Stock-based Compensation (Tables)

9 Months Ended

Sep. 30, 2025

Share-Based Payment Arrangement [Abstract]

The fair value of each option granted for the nine months ended September 30, 2025 and 2024 is estimated on the date of grant using the Black-Scholes model based on the following assumptions:


	Nine Months Ended September 30,
	2025	2024
Weighted average expected term (years)	5.8	5.8
Risk-free interest rate	4.0%	4.1%
Volatility	81%	77%
Expected dividend yield	0%	0%

Schedule of Stock Options Activity

The following tables summarize activity of stock options and restricted stock units ("RSUs"):

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, 2024	9,376,193	$	36.03	6.81	$	106.8
Granted	608,928	$	58.31
Exercised	(600,325)	$	20.84
Canceled/Forfeited	(1,365,455)	$	85.54
Outstanding as of September 30, 2025	8,019,341	$	30.46	6.55	$	207.7
Options exercisable as of September 30, 2025	5,610,867	$	30.55	5.81	$	148.1
Options unvested as of September 30, 2025	2,408,474	$	30.23	8.26	$	59.6

Schedule of Restricted Stock Units Activity

Restricted Stock Units


	Number of Shares	Weighted Average Grant Date Fair Value
Outstanding as of December 31, 2024	4,278,383	$	20.00
Granted	936,846	$	43.61
Vested	(1,344,730)	$	20.81
Canceled/Forfeited	(332,176)	$	19.87
Outstanding as of September 30, 2025	3,538,323	$	25.95

Schedule of Stock-Based Compensation Expense

Stock-based compensation expense from stock options and RSUs, 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 September 30,				Nine Months Ended September 30,
	2025		2024		2025		2024
Loss and loss adjustment expense, net	$	0.6	$	0.5	$	1.7	$	1.5
Other insurance expense	0.8		0.7		2.1		1.9
Sales and marketing (1)	1.1		3.0		(2.4)		7.6
Technology development	7.4		6.6		21.1		19.4
General and administrative	7.2		6.1		20.3		16.8
Total stock-based compensation expense	$	17.1	$	16.9	$	42.8	$	47.2

(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 nine months ended September 30, 2025, and compensation expense related to warrant shares of $2.0 million and $4.5 million for the three and nine months ended September 30, 2024, respectively.

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 September 30,				Nine Months Ended September 30,
	2025		2024		2025		2024
Stock options	$	6.1	$	7.7	$	18.4	$	22.5
RSUs	11.0		7.2		29.6		20.2
Warrant shares	—		2.0		(5.2)		4.5
Total stock-based compensation expense	$	17.1	$	16.9	$	42.8	$	47.2