Other Liabilities and Accrued Expenses - Summary (Details) - USD ($) $ in Millions	Mar. 31, 2024	Dec. 31, 2023
Other Liabilities Disclosure [Abstract]
Lease liabilities	$ 25.9	$ 28.2
Uncertain tax position	14.9	13.3
Ceding commission payable	13.7	13.9
Accrued advertising costs	7.9	6.2
Employee compensation	6.8	8.4
Advance premium	4.5	3.4
Accrued professional fees	4.2	5.0
Premium taxes payable	3.4	5.9
Income taxes payable	2.4	1.2
Accrued hosting and software	1.2	1.8
Other payables	15.6	12.2
Total	$ 100.5	$ 99.5