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Basis of Presentation (Narrative) (Details)
$ / shares in Units, $ in Thousands
3 Months Ended 6 Months Ended
Jan. 01, 2023
$ / shares
shares
Aug. 23, 2007
USD ($)
Jun. 21, 2005
USD ($)
Sep. 30, 2023
USD ($)
Jun. 30, 2023
USD ($)
$ / shares
shares
Jun. 30, 2022
USD ($)
Jun. 30, 2023
USD ($)
$ / shares
shares
Jun. 30, 2022
USD ($)
Dec. 31, 2022
USD ($)
$ / shares
shares
Variable Interest Entity [Line Items]                  
Losses and loss adjustment expenses         $ 36,752 $ 72,646 $ 66,516 $ 112,028  
Reinsurance recoverable, allowance for credit loss         200   200    
Senior unsecured notes due 2029, carrying value         49,401   49,401   $ 49,352
Deferred tax, valuation allowance         41,400   41,400    
Uncertain tax positions         $ 0   $ 0    
Reverse stock split ratio 0.1                
Common stock, par value | $ / shares $ 1.00       $ 1.00   $ 1.00   $ 1.00
Common stock, authorized shares | shares 3,333,333       3,333,333   3,333,333   3,333,333
Fractional shares issued (in shares) | shares 0                
Scenario, Forecast [Member] | Maui, Hawaii Wildfires [Member]                  
Variable Interest Entity [Line Items]                  
Losses and loss adjustment expenses       $ 7,500          
AM Best, A- Rating [Member]                  
Variable Interest Entity [Line Items]                  
Percentage of reinsurance recoverable             95.00%    
Accounting Standards Update 2016-13 [Member] | Cumulative Effect, Period of Adoption, Adjustment [Member]                  
Variable Interest Entity [Line Items]                  
Reinsurance recoverable, allowance for credit loss         $ 200   $ 200    
Related Party [Member] | Hallmark Statutory Trust I [Member]                  
Variable Interest Entity [Line Items]                  
Proceeds from issuance of trust preferred securities     $ 30,000            
Related Party [Member] | Hallmark Statutory Trust I I [Member]                  
Variable Interest Entity [Line Items]                  
Proceeds from issuance of trust preferred securities   $ 25,000              
Senior unsecured notes due 2029 [Member]                  
Variable Interest Entity [Line Items]                  
Senior unsecured notes due 2029, carrying value         49,400   49,400    
Senior unsecured notes due 2029, fair value         44,900   44,900    
Subordinated Debt [Member]                  
Variable Interest Entity [Line Items]                  
Trust preferred securities, carrying value         56,000   56,000    
Trust preferred securities, fair value         35,400   35,400    
Subordinated Debt [Member] | Related Party [Member] | Hallmark Statutory Trust I [Member]                  
Variable Interest Entity [Line Items]                  
Payments to acquire trust preferred investments     $ 30,900            
Subordinated Debt [Member] | Related Party [Member] | Hallmark Statutory Trust I I [Member]                  
Variable Interest Entity [Line Items]                  
Payments to acquire trust preferred investments   $ 25,800              
Discontinued Operations, Held-for-sale or disposed of by sale | E&S [Member]                  
Variable Interest Entity [Line Items]                  
Losses and loss adjustment expenses         $ (4,641) $ 39,287 $ (4,987) $ 63,929