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Stockholders’ Equity - Share-based Compensation Expense (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2025
Mar. 31, 2024
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]    
Share-based compensation expense $ 7.7 $ 8.4
Losses and loss adjustment expenses    
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]    
Share-based compensation expense 0.3 0.2
Insurance related expenses    
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]    
Share-based compensation expense 1.2 0.4
Technology and development    
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]    
Share-based compensation expense 1.6 1.7
Sales and marketing    
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]    
Share-based compensation expense 1.0 1.9
General and administrative    
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]    
Share-based compensation expense $ 3.6 $ 4.2