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Long-Term Debt - Additional Information (Details)
1 Months Ended 3 Months Ended 12 Months Ended
Dec. 31, 2019
Jun. 30, 2022
USD ($)
$ / shares
Sep. 30, 2019
USD ($)
Jun. 30, 2018
USD ($)
Aug. 31, 2017
USD ($)
$ / shares
Dec. 31, 2022
USD ($)
$ / shares
Jun. 30, 2022
USD ($)
$ / shares
Sep. 30, 2021
Jun. 30, 2020
USD ($)
Dec. 31, 2022
USD ($)
$ / shares
Dec. 31, 2021
USD ($)
Dec. 31, 2020
Dec. 31, 2019
Sep. 30, 2022
USD ($)
Aug. 31, 2022
USD ($)
Mar. 31, 2022
USD ($)
Sep. 30, 2020
USD ($)
Jun. 30, 2019
USD ($)
Debt Instrument [Line Items]                                    
Borrowings           $ 1,746,145,000       $ 1,746,145,000 $ 1,650,576,000              
Debt instrument, unamortized deferred issuance costs           12,720,000       12,720,000 9,743,000              
Long-term debt           1,733,425,000       1,733,425,000 1,640,833,000              
Line of Credit                                    
Debt Instrument [Line Items]                                    
Borrowings           1,079,353,000       1,079,353,000 990,155,000              
Debt instrument, unamortized deferred issuance costs           2,153,000       2,153,000 1,672,000              
Long-term debt           1,077,200,000       1,077,200,000 988,483,000              
Convertible notes                                    
Debt Instrument [Line Items]                                    
Debt instrument, unamortized deferred issuance costs                             $ 1,000,000      
Trust preferred securities                                    
Debt Instrument [Line Items]                                    
Borrowings                     139,500,000              
Debt instrument, unamortized deferred issuance costs                     779,000              
Long-term debt           100,000,000       $ 100,000,000 $ 138,721,000              
Trust preferred securities | LIBOR                                    
Debt Instrument [Line Items]                                    
Basis spread on variable rate (as a percent)                   2.25% 2.25%              
Subordinated Notes                                    
Debt Instrument [Line Items]                                    
Long-term debt           40,000,000       $ 40,000,000                
Recourse Subordinate Securities Financing Receivable | Redwood                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time                         4.21%          
Recourse Subordinate Securities Financing Receivable | Redwood | CAFL | Affiliated Entity                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time               4.75%       4.21%            
Recourse Subordinate Securities Financing Receivable | Redwood | October 2022 through September 2023                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time                         5.71%          
Recourse Subordinate Securities Financing Receivable | Redwood | October 2023 through September 2024                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time                         7.21%          
Recourse Subordinate Securities Financing Receivable | Redwood | March 2023 through February 2024 | CAFL | Affiliated Entity                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time                       5.71%            
Recourse Subordinate Securities Financing Receivable | Redwood | March 2024 through February 2025 | CAFL | Affiliated Entity                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time                       7.21%            
Recourse Subordinate Securities Financing Receivable | Redwood | July 2024 through June 2025 | CAFL | Affiliated Entity                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time               6.25%                    
Recourse Subordinate Securities Financing Receivable | Redwood | July 2025 to June 2026 | CAFL | Affiliated Entity                                    
Debt Instrument [Line Items]                                    
Long-term debt, weighted average interest rate, over time               7.75%                    
Facility E | Line of Credit                                    
Debt Instrument [Line Items]                                    
Limit   $ 600,000,000       335,000,000 $ 600,000,000     335,000,000 $ 400,000,000     $ 750,000,000   $ 600,000,000    
Borrowings           308,933,000       308,933,000                
Debt instrument, unamortized deferred issuance costs           838,000       838,000                
Long-term debt           $ 308,095,000       $ 308,095,000                
7.75% convertible senior notes | Convertible notes                                    
Debt Instrument [Line Items]                                    
Debt instrument, interest rate (as a percent)           7.75%       7.75%                
Net proceeds from issuance of convertible debt   $ 208,000,000                                
Range of weighted average interest rates, by series (as a percent)   8.50%         8.50%                      
Convertible debt, conversion ratio             0.0956823                      
Convertible senior notes conversion per share (in dollars per share) | $ / shares   $ 10.45         $ 10.45                      
Borrowings           $ 215,000,000       $ 215,000,000                
Debt instrument, unamortized deferred issuance costs           6,142,000       6,142,000                
Long-term debt           $ 208,858,000       $ 208,858,000                
4.75% convertible senior notes | Convertible notes                                    
Debt Instrument [Line Items]                                    
Debt instrument, interest rate (as a percent)         4.75% 4.75%       4.75% 4.75%     4.75%        
Net proceeds from issuance of convertible debt         $ 238,000,000                          
Convertible debt, conversion ratio         0.0544764                          
Convertible senior notes conversion per share (in dollars per share) | $ / shares         $ 18.36                          
Borrowings           $ 199,000,000       $ 199,000,000 $ 198,629,000     $ 199,000,000        
Debt instrument, unamortized deferred issuance costs                     1,836,000              
Debt instrument, face amount         $ 245,000,000                          
Interest expense yield         5.30%                          
Repurchased debt instrument, face amount           10,000,000     $ 46,000,000 $ 10,000,000                
Gain (loss) on extinguishment of debt           $ 2,000,000     10,000,000                  
Long-term debt                     $ 196,793,000              
5.75% exchangeable senior notes | Convertible notes                                    
Debt Instrument [Line Items]                                    
Debt instrument, interest rate (as a percent)           5.75%       5.75% 5.75%           5.75%  
Net proceeds from issuance of convertible debt     $ 195,000,000                              
Convertible debt, conversion ratio 0.0552644                                  
Convertible senior notes conversion per share (in dollars per share) | $ / shares           $ 18.09       $ 18.09                
Borrowings           $ 162,092,000       $ 162,092,000 $ 172,092,000              
Debt instrument, unamortized deferred issuance costs           2,410,000       2,410,000 3,384,000              
Debt instrument, face amount                                 $ 201,000,000  
Interest expense yield     6.30%                              
Repurchased debt instrument, face amount                 29,000,000                  
Gain (loss) on extinguishment of debt                 6,000,000                  
Long-term debt           $ 159,682,000       $ 159,682,000 $ 168,708,000              
5.625% convertible senior notes | Convertible notes                                    
Debt Instrument [Line Items]                                    
Debt instrument, interest rate (as a percent)           5.625%       5.625% 5.625%           5.625% 5.625%
Net proceeds from issuance of convertible debt       $ 194,000,000                            
Convertible debt, conversion ratio       0.0548317                            
Convertible senior notes conversion per share (in dollars per share) | $ / shares           $ 18.24       $ 18.24                
Borrowings           $ 150,200,000       $ 150,200,000 $ 150,200,000              
Debt instrument, unamortized deferred issuance costs           1,282,000       1,282,000 2,072,000              
Debt instrument, face amount                                   $ 200,000,000
Interest expense yield       6.20%                            
Repurchased debt instrument, face amount                 50,000,000                  
Gain (loss) on extinguishment of debt                 $ 9,000,000                  
Percent of par at issuance       99.50%                            
Long-term debt           $ 148,918,000       $ 148,918,000 $ 148,128,000