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Intangible Assets and Goodwill - Carrying Amounts of Goodwill and Intangible Assets (Details) - USD ($)
$ in Thousands
9 Months Ended 12 Months Ended
Mar. 31, 2021
Jun. 30, 2020
Finite-Lived Intangible Assets [Line Items]    
Finite-lived intangible assets, gross $ 45,536 $ 20,836
Finite-lived intangible assets, accumulated amortization (4,098) (1,163)
Total $ 41,438 $ 19,673
Estimated life 7 years 4 months 24 days 6 years 4 months 24 days
GOODWILL $ 49,955 $ 46,577
Auto & Home    
Finite-Lived Intangible Assets [Line Items]    
GOODWILL 5,364 5,364
Senior    
Finite-Lived Intangible Assets [Line Items]    
GOODWILL 44,591 41,213
Customer relationships    
Finite-Lived Intangible Assets [Line Items]    
Finite-lived intangible assets, gross 16,922 16,922
Finite-lived intangible assets, accumulated amortization (2,812) (1,011)
Total 14,110 15,911
Trade Name    
Finite-Lived Intangible Assets [Line Items]    
Finite-lived intangible assets, gross 2,680 2,680
Finite-lived intangible assets, accumulated amortization (491) (88)
Total 2,189 2,592
Proprietary Software-5 year    
Finite-Lived Intangible Assets [Line Items]    
Finite-lived intangible assets, gross 780 780
Finite-lived intangible assets, accumulated amortization (143) (26)
Total 637 754
Proprietary Software-2 year    
Finite-Lived Intangible Assets [Line Items]    
Finite-lived intangible assets, gross 262 262
Finite-lived intangible assets, accumulated amortization (120) (22)
Total 142 240
Non-compete agreements    
Finite-Lived Intangible Assets [Line Items]    
Finite-lived intangible assets, gross 1,192 192
Finite-lived intangible assets, accumulated amortization (92) (16)
Total 1,100 176
Vendor Relationships    
Finite-Lived Intangible Assets [Line Items]    
Finite-lived intangible assets, gross 23,700 0
Finite-lived intangible assets, accumulated amortization (440) 0
Total $ 23,260 $ 0