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Reinsurance - Narrative (Details) - USD ($)
1 Months Ended 12 Months Ended 24 Months Ended 48 Months Ended 60 Months Ended
Nov. 01, 2022
Jan. 01, 2022
Sep. 30, 2023
Dec. 31, 2023
Dec. 31, 2022
Dec. 31, 2021
Dec. 31, 2023
Dec. 31, 2023
Dec. 31, 2023
Jun. 30, 2022
Effects Of Reinsurance [Line Items]                    
Reinsurance recoverables on paid losses       $ 12,619,000 $ 6,653,000   $ 12,619,000 $ 12,619,000 $ 12,619,000  
Stated net reserves retained       103,805,000 82,888,000 $ 98,741,000 103,805,000 103,805,000 103,805,000  
Losses and loss adjustment expenses, net       82,413,000 81,440,000          
Reinsurance recoverables on unpaid losses       70,807,000 82,651,000 $ 40,344,000 70,807,000 70,807,000 70,807,000  
Prior period       17,833,000 24,284,000          
Prepaid reinsurance premiums       28,908,000 16,399,000   28,908,000 28,908,000 28,908,000  
Assumed premiums written       43,620,000 42,187,000          
Ceded premium written       75,146,000 46,787,000          
Ceded premiums earned       62,637,000 38,690,000          
Hurricane                    
Effects Of Reinsurance [Line Items]                    
Ceded premium written         1,600,000          
Ceded premiums earned         1,600,000          
Catastrophe Losses                    
Effects Of Reinsurance [Line Items]                    
Ceded premium written       91,000            
Ceded premiums earned       91,000            
Accident Year 2019                    
Effects Of Reinsurance [Line Items]                    
Prior period       218,000 9,600,000          
Loss Portfolio Transfer (“LPT”) Reinsurance Agreement                    
Effects Of Reinsurance [Line Items]                    
Reinsurance recoverables on paid losses       3,800,000 3,900,000   3,800,000 3,800,000 3,800,000  
Reinsurance recoverables on unpaid losses       10,900,000 25,900,000   10,900,000 10,900,000 10,900,000  
100% Quota Share Reinsurance Agreement                    
Effects Of Reinsurance [Line Items]                    
Ceded premium written     $ 30,900,000              
Minimum | Loss Portfolio Transfer (“LPT”) Reinsurance Agreement                    
Effects Of Reinsurance [Line Items]                    
Reinsurance recoverables on paid losses $ 46,300,000                  
Minimum | 100% Quota Share Reinsurance Agreement                    
Effects Of Reinsurance [Line Items]                    
Percentage of commission ceded, net     22.00%              
Maximum | 100% Quota Share Reinsurance Agreement                    
Effects Of Reinsurance [Line Items]                    
Percentage of commission ceded, net     27.00%              
100% Cede of Commercial Liability Risks In Excess of $400,000                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)       400,000 340,000          
Ceded Commercial Property Risks In Excess of $200,000                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)       400,000            
Ceded Commercial Property Risks In Excess of $400,000                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)         300,000          
Ceded Homeowners Specific Risks In Excess of $300,000                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)       300,000 300,000          
Liability Risk                    
Effects Of Reinsurance [Line Items]                    
Percentage of ceding commission   40.00%       40.00%        
Workers Compensation and Casualty Clash                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)             1,000,000      
Amount reinsured             $ 29,000,000      
Commercial Auto Physical Damage Risk                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)       400,000            
Liability Reinsurance Policy                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)                 400,000  
Amount reinsured                 $ 600,000  
Property Reinsurance Policy | Homeowners Lines                    
Effects Of Reinsurance [Line Items]                    
Amount reinsured               1,700,000    
Property Reinsurance Policy | Commercial Lines                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)       400,000 300,000          
Amount reinsured       7,600,000 7,700,000          
Property Reinsurance Policy | Property, Liability and Casualty Insurance Product Line                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)       3,000,000.0 2,000,000.0          
Insured property value       $ 27,000,000 $ 28,000,000          
Termination date       Jun. 01, 2024 Jun. 01, 2023          
Property Reinsurance Policy | Maximum | Homeowners Lines                    
Effects Of Reinsurance [Line Items]                    
Amount retained (excess of)               $ 300,000    
Quota Share Reinsurance Agreement | Cannabis Program Net Written Premiums                    
Effects Of Reinsurance [Line Items]                    
Reinsurance retention policy, reinsured percentage       50.00%            
Quota Share Reinsurance Agreement | Minimum | Commercial Lines                    
Effects Of Reinsurance [Line Items]                    
Reinsurance retention policy, reinsured percentage       90.00%            
Quota Share Reinsurance Agreement | Maximum | Commercial Lines                    
Effects Of Reinsurance [Line Items]                    
Reinsurance retention policy, reinsured percentage       100.00%            
Quota Share Reinsurance Agreement, Other Arrangements | Maximum | Other insurance product line                    
Effects Of Reinsurance [Line Items]                    
Reinsurance retention policy, reinsured percentage       100.00%            
Insurance Fronting Arrangement                    
Effects Of Reinsurance [Line Items]                    
Assumed premiums written       $ 43,600,000 $ 42,200,000          
Fleming Reinsurance Ltd | Loss Portfolio Transfer (“LPT”) Reinsurance Agreement                    
Effects Of Reinsurance [Line Items]                    
Stated net reserves retained                   $ 40,800,000
Losses and loss adjustment expenses, net 5,500,000                  
One-time risk fee retained                   5,400,000
Amount reinsured 40,800,000                  
Fleming Reinsurance Ltd | Loss Portfolio Transfer (“LPT”) Reinsurance Agreement | Accident Year 2019                    
Effects Of Reinsurance [Line Items]                    
Reinsurance recoverables on paid losses                   66,300,000
Stated net reserves retained                   $ 40,800,000
Prior period 20,000,000                  
Fleming Reinsurance Ltd | Maximum | Loss Portfolio Transfer (“LPT”) Reinsurance Agreement                    
Effects Of Reinsurance [Line Items]                    
Reinsurance recoverables on paid losses $ 66,300,000                  
Corridor | Agreement between CIC and WPIC and Fleming Re                    
Effects Of Reinsurance [Line Items]                    
Losses and loss adjustment expenses, net       5,500,000 5,500,000          
Layer | Minimum | Agreement between CIC and WPIC and Fleming Re                    
Effects Of Reinsurance [Line Items]                    
Losses and loss adjustment expenses, net       9,100,000 644,000          
Layer | Maximum | Agreement between CIC and WPIC and Fleming Re                    
Effects Of Reinsurance [Line Items]                    
Losses and loss adjustment expenses, net       $ 20,000,000 $ 20,000,000