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Consolidated Statements of Cash Flows - USD ($)
$ in Millions
 9 Months Ended
Sep. 30, 2023
Sep. 30, 2022
Cash flows from operating activities:    
Net loss $ (223.7) $ (266.0)
Adjustments to reconcile net loss to net cash used in operating activities:    
Depreciation and amortization 14.4 11.2
Stock–based compensation expense 46.7 46.3
Change in fair value of warrant liability (0.2) (2.8)
Change in fair value of contingent consideration liability 4.5 2.6
Impairment charges 0.0 53.5
Other non-cash items (6.9) (0.3)
Changes in assets and liabilities:    
Accounts receivable, net (38.2) (33.3)
Reinsurance recoverable on paid and unpaid losses and LAE (11.0) (70.4)
Ceding commissions receivable (34.2) (14.7)
Prepaid reinsurance premiums (65.7) (70.0)
Other assets 0.1 15.3
Provision for commission 13.0 1.1
Accrued expenses and other liabilities 6.6 15.5
Loss and loss adjustment expense reserves 66.1 60.7
Unearned premiums 100.6 63.4
Reinsurance premiums payable 84.0 56.5
Net cash used in operating activities (43.9) (131.4)
Cash flows from investing activities:    
Capitalized internal use software costs (13.0) (11.4)
Purchases of property and equipment (29.2) (4.8)
Purchases of investments (290.7) (645.4)
Maturities of investments 383.6 367.4
Sales of investments 29.8 5.5
Other (0.9) (2.0)
Net cash provided by (used in) investing activities 79.6 (290.7)
Cash flows from financing activities:    
Taxes paid related to net share settlement of equity awards (4.0) (3.5)
Proceeds from issuances of common stock 2.4 3.4
Share repurchases under program (1.8) 0.0
Payments of contingent consideration (1.0) (0.4)
Distributions to noncontrolling interests (6.5) (2.2)
Other 0.1 (1.0)
Net cash used in financing activities (10.8) (3.7)
Net increase (decrease) in cash, cash equivalents, and restricted cash 24.9 (425.8)
Cash, cash equivalents, and restricted cash at the beginning of the period 244.5 818.7
Cash, cash equivalents, and restricted cash at the end of the period $ 269.4 $ 392.9