Revenue from Contracts with Customers - Disaggregation of Revenue (Details) - USD ($) $ in Thousands	12 Months Ended
	Jun. 30, 2024	Jun. 30, 2023	Jun. 30, 2022
Disaggregation of Revenue [Line Items]
Total revenue	$ 1,321,776	$ 1,002,848	$ 764,045
Intersegment revenue
Disaggregation of Revenue [Line Items]
Total revenue	6,739	7,052	15,751
Senior:
Disaggregation of Revenue [Line Items]
Total revenue	649,232	583,271	514,429
Senior: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	655,849	590,131	527,907
Senior: | Intersegment revenue
Disaggregation of Revenue [Line Items]
Total revenue	(6,617)	(6,860)	(13,478)
Healthcare Services:
Disaggregation of Revenue [Line Items]
Total revenue	478,491	252,075	70,035
Healthcare Services: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	478,508	252,075	70,035
Healthcare Services: | Intersegment revenue
Disaggregation of Revenue [Line Items]
Total revenue	(17)	0	0
Life:
Disaggregation of Revenue [Line Items]
Total revenue	157,826	145,640	151,704
Life: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	157,930	145,832	153,973
Life: | Intersegment revenue
Disaggregation of Revenue [Line Items]
Total revenue	(104)	(192)	(2,269)
Auto & Home:
Disaggregation of Revenue [Line Items]
Total revenue	36,227	21,862	27,877
Auto & Home: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	36,228	21,862	27,881
Auto & Home: | Intersegment revenue
Disaggregation of Revenue [Line Items]
Total revenue	(1)	0	(4)
Medicare advantage commissions | Senior: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	569,648	500,501	409,090
Medicare supplement commissions | Senior: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	3,026	1,668	5,224
Prescription drug plan commissions | Senior: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	1,485	513	(170)
Dental, vision, and health commissions | Senior: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	4,252	3,855	15,056
Other commissions | Senior: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	2,474	2,697	7,824
Commissions and other services
Disaggregation of Revenue [Line Items]
Total revenue	856,923	763,301	704,585
Commissions and other services | Intersegment revenue
Disaggregation of Revenue [Line Items]
Total revenue	2,567	2,796	9,191
Commissions and other services | Auto & Home: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	35,244	20,450	25,851
Other services | Intersegment revenue
Disaggregation of Revenue [Line Items]
Total revenue	4,172	4,256	6,560
Other services | Senior: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	74,964	80,897	90,883
Other services | Healthcare Services: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	13,655	12,528	10,575
Other services | Life: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	19,812	19,250	20,139
Other services | Auto & Home: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	984	1,412	2,030
Pharmacy
Disaggregation of Revenue [Line Items]
Total revenue	464,853	239,547	59,460
Pharmacy | Healthcare Services: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	464,853	239,547	59,460
Term commissions | Life: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	73,980	70,094	65,539
Final expense commissions | Life: | Operating Segments
Disaggregation of Revenue [Line Items]
Total revenue	$ 64,138	$ 56,488	$ 68,295