144 0001875265 XXXXXXXX LIVE 0001828105 Hippo Holdings Inc. 001-39711 ONE ALMADEN BLVD SUITE 400 PALO ALTO CA 95113 (650) 294-8463 Wand Assaf Officer Director Common stock Fidelity Brokerage Services LLC

245 Summer Street Boston MA 02110

12250 287813.75 25081711 06/02/2025 NYSE Common stock 05/28/2019 Stock Award Hippo Holdings Inc. N 12250 05/28/2019 N/A N ASSAF AND LIRON WAND 2014 REVOCABLE TRUST

c/o Hippo Holdings Inc, 50 Forest Avenue palo alto CA 94301

Common Stock 03/03/2025 12250 354045.08 ASSAF AND LIRON WAND 2014 REVOCABLE TRUST

c/o Hippo Holdings Inc 50 Forest Avenue Palo Alto CA 94301

Common Stock 04/01/2025 12250 306700.46 ASSAF AND LIRON WAND 2014 REVOCABLE TRUST

c/o Hippo Holdings Inc, 50 Forest Avenue Palo Alto KY 94301

Common Stock 05/01/2025 12250 282194.68 Shares are being sold from ASSAF AND LIRON WAND 2014 REVOCABLE TRUST. 06/02/2025 /s/ Audrey Skillern, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Assaf Wand