Insider at

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Insider transactions

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0 buys (P) 1 sells (S) Net: $-525,888 + 57 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

57 other filings hidden
DateTickerCodeSharesPriceValue Owned afterΔ ownA/Dvs now
Dec. 10, 2025 ROOT S 10b5-1 6,336 $83.00 $525,888 151,412 Direct -4.02% Disposed -44.3% (price as of 2026-10-02)
Sept. 2, 2025 ROOT S 10b5-1 406 $87.89 $35,683 168,203 Direct -0.24% Disposed -47.4% (price as of 2026-10-02)
Sept. 2, 2025 ROOT S 10b5-1 6,711 $88.52 $594,058 161,492 Direct -3.99% Disposed -47.7% (price as of 2026-10-02)
Sept. 2, 2025 ROOT S 10b5-1 2,722 $89.43 $243,428 158,770 Direct -1.69% Disposed -48.3% (price as of 2026-10-02)
Sept. 2, 2025 ROOT S 10b5-1 1,022 $90.22 $92,205 157,748 Direct -0.64% Disposed -48.7% (price as of 2026-10-02)
June 2, 2025 ROOT S 10b5-1 5,430 $130.60 $709,158 171,469 Direct -3.07% Disposed -64.6% (price as of 2026-10-02)
June 2, 2025 ROOT S 10b5-1 2,860 $130.60 $373,516 168,609 Direct -1.67% Disposed -64.6% (price as of 2026-10-02)
April 2, 2025 ROOT S 10b5-1 7,353 $124.78 $917,507 176,899 Direct -3.99% Disposed -62.9% (price as of 2026-10-02)
April 1, 2025 ROOT S 10b5-1 1,144 $134.01 $153,307 161,625 Direct -0.70% Disposed -65.5% (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 (62,969) · April 1, 2028 62,969 Disposed
April 1, 2025 ROOT Performance-Based Restricted Stock Units Class A Common Stock (41,979) · April 1, 2028 41,979 Disposed
April 2, 2024 ROOT Performance-Based Restricted Stock Units Class A Common Stock (20,990) · April 1, 2028 20,990 Disposed
April 2, 2024 ROOT Performance-Based Restricted Stock Units Class A Common Stock (20,990) · April 1, 2028 20,990 Disposed
Aug. 9, 2023 ROOT Performance-Based Restricted Stock Units Class A Common Stock (209,896) · April 1, 2028 209,896 Acquired
Oct. 30, 2020 ROOT Class B Common Stock [F1,F4] Class A Common Stock (194,250) · · 194,250 Acquired
Oct. 30, 2020 ROOT Class B Common Stock [F1,F4] Class A Common Stock (1,920,935) · · 1,920,935 Acquired
Oct. 30, 2020 ROOT Class B Common Stock [F1,F4] Class A Common Stock (17,094,168) · · 17,094,168 Acquired

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

Initial ownership (Form 3) 5 holdings

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

DateTickerSecuritySharesOwnership
Oct. 27, 2020 ROOT Common Stock [F1] 17,094,168 Direct
Oct. 27, 2020 ROOT Common Stock [F1] 1,920,935 Indirect
Oct. 27, 2020 ROOT Common Stock [F1] 194,250 Indirect
July 15, 2020 GOCO Class B Common Stock 124,151 Direct
July 15, 2020 GOCO LLC Interests→ Class A Common Stock (124,151) 124,151 Direct

Compensation (DEF 14A)

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

ROOT

CEO
Fiscal yearSalaryBonusStock awards Option awardsNon-equity incentivePension changeOtherTotal
2025 $750,000 · $5,499,875 · $1,687,500 · $225,973 $8,163,348
2023 $750,000 $2,600,000 $2,121,471 · $3,206,250 · $10,085 $8,687,806
2022 $750,000 · $2,117,395 · $2,250,000 · $9,335 $5,126,730

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