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GOODWILL AND OTHER INTANGIBLE ASSETS - Intangible Assets and Accumulated Amortization (Details) - USD ($)
 3 Months Ended 9 Months Ended
Sep. 30, 2023
Sep. 30, 2022
Sep. 30, 2023
Sep. 30, 2022
Dec. 31, 2022
Finite-Lived Intangible Assets [Line Items]          
Gross Value $ 29,300,000   $ 29,300,000    
Accumulated Amortization 1,682,083   1,682,083    
Net Book Value 27,617,917   27,617,917    
Indefinite-Lived Intangible Assets [Line Items]          
Gross Value 32,900,000   32,900,000    
Accumulated Amortization 1,682,083   1,682,083    
Intangible assets, net 31,217,917   31,217,917   $ 0
Amortization expense 1,682,083 $ 0 1,682,083 $ 0  
Trade Name          
Indefinite-Lived Intangible Assets [Line Items]          
Indefinite Lived Intangible Assets 900,000   900,000    
State Insurance Licenses          
Indefinite-Lived Intangible Assets [Line Items]          
Indefinite Lived Intangible Assets 2,700,000   2,700,000    
Customer Relationships - Agents          
Finite-Lived Intangible Assets [Line Items]          
Gross Value 12,600,000   12,600,000    
Accumulated Amortization 630,000   630,000    
Net Book Value 11,970,000   11,970,000    
Indefinite-Lived Intangible Assets [Line Items]          
Accumulated Amortization 630,000   630,000    
Customer Relationships - Financial Relationships          
Finite-Lived Intangible Assets [Line Items]          
Gross Value 11,000,000   11,000,000    
Accumulated Amortization 343,750   343,750    
Net Book Value 10,656,250   10,656,250    
Indefinite-Lived Intangible Assets [Line Items]          
Accumulated Amortization 343,750   343,750    
Internally Developed and Used Technology—APA          
Finite-Lived Intangible Assets [Line Items]          
Gross Value 1,600,000   1,600,000    
Accumulated Amortization 200,000   200,000    
Net Book Value 1,400,000   1,400,000    
Indefinite-Lived Intangible Assets [Line Items]          
Accumulated Amortization 200,000   200,000    
Internally Developed and Used Technology—Market Place          
Finite-Lived Intangible Assets [Line Items]          
Gross Value 100,000   100,000    
Accumulated Amortization 8,333   8,333    
Net Book Value 91,667   91,667    
Indefinite-Lived Intangible Assets [Line Items]          
Accumulated Amortization 8,333   8,333    
Non-Compete Agreements          
Finite-Lived Intangible Assets [Line Items]          
Gross Value 4,000,000   4,000,000    
Accumulated Amortization 500,000   500,000    
Net Book Value 3,500,000   3,500,000    
Indefinite-Lived Intangible Assets [Line Items]          
Accumulated Amortization $ 500,000   $ 500,000