Root, INC Form 4 insider transactions

Root Inc.'s Chief Accounting Officer, Ryan Forish, reported a transaction involving 83 shares withheld for tax obligations related to restricted stock unit vesting.

Root Inc.'s President and CTO, Mahtiyar Bonakdarpour, reported a tax-related disposition of 1,669 Class A Common Stock shares at $88.04 per share.

Root Inc.'s Chief Accounting Officer, Ryan Forish, disposed of 1,195 shares of Class A Common Stock to satisfy tax withholding obligations from restricted stock unit vesting.

Root Inc.'s Chief Accounting Officer, Ryan Forish, reported a disposition of 499 Class A Common Stock shares to cover tax obligations from restricted stock unit vesting.

Root Inc. CEO Alexander E. Timm sold a total of 10,861 shares of Class A Common Stock on September 2, 2025, under a pre-arranged 10b5-1 trading plan.

Root Inc.'s President and CTO, Mahtiyar Bonakdarpour, sold 5,750 shares of Class A Common Stock for $89.74 per share under a pre-arranged 10b5-1 trading plan.

Root Inc.'s President and CTO, Mahtiyar Bonakdarpour, has filed a Form 4 disclosing a future disposition of 1,669 shares of Class A Common Stock on July 1, 2025, to cover tax withholding obligations related to restricted stock unit vesting.

A director at Root, Inc., Jerri Devard, reported the expiration of 258 unexercised stock options on June 30, 2025, which were out of the money.

A director at Root, Inc. reported the expiration of stock options that were out of the money and unexercised, while maintaining significant direct and indirect shareholdings.

Jonathan Allison, Chief Administrative Officer of Root, Inc., sold 2,500 shares of Class A Common Stock for approximately $372,900 as part of a pre-scheduled 10b5-1 trading plan.

Root Inc.'s Chief Accounting Officer, Ryan Forish, disposed of 499 shares of Class A Common Stock valued at $145.41 per share to cover tax withholding obligations related to restricted stock unit vesting.

Root Inc. Director Julie Szudarek sold 1,500 shares of Class A Common Stock for $155 per share, as part of a pre-arranged 10b5-1 trading plan.

Root Inc. Director Nancy J. Kramer was granted 1,119 shares of Class A Common Stock as restricted stock units on June 4, 2025, as part of the company's non-employee director compensation policy.

Root Inc. Director Jerri Devard reported the acquisition of 1,119 Class A Common Stock through a restricted stock unit grant and the subsequent sale of 1,895 shares to cover tax obligations, resulting in a net decrease in her beneficial ownership.

Root Inc. Director Julie Szudarek reported the acquisition of 1,119 Class A Common Stock shares through a restricted stock unit grant and the subsequent sale of 2,790 shares to cover tax obligations, executed under a 10b5-1 trading plan.

Root Inc. Director Beth A. Birnbaum reported the acquisition of restricted stock units and subsequent sale of shares to cover tax obligations, executed under a pre-arranged 10b5-1 trading plan.

Root, Inc. Director Donna Dorsey was granted 1,119 shares of Class A Common Stock as restricted stock units on June 4, 2025, increasing her direct beneficial ownership to 9,956 shares.

Root Inc. Director Doug Ulman has reported the acquisition of 1,119 Class A Common Stock shares through a restricted stock unit grant, increasing his total beneficial ownership to 27,327 shares.

Root Inc. Director Lawrence A. Hilsheimer reported the acquisition of 1,119 Class A Common Stock shares through a restricted stock unit grant on June 4, 2025, increasing his direct beneficial ownership to 40,995 shares.

Root Inc.'s Chief Executive Officer, Alexander E. Timm, sold 8,290 shares of Class A Common Stock for approximately $1.08 million on June 2, 2025, as part of a pre-arranged 10b5-1 trading plan.

Root Inc.'s President and CTO, Mahtiyar Bonakdarpour, sold 5,256 shares of Class A Common Stock for $130.6 per share on June 2, 2025, as part of a Rule 10b5-1 trading plan.

Root Inc. Director Nancy J. Kramer reported an acquisition of 4,580 shares of Class A Common Stock through a pro rata distribution, increasing her direct beneficial ownership to 21,077 shares.

Root Inc. Director and 10% Owner Christopher Olsen reported a series of transactions on May 21, 2025, involving the conversion of Class B to Class A common stock and subsequent pro-rata distribution among affiliated entities.

A recent SEC Form 4 filing details the conversion of Class B to Class A common stock and subsequent pro-rata distributions of Root, Inc. shares among various Drive Capital investment entities.

Root, Inc.'s Chief Accounting Officer, Ryan Forish, was granted 1,588 shares of Class A Common Stock in the form of Restricted Stock Units on May 21, 2025.

Ryan Forish, Chief Accounting Officer of Root, Inc., disposed of 166 shares of Class A Common Stock on May 1, 2025, to cover tax withholding obligations related to vesting restricted stock units.

Meyer Malka, director and 10% owner through Ribbit Capital, reports conversion of Class B to Class A common stock and subsequent sale of Class A shares in Root, Inc.

Director Lawrence A. Hilsheimer reports exercising stock options and related transactions affecting his holdings in Root, Inc.

CEO Alexander Timm reports transactions involving Root, Inc. Class A Common Stock, including acquisitions, disposals, and shares withheld for tax obligations.

Mahtiyar Bonakdarpour, President and CTO of Root, Inc., reports transactions involving Class A Common Stock, including acquisitions, disposals, and vesting of performance-based restricted stock units.