X0306 4 2020-10-30 0 0001788882 Root, Inc. ROOT 0001532952 Redpoint Omega II, L.P. 3000 SAND HILL ROAD BUILDING 2, SUITE 290 MENLO PARK CA 94025 0 0 1 0 0001697708 Redpoint Omega Associates II, LLC 3000 SAND HILL ROAD BUILDING 2, SUITE 290 MENLO PARK CA 94025 0 0 1 0 0001532951 Redpoint Omega II, LLC 3000 SAND HILL ROAD BUILDING 2, SUITE 290 MENLO PARK CA 94025 0 0 1 0 Common Stock 2020-10-30 4 C 0 15139218 A 15139218 I See footnote Common Stock 2020-10-30 4 J 0 15139218 D 0 I See footnote Series C Preferred Stock 2020-10-30 4 C 0 13869030 0.00 D Common Stock 13869030 0 I See footnote Series D Preferred Stock 2020-10-30 4 C 0 966985 0.00 D Common Stock 966985 0 I See footnote Series E Preferred Stock 2020-10-30 4 C 0 303203 0.00 D Common Stock 303203 0 I See footnote Class B Common Stock 2020-10-30 4 J 0 15139218 0.00 A Class A Common Stock 15139128 15139218 I See footnote The Series C Preferred Stock automatically converted into Common Stock on a 1:1 basis immediately prior to the completion of the Issuer's initial public offering and had no expiration date. The Series D Preferred Stock automatically converted into Common Stock on a 1:1 basis immediately prior to the completion of the Issuer's initial public offering and had no expiration date. The Series E Preferred Stock automatically converted into Common Stock on a 1:1 basis immediately prior to the completion of the Issuer's initial public offering and had no expiration date. Includes 14,685,053 shares held by Redpoint Omega II, L.P. ("RO II") and 454,165 shares held by Redpoint Omega Associates II, LLC ("ROA II"). Redpoint Omega II, LLC ("RO II LLC"), is the sole general partner of RO II. RO II LLC and ROA LLC are under common control. As such, RO II LLC has sole voting and investment control over the shares owned by RO II, and may be deemed to beneficially own the shares held by RO II. Each of the Reporting Persons disclaims beneficial ownership of the shares reported herein, except to the extent of its respective pecuniary interest therein. Immediately prior to the completion of the Issuer's initial public offering and following the conversion of each series of the Issuer's convertible preferred stock into Common Stock, each share of Common Stock was reclassified into one share of Class B Common Stock in an exempt transaction pursuant to Rule 16b-7. Includes 13,452,970 shares held by RO II and 416,060 shares held by ROA II. Includes 937,976 shares held by RO II and 29,009 shares held by ROA II. Includes 294,107 shares held by RO II and 9,096 shares held by ROA II. 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. Redpoint Omega II, L.P. By its General Partner, Redpoint Omega II, LLC By: /s/ Elliot Geidt, Manager 2020-11-03 Redpoint Omega Associates II, LLC, By: /s/ Elliot Geidt, Manager 2020-11-03 Redpoint Omega II, LLC, By: /s/ Elliot Geidt, Manager 2020-11-03