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Intangible Assets and Goodwill - Carrying Amounts of Goodwill and Intangible Assets (Details) - USD ($) $ in Thousands	12 Months Ended
	Jun. 30, 2021	Jun. 30, 2020
Finite-Lived Intangible Assets [Line Items]
Finite-lived intangible assets, gross	$ 46,386	$ 20,836
Finite-lived intangible assets, accumulated amortization	(5,716)	(1,163)
Total	$ 40,670	$ 19,673
Estimated life	7 years 1 month 6 days	6 years 4 months 24 days
GOODWILL	$ 68,019	$ 46,577
Auto & Home
Finite-Lived Intangible Assets [Line Items]
GOODWILL	5,364	5,364
Senior
Finite-Lived Intangible Assets [Line Items]
GOODWILL	62,655	41,213
Customer relationships
Finite-Lived Intangible Assets [Line Items]
Finite-lived intangible assets, gross	17,122	16,922
Finite-lived intangible assets, accumulated amortization	(3,448)	(1,011)
Total	13,674	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	(625)	(88)
Total	2,055	2,592
Proprietary Software
Finite-Lived Intangible Assets [Line Items]
Finite-lived intangible assets, gross	1,592	1,042
Finite-lived intangible assets, accumulated amortization	(382)	(48)
Total	1,210	994
Non-compete agreements
Finite-Lived Intangible Assets [Line Items]
Finite-lived intangible assets, gross	1,292	192
Finite-lived intangible assets, accumulated amortization	(163)	(16)
Total	1,129	176
Vendor Relationships
Finite-Lived Intangible Assets [Line Items]
Finite-lived intangible assets, gross	23,700	0
Finite-lived intangible assets, accumulated amortization	(1,098)	0
Total	$ 22,602	$ 0

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