of cash used in investing activities for the prior year period. During 2019, we reduced our investments in loans and used a substantial portion of the proceeds to repay asset-based debt. We also received proceeds associated with a contingent earn-out from our sale of Care. In the 2018 period, the primary uses of cash from operating activities including increases in reinsurance receivables, notes and account receivable and decreases in accrued expenses in our specialty insurance segment.

Cash used in operating activities - VIEs was $2.7 million for the nine months ended September 30, 2017.

Investing Activities

Cash used in investing activities (excluding VIEs) was $38.3 million for the nine months ended September 30, 2017. The primary useswere purchases of cash from investing activities were investments in senior living real estate properties in our senior living business. The primary sources of cash from investing activities wereexceeding proceeds from sales and maturities of investments exceeding purchases of investments, specifically the sale of NPLs and corporate loans.

Cash provided by investing activities - VIEs was $224.1 million for the nine months ended September 30, 2017. The primary drivers of the cash from investing activities - VIEs were sales of investments and loan prepayments in Telos 7.

Financing Activities

Cash provided by financing activities (excluding VIEs) was $61.8 million for the nine months ended September 30, 2017. The primary sources of cash from financing activities were new borrowings in our senior living segment to fund our investments in real estate, new borrowings exceeding principal paydowns on debt facilities in our specialty finance segments, and origination of new borrowings in our specialty insurance segment.investment portfolio.

Cash used in financing activities - VIEs was $223.4$82.0 million for the ninethree months ended September 30, 2017 driven primarily by principal payments on debtMarch 31, 2019 compared to $32.8 million in Telos 7.


23




Nine Months Ended September 30, 2016

Operating Activities

Cash usedthe prior year period. In 2019, we fully repaid outstanding asset-based borrowings in operating activities (excluding VIEs) was $27.2our credit loan fund held within our insurance investment portfolio and we repurchased $9.1 million forof the nine months ended September 30, 2016. TheCompany’s common stock. In the 2018 period, the primary uses of cash from operatingfinancing activities included increases in notes and accounts receivable and decreases in deferred revenue and reinsurance payableswere principal paydowns on asset-based financing in our specialty insurance business. The primary sources of cash from operating activities included mortgage sales outpacing originationsinvestment portfolio and increases in unearned premiums and policy liabilitiesprincipal paydowns exceeding new borrowings on debt facilities in our specialty insurancemortgage business.

Cash used in operating activities - VIEs was $3.5 million for the nine months ended September 30, 2016. The primary uses of cash from operating activities - VIEs were due to the increases in accrued interest receivable on loans.

Investing Activities

Cash used in investing activities (excluding VIEs) was $157.7 million for the nine months ended September 30, 2016. The primary uses of cash from investing activities included investments in NPLs and other investments, investments in real estate properties in our senior living business and increase in loans in our specialty finance business.

Cash used in investing activities - VIEs was $96.8 million for the nine months ended September 30, 2016. The primary driver of the cash used in investing activities - VIEs was the purchase of loans in Telos 7 during the ramp up period as it converted from a warehouse to a CLO during the second quarter of 2016.

Financing Activities

Cash used in financing activities (excluding VIEs) was $61.1 million for the nine months ended September 30, 2016. The primary drivers of the cash used included paydown of the Telos 7 warehouse debt and repurchases of common stock. The sources of cash were from borrowings in our senior living business to fund its investments in real estate, borrowings in our specialty finance business to fund loan growth, increase in debt in our specialty insurance business for working capital, and an increase in borrowings in our specialty insurance business to grow our corporate loan portfolio and fund additional investments in NPLs.

Cash provided by financing activities - VIEs was $220.7 million for the nine months ended September 30, 2016 driven primarily by the senior notes issued upon the conversion of Telos 7 from a warehouse to a CLO.

Contractual Obligations

The table below summarizes Tiptree’s consolidated contractual obligations by period for payments that are due as of September 30, 2017:March 31, 2019:
($ in thousands)Less than 1 year 1-3 years 3-5 years More than 5 years 
Total 
Notes payable CLOs (1)
$
 $
 $
 $334,900
 $334,900
Credit agreement/Revolving line of credit101,173
 178,164
 247,247
 
 526,584
Mortgage notes payable and related interest (2)
18,073
 125,181
 118,774
 97,513
 359,541
Trust Preferred Securities
 
 
 35,000
 35,000
Operating lease obligations (3)
4,946
 14,070
 7,981
 11,972
 38,969
Total$124,192
 $317,415
 $374,002
 $479,385
 $1,294,994
($ in millions)Less than 1 year 1-3 years 3-5 years More than 5 years 
Total 
Corporate Debt$7.6
 $71.1
 $
 $160.0
 $238.7
Asset Based Debt52.5
 
 
 
 52.5
Total Debt$60.1
 $71.1
 $
 $160.0
 $291.2
Operating lease obligations (2)
6.1
 12.7
 9.0
 14.8
 42.6
Total$66.2
 $83.8
 $9.0
 $174.8
 $333.8
(1)Non-recourse CLO notes payable principal is payable at stated maturity, 2027 for Telos 6.
(2)See Note —(11)(10) Debt, net, in the accompanying consolidated financial statements for additional information.
(3)(2)Minimum rental obligation for Tiptree, Care, MFCA, Siena, Reliance, Luxury and Fortegra office leases. The total rent expense for the Company for the ninethree months ended September 30, 2017March 31, 2019 and 20162018 was $5.2$2.3 million and $4.8$1.5 million, respectively.

Critical Accounting Policies and Estimates

The preparation of our financial statements in accordance with U.S. GAAP, which requires management to make estimates and assumptions that affect the amounts reported in our financial statements and accompanying notes. Actual results could differ materially from those estimates. There have been no material changes to the critical accounting policies and estimates as discussed in our 20162018 Annual Report on Form 10-K.


24




Recently Adopted and Issued Accounting Standards

For a discussion of recently adopted and issued accounting standards see the section “Recent Accounting Standards” in Note—Note (2) Summary of Significant Accounting Policies of the notes to the accompanying condensed consolidated financial statements.

OFF-BALANCE SHEET ARRANGEMENTS

In the normal course of business, we enter into various off-balance sheet arrangements including entering into derivative financial instruments and hedging transactions, operating leases and sponsoring and owning interests in consolidated and non-consolidated variable interest entities.

Further disclosure on our off-balance sheet arrangements as of September 30, 2017March 31, 2019 is presented in the “Notes to Condensed Consolidated Financial Statements” in “Part I.II. Item 1.8. Financial Statements (Unaudited)”and Supplementary Data” of this filing as follows:

Note —(9)(9) Derivative Financial Instruments and Hedging
Note —(10) Assets and Liabilities of Consolidated CLOs
Note —(22)(20) Commitments and Contingencies

Item 3. Quantitative and Qualitative Disclosures About Market Risk

Our 20162018 Annual Report on Form 10-K described our Quantitative and Qualitative Disclosures About Market Risk. There were no material changes to the assumptions or risks during the ninethree months ended September 30, 2017.March 31, 2019.

Item 4. Controls and Procedures

Evaluation of Disclosure Controls and Procedures

The Company’s management, with the participation of the Company’s Chief Executive Officer and Chief Financial Officer, has evaluated the effectiveness of the Company’s disclosure controls and procedures (as such term defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended (Exchange Act) as of the end of the period covered by this report. The Company’s disclosure controls and procedures are designed to provide reasonable assurance that information is recorded, processed, summarized and reported accurately and on a timely basis. Based on such evaluation, the Company’s Chief Executive Officer and Chief Financial Officer have concluded that, as of the end of such period, the Company’s disclosure controls and procedures are effective.


Changes in Internal Control over Financial Reporting

There have not been any changes in the Company’s internal control over financial reporting (as such term is defined in Rules 13a-15(f) and 15d- 15(f) under the Exchange Act) during the fiscal quarter to which this report relates that have materially affected, or are reasonably likely to materially affect, the Company’s internal control over financial reporting.

PART II. OTHER INFORMATION

Item 1. Legal Proceedings

Tiptree’s Fortegra subsidiary is a defendant in Mullins v. Southern Financial Life Insurance Co., which was filed in February 2006, in the Pike Circuit Court, in the Commonwealth of Kentucky. A class was certified in June 2010. At issue is the duration or term of coverage under certain disability and life credit insurance policies. The action alleges violations of the Consumer Protection Act and certain insurance statutes, as well as common law fraud and seeks compensatory and punitive damages, attorney fees and interest. To date, the court has not awarded sanctions in connection with Plaintiffs’ April 2012 Motion for Sanctions. In January 2015, the trial court issued an Order denying Fortegra’s motion to decertify the class, which was upheld on appeal. Following a February 2017 hearing, the court denied Fortegra’s Motion for Summary Judgment as to certain disability insurance policies but has not yet ruled on suchpolicies. In January 2018, in response to a Plaintiffs’ motion, with respectthe court vacated its November 2017 order granting Fortegra’s Motion for Summary Judgment as to the life insurance policiescertificates at issue. In June 2017, a new Special Master was appointed.issue with leave to refile. No trial or additional hearings are currently scheduled.

In management’s opinion, based on information available at this time, the ultimate resolution of such litigation, which it is vigorously defending, should not be materially adverse to the financial position of Tiptree. It should be noted that large punitive damage awards,

25




bearing little relation to actual damages sustained by plaintiffs, have been awarded in certain states against other companies in the credit insurance business. At this time, the Company cannot reasonably estimate a range of loss.

Tiptree and its subsidiaries are parties to other legal proceedings in the ordinary course of business. Although Tiptree’s legal and financial liability with respect to such proceedings cannot be estimated with certainty, Tiptree does not believe that these proceedings, either individually or in the aggregate, are likely to have a material adverse effect on Tiptree’s financial position or results of operations.

Item 1A. Risk Factors

For information regarding factors that could affect our Company, results of operations and financial condition, see the risk factors discussed under Part I, Item 1A of the Company’s Annual Report on Form 10-K for the year ended December 31, 2016.2018. There have been no material change in those risk factors.

Item 2. Unregistered Sales of Equity Securities and Use of Proceeds
Purchases of Equity Securities by the Issuer and Affiliated Purchasers

Share repurchase activity for the three months ended March 31, 2019 was as follows:
PeriodPurchaser
Total
Number of
Shares
Purchased(1)
Average
Price
Paid Per
Share
Total Number
of Shares
Purchased
as Part of
Publicly
Announced
Plans or
Programs
Approximate
Dollar Value of
Shares That
May Yet Be
Purchased
Under the
Plans or
Programs(2)
January 1, 2019 to January 31, 2019: Open Market and Block PurchasesTiptree Inc.1,462,730
$6.17
1,462,730
$19,342,560
February 1, 2019 to February 28, 2019: Open Market PurchasesTiptree Inc.10,000
$6.06
10,000
$19,281,960
March 1, 2019 to March 31, 2019Tiptree Inc.
$

$19,281,960
 Total1,472,730
$
1,472,730
$

(1)On December 7, 2018, Tiptree engaged a broker in connection with a share repurchase program for the repurchase of up to $10 million of its outstanding Common Stock. On February 5, 2019, the Company terminated such share repurchase program as it had purchased substantial blocks of shares through privately negotiated transactions.
(2)On December 7, 2018, the Board of Directors of Tiptree (“Board”) separately authorized Tiptree to make block repurchases of up to $10 million in the

aggregate from time to time in the open market or through privately negotiated transactions, or otherwise, subject to Tiptree’s Executive Committee’s discretion. In January 2019, Tiptree made several block repurchases totaling approximately $8.7 million. On August 10, 2017, Tiptree issued 756,046 shares of Class A common stock as additional earn-out consideration pursuantJanuary 24, 2019, the Board replenished the Executive Committee’s authorization to make block purchases back up to $10 million in the Securities Purchase Agreement, dated as of November 24, 2014, among Tiptree and certain of its subsidiaries andaggregate from time to time in the former equity holders of Reliance First Capital, LLC.open market or through privately negotiated transactions, or otherwise.

Item 3. Defaults Upon Senior Securities

None.

Item 4. Mine Safety Disclosures

Not Applicable.

Item 5. Other Information

None.

Item 6. Exhibits, Financial Statement Schedules
The following documents are filed as a part of this Form 10-Q: 
  
Financial Statements (Unaudited): 
Condensed Consolidated Balance Sheets as of September 30, 2017March 31, 2019 and December 31, 20162018
Condensed Consolidated Statements of Operations for the three and nine months ended September 30, 2017March 31, 2019 and 20162018
Condensed Consolidated Statements of Comprehensive Income for the three and nine months ended September 30, 2017March 31, 2019 and 20162018
Condensed Consolidated Statement of Changes in Stockholders’ Equity for the periodperiods ended September 30, 2017March 31, 2019 and 20162018
Condensed Consolidated Statements of Cash Flows for the ninethree months ended September 30, 2017March 31, 2019 and 20162018
  
Exhibits: 
The Exhibits listed in the Index of Exhibits, which appears immediately following the signature page, is incorporated herein by reference and is filed as part of this Form 10-Q. 

26




SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, Tiptree Inc. has duly caused this report to be signed on its behalf by the undersigned, there unto duly authorized.
   Tiptree Inc.
    
Date:NovemberMay 6, 20172019 By:/s/ Michael Barnes
   Michael Barnes
   Executive Chairman
    
Date:NovemberMay 6, 20172019 By:/s/ Jonathan Ilany
   Jonathan Ilany
   Chief Executive Officer
    
Date:NovemberMay 6, 20172019 By:/s/ Sandra Bell
   Sandra Bell
   Chief Financial Officer



27




EXHIBIT INDEX

Exhibit No.Description
10.1
10.2
31.1
31.2
31.3
32.1
32.2
32.3
  
101.INSXBRL Instance Document*
101.SCHXBRL Taxonomy Extension Schema Document*
101.CALXBRL Taxonomy Extension Calculation Linkbase Document*
101.LABXBRL Taxonomy Extension Label Linkbase Document*
101.PREXBRL Taxonomy Extension Presentation Linkbase Document*
101.DEFXBRL Taxonomy Extension Definition Linkbase Document*

*
Attached as Exhibit 101 to this Quarterly Report on Form 10-Q are the following materials, formatted in XBRL (eXtensible Business Reporting Language): (i) the Condensed Consolidated Balance Sheets for September 30, 2017March 31, 2019 and December 31, 2016,2018, (ii) the Condensed Consolidated Statements of Operations for the three and nine months ended September 30, 2017March 31, 2019 and 2016,2018, (iii) the Condensed Consolidated Statements of Comprehensive Income for the three and nine months ended September 30, 2017March 31, 2019 and 2016,2018, (iv) the Condensed Consolidated Statements of Changes in Stockholders’ Equity for the period ended September 30, 2017,March 31, 2019 and 2018, (v) the Condensed Consolidated Statements of Cash Flows for the ninethree months ended September 30, 2017March 31, 2019 and 20162018 and (vi) the Notes to the Condensed Consolidated Financial Statements.







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