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Debt - Narrative (Details)
€ in Millions
1 Months Ended 3 Months Ended 6 Months Ended
Apr. 29, 2022
USD ($)
Sep. 08, 2021
USD ($)
Sep. 30, 2021
USD ($)
Aug. 31, 2021
Jul. 31, 2021
Mar. 31, 2007
USD ($)
Jun. 30, 2022
USD ($)
credit_facility
Sep. 30, 2021
USD ($)
Jun. 30, 2021
USD ($)
Jun. 30, 2022
USD ($)
credit_facility
Jun. 30, 2021
USD ($)
Jun. 30, 2022
EUR (€)
credit_facility
Mar. 31, 2022
USD ($)
Dec. 31, 2021
USD ($)
Aug. 11, 2021
USD ($)
Jul. 13, 2021
USD ($)
Jul. 13, 2021
EUR (€)
Mar. 31, 2021
USD ($)
Dec. 31, 2020
USD ($)
Debt Instrument                                      
Debt             $ 618,100,000     $ 618,100,000       $ 420,900,000          
Debt covenant, maximum loan to value percent, period one             50.00%     50.00%   50.00%              
Debt covenant, maximum loan to value percent, period two             40.00%     40.00%   40.00%              
Debt covenant, maximum loan to value percent, period three             25.00%     25.00%   25.00%              
Debt covenant, maximum loan to value percent, period four             15.00%     15.00%   15.00%              
Debt covenant, maximum loan to value percent, period five             0.00%     0.00%   0.00%              
Debt covenant, maximum loan to value percent             34.10%     34.10%   34.10%              
Proceeds from debt                   $ 203,000,000.0 $ 105,300,000                
Other                                      
Debt Instrument                                      
Secured credit facilities | credit_facility             5     5   5              
Ark                                      
Debt Instrument                                      
Debt             $ 183,500,000     $ 183,500,000       185,900,000          
Unsecured Subordinated Debt | Group Ark Insurance Limited                                      
Debt Instrument                                      
Borrowings               $ 157,800,000                      
Unsecured Subordinated Debt | Group Ark Insurance Limited | Ark                                      
Debt Instrument                                      
Notes issued     $ 163,300,000         $ 163,300,000                      
HG Global Senior Notes | Secured Debt                                      
Debt Instrument                                      
Borrowings $ 150,000,000                                    
Annual payments             15,000,000     15,000,000                  
Interest reserve account             22,000,000     $ 22,000,000                  
Additional interest rate                   1.00%                  
Debt             146,300,000     $ 146,300,000                  
Outstanding balance             150,000,000.0     150,000,000.0                  
HG Global Senior Notes | Secured Debt | Secured Overnight Financing Rate (SOFR) Overnight Index Swap Rate                                      
Debt Instrument                                      
Basis spread on variable rate 6.30%                                    
Ark 2007 Subordinated Notes, carrying value | Ark Subordinated Debt                                      
Debt Instrument                                      
Outstanding balance             30,000,000.0     30,000,000.0       30,000,000.0          
Ark 2007 Subordinated Notes, carrying value | Junior Notes | Ark                                      
Debt Instrument                                      
Debt             30,000,000     30,000,000                  
Face value           $ 30,000,000                          
Ark 2007 Subordinated Notes, carrying value | Junior Notes | USD-LIBOR | Ark                                      
Debt Instrument                                      
Basis spread on variable rate           4.60%                          
Ark 2021 Notes Tranche 1                                      
Debt Instrument                                      
Outstanding balance | €                       € 39.1              
Ark 2021 Notes Tranche 1 | Ark Subordinated Debt                                      
Debt Instrument                                      
Outstanding balance             41,500,000     41,500,000       44,200,000          
Ark 2021 Notes Tranche 1 | Unsecured Subordinated Debt | Group Ark Insurance Limited                                      
Debt Instrument                                      
Notes issued                               $ 46,300,000 € 39.1    
Ark 2021 Notes Tranche 1 | Unsecured Subordinated Debt | Group Ark Insurance Limited | EURIBOR                                      
Debt Instrument                                      
Basis spread on variable rate         5.75%                            
Ark 2021 Notes Tranche 2 | Ark Subordinated Debt                                      
Debt Instrument                                      
Outstanding balance             47,000,000     47,000,000       47,000,000.0          
Ark 2021 Notes Tranche 2 | Unsecured Subordinated Debt | Group Ark Insurance Limited                                      
Debt Instrument                                      
Notes issued                             $ 47,000,000        
Ark 2021 Notes Tranche 2 | Unsecured Subordinated Debt | Group Ark Insurance Limited | USD-LIBOR                                      
Debt Instrument                                      
Basis spread on variable rate       5.75%                              
Ark 2021 Notes Tranche 3 | Ark Subordinated Debt                                      
Debt Instrument                                      
Outstanding balance             70,000,000     70,000,000       70,000,000.0          
Ark 2021 Notes Tranche 3 | Unsecured Subordinated Debt | Group Ark Insurance Limited                                      
Debt Instrument                                      
Additional interest rate   1.00%                                  
Notes issued   $ 70,000,000                                  
Solvency capital requirement     120.00%                                
Debt to capital requirement     40.00%                                
Ark 2021 Notes Tranche 3 | Unsecured Subordinated Debt | Group Ark Insurance Limited | USD-LIBOR                                      
Debt Instrument                                      
Basis spread on variable rate   6.10%                                  
ING LOC Facility | Secured Debt | Ark | Letter of Credit | Uncollateralized                                      
Debt Instrument                                      
Total commitment under revolving credit facility                           50,000,000          
Citibank LOC Facility | Short-term investments | Asset Pledged as Collateral                                      
Debt Instrument                                      
Investments pledged as collateral             49,800,000     49,800,000       50,000,000          
Citibank LOC Facility | Secured Debt                                      
Debt Instrument                                      
Line of credit             36,200,000     36,200,000                  
Citibank LOC Facility | Secured Debt | Ark | Letter of Credit | Collateral Pledged                                      
Debt Instrument                                      
Total commitment under revolving credit facility                           100,000,000          
Kudu Bank Facility | Kudu                                      
Debt Instrument                                      
Total commitment under revolving credit facility             300,000,000     300,000,000                  
Kudu Bank Facility | Revolving Credit Facility | Kudu                                      
Debt Instrument                                      
Loss on debt extinguishment                   4,100,000                  
Kudu Bank Facility | Line of Credit | Kudu                                      
Debt Instrument                                      
Interest reserve             7,300,000     7,300,000                  
Kudu Bank Facility | Term Loan | Kudu                                      
Debt Instrument                                      
Borrowings             0   $ 0 0 3,000,000.0                
Debt             $ 0   0 $ 0 0   $ 0 0       $ 0 $ 89,200,000
Percentage of borrowing base             35.00%     35.00%   35.00%              
Remaining borrowing capacity under revolving credit facility             $ 27,800,000     $ 27,800,000                  
First Credit Facility | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             16,300,000     16,300,000                  
First Credit Facility | Revolving Credit Facility | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             2,000,000     2,000,000                  
First Credit Facility | Term Loan | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             11,300,000     11,300,000                  
First Credit Facility | Delayed Draw Term Loans | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             3,000,000     3,000,000                  
Second Credit Facility | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             15,000,000     15,000,000                  
Second Credit Facility | Revolving Credit Facility | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             2,000,000     2,000,000                  
Second Credit Facility | Term Loan | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             9,000,000     9,000,000                  
Second Credit Facility | Delayed Draw Term Loans | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             4,000,000     4,000,000                  
Third Credit Facility | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             8,000,000     8,000,000                  
Third Credit Facility | Revolving Credit Facility | Other                                      
Debt Instrument                                      
Proceeds from debt             19,000,000     21,000,000                  
Third Credit Facility | Term Loan | Other                                      
Debt Instrument                                      
Outstanding balance             35,700,000     35,700,000       $ 17,100,000          
Repayments of lines of credit             1,100,000   $ 200,000 2,400,000 $ 400,000                
Fourth Credit Facility | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             11,500,000     11,500,000                  
Fifth Credit Facility | Other                                      
Debt Instrument                                      
Total commitment under revolving credit facility             $ 11,500,000     $ 11,500,000