X0306 4 2021-11-23 0 0001788882 Root, Inc. ROOT 0001773446 DRIVE CAPITAL OVERDRIVE FUND I, L.P. 629 N. HIGH STREET, 6TH FLOOR COLUMBUS OH 43215 0 0 1 0 0001773441 DRIVE CAPITAL OVERDRIVE FUND I (TE), L.P. 629 N. HIGH STREET, 6TH FLOOR COLUMBUS OH 43215 0 0 1 0 0001799650 Drive Capital Overdrive Ignition Fund I, L.P. 629 N. HIGH STREET, 6TH FLOOR COLUMBUS OH 43215 0 0 1 0 0001830378 Drive Capital Overdrive Fund I (GP), LLC 629 N. HIGH STREET, 6TH FLOOR COLUMBUS OH 43215 0 0 1 0 0001830765 DC I Investment LLC 629 N. HIGH STREET, 6TH FLOOR COLUMBUS OH 43215 0 0 1 0 0001201327 KVAMME MARK 629 N. HIGH STREET, 6TH FLOOR COLUMBUS OH 43215 0 0 1 0 0001867317 Drive Capital I (GP) LLC 629 N. HIGH STREET, 6TH FLOOR COLUMBUS OH 43215 0 0 1 0 Class A Common Stock 2021-11-23 4 C 0 10100000 A 10100000 I See Footnote Class A Common Stock 2021-11-23 4 J 0 10100000 0.00 D 0 I See Footnote Class B Common Stock 2021-11-23 4 C 0 10100000 0.00 D Class A Common Stock 10100000 25980779 I See Footnote Class B Common Stock Class A Common Stock 2024456 2024456 I See Footnote Class B Common Stock Class A Common Stock 978891 978891 I See Footnote Class B Common Stock Class A Common Stock 28683 28683 I See Footnote These shares were converted from Class B Common Stock into Class A Common Stock on a one-for-one basis for no consideration. The shares are held of record by DC I Investment LLC ("DC I Investment"). Christopher 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. Represents a pro-rata, in-kind distribution by DC I Investment LLC ("DC I Investment") to its indirect equity holders, without additional consideration. DC I Investment distributed an aggregate of 10,100,000 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"), on a pro rata basis. 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. 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. Christopher Olsen ("Olsen") and Mark Kvamme ("Kvamme") are the managing members of Overdrive GP I and share voting and dispositive power with respect to the shares held of record by Overdrive I. Overdrive GP I, Olsen and Kvamme disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein. The shares are held of record by Drive Capital Overdrive Fund I (TE), L.P. ("Overdrive TE I"). Drive Capital Overdrive Fund I (GP), LLC ("Overdrive GP I") is the General Partner of Overdrive TE I. Christopher Olsen ("Olsen") and Mark Kvamme ("Kvamme") are the managing members of Overdrive GP I and share voting and dispositive power with respect to the shares held of record by Overdrive TE I. Overdrive GP I, Olsen and Kvamme disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein. The shares are held of record by Drive Capital Overdrive Ignition Fund I, L.P. ("Overdrive Ignition I"). Drive Capital Overdrive Fund I (GP), LLC ("Overdrive GP I") is the General Partner of Overdrive Ignition I. Christopher Olsen ("Olsen") and Mark Kvamme ("Kvamme") are the managing members of Overdrive GP I and share voting and dispositive power with respect to the shares held of record by Overdrive Ignition I. Overdrive GP I, Olsen and Kvamme disclaim beneficial ownership of such shares except to the extent of their pecuniary interests therein. This Form 4 is one of two Form 4s filed on the date hereof with respect to the conversion and in-kind distribution of these shares. The Reporting Person for the other Form 4 is Christopher Olsen. Drive Capital Overdrive Fund I, L.P., by: Drive Capital Overdrive Fund I (GP), LLC, its: General Partner, by: /s/ Christopher Olsen, Managing Member 2021-11-24 Drive Capital Overdrive Fund I (TE), L.P., by: Drive Capital Overdrive Fund I (GP), LLC, its General Partner, by: /s/ Christopher Olsen, Managing Member 2021-11-24 Drive Capital Overdrive Ignition Fund I, L.P., by: Drive Capital Overdrive Fund I (GP), LLC, its General Partner, by: /s/ Christopher Olsen, Managing Member 2021-11-24 Drive Capital Overdrive Fund I (GP), LLC, by: /s/ Christopher Olsen, Managing Member 2021-11-24 DC I Investment LLC, by: Christopher Olsen, Managing Director 2021-11-24 /s/ Mark Kvamme 2021-11-24 Drive Capital I (GP), LLC, by: /s/ Christopher Olsen, Managing Member 2021-11-24