HIPO

SEC source: 0000899243-21-033955 · doc4.xml · nonDerivative · entry 1

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,095,143

SEC source: 0000899243-21-033949 · doc4.xml · nonDerivative · entry 1

Landman Sam · CIK 0001875287 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,813

SEC source: 0000899243-21-033944 · doc4.xml · nonDerivative · entry 1

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,532,601

SEC source: 0000899243-21-033951 · doc4.xml · nonDerivative · entry 1

WIJNBERG SANDRA S · CIK 0001194455 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 117,000

F1 · price: The price reported in Column 4 is a weighted average price. The shares were purchased in multiple transactions at prices ranging from $4.18 to $4.35, inclusive. Upon request, the Reporting Person undertakes to provide the Issuer, any security holder of the Issuer, or the SEC full information regarding the number of shares purchased at each separate price within the range set forth in this footnote.

F2 · ownership.nature: Shares held by The Sandra S. Wijnberg 2014 Revocable Living Trust, Sandra Wijnberg, Trustee.

SEC source: 0000899243-21-033952 · doc4.xml · nonDerivative · entry 1

Knauf Noah · CIK 0001570743 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 167,213

SEC source: 0000899243-21-033940 · doc4.xml · nonDerivative · entry 1

Feder Eric · CIK 0001856067 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 125,000

F1 · price: The price reported in Column 4 is a weighted average price. The shares were purchased in multiple transactions at prices ranging from $4.21 to $4.35, inclusive. Upon request, the Reporting Person undertakes to provide the Issuer, any security holder of the Issuer, or the SEC full information regarding the number of shares purchased at each separate price within the range set forth in this footnote.

F2 · ownership.nature: Shares held by Beep Investments, LLC.

SEC source: 0000899243-21-031701 · doc4.xml · derivative · entry 6

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 347,717

Underlying: Common Stock · 347,717 shares

Expires 2030-12-03

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F7 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from December 1, 2020, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031701 · doc4.xml · derivative · entry 5

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 405,674

Underlying: Common Stock · 405,674 shares

Expires 2029-05-14

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F6 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from May 13, 2019, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031701 · doc4.xml · derivative · entry 4

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 260,787

Underlying: Common Stock · 260,787 shares

Expires 2029-01-22

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F5 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from January 23, 2019, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031701 · doc4.xml · derivative · entry 3

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 86,929

Underlying: Common Stock · 86,929 shares

Expires 2028-01-23

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F4 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from January 23, 2018, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031701 · doc4.xml · nonDerivative · entry 2

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,670,934

F3 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F3 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F2 · ownership.nature: Shares held by Pinkovezky 2019 Living Trust.

SEC source: 0000899243-21-031701 · doc4.xml · nonDerivative · entry 1

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,970,934

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F2 · ownership.nature: Shares held by Pinkovezky 2019 Living Trust.

SEC source: 0000899243-21-031698 · doc4.xml · nonDerivative · entry 1

FRATER HUGH R · CIK 0001059244 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,076,363

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio.

F2 · ownership.nature: Shares held by Hugh R. Frater Irrevocable Trust Dtd 12/11/2012.

SEC source: 0000899243-21-031707 · doc4.xml · nonDerivative · entry 3

Ellis Stewart · CIK 0001875258 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 258,378

F3 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F3 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F2 · ownership.nature: Shares held by Preservation Trust Company, Inc., Trustee of the Desertfish Nevada Trust.

SEC source: 0000899243-21-031707 · doc4.xml · nonDerivative · entry 2

Ellis Stewart · CIK 0001875258 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,008,378

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio.

F2 · ownership.nature: Shares held by Preservation Trust Company, Inc., Trustee of the Desertfish Nevada Trust.

SEC source: 0000899243-21-031707 · doc4.xml · nonDerivative · entry 1

Ellis Stewart · CIK 0001875258 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,108,426

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio.

SEC source: 0000899243-21-031703 · doc4.xml · derivative · entry 6

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,172,034

Underlying: Common Stock · 9,172,034 shares

Expires 2029-10-14

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F5 · derivative.exercise_date: 25% of the shares underlying the option vest on the first anniversary measured from October 15, 2019, and 1/16th of the shares vest on each quarterly anniversary thereafter, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031703 · doc4.xml · nonDerivative · entry 5

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 0

F4 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F4 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F3 · ownership.nature: Shares held by The Wand Family Delaware Trust.

SEC source: 0000899243-21-031703 · doc4.xml · nonDerivative · entry 4

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 15,232,868

F4 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F4 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F2 · ownership.nature: Shares held by Assaf and Liron Wand 2014 Revocable Trust.

SEC source: 0000899243-21-031703 · doc4.xml · nonDerivative · entry 3

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,043,149

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F3 · ownership.nature: Shares held by The Wand Family Delaware Trust.

SEC source: 0000899243-21-031703 · doc4.xml · nonDerivative · entry 2

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 17,189,719

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F2 · ownership.nature: Shares held by Assaf and Liron Wand 2014 Revocable Trust.

SEC source: 0000899243-21-031703 · doc4.xml · nonDerivative · entry 1

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,087,949

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

SEC source: 0000899243-21-031700 · doc4.xml · derivative · entry 3

Harpaz Ran · CIK 0001875283 · Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 173,858

Underlying: Common Stock · 173,858 shares

Expires 2030-12-03

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F3 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from December 1, 2020, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031700 · doc4.xml · nonDerivative · entry 2

Harpaz Ran · CIK 0001875283 · Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,104,126

F2 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F2 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

SEC source: 0000899243-21-031700 · doc4.xml · nonDerivative · entry 1

Harpaz Ran · CIK 0001875283 · Chief Technology Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,404,126

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

SEC source: 0000899243-21-031699 · doc4.xml · derivative · entry 7

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 695,433

Underlying: Common Stock · 695,433 shares

Expires 2030-09-27

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F7 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from August 27, 2020, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031699 · doc4.xml · derivative · entry 6

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 507,666

Underlying: Common Stock · 507,666 shares

Expires 2029-05-14

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F6 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from May 13, 2019, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031699 · doc4.xml · derivative · entry 5

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 362,209

Underlying: Common Stock · 362,209 shares

Expires 2029-01-22

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F5 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from January 23, 2019, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031699 · doc4.xml · derivative · entry 4

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 163,594

Underlying: Common Stock · 163,594 shares

Expires 2028-01-23

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F4 · derivative.exercise_date: 1/16th of the shares underlying the option vest on each quarterly anniversary measured from January 23, 2018, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031699 · doc4.xml · derivative · entry 3

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 86,929

Underlying: Common Stock · 86,929 shares

Expires 2027-02-28

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F3 · derivative.exercise_date: This option is fully vested and exercisable.

SEC source: 0000899243-21-031699 · doc4.xml · nonDerivative · entry 2

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,508,506

F2 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F2 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

SEC source: 0000899243-21-031699 · doc4.xml · nonDerivative · entry 1

McCathron Richard · CIK 0001294172 · Director · President

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,008,506

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

SEC source: 0000899243-21-031708 · doc4.xml · derivative · entry 1

WIJNBERG SANDRA S · CIK 0001194455 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 243,401

Underlying: Common Stock · 243,401 shares

Expires 2030-09-27

F2 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on a 1 to 6.95433 conversion ratio and with the same terms and vesting conditions as the Old Hippo equity award.

F1 · derivative.exercise_date: 1/12th of the shares underlying the option vest on each monthly anniversary measured from September 28, 2020, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-031709 · doc4.xml · derivative · entry 1

Fleming-Wood Simon · CIK 0001532594 · Chief Marketing Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,086,299

Underlying: Common Stock · 2,086,299 shares

Expires 2030-12-03

F2 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on a 1 to 6.95433 conversion ratio and with the same terms and vesting conditions as the Old Hippo equity award.

F1 · derivative.exercise_date: 25% of the shares underlying the option vest on the first anniversary measured from October 26, 2020, and 1/16th of the shares vest on each quarterly anniversary thereafter, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-033797 · doc4a.xml · derivative · entry 7

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 347,716

Underlying: Common Stock · 347,716 shares

Expires 2030-12-03

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F9 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from December 1, 2020, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-033797 · doc4a.xml · derivative · entry 6

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 405,674

Underlying: Common Stock · 405,674 shares

Expires 2029-05-14

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F8 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from May 13, 2019, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-033797 · doc4a.xml · derivative · entry 5

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 260,787

Underlying: Common Stock · 260,787 shares

Expires 2029-01-22

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F7 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from January 23, 2019, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-033797 · doc4a.xml · derivative · entry 4

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 86,929

Underlying: Common Stock · 86,929 shares

Expires 2028-01-23

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F6 · derivative.exercise_date: 1/48th of the shares underlying the option vest on each monthly anniversary measured from January 23, 2018, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-033797 · doc4a.xml · nonDerivative · entry 3

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 139,081

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F5 · ownership.nature: Shares held by NORTH POINT TRUST COMPANY, LLC, as Trustee of the EDP FAMILY IRREVOCABLE TRUST dated April 3, 2021.

SEC source: 0000899243-21-033797 · doc4a.xml · nonDerivative · entry 2

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,670,920

F4 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F4 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F3 · ownership.nature: Shares held by Pinkovezky 2019 Living Trust.

SEC source: 0000899243-21-033797 · doc4a.xml · nonDerivative · entry 1

Pinkovezky Aviad · CIK 0001875305 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,970,920

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F2 · balance_after: The original Form 4 filed by the Reporting Person on 8/4/2021 contained administrative errors. This Form 4/A corrects the aforementioned errors and accurately reflects the Reporting Person's ownership.

F3 · ownership.nature: Shares held by Pinkovezky 2019 Living Trust.

SEC source: 0000899243-21-033802 · doc4a.xml · nonDerivative · entry 1

FRATER HUGH R · CIK 0001059244 · Director

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,076,362

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio.

F2 · balance_after: The original Form 4 filed by the Reporting Person on 8/4/2021 contained administrative errors. This Form 4/A corrects the aforementioned errors and accurately reflects the Reporting Person's ownership.

F3 · ownership.nature: Shares held by Hugh R. Frater Irrevocable Trust Dtd 12/11/2012.

SEC source: 0000899243-21-033795 · doc4a.xml · nonDerivative · entry 3

Ellis Stewart · CIK 0001875258 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 258,378

F4 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F4 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F3 · ownership.nature: Shares held by Preservation Trust Company, Inc., Trustee of the Desertfish Nevada Trust.

SEC source: 0000899243-21-033795 · doc4a.xml · nonDerivative · entry 2

Ellis Stewart · CIK 0001875258 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,008,378

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio.

F3 · ownership.nature: Shares held by Preservation Trust Company, Inc., Trustee of the Desertfish Nevada Trust.

SEC source: 0000899243-21-033795 · doc4a.xml · nonDerivative · entry 1

Ellis Stewart · CIK 0001875258 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,108,425

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio.

F2 · balance_after: The original Form 4 filed by the Reporting Person on 8/4/2021 contained administrative errors. This Form 4/A corrects the aforementioned errors and accurately reflects the Reporting Person's ownership.

SEC source: 0000899243-21-033791 · doc4a.xml · derivative · entry 6

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,172,033

Underlying: Common Stock · 9,172,033 shares

Expires 2029-10-14

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F6 · derivative.exercise_date: 25% of the shares underlying the option vest on the first anniversary measured from October 15, 2019, and 1/16th of the shares vest on each quarterly anniversary thereafter, subject to the Reporting Person continuing to provide services to the Issuer through the applicable vesting date.

SEC source: 0000899243-21-033791 · doc4a.xml · nonDerivative · entry 5

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 0

F5 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F5 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F4 · ownership.nature: Shares held by The Wand Family Delaware Trust.

SEC source: 0000899243-21-033791 · doc4a.xml · nonDerivative · entry 4

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 15,232,867

F5 · kind: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F5 · price: Shares redeemed by the Issuer at a price per share of $10 in a transaction exempt pursuant to Rule 16b-3(e).

F3 · ownership.nature: Shares held by Assaf and Liron Wand 2014 Revocable Trust.

SEC source: 0000899243-21-033791 · doc4a.xml · nonDerivative · entry 3

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 1,043,149

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F4 · ownership.nature: Shares held by The Wand Family Delaware Trust.

SEC source: 0000899243-21-033791 · doc4a.xml · nonDerivative · entry 2

Wand Assaf · CIK 0001875265 · Director · See Remarks

10b5-1 filing: Not disclosed

Ownership: Indirect · See footnote

Disclosed balance after: 17,189,718

F1 · price: Pursuant to the business combination of Hippo Holdings Inc. (the "Issuer") and Hippo Enterprises Inc. ("Old Hippo"), each share of Old Hippo outstanding common stock was automatically converted into the right to shares of the Issuer's Common Stock based on a 1 to 6.95433 conversion ratio ("Conversion Ratio"). In addition, each outstanding Old Hippo equity award was automatically converted into a corresponding equity award of the Issuer based on the Conversion Ratio and with the same terms and vesting conditions as the Old Hippo equity awards.

F3 · ownership.nature: Shares held by Assaf and Liron Wand 2014 Revocable Trust.