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Condensed Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
6 Months Ended
Jun. 30, 2022
Jun. 30, 2021
Cash flows from operating activities:    
Net loss $ (32,173) $ (81,398)
Adjustments to reconcile net loss to net cash used in operating activities    
Depreciation and amortization 12,899 6,356
Amortization of operating lease right-of-use assets 604 803
Loss on sale and impairment of long-lived assets 169 126
Gain on extinguishment of debt   (8,243)
Loss (gain) on remeasurement of private warrant liability (14,267) 20,212
Loss (gain) on remeasurement of contingent consideration 4,686  
Loss (gain) on remeasurement of earnout liability (13,766) 22,801
Stock-based compensation 15,556 23,477
Amortization of investment premium/accretion of discount, net 1,132 654
Net realized losses on investments 138  
Interest expense (non-cash) 2,339 67
Other 80  
Other   (1,479)
Change in operating assets and liabilities, net of acquisitions and divestitures    
Accounts receivable (9,907) (5,017)
Reinsurance balance due (45,555) (94,883)
Prepaid expenses and other current assets (7,758) 1,654
Accounts payable (4,226) (21,417)
Accrued expenses and other current liabilities 2,358 (3,292)
Losses and loss adjustment expense reserves 26,945 29,655
Other insurance liabilities, current 21,492 76,474
Deferred revenue 37,610 15,824
Refundable customer deposits 3,972 (1,273)
Deferred income tax benefit   (8,153)
Long-term insurance commissions receivable (2,940) (2,775)
Operating lease liabilities, non-current (1,368) (886)
Other (326) 255
Net cash used in operating activities (2,306) (30,772)
Cash flows from investing activities:    
Purchases of property and equipment (1,539) (539)
Capitalized internal use software development costs (3,496) (1,510)
Purchases of short-term and long-term investments (13,561) (9,476)
Maturities, sales of short-term and long-term investments 12,241 8,110
Acquisitions, net of cash acquired (32,049) (127,883)
Net cash used in investing activities (38,404) (131,298)
Cash flows from financing activities:    
Repayments of principal and related fees (150) (150)
Proceeds from line of credit 1,000  
Proceeds from exercises of warrants   126,772
Proceeds from exercises of stock options 692 2,544
Income tax withholdings paid upon vesting of restricted stock units (1,922) (22,126)
Payments of acquisition-related contingent consideration (1,625)  
Net cash (used) provided by financing activities (2,005) 107,040
Net change in cash, cash equivalents, and restricted cash (42,715) (55,030)
Cash, cash equivalents, and restricted cash, beginning of period 324,792 207,453
Cash, cash equivalents, and restricted cash end of period 282,077 152,423
Supplemental disclosures    
Cash paid for interest 1,587 1,779
Non-cash consideration for acquisitions 21,607 37,792
Cash payable for acquisition $ 5,000  
Reduction of earnout liability due to a vesting event   $ 25,815