Root, Inc. Stock Compensation Disclosure
| Warrants | Exercise Price | Shares Issued (in millions) | Grant Date Fair Value per Share | Unrecognized Compensation Costs (in millions) | Vesting Condition | ||||||||||||||||||||||||
| Long-Term | |||||||||||||||||||||||||||||
| Tranche 1 | $ | 180.00 | 1.4 | $ | 7.64 | $ | — | 100,000 policy originations | |||||||||||||||||||||
| Tranche 2 | $ | 225.00 | 1.5 | $ | 6.32 | 1.2 | 200,000 policy originations | ||||||||||||||||||||||
| Tranche 3 | $ | 270.00 | 1.5 | $ | 4.39 | 6.6 | 300,000 policy originations | ||||||||||||||||||||||
| Tranche 4 | $ | 405.00 | 1.5 | $ | 1.70 | 2.4 | 400,000 policy originations | ||||||||||||||||||||||
| Tranche 5 | $ | 540.00 | 1.3 | $ | 0.75 | 1.0 | 500,000 policy originations | ||||||||||||||||||||||
| Total Long-Term | 7.2 | $ | 11.2 | ||||||||||||||||||||||||||
For the Years Ended December 31, | |||||||||||||||||
| 2025 | 2024 | 2023 | |||||||||||||||
| (dollars in millions) | |||||||||||||||||
| Share-based compensation expense: | |||||||||||||||||
| Net investment income | $ | 0.2 | $ | — | $ | — | |||||||||||
| Loss and loss adjustment expenses | 3.7 | 1.9 | 0.7 | ||||||||||||||
| Sales and marketing | 1.0 | 0.7 | 0.3 | ||||||||||||||
| Other insurance expense | 1.3 | 0.8 | 0.6 | ||||||||||||||
| Technology and development | 6.6 | 3.4 | 3.4 | ||||||||||||||
| General and administrative | 27.3 | 11.7 | 12.3 | ||||||||||||||
| Total share-based compensation expense | $ | 40.1 | $ | 18.5 | $ | 17.3 | |||||||||||
| Service-based Restricted Stock Units | Performance-based Restricted Stock Units | Market-based Restricted Stock Units | Unvested Stock Options | ||||||||||||||||||||
| (dollars in millions) | |||||||||||||||||||||||
| Unrecognized compensation costs | $ | 18.9 | $ | 25.7 | $ | 0.4 | $ | 0.1 | |||||||||||||||
| Remaining weighted-average period cost is expected to be recognized (in years) | 1.32 | 2.50 | 1.23 | 0.50 | |||||||||||||||||||
| For the Years Ended December 31, | ||||||||||||||||||||||||||||||||||||||
| Service-based Restricted Stock Units | Performance-based Restricted Stock Units | Market-based Restricted Stock Units | ||||||||||||||||||||||||||||||||||||
| Restricted Stock Units | Number of Shares | Weighted-Average Grant Date Fair Value per Share | Number of Shares | Weighted-Average Grant Date Fair Value per Share | Number of Shares | Weighted-Average Grant Date Fair Value per Share | ||||||||||||||||||||||||||||||||
| (in millions, except per share amounts) | ||||||||||||||||||||||||||||||||||||||
| Unvested at December 31, 2022 | 1.1 | $ | 51.81 | — | $ | — | — | $ | — | |||||||||||||||||||||||||||||
| Granted | 1.2 | 6.91 | — | — | 0.4 | 5.91 | ||||||||||||||||||||||||||||||||
| Vested | (0.6) | 49.11 | — | — | — | — | ||||||||||||||||||||||||||||||||
| Forfeited, expired or canceled | (0.2) | 51.90 | — | — | — | — | ||||||||||||||||||||||||||||||||
| Unvested at December 31 2023 | 1.5 | $ | 16.74 | — | $ | — | 0.4 | $ | 5.91 | |||||||||||||||||||||||||||||
| Granted | 0.3 | 50.55 | 0.2 | 75.55 | — | — | ||||||||||||||||||||||||||||||||
| Vested | (0.8) | 18.34 | — | — | — | 7.69 | ||||||||||||||||||||||||||||||||
| Forfeited, expired or canceled | — | 22.21 | — | — | — | — | ||||||||||||||||||||||||||||||||
| Unvested at December 31, 2024 | 1.0 | $ | 25.89 | 0.2 | $ | 75.55 | 0.4 | $ | 5.71 | |||||||||||||||||||||||||||||
| Granted | 0.2 | 116.62 | 0.2 | 125.91 | — | — | ||||||||||||||||||||||||||||||||
| Vested | (0.5) | 28.33 | — | — | (0.1) | 6.70 | ||||||||||||||||||||||||||||||||
| Forfeited, expired or canceled | (0.1) | 57.16 | — | — | — | — | ||||||||||||||||||||||||||||||||
| Unvested at December 31, 2025 | 0.6 | $ | 47.81 | 0.4 | $ | 93.78 | 0.3 | $ | 5.43 | |||||||||||||||||||||||||||||
| For the Years Ended December 31, | ||||||||||||||||||||
| 2025 | 2024 | 2023 | ||||||||||||||||||
| (dollars in millions) | ||||||||||||||||||||
| Service-based restricted stock units: | ||||||||||||||||||||
| Total grant date fair value of awards granted | $ | 20.6 | $ | 16.9 | $ | 8.5 | ||||||||||||||
| Total grant date fair value of awards vested | 15.5 | 14.2 | 27.3 | |||||||||||||||||
| Total intrinsic value of awards vested | 59.3 | 40.4 | 3.4 | |||||||||||||||||
| Performance-based restricted stock units: | ||||||||||||||||||||
| Total grant date fair value of awards granted | $ | 17.3 | $ | 18.3 | $ | — | ||||||||||||||
| Market-based restricted stock units: | ||||||||||||||||||||
| Total grant date fair value of awards granted | $ | — | $ | — | $ | 2.3 | ||||||||||||||
| Total grant date fair value of awards vested | 0.5 | 0.3 | — | |||||||||||||||||
| Total intrinsic value of awards vested | 10.1 | 2.4 | — | |||||||||||||||||
| Options | Number of Shares | Weighted-Average Exercise Price | Weighted-Average Remaining Contractual Term (in Years) | Aggregate Intrinsic Value | ||||||||||||||||||||||
| (in millions, except exercise price and term amounts) | ||||||||||||||||||||||||||
| Outstanding at December 31, 2022 | 0.2 | $ | 38.15 | 5.63 | $ | 0.2 | ||||||||||||||||||||
| Granted | — | 8.94 | ||||||||||||||||||||||||
| Exercised | — | — | — | |||||||||||||||||||||||
| Forfeited, expired or canceled | (0.1) | 44.88 | ||||||||||||||||||||||||
| Outstanding at December 31, 2023 | 0.1 | $ | 33.68 | 4.29 | $ | 0.5 | ||||||||||||||||||||
| Granted | — | — | ||||||||||||||||||||||||
| Exercised | — | 16.77 | 0.3 | |||||||||||||||||||||||
| Forfeited, expired or canceled | — | 90.82 | ||||||||||||||||||||||||
| Outstanding at December 31, 2024 | 0.1 | $ | 34.13 | 3.15 | $ | 6.7 | ||||||||||||||||||||
| Granted | — | — | ||||||||||||||||||||||||
| Exercised | — | 13.09 | 3.2 | |||||||||||||||||||||||
| Forfeited, expired or canceled | — | 139.87 | ||||||||||||||||||||||||
| Outstanding at December 31, 2025 | 0.1 | $ | 34.80 | 2.28 | $ | 5.1 | ||||||||||||||||||||
| Options Outstanding and Exercisable | ||||||||||||||||||||
| Options | Number of Shares | Weighted-Average Exercise Price | Weighted-Average Remaining Contractual Term (in Years) | |||||||||||||||||
| (in millions, except exercise price and term amounts) | ||||||||||||||||||||
| Range of Exercise Prices: | ||||||||||||||||||||
$0.65 - $5.15 | 0.1 | $ | 2.56 | 1.35 | ||||||||||||||||
$5.15 - $43.20 | — | $ | 37.26 | 2.97 | ||||||||||||||||
$43.20 - $231.66 | — | $ | 137.01 | 4.17 | ||||||||||||||||
Historical Timeline
| Fiscal Year | Filed | |
|---|---|---|
| 2025 | Feb 25, 2026 | Showing above |
| 2024 | Feb 26, 2025 | |
| 2023 | Feb 21, 2024 | |
| 2022 | Feb 22, 2023 | |
| 2021 | Feb 23, 2022 | |
| 2020 | Mar 4, 2021 | |
About Stock Compensation Disclosures
Stock-based compensation disclosures detail the equity awards granted to employees and executives — including stock options, restricted stock units (RSUs), and performance shares — along with the valuation methods and assumptions used to expense them. This section reveals the true cost of talent retention and the alignment between management incentives and shareholder interests.
Key signals: total unrecognized compensation expense and its expected recognition period signal future earnings headwinds from already-granted awards. For stock options, examine Black-Scholes assumptions — expected volatility, risk-free rate, and expected term — as understating any of these reduces reported compensation expense. Compare stock compensation expense as a percentage of revenue against peers to assess dilution cost. Watch vesting schedules for acceleration clauses tied to change-of-control events. Performance-based awards with undemanding targets may indicate weak governance. Add back stock compensation to operating cash flow to calculate a more conservative free cash flow figure.