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Stock-based Compensation (Tables) | 6 Months Ended
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Jun. 30, 2026
Share-Based Payment Arrangement [Abstract] |
Schedule of Fair Value Assumptions | The fair value of each option granted during the six months ended June 30, 2026 and 2025 is estimated on the date of grant using the Black-Scholes model based on the following assumptions:
|  | Six Months Ended June 30,
|  | 2026 |  | 2025
Weighted average expected term (years) |  | 6.9 |  | 6.0
Risk-free interest rate |  | 3.9% |  | 4.1%
Volatility |  | 80% |  | 79%
Expected dividend yield |  | 0% |  | 0%
Summarized in the table below are the assumptions used in determining the grant-date fair value of $42.80 using the Monte-Carlo simulation approach for the RSUs with market condition:
Expected term (years) |  | 2.0
Risk-free interest rate |  | 3.7 | %
Volatility |  | 81 | %
Expected dividend yield |  | 0 | %
Schedule of Stock Options Activity | The following tables summarize activity of stock options and restricted stock units: Stock options
|  | Number of Options |  | Weighted- Average Exercise Price |  | Weighted-Average Remaining Contractual Term (Years) |  | Aggregate Intrinsic Value
|  |  |  |  |  |  |  | ($ in millions)
Outstanding as of December 31, 2025 |  | 7,253,851 |  | $ | 30.76 |  |  | 6.39 |  | $ | 302.9 |
Granted |  | 64,507 |  |  | $ | 56.20 |  |  |  |  |
Exercised |  | (481,371) |  |  | $ | 12.59 |  |  |  |  |
Canceled/Forfeited |  | (50,450) |  |  | $ | 70.45 |  |  |  |  |
Outstanding as of June 30, 2026 |  | 6,786,537 |  | $ | 32.00 |  |  | 6.25 |  | $ | 236.3 |
Options exercisable as of June 30, 2026 |  | 5,610,451 |  | $ | 31.30 |  |  | 5.84 |  | $ | 201.3 |
Options unvested as of June 30, 2026 |  | 1,176,086 |  | $ | 35.32 |  |  | 8.22 |  | $ | 35.0 |
Schedule of Restricted Stock Units Activity | Restricted Stock Units with service condition
|  | Number of Shares |  | Weighted Average Grant Date Fair Value
Outstanding as of December 31, 2025 |  | 3,196,072 |  |  | $ | 29.98 |
Granted |  | 3,216,149 |  |  | $ | 58.30 |
Vested |  | (938,132) |  |  | $ | 27.04 |
Canceled/Forfeited |  | (149,336) |  |  | $ | 31.99 |
Outstanding as of June 30, 2026 |  | 5,324,753 |  |  | $ | 47.59 |
Schedule of Stock-Based Compensation Expense | Stock-based compensation expense from stock options, Restricted Stock Units with service condition ("RSUs with service condition") and RSUs with market condition, including equity awards from the Assumed Plans as discussed above and warrants (Note 10), were included and presented in the condensed consolidated statements of operations and comprehensive loss as follows ($ in millions):
|  | Three Months Ended June 30, |  | Six Months Ended June 30,
|  | 2026 |  | 2025 |  | 2026 |  | 2025
Loss and loss adjustment expense, net |  | $ | 0.6 |  |  | $ | 0.6 |  |  | $ | 1.2 |  |  | $ | 1.1 |
Other insurance expense |  | 0.8 |  |  | 0.6 |  |  | 1.5 |  |  | 1.3 |
Sales and marketing (1) |  | 1.0 |  |  | 0.8 |  |  | 2.1 |  |  | (3.5) |
Technology development (2) |  | 9.8 |  |  | 6.9 |  |  | 18.7 |  |  | 13.7 |
General and administrative (2) |  | 12.3 |  |  | 6.5 |  |  | 22.2 |  |  | 13.1 |
Total stock-based compensation expense |  | $ | 24.5 |  |  | $ | 15.4 |  |  | $ | 45.7 |  |  | $ | 25.7 |
(1) Includes the impact of the canceled unvested warrant shares for contract year 2 related to the termination of the Warrant Agreement with Chewy in the amount of $5.2 million for the six months ended June 30, 2025. (2) Includes $1.9 million and $2.5 million of compensation expense related to the RSUs with market condition for the three and six months ended June 30, 2026. Stock-based compensation expense classified by award type are included in the condensed consolidated statements of operations and comprehensive loss as follows ($ in millions):
|  | Three Months Ended June 30, |  | Six Months Ended June 30,
|  | 2026 |  | 2025 |  | 2026 |  | 2025
Stock options |  | $ | 5.2 |  |  | $ | 5.8 |  |  | $ | 11.6 |  |  | $ | 12.3 |
RSUs with service condition |  | 17.4 |  |  | 9.6 |  |  | 31.6 |  |  | 18.6 |
RSUs with market condition |  | 1.9 |  |  | — |  |  | 2.5 |  |  | — |
Warrant shares |  | — |  |  | — |  |  | — |  |  | (5.2) |
Total stock-based compensation expense |  | $ | 24.5 |  |  | $ | 15.4 |  |  | $ | 45.7 |  |  | $ | 25.7 |

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- Definition Tabular disclosure of the significant assumptions used during the year to estimate the fair value of stock options, including, but not limited to: (a) expected term of share options and similar instruments, (b) expected volatility of the entity's shares, (c) expected dividends, (d) risk-free rate(s), and (e) discount for post-vesting restrictions. + References Reference 1: http://fasb.org/us-gaap/role/ref/legacyRef -Topic 718 -SubTopic 10 -Subparagraph (f)(2) -Name Accounting Standards Codification -Paragraph 2 -Section 50 -Publisher FASB -URI https://asc.fasb.org/1943274/2147480429/718-10-50-2 + Details
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