| Net Income | -217.3 | -202.2 | -236.9 | -297.8 | -241.3 | -122.3 | |
| Depreciation & Amortization | 19.5 | 20 | 20 | 12.2 | 3.7 | 1.7 | |
| Gain (Loss) on Sale of Investments | -6.3 | -6.1 | -2.6 | 6.7 | -4.2 | -0.3 | |
| Stock-Based Compensation | 59.9 | 64.5 | 59.9 | 59.3 | 44.1 | 10.6 | |
| Change in Accounts Receivable | -93 | -90.2 | -50.5 | -43.8 | -47.2 | -34.2 | |
| Reinsurance Recoverable | -12.2 | -32 | 18.4 | -52.6 | -40.8 | -28.7 | |
| Change in Accounts Payable | 2.8 | 3.9 | -0.5 | -0.7 | -0.4 | 0.7 | |
| Change in Unearned Revenue | 119.6 | 125.5 | 67.4 | 68.3 | 98 | 78.2 | |
| Change in Insurance Reserves / Liabilities | 43.3 | 35.8 | 6.1 | 74 | 51.6 | 18.1 | |
| Change in Other Net Operating Assets | -48.4 | -29.9 | -7.9 | -17 | -58.3 | -99.4 | |
| Other Operating Activities | - | - | - | - | - | 12.2 | |
| Operating Cash Flow | -28.8 | -11.4 | -119.1 | -163 | -144.6 | -91.7 | |
| Capital Expenditures | -9.2 | -9.4 | -9.2 | -10.1 | -9.4 | -4.4 | |
| Cash Acquisitions | - | - | - | 98.8 | - | - | |
| Investment in Securities | -21.4 | 50 | 97.9 | 92.4 | -795.4 | 54.5 | |
| Investing Cash Flow | -30.6 | 40.6 | 88.7 | 181.1 | -804.8 | 50.1 | |
| Long-Term Debt Issued | - | 96.1 | 19.1 | - | - | - | |
| Total Debt Repaid | -35.1 | -27.7 | -4.2 | - | - | - | |
| Net Debt Issued (Repaid) | 73.5 | 68.4 | 14.9 | - | - | - | |
| Issuance of Common Stock | 20.7 | 19.3 | 0.5 | 3.6 | 649.6 | 341.1 | |
| Financing Cash Flow | 94.2 | 87.7 | 15.4 | 3.6 | 649.6 | 341.1 | |
| Foreign Exchange Rate Adjustments | -0.3 | -2.7 | - | -5.8 | -1 | 1.6 | |
| Net Cash Flow | 34.5 | 114.2 | -15 | 15.9 | -300.8 | 301.1 | |
| Free Cash Flow | -38 | -20.8 | -128.3 | -173.1 | -154 | -96.1 | |
| Free Cash Flow Margin | -6.80% | -3.95% | -29.85% | -67.43% | -119.94% | -101.80% | |
| Free Cash Flow Per Share | -0.53 | -0.29 | -1.84 | -2.67 | -2.52 | -2.85 | |
| Cash Interest Paid | 7.6 | 5 | 0.3 | - | - | - | |
| Cash Income Tax Paid | 2.5 | 2.5 | 0.7 | 3.4 | 3.2 | 1.6 | |
| Levered Free Cash Flow | 11.84 | 52.76 | 193.66 | -142.4 | -210.5 | -24.2 | |
| Unlevered Free Cash Flow | 17.4 | 56.64 | 193.91 | -142.4 | -210.5 | -24.2 | |
| Change in Net Working Capital | -79.2 | -105.1 | -262.4 | 24.8 | 102.9 | -43.4 | |