Root, Inc. SEC Filings

Ribbit Capital and related entities disclosed beneficial ownership in Root, Inc.'s Class A common stock. Ribbit Capital IV, L.P. directly holds 503,800 Class A shares and 492,983 Class B shares, totaling 996,783 shares, reported as 7.1% on an equivalent Class A basis when conversion is assumed. RT-E Ribbit Opportunity IV, LLC holds 235,824 Class B shares, reported as 1.7%. Combined through Ribbit GP entities and Meyer Malka, the Reporting Persons are shown with aggregate beneficial ownership of 1,232,607 shares, or 8.7% of the Class A equivalent, based on 13.6 million Class A shares reported outstanding. The filing states each Class B share is convertible at the holder's option into one Class A share and that GP/UGP entities and Meyer Malka may be deemed to have sole voting and dispositive power over these shares. Bullfrog entities reported 0 shares.

Amendment No. 10 to Schedule 13D reports that Carvana-related reporting persons collectively hold beneficial interests equal to 7,952,386 shares of Root, Inc. Class A common stock, representing approximately 36.9% of outstanding Class A on the basis described in the filing. The reported position comprises 780,727 shares issuable on conversion of 14,053,096 shares of Preferred Stock and 7,171,659 shares issuable upon exercise of exercisable warrants directly held by Carvana Group, LLC.

The filing specifies the exercisable warrant tranches that underlie a portion of this stake: Tranche 1 (2,365,841 shares, $180 exercise), Tranche 2 (3,210,784 shares, $198 exercise) and Tranche 3 (1,595,034 shares, $216 exercise), with short-term warrants' exercise prices and expirations described and certain remaining tranches subject to milestone conditions. The filing also discloses conversion mechanics (Conversion Rate = Liquidation Preference / Conversion Price), that conversion/exercise prices were adjusted for a prior reverse split, and that the reporting persons report shared voting and dispositive power over the disclosed shares.

Root, Inc. (ROOT) – Form 4 insider filing, dated 07/02/2025

President & CTO Mahtiyar Bonakdarpour reported a Code “F” transaction on 07/01/2025, indicating the issuer withheld shares to cover taxes due upon vesting of restricted stock units (RSUs).

• Shares withheld (disposed): 1,669 Class A common shares at a reference price of $125.28.
• Direct ownership after transaction: 279,976 Class A shares.
• Indirect ownership: 149,294 shares held through three Drive Capital Overdrive funds; voting power resides with the funds’ general partner. Bonakdarpour disclaims beneficial ownership except for his spouse’s carried-interest percentage.

No derivative securities were reported. The filing reflects routine tax-withholding activity rather than an open-market sale, and the executive retains a sizeable equity position.

Form 4 discloses that director Jerri Devard of Root, Inc. (ROOT) had one equity-related event on 30 Jun 2025. A stock option for 258 Class A shares with a $194.76 strike price expired unexercised, as confirmed in the footnote. Because the option was far above market price, it was “out of the money,” resulting in no share issuance and no cash inflow or outflow for the company.

Following the expiration, Devard’s direct beneficial ownership remains 18,532 Class A shares; her derivative position in these options is now zero. No open-market purchase or sale of common stock occurred, and there is no 10b5-1 plan designation.

The filing is routine, signalling that the insider’s high-strike option grant has lapsed. It does not alter ROOT’s share count, capital structure, or cash position, and therefore carries minimal immediate financial impact for shareholders.

Form 4 Overview: The filing discloses insider activity for Root, Inc. (ticker: ROOT) by director Lawrence A. Hilsheimer on 06/30/2025.

• Equity holdings: The reporting person continues to own 40,995 Class A common shares directly and 1,596 shares indirectly through an IRA. No purchases or sales of common stock were reported.
• Derivative position: A stock option covering 258 Class A shares with a $194.76 exercise price expired on 06/30/2025 without being exercised, leaving the insider with zero remaining derivative securities related to this grant.
• The Form 4 indicates the transaction code "J" (Rule 16b-3 transfer or other exempt action) and states the option was "out of the money" at expiry.
• Ownership form remains direct for common shares and indirect (IRA) for a small portion, with no change in total share count.

No other transactions, purchases, sales, or new awards are disclosed. As such, the filing has limited impact on Root’s capital structure but updates investors on the director’s lapsed option and current share ownership.

Root, Inc. (ROOT) filed a Form 4 disclosing that Chief Administrative Officer Jonathan Allison sold 2,500 shares of Class A common stock on 06/16/2025.

The shares were disposed of in an open-market transaction coded “S” at a price of $149.16 per share, pursuant to a Rule 10b5-1 trading plan (Footnote 1). After the sale, Allison directly owns 52,150 shares, indicating the transaction represented roughly 5% of his reported holdings.

No derivative security activity was reported, and there were no additional transactions disclosed. The filing reflects routine insider activity with limited immediate implications for the company’s fundamentals.