Insider at

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Insider transactions

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0 buys (P) 10 sells (S) Net: $-1,512,497 + 59 non-open-market transactions below last 12 months, based on the transactions shown below

Price change vs current quote, split-adjusted for corporate actions since the filing — not benchmarked, not annualized, not size-weighted

59 other filings hidden
DateTickerCodeSharesPriceValue Owned afterΔ ownA/Dvs now
May 15, 2026 ROOT S 10b5-1 1,606 $55.96 $89,872 68,356 Direct -2.30% Disposed -17.3% (price as of 2026-10-02)
May 12, 2026 ROOT S 10b5-1 1,706 $55.74 $95,092 69,962 Direct -2.38% Disposed -17.0% (price as of 2026-10-02)
April 7, 2026 ROOT S 10b5-1 1,706 $44.35 $75,661 71,668 Direct -2.33% Disposed 4.3% (price as of 2026-10-02)
April 2, 2026 ROOT S 10b5-1 4,112 $42.33 $174,061 73,374 Direct -5.31% Disposed 9.3% (price as of 2026-10-02)
March 20, 2026 ROOT S 10b5-1 3,990 $44.78 $178,672 81,999 Direct -4.64% Disposed 3.3% (price as of 2026-10-02)
March 17, 2026 ROOT S 10b5-1 3,990 $45.00 $179,550 85,989 Direct -4.43% Disposed 2.8% (price as of 2026-10-02)
March 12, 2026 ROOT S 10b5-1 3,900 $43.61 $170,079 89,979 Direct -4.15% Disposed 6.1% (price as of 2026-10-02)
March 10, 2026 ROOT S 10b5-1 3,900 $44.97 $175,383 93,879 Direct -3.99% Disposed 2.9% (price as of 2026-10-02)
March 5, 2026 ROOT S 10b5-1 3,900 $48.05 $187,395 97,779 Direct -3.84% Disposed -3.7% (price as of 2026-10-02)
March 3, 2026 ROOT S 10b5-1 3,900 $47.88 $186,732 101,679 Direct -3.69% Disposed -3.4% (price as of 2026-10-02)
June 16, 2025 ROOT S 10b5-1 2,500 $149.16 $372,900 52,150 Direct -4.57% Disposed -69.0% (price as of 2026-10-02)
Nov. 19, 2024 ROOT S 4,000 $100.00 $400,000 60,571 Direct -6.19% Disposed -53.7% (price as of 2026-10-02)
Nov. 7, 2024 ROOT S 5,500 $78.70 $432,850 64,585 Direct -7.85% Disposed -41.2% (price as of 2026-10-02)
Dec. 5, 2023 ROOT S 4,000 $14.18 $56,720 76,766 Direct -4.95% Disposed 226.2% (price as of 2026-10-02)
Dec. 5, 2023 ROOT S 4,000 $14.18 $56,720 76,766 Direct -4.95% Disposed 226.2% (price as of 2026-10-02)
Dec. 4, 2023 ROOT S 4,000 $11.10 $44,400 80,766 Direct -4.72% Disposed 316.8% (price as of 2026-10-02)
Dec. 1, 2023 ROOT S 4,000 $11.10 $44,400 80,766 Direct -4.72% Disposed 316.8% (price as of 2026-10-02)
Nov. 15, 2023 ROOT S 8,000 $9.88 $79,040 84,780 Direct -8.62% Disposed 368.2% (price as of 2026-10-02)

P = Open-market purchase · S = Sale · A = Grant/award · M = Option exercise · G = Gift · F = Tax withholding

Insider transactions are not a recommendation; sales are often driven by liquidity or tax reasons.

Derivative holdings (Form 4 Table II) Options, RSUs and convertible securities reported on Form 4 Table II.

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DateTickerSecurityUnderlying Exercise priceExpirationSharesA/D
April 1, 2026 ROOT Performance-Based Restricted Stock Units Class A Common Stock (6,442) · April 1, 2028 6,442 Disposed
April 1, 2025 ROOT Performance-Based Restricted Stock Units Class A Common Stock (4,295) · April 1, 2028 4,295 Disposed
April 2, 2024 ROOT Performance-Based Restricted Stock Units Class A Common Stock (2,147) · April 1, 2028 2,147 Disposed
Aug. 9, 2023 ROOT Performance-Based Restricted Stock Units Class A Common Stock (21,473) · April 1, 2028 21,473 Acquired

Exercise/conversion price is blank when not applicable (e.g. RSUs).

Initial ownership (Form 3) 3 holdings

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Securities held when first becoming an insider, per SEC Form 3.

DateTickerSecuritySharesOwnership
May 18, 2023 ROOT Class A Common Stock 38,353 Direct
May 18, 2023 ROOT Stock Option (Right to Buy)→ Class B Common Stock (10,636) 10,636 Direct
May 18, 2023 ROOT Stock Option (Right to Buy)→ Class B Common Stock (1,388) 1,388 Direct

Compensation (DEF 14A)

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Matched by name from proxy statements (DEF 14A) — verify against the filing.

ROOT

Chief Administrative Officer
Fiscal yearSalaryBonusStock awards Option awardsNon-equity incentivePension changeOtherTotal
2025 $520,000 · $2,399,971 · $780,000 · $10,685 $3,710,656
2023 $488,846 $600,000 $703,593 · $1,425,000 · $10,085 $3,227,524

Figures from the Summary Compensation Table of the company's proxy statement (DEF 14A). Compensation is not a recommendation.