Root, Inc. — Director's Dealing 2025

May 24, 2025

SEC Form 4 — Statement of Changes in Beneficial Ownership

Issuer: Root, Inc. (ROOT)
CIK: 0001788882
Period of Report: 2025-05-21

Reporting Person: DRIVE CAPITAL OVERDRIVE FUND I, L.P. (10% Owner)
Reporting Person: DRIVE CAPITAL OVERDRIVE FUND I (TE), L.P. (10% Owner)
Reporting Person: Drive Capital Overdrive Ignition Fund I, L.P. (10% Owner)
Reporting Person: Drive Capital Overdrive Fund I (GP), LLC (10% Owner)
Reporting Person: Drive Capital I (GP) LLC (10% Owner)

Non-Derivative Transactions

Date	Security	Code	Shares	Price	A/D	Holdings After	Ownership
2025-05-21	Class A Common Stock	C	1443376	—	Acquired	1443376	Indirect
2025-05-21	Class A Common Stock	J	1443376	—	Disposed	0	Indirect
2025-05-21	Class A Common Stock	J	339856	—	Acquired	339856	Indirect

Derivative Transactions

Date	Security	Exercise Price	Code	Shares	A/D	Expiration	Underlying	Ownership
2025-05-21	Class B Common Stock	$	C	1443376	Disposed		Class A Common Stock (1443376)	Indirect

Holdings (Non-Derivative)

Security	Shares	Ownership
Class A Common Stock	112469	Indirect
Class A Common Stock	54382	Indirect
Class A Common Stock	1593	Indirect

Footnotes

F1: These shares were converted from Class B Common Stock into Class A Common Stock on a one-for-one basis for no consideration.

F2: The shares are held of record by DC I Investment LLC ("DC I Investment"). Christopher Olsen ("Olsen") is the Managing Director of DC I Investment and has sole voting and dispositive power with respect to the shares held of record by DC I Investment.

F3: Represents a pro-rata, in-kind distribution by DC I Investment to its indirect equity holders, without additional consideration. DC I Investment distributed an aggregate of 1,103,520 shares to the limited partners of its two members, Drive Capital Fund I, L.P. ("Fund I") and Drive Capital Ignition Fund I, L.P. ("Ignition Fund I") and 339,856 shares to the general partner of Fund I and Ignition Fund I, Drive Capital I (GP), LLC ("GP I"), on a pro rata basis.

F4: The shares were obtained pursuant to a pro-rata distribution from DC I Investment, for no consideration.

F5: The shares are held of record by GP I. Olsen is the managing member of GP I and has voting and dispositive power with respect to the shares held of record by GP I. Olsen disclaims beneficial ownership of such shares except to the extent of his pecuniary interest therein.

F6: The shares are held of record by Drive Capital Overdrive Fund I, L.P. ("Overdrive I"). Drive Capital Overdrive Fund I (GP), LLC ("Overdrive GP I") is the General Partner of Overdrive I. Olsen is the managing member of Overdrive GP I and has voting and dispositive power with respect to the shares held of record by Overdrive I. Overdrive GP I and Olsen disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein.

F7: The shares are held of record by Drive Capital Overdrive Fund I (TE), L.P. ("Overdrive TE I"). Overdrive GP I is the General Partner of Overdrive TE I. Olsen is the managing member of Overdrive GP I and has voting and dispositive power with respect to the shares held of record by Overdrive TE I. Overdrive GP I and Olsen disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein.

F8: The shares are held of record by Drive Capital Overdrive Ignition Fund I, L.P. ("Overdrive Ignition I"). Overdrive GP I is the General Partner of Overdrive Ignition I. Olsen is the managing member of Overdrive GP I and has voting and dispositive power with respect to the shares held of record by Overdrive Ignition I. Overdrive GP I and Olsen disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein.

F9: Each share of Class B Common Stock is convertible into one share of Class A Common Stock at the option of the holder and has no expiration date.