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Investments (Tables)
9 Months Ended
Sep. 30, 2022
Investments, Debt and Equity Securities [Abstract]  
Schedule of investments by operating segment
The tables below present the components of revenue, expense, income (loss) before taxes, and assets for our reportable segments as well as Tiptree Capital - Other for the following periods:
Three Months Ended September 30, 2022
Tiptree Capital
InsuranceMortgageOtherTotal
Total revenues$327,028 $15,611 $20,839 $363,478 
Total expenses(311,724)(16,551)(1,762)(330,037)
Corporate expenses— — — (8,316)
Income (loss) before taxes$15,304 $(940)$19,077 $25,125 
Less: provision (benefit) for income taxes5,068 
Net income (loss)$20,057 
Less: net income (loss) attributable to non-controlling interests5,834 
Net income (loss) attributable to common stockholders$14,223 
Three Months Ended September 30, 2021
Tiptree Capital
InsuranceMortgageOtherTotal
Total revenues$246,706 $27,425 $12,474 $286,605 
Total expenses(233,369)(21,158)(17,174)(271,701)
Corporate expenses— — — (11,320)
Income (loss) before taxes$13,337 $6,267 $(4,700)$3,584 
Less: provision (benefit) for income taxes237 
Net income (loss)$3,347 
Less: net income (loss) attributable to non-controlling interests1,339 
Net income (loss) attributable to common stockholders$2,008 
Nine Months Ended September 30, 2022
Tiptree Capital
InsuranceMortgageOtherTotal
Total revenues$903,388 $59,201 $65,635 $1,028,224 
Total expenses(864,331)(55,851)(45,167)(965,349)
Corporate expenses— — — (33,895)
Income (loss) before taxes$39,057 $3,350 $20,468 $28,980 
Less: provision (benefit) for income taxes31,537 
Net income (loss)$(2,557)
Less: net income (loss) attributable to non-controlling interests6,588 
Net income (loss) attributable to common stockholders$(9,145)

Nine Months Ended September 30, 2021
Tiptree Capital
InsuranceMortgageOtherTotal
Total revenues$721,524 $87,191 $72,265 $880,980 
Total expenses(671,955)(62,072)(59,351)(793,378)
Corporate expenses— — — (33,151)
Income (loss) before taxes$49,569 $25,119 $12,914 $54,451 
Less: provision (benefit) for income taxes11,416 
Net income (loss)$43,035 
Less: net income (loss) attributable to non-controlling interests4,477 
Net income (loss) attributable to common stockholders$38,558 
The following table presents the reportable segments and Tiptree Capital - Other assets for the following periods:
As of September 30, 2022As of December 31, 2021
Tiptree CapitalTiptree Capital
InsuranceMortgageOtherCorporateTotalInsuranceMortgageOtherCorporateTotal
Total assets$3,648,191 $167,015 $73,311 $105,567 $3,994,084 $3,002,152 $201,134 $384,564 $11,297 $3,599,147 
The following table presents the Company's investments related to insurance operations and other Tiptree investing activities, measured at fair value as of the following periods:
As of September 30, 2022
Tiptree Capital
InsuranceMortgageOtherTotal
Available for sale securities, at fair value, net of allowance for credit losses$584,081 $— $— $584,081 
Loans, at fair value12,584 58,200 — 70,784 
Equity securities69,229 — 15,874 85,103 
Other investments66,805 7,404 2,326 76,535 
Total investments$732,699 $65,604 $18,200 $816,503 
As of December 31, 2021
Tiptree Capital
InsuranceMortgageOtherTotal
Available for sale securities, at fair value, net of allowance for credit losses$577,448 $— $— $577,448 
Loans, at fair value7,099 98,484 — 105,583 
Equity securities109,684 — 28,799 138,483 
Other investments79,975 7,981 80,700 168,656 
Total investments$774,206 $106,465 $109,499 $990,170 
Schedule of available-for-sale securities The following tables present the Company's investments in AFS securities:
As of September 30, 2022
Amortized cost
Allowance for Credit Losses(1)
Gross
unrealized gains
Gross
unrealized losses
Fair value
U.S. Treasury securities and obligations of U.S. government authorities and agencies$391,358 $— $3,209 $(37,808)$356,759 
Obligations of state and political subdivisions54,472 (3)(5,174)49,301 
Corporate securities174,076 (280)(15,691)158,113 
Asset backed securities20,431 (1)— (4,228)16,202 
Certificates of deposit1,357 — — — 1,357 
Obligations of foreign governments2,635 (2)— (284)2,349 
Total$644,329 $(286)$3,223 $(63,185)$584,081 
As of December 31, 2021
Amortized cost
Allowance for Credit Losses(1)
Gross
unrealized gains
Gross
unrealized losses
Fair value
U.S. Treasury securities and obligations of U.S. government authorities and agencies$352,288 $— $2,087 $(3,197)$351,178 
Obligations of state and political subdivisions57,923 — 1,050 (313)58,660 
Corporate securities145,997 (241)517 (1,396)144,877 
Asset backed securities19,511 — 82 (2,146)17,447 
Certificates of deposit2,696 — — — 2,696 
Obligations of foreign governments2,649 (4)(58)2,590 
Total$581,064 $(245)$3,739 $(7,110)$577,448 
(1) Represents the amount of impairment that has resulted from credit-related factors, and therefore was recognized in net realized and unrealized gains (losses) as a credit loss on AFS securities. Amount excludes unrealized losses relating to non-credit factors.
Schedule of amortized cost and fair value by contractual maturity date The amortized cost and fair values of AFS 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.
As of
September 30, 2022December 31, 2021
Amortized CostFair ValueAmortized CostFair Value
Due in one year or less $58,860 $58,211 $41,033 $41,150 
Due after one year through five years318,249 297,378 269,487 268,537 
Due after five years through ten years58,443 53,134 52,561 52,000 
Due after ten years188,346 159,156 198,472 198,314 
Asset backed securities20,431 16,202 19,511 17,447 
Total$644,329 $584,081 $581,064 $577,448 
Schedule of available-for-sale securities, continuous unrealized loss position
The following tables present the gross unrealized losses on AFS securities by length of time that individual AFS securities have been in a continuous unrealized loss position for less than twelve months, and twelve months or greater and do not have an allowance for credit losses:
As of September 30, 2022
Less Than or Equal to One YearMore Than One Year
Fair valueGross
unrealized losses
# of Securities(1)
Fair valueGross unrealized losses
# of Securities(1)
U.S. Treasury securities and obligations of U.S. government authorities and agencies
$167,192 $(14,219)407 $134,796 $(23,589)307 
Obligations of state and political subdivisions36,638 (2,908)123 12,508 (2,266)56 
Corporate securities69,448 (4,258)267 86,417 (11,433)326 
Asset backed securities9,670 (477)54 6,532 (3,751)33 
Certificates of deposit— — — — — — 
Obligations of foreign governments307 (1)2,042 (283)
Total
$283,255 $(21,863)852 $242,295 $(41,322)730 
As of December 31, 2021
Less Than or Equal to One YearMore Than One Year
Fair valueGross
unrealized losses
# of Securities(1)
Fair valueGross unrealized losses
# of Securities(1)
U.S. Treasury securities and obligations of U.S. government authorities and agencies
$216,378 $(2,827)324 $11,920 $(370)47 
Obligations of state and political subdivisions17,190 (275)64 1,152 (38)
Corporate securities99,434 (1,159)326 9,722 (237)45 
Asset backed securities7,454 (84)38 2,316 (2,062)
Certificates of deposit1,339 — — — — 
Obligations of foreign governments2,278 (58)— — — 
Total
$344,073 $(4,403)762 $25,110 $(2,707)102 
(1)    Presented in whole numbers.
Roll forward activity in allowance for credit losses, AFS securities
The table below presents a roll-forward of the activity in the allowance for credit losses on AFS securities by type as of September 30, 2022:
Obligations of state and political subdivisionsCorporate securitiesAsset backed securitiesObligations of foreign governmentsTotal
Balance at December 31, 2020$— $— $— $— $— 
(Increase) in allowance for credit losses— (129)— (6)(135)
Reduction in credit losses due to AFS securities sold during the year— — 
Gains from recoveries of amounts previously written off— 46 — 47 
Balance at September 30, 2021$— $(80)$— $(4)$(84)
Balance at December 31, 2021$— $(241)$— $(4)$(245)
(Increase) in allowance for credit losses(3)(109)(1)— (113)
Gains from recoveries of amounts previously written off— 70 — 72 
Balance at September 30, 2022$(3)$(280)$(1)$(2)$(286)

The Company applies a discounted cash flow model, based on assumptions and model outputs provided by an investment management company, in determining its lifetime expected credit losses on AFS securities. This includes determining the present value of expected future cash flows discounted at the book yield of the security.

The table below presents the amount of gains from recoveries (credit losses) on AFS securities recorded by the Company for the following period:
Three Months Ended
September 30,
Nine Months Ended
September 30,
2022202120222021
Net gains from recoveries (credit losses) on AFS securities35 (1)(41)(84)
Schedule of restricted investments The following table presents the Company's restricted investments included in the Company's AFS securities:
As of
September 30,
2022
December 31, 2021
Fair value of restricted investments in trust pursuant to reinsurance agreements$34,686 $42,471 
Fair value of restricted investments for special deposits required by state insurance departments15,602 7,189 
Total fair value of restricted investments$50,288 $49,660 
Schedule of AFS securities additional information
The following table presents additional information on the Company’s AFS securities:
Three Months Ended
September 30,
Nine Months Ended
September 30,
2022202120222021
Purchases of AFS securities$12,395 $142,420 $138,738 $285,151 
Proceeds from maturities, calls and prepayments of AFS securities$13,689 $16,616 $51,328 $51,245 
Gross proceeds from sales of AFS securities$— $29,713 $16,970 $62,902 
The following table presents the gross realized gains and gross realized losses from sales and redemptions of AFS securities:

Three Months Ended
September 30,
Nine Months Ended
September 30,
2022202120222021
Gross realized gains$— $303 $74 $625 
Gross realized (losses)— (7)(184)(9)
Total net realized gains (losses) from investment sales and redemptions$— $296 $(110)616 
Schedule of investments in loans at fair value
The following table presents the Company’s investments in loans measured at fair value and the Company’s investments in loans measured at fair value pledged as collateral:
As of September 30, 2022As of December 31, 2021
Fair valueUnpaid principal balance (UPB)Fair value exceeds / (below) UPBPledged as collateralFair valueUnpaid principal balance (UPB)Fair value exceeds / (below) UPBPledged as collateral
Insurance:
Corporate loans (1)
$12,584 $14,888 $(2,304)$— $7,099 $10,156 $(3,057)$— 
Mortgage:
Mortgage loans held for sale (2)
58,200 58,985 (785)57,165 98,484 95,264 3,220 95,542 
Total loans, at fair value$70,784 $73,873 $(3,089)$57,165 $105,583 $105,420 $163 $95,542 
(1)    The cost basis of Corporate loans was approximately $14,888 and $9,094 at September 30, 2022 and December 31, 2021, respectively.
(2)    As of September 30, 2022, there were no mortgage loans held for sale that were 90 days or more past due. As of December 31, 2021, there was one mortgage loan held for sale that was 90 days or more past due, with a fair value of $136.
The following table presents the total notes and accounts receivable, net:
As of
September 30,
2022
December 31, 2021
Accounts and premiums receivable, net$141,251 $137,082 
Retrospective commissions receivable178,263 157,853 
Notes receivable, net - premium financing program114,091 89,788 
Trust receivables15,256 41,889 
Other receivables33,124 27,757 
Total notes and accounts receivable, net$481,985 $454,369 

The following table presents the total valuation allowance and bad debt expense for the following periods:
Valuation allowanceBad Debt Expense
As ofThree Months Ended
September 30,
Nine Months Ended
September 30,
September 30,
2022
December 31,
2021
2022202120222021
Notes receivable, net - premium financing program (1)
$95 $123 $39 $68 $129 $210 
Accounts and premiums receivable, net$81 $120 $$10 $54 $20 
(1)    As of September 30, 2022 and December 31, 2021, there were $239 and $1,311 in balances classified as 90 days plus past due, respectively.
Schedule of debt and equity securities The following table presents information on the cost and fair value of the Company’s equity securities related to insurance operations and other Tiptree investing activity as of the following periods:
As of September 30, 2022
InsuranceTiptree Capital - OtherTotal
CostFair ValueCostFair ValueCostFair Value
Invesque$23,339 $3,316 $111,491 $15,874 $134,830 $19,190 
Fixed income exchange traded fund52,245 52,078 — — 52,245 52,078 
Other equity securities15,773 13,835 — — 15,773 13,835 
Total equity securities$91,357 $69,229 $111,491 $15,874 $202,848 $85,103 

As of December 31, 2021
InsuranceTiptree Capital - OtherTotal
CostFair ValueCostFair ValueCostFair Value
Invesque$23,339 $6,015 $111,491 $28,799 $134,830 $34,814 
Fixed income exchange traded fund52,176 53,154 — — 52,176 53,154 
Other equity securities49,664 50,515 — — 49,664 50,515 
Total equity securities$125,179 $109,684 $111,491 $28,799 $236,670 $138,483 
Schedule of other investments
The following table contains information regarding the Company’s other investments as of the following periods:
As of September 30, 2022
Tiptree Capital
InsuranceMortgageOtherTotal
Corporate bonds, at fair value (1)
$41,494 $— $— $41,494 
Vessels, net (2)
— — 949 949 
Debentures24,961 — — 24,961 
Other350 7,404 1,377 9,131 
Total other investments$66,805 $7,404 $2,326 $76,535 

As of December 31, 2021
Tiptree Capital
InsuranceMortgageOtherTotal
Corporate bonds, at fair value (1)
$38,965 $— $— $38,965 
Vessels, net (2)
— — 79,368 79,368 
Debentures21,057 — — 21,057 
Trade claims19,737 — — 19,737 
Other216 7,981 1,332 9,529 
Total other investments$79,975 $7,981 $80,700 $168,656 

(1)    The cost basis of corporate bonds was $47,906 and $36,436 as of September 30, 2022 and December 31, 2021, respectively.
(2)     Net of accumulated depreciation of $99 and $13,059 as of September 30, 2022 and December 31, 2021, respectively.
Components of investment income The following table presents the components of net investment income by source of income:
Three Months Ended
September 30,
Nine Months Ended
September 30,
2022202120222021
Interest:
AFS securities$3,094 $1,840 $7,955 $5,246 
Loans, at fair value173 181 514 680 
Other investments1,382 1,597 4,240 4,593 
Dividends from equity securities212 276 883 480 
Subtotal4,861 3,894 13,592 10,999 
Less: investment expenses1,229 564 3,428 1,668 
Net investment income$3,632 $3,330 $10,164 $9,331 
The following tables present the components of other investment income by type:
Three Months Ended
September 30,
Nine Months Ended
September 30,
2022202120222021
Interest:
Loans, at fair value (1)
$766 $1,450 $4,652 $4,506 
Loan fee income3,998 5,014 14,494 15,511 
Vessel related revenue7,829 11,426 28,337 25,043 
Other investment income$12,593 $17,890 $47,483 $45,060 
(1)    Includes income related to loans at fair value classified as Held for Sale for the periods prior to July 1, 2022. See Note (4) Assets and Liabilities Held for Sale.
Components of net realized and unrealized gain (losses)
The following table presents the components of net realized and unrealized gains (losses) recorded on the condensed consolidated statements of operations. Net unrealized gains (losses) on AFS securities are included within other comprehensive income (loss) (“OCI”), net of tax, and, as such, are not included in this table. Net realized and unrealized gains (losses) on non-investment related financial assets and liabilities are included below:
Three Months Ended
September 30,
Nine Months Ended
September 30,
2022202120222021
Net realized gains (losses)
Insurance:
Reclass of unrealized gains (losses) on AFS securities from OCI $— $296 $(110)$616 
Net gains from recoveries (credit losses) on AFS securities35 (1)(41)(84)
Net realized gains (losses) on loans (1,241)90 (1,617)(389)
Net realized gains (losses) on equity securities (1,639)(310)(4,104)(4,874)
Net realized gains (losses) on corporate bonds(2,937)1,676 (3,049)3,174 
Other 3,951 (509)(2,612)1,401 
Tiptree Capital
Mortgage:
Net realized gains (losses) on loans11,902 23,992 32,475 70,306 
Other663 (1,652)13,376 596 
Other:
Net realized gains (losses) on loans (1)
— 16,644 24,403 42,232 
Net realized gains on vessel sales14,099 — 21,217 — 
Other — (231)762 1,523 
Total net realized gains (losses)24,833 39,995 80,700 114,501 
Net unrealized gains (losses)
Insurance:
Net change in unrealized gains (losses) on loans (783)(174)(467)1,313 
Net unrealized gains (losses) on equity securities held at period end(452)(779)(5,087)14,511 
Reclass of unrealized (gains) losses from prior periods for equity securities sold (1)(1,766)(953)(1,362)
Other (3,316)(6,015)(5,112)(9,302)
Tiptree Capital
Mortgage:
Net change in unrealized gains (losses) on loans(2,104)(255)(4,005)(1,080)
Other385 566 2,866 3,632 
Other:
Net change in unrealized gains (losses) on loans (1)
— 1,801 (4,513)(314)
Net unrealized gains (losses) on equity securities held at period end(1,405)(10,396)(12,924)3,512 
Other (8,172)(455)(5,143)
Total net unrealized gains (losses)(7,674)(25,190)(30,650)5,767 
Total net realized and unrealized gains (losses)$17,159 $14,805 $50,050 $120,268 
(1)    Relates to Loans, at fair value classified as Held for Sale. See Note (4) Assets and Liabilities Held for Sale.