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Consolidated Statements of Cash Flows (Unaudited) - USD ($)
$ in Thousands
9 Months Ended
Sep. 30, 2021
Sep. 30, 2020
Operating activities:    
Net (loss) income $ 417 $ (2,938)
Adjustments to reconcile net income (loss) to net cash used in operating activities:    
Gain on disposal of discontinued operations, net of taxes 0 (6)
Equity in net income of limited liability investments (31) (31)
Depreciation and amortization expense 6,369 5,005
Stock-based compensation expense, net of forfeitures 2,955 202
Net realized gains (397) (157)
Loss (gain) on change in fair value of equity investments 235 (1,069)
Gain on change in fair value of limited liability investments, at fair value (1,740) (2,050)
Net change in unrealized loss on private company investments 0 744
Loss (gain) on change in fair value of debt 2,169 (1,940)
Loss on change in fair value of derivatives 65 0
Deferred income taxes 589 (631)
Other-than-temporary Impairment Loss, Debt Securities, Portion Recognized in Earnings, Total 0 117
Amortization of fixed maturities premiums and discounts 154 98
Amortization of notes payable premium, discounts and debt issue costs (606) (669)
Gain on extinguishment of debt (2,494) 0
Changes in operating assets and liabilities:    
Service fee receivable, net (1,667) (55)
Other receivables, net 2,974 1,055
Deferred acquisition costs, net (212) (288)
Other assets (11,030) 1,081
Unpaid loss and loss adjustment expenses (99) (373)
Deferred service fees (427) (577)
Other, net (5,268) 2,890
Net cash (used in) provided by operating activities (8,044) 408
Investing activities:    
Proceeds from sales and maturities of fixed maturities 4,477 12,685
Proceeds from sales of equity investments 23 3,230
Purchases of fixed maturities (18,455) (10,518)
Net proceeds from limited liability investments 522 133
Net proceeds from limited liability investments, at fair value 16,661 109
Net proceeds from investments in private companies 151 683
Net proceeds from other investments 22 369
Net purchases of short-term investments 0 (3)
Acquisition of business, net of cash acquired (50) 0
Net purchases of property and equipment (689) (146)
Net cash provided by investing activities 2,662 6,542
Financing activities:    
Proceeds from exercise of warrants 1,750 0
Distributions to noncontrolling interest holders (2,103) (43)
Taxes paid related to net share settlements of restricted stock awards (468) (83)
Principal payments on bank loans (3,088) (812)
Principal proceeds from notes payable, net of debt issuance costs of $1,685 in 2021 13,270 2,858
Principal payments on notes payable (12,645) (3,082)
Net cash used in financing activities (3,284) (1,162)
Net (decrease) increase in cash and cash equivalents and restricted cash (8,666) 5,788
Cash and cash equivalents and restricted cash at beginning of period 44,945 25,661
Cash and cash equivalents and restricted cash at end of period $ 36,279 $ 31,449