X0306 4 2021-11-18 0 0001819035 Metromile, Inc. MILE 0001619941 Friedberg David A C/O METROMILE, INC. 425 MARKET STREET, SUITE 700 SAN FRANCISCO CA 94105 1 0 0 0 Common Stock 2021-11-18 4 S 0 325000 2.74 D 542438 I See footnote Common Stock 2021-11-18 4 S 0 425000 2.74 D 684062 I See footnote Common Stock 2021-11-18 4 S 0 1750000 2.74 D 2814478 I See footnote Common Stock 150000 D The sales reported on this Form 4 were effectuated pursuant to a Rule 10b5-1 trading plan adopted by Mr. Friedberg on August 12, 2021. Represents the weighted average sale price. The highest price at which shares were sold was $2.95 and the lowest price at which shares were sold was $2.69. The reporting person undertakes to provide, upon request by the staff of the SEC, the issuer, or a security holder of the issuer, full information regarding the number of shares transacted at each price, with respect to all transactions reported on this Form 4. The shares are held by The Friedberg Irrevocable Remainder Trust u/a/d 5/17/2017, of which Mr. Friedberg is the trustee. The shares are held by The David Friedberg 2019 Annuity Trust u/a/d 9/26/19, of which Mr. Friedberg is the trustee. The shares are held by The David Friedberg Revocable Trust u/a/d 9/19/13, of which Mr. Friedberg is the trustee. Represents 125,001 vested restricted stock units and 24,999 restricted stock units that vest on December 6, 2021 pursuant to a previous award grant on June 3, 2021. Mr. Friedberg forfeited 350,000 of the 500,000 restricted stock units that had been granted to him on June 3, 2021. /s/ David A. Friedberg by Kris Tsao Cachia, Attorney-in-Fact 2021-11-19