| In millions, except per share items | Jun-30-22 | Jun-30-21 | Jun-30-20 | Jun-30-19 | Jun-05-19 | Jun-30-18 |
| | 10-K | 10-K | 10-K | 10-K/A | 8-K | 10-K |
| CASH FLOWS FROM OPERATING ACTIVITIES: | | | | | | |
| Net loss | -297.5 | 124.9 | 79.5 | 72.6 | | 34.9 |
| Adjustments to reconcile net loss to net cash and cash equivalents used in operating activities: | | | | | | |
| Depreciation and amortization | 24.7 | 16.1 | 8.0 | 4.7 | | 3.5 |
| Loss on disposal of property, equipment, and software | 1.5 | 0.7 | 0.4 | 0.2 | | 0.7 |
| Share-based compensation expense | 7.1 | 5.2 | 9.5 | 0.1 | | 0.1 |
| Deferred income taxes | -92.7 | 33.0 | 24.5 | 22.0 | | 6.6 |
| Amortization of debt issuance costs and debt discount | 5.5 | 3.3 | 2.3 | 0.1 | | 0.1 |
| Write-off of debt issuance costs | | 2.6 | 0.2 | | | |
| Accrued interest payable in kind | | | | | | |
| Non-cash lease expense | 4.1 | 3.8 | | | | |
| Changes in operating assets and liabilities: | | | | | | |
| Accounts receivable | -25.7 | -20.0 | -13.4 | -8.7 | | -6.3 |
| Commissions receivable | 7.3 | -332.9 | -197.4 | -91.6 | | -46.4 |
| Other assets | -10.9 | 4.8 | -3.4 | -3.0 | | 0.4 |
| Accounts payable and accrued expenses | -4.5 | 19.7 | 15.7 | 2.8 | | 3.1 |
| Operating lease liabilities | -5.1 | -3.8 | | | | |
| Other liabilities | 0.4 | 25.6 | 12.0 | 0.9 | | -1.5 |
| Net cash used in operating activities | -338.3 | -115.4 | -61.8 | 0.1 | | -4.8 |
| |
| CASH FLOWS FROM INVESTING ACTIVITIES: | | | | | | |
| Purchases of property and equipment | -24.8 | -14.9 | -9.4 | -3.9 | | -5.4 |
| Purchases of software and capitalized software development costs | -9.9 | -8.1 | -6.1 | -4.7 | | -0.6 |
| Acquisition of business | -6.9 | -41.0 | -35.8 | | | |
| Investment in equity securities | -1.0 | | | | | |
| Net cash used in investing activities | -42.6 | -64.0 | -51.4 | -8.6 | | -6.0 |
| |
| CASH FLOWS FROM FINANCING ACTIVITIES: | | | | | | |
| Proceeds from Revolving Credit Facility | 50.0 | | 88.0 | 135.6 | | 91.3 |
| Payments on Revolving Credit Facility | -50.0 | | -99.0 | -144.3 | | -76.0 |
| Proceeds from Term Loans | 242.0 | | | | | |
| Payments on Term Loans | | | | -1.4 | | -2.0 |
| Payments on other debt | -0.2 | -0.3 | -31.4 | | | |
| Proceeds from common stock options exercised and employee stock purchase plan | 3.2 | 1.9 | 5.5 | 4.3 | | 0.6 |
| Payments of tax withholdings related to net share settlement of equity awards | -0.1 | -10.4 | | | | |
| Payments of debt issuance costs | -0.3 | -0.9 | -7.9 | -0.3 | | -0.1 |
| Payment of acquisition holdback | -5.5 | | | | | |
| Net cash (used in) provided by financing activities | 235.4 | 97.0 | 481.4 | 8.1 | | 11.5 |
| |
| SUPPLEMENTAL CASH FLOW INFORMATION: | | | | | | |
| Interest paid, net | -38.0 | -26.0 | -23.5 | -1.5 | | -0.8 |
| Income taxes paid, net | -0.2 | -0.2 | 0.1 | 0.0 | | 0.0 |