HIPO.WS / Hippo Holdings Inc. - Equity Warrant - Pengajuan SECLaporan Tahunan, Pernyataan Proksi

Hippo Holdings Inc. - Equity Warrant
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CIK 1828105
SEC Filings
All companies that sell securities in the United States must register with the Securities and Exchange Commission (SEC) and file reports on a regular basis. These reports include company annual reports (10K, 10Q), news updates (8K), investor presentations (found in 8Ks), insider trades (form 4), ownership reports (13D, and 13G), and reports related to the specific securities sold, such as registration statements and prospectus. This page shows recent SEC filings related to Hippo Holdings Inc. - Equity Warrant
SEC Filings (Chronological Order)
Halaman ini menyediakan daftar lengkap dan kronologis dari Pengajuan SEC, tidak termasuk pengajuan kepemilikan yang kami sediakan di tempat lain.
August 6, 2025 EX-99.2

Hippo Reports Second Quarter 2025 Financial Results SAN JOSE, Calif. August 06, 2025 – Hippo (NYSE: HIPO), the tech-enabled insurance group proactively protecting homeowners and supporting program insurance partners, today announced its consolidated

hipporeportssecondquarte Hippo Reports Second Quarter 2025 Financial Results SAN JOSE, Calif.

August 6, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 6, 2025 Hippo Holdings Inc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 6, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

August 6, 2025 EX-10.1

Hippo Holdings Inc. Non-Employee Director Compensation Program.

Exhibit 10.1 Hippo Holdings Inc. Non-Employee Director Compensation Program Adopted Effective August 2, 2021 Amended Effective May 3, 2023 Amended Effective June 11, 2025 This Hippo Holdings Inc. (the “Company”) Non-Employee Director Compensation Program (this “Program”) has been adopted under the Company’s 2021 Incentive Award Plan (the “Plan”). Capitalized terms not otherwise defined herein shal

August 6, 2025 EX-99.1

Letter to Shareholders | Q2 2025 1 Q2 2025 LETTER TO SHAREHOLDERS Letter to Shareholders | Q2 2025 2 1. Net Income (Loss) Attributable to Hippo KEY HIGHLIGHTS FROM Q2 Top-Line Momentum and New Program Launches • Gross Written Premium up 16% YoY to $2

q22025shareholderletterv Letter to Shareholders | Q2 2025 1 Q2 2025 LETTER TO SHAREHOLDERS Letter to Shareholders | Q2 2025 2 1.

August 6, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2025 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOL

June 16, 2025 EX-99.1

Exhibit 99.1 Execution Version SHARE REPURCHASE AGREEMENT THIS SHARE REPURCHASE AGREEMENT (this “Agreement”) is made and entered into as of this 11th day of June, 2025 (the “Effective Date”), by and among Hippo Holdings Inc., a Delaware corporation (

Exhibit 99.1 Execution Version SHARE REPURCHASE AGREEMENT THIS SHARE REPURCHASE AGREEMENT (this “Agreement”) is made and entered into as of this 11th day of June, 2025 (the “Effective Date”), by and among Hippo Holdings Inc., a Delaware corporation (“Hippo”) and the selling shareholder (the “Seller”) set forth on Schedule I hereto. RECITALS WHEREAS, the Seller desires to sell the number of shares

June 16, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 11, 2025 Hippo Holdings Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 11, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

June 12, 2025 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 12, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

June 12, 2025 EX-99.1

Hippo Unveils Go-Forward Strategy and 2028 Financial Targets at 2025 Investor Day • Introduces 2028 financial targets of gross written premium greater than $2 billion, adjusted net income greater than $125 million, and adjusted ROE greater than 18% •

Hippo Unveils Go-Forward Strategy and 2028 Financial Targets at 2025 Investor Day • Introduces 2028 financial targets of gross written premium greater than $2 billion, adjusted net income greater than $125 million, and adjusted ROE greater than 18% • Announces a strategic partnership with The Baldwin Group’s subsidiary, Westwood Insurance Agency to significantly expand the reach of Hippo’s New Homes business • Details strategic framework designed to deliver attractive returns through a diversified portfolio of risk anchored in core home offering San Jose, Calif.

June 12, 2025 EX-99.2

Disclaimer INVESTOR DAY 2025 2 This presentation includes the non-GAAP financial measure (including on a forward-looking basis) Adjusted EBITDA. Hippo defines Adjusted EBITDA, a non-GAAP financial measure, as net loss attributable to Hippo excluding

Disclaimer INVESTOR DAY 2025 2 This presentation includes the non-GAAP financial measure (including on a forward-looking basis) Adjusted EBITDA.

June 4, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 3, 2025 Hippo Holdings Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 3, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (C

May 7, 2025 EX-99.1

Letter to Shareholders | Q1 2025 1 Q1 2025 LETTER TO SHAREHOLDERS Letter to Shareholders | Q1 2025 2 2. Net Income (Loss) Attributable to Hippo 1. $45m includes selling of our subrogation rights, CA FAIR assessment, and reinstatement premium KEY HIGH

Letter to Shareholders | Q1 2025 1 Q1 2025 LETTER TO SHAREHOLDERS Letter to Shareholders | Q1 2025 2 2.

May 7, 2025 EX-10.2

Office Lease by and between KBSIII Almaden Financial Plaza, LLC and Hippo Analytics Inc. dated as of April 24, 2025.

Exhibit 10.2 OFFICE LEASE by and between KBSIII ALMADEN FINANCIAL PLAZA, LLC, a Delaware limited liability company (“Landlord”) and HIPPO ANALYTICS, INC. a Delaware corporation (“Tenant”) Dated as of April 24 , 2025 1 780148292.5 OFFICE LEASE THIS OFFICE LEASE (this “Lease”) is made between KBSIII ALMADEN FINANCIAL PLAZA, LLC, a Delaware limited liability company (“Landlord”), and the Tenant descr

May 7, 2025 EX-99.2

Hippo Reports First Quarter 2025 Financial Results and will Hold an Investor Day on June 12, 2025 SAN JOSE, Calif. May 07, 2025 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated fina

Hippo Reports First Quarter 2025 Financial Results and will Hold an Investor Day on June 12, 2025 SAN JOSE, Calif.

May 7, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2025 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HO

May 7, 2025 EX-10.1

Second Amendment to Lease by and between Tallwood Forest, LLC and Hippo Analytics Inc. dated as of April 11, 2025.

Docusign Envelope ID: DE2623F1-6A68-44B8-820B-A9B0A5F552E5 Exhibit 10.1 SECOND AMENDMENT TO LEASE This SECOND AMENDMENT TO LEASE (this “Amendment”) is entered into as of April 11, 2025, by and between TALLWOOD FOREST, LLC, a California limited liability company (“Landlord”), and HIPPO ANALYTICS INC., a Delaware corporation (“Tenant”). RECITALS A. Landlord and Tenant entered into that certain Lease

May 7, 2025 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 7, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (Co

April 28, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 24, 2025 Hippo Holdings Inc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 24, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

April 22, 2025 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Pro

April 22, 2025 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEF 14A Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.

April 22, 2025 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 21, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

April 18, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 14, 2025 Hippo Holdings Inc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 14, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

April 3, 2025 EX-FILING FEES

Calculation of Filing Fee Table.

EXHIBIT 107.1 CALCULATION OF FILING FEE FORM S-8 HIPPO HOLDINGS INC. Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Share Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Fees to Be Paid Equity Common Stock, par value $0.0001 per share Rule 457(c) and Rule 457(h) 1,243,105(1) $25

April 3, 2025 S-8

As filed with the Securities and Exchange Commission on April 3, 2025

As filed with the Securities and Exchange Commission on April 3, 2025 Registration No.

March 6, 2025 EX-99.1

Letter to Shareholders | Q4 2024 1 Q4 2024 LETTER TO SHAREHOLDERS Letter to Shareholders | Q4 2024 2 1. Net Income (Loss) Attributable to Hippo KEY HIGHLIGHTS FROM Q4 Strong Top-line Growth; Favorable Mix-Shift • Q4 Revenue up 58% YoY to $102 million

q42024shareholderletterv Letter to Shareholders | Q4 2024 1 Q4 2024 LETTER TO SHAREHOLDERS Letter to Shareholders | Q4 2024 2 1.

March 6, 2025 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOLDING

March 6, 2025 EX-21.1

List of Subsidiaries.

Exhibit 21.1 Subsidiaries of Hippo Holdings Inc. Name State or Other Jurisdiction of Incorporation or Organization AmeriSave Insurance Agency, LLC Texas Hippo Analytics Inc. dba Hippo Insurance Services Delaware Hippo Builder Insurance Agency, LLC Texas Hippo Employee Services Inc. Delaware Hippo JV Holdings Inc. Delaware Hippo M&T – Israel Ltd. Israel Hippo Tech Inc. Delaware Hippo Warranty Solut

March 6, 2025 EX-19.1

Hippo Employee Services Inc. Insider Trading Compliance Policy.

Exhibit 19.1 HIPPO EMPLOYEE SERVICES INC. INSIDER TRADING COMPLIANCE POLICY CONTENTS Page I. Summary ..............................................................................................................................1 II. Statement of Policies Prohibiting Insider Trading ...............................................................2 III. Explanation of Insider Trading ................

March 6, 2025 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 6, 2025 Hippo Holdings Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 6, 2025 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

March 6, 2025 EX-99.2

Hippo Reports Fourth Quarter 2024 Financial Results

Hippo Reports Fourth Quarter 2024 Financial Results PALO ALTO, Calif. March 06, 2025 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended December 31, 2024. "Hippo delivered $8.5 million in positive adjusted EBITDA in Q4 2024, surpassing all expectations," said Hippo President and CEO

November 8, 2024 EX-10.2

Agreement, dated November 6, 2024, by and between Anirudh Badia and Hippo Employee Services Inc.

November 6, 2024 Anirudh Badia 3821 Abbey Ct Campbell, CA 95008 Re: Terms of Separation Dear Anirudh: This letter confirms the agreement (“Agreement”) between you and Hippo Employee Services Inc.

November 8, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPP

November 8, 2024 EX-99.1

Letter to Shareholders | Q3 2024 1 Q3 2024 LETTER TO SHAREHOLDERS Letter to Shareholders | Q3 2024 2 1. Net Income (Loss) Attributable to Hippo KEY HIGHLIGHTS FROM Q3 Maintained Top-line Growth; Favorable Mix-Shift • Revenue up 65% YoY to $95 million

Letter to Shareholders | Q3 2024 1 Q3 2024 LETTER TO SHAREHOLDERS Letter to Shareholders | Q3 2024 2 1.

November 8, 2024 EX-99.2

Hippo Reports Third Quarter 2024 Financial Results

Hippo Reports Third Quarter 2024 Financial Results PALO ALTO, Calif. November 08, 2024 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended September 30, 2024. "The positive momentum we've built over the past year continued in the third quarter as we took a significant step forward on

November 8, 2024 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 8, 2024 Hippo Holdings I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 8, 2024 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization

November 8, 2024 EX-10.1

Consulting Agreement, dated November 6, 2024, by and between Anirudh Badia and Hippo Employee Services Inc.

1 CONSULTING AGREEMENT This Consulting Agreement (“Agreement”) is entered into effective December 3, 2024 (the “Effective Date”) and is made by and between Anirudh Badia (“Consultant”) and Hippo Employee Services Inc.

October 9, 2024 EX-10.1

Separation Agreement, dated October 8, 2024, by and between Yuval Harry and Hippo Employee Services Inc.

exhibit101-yuvalharrysep Yuval Harry [***] [***] Re: Separation Agreement Dear Yuval: This letter confirms the agreement (“Agreement”) between you and Hippo Employee Services Inc.

October 9, 2024 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): October 9, 2024 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

September 25, 2024 EX-99.25

EX-99.25

NOTIFICATION OF THE REMOVAL FROM LISTING AND REGISTRATION OF THE STATED SECURITIES The New York Stock Exchange ("NYSE" or the "Exchange") hereby notifies the Securities and Exchange Commission (the "Commission") of its intention to remove the entire class of Redeemable warrants, each whole warrant exercisable for one twenty-fifth (1/25) share of Common Stock at an exercise price of $287.

September 10, 2024 8-K

Notice of Delisting or Failure to Satisfy a Continued Listing Rule or Standard; Transfer of Listing

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): September 9, 2024 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizatio

August 8, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOL

August 8, 2024 EX-99.1

Letter to Shareholders | Q2 2024 1 Q2 2024 LETTER TO SHAREHOLDERS Letter to Shareholders | Q2 2024 2 (1) Excluding reserve releases, Q2’22 HHIP gross loss ratio would have been 130% KEY HIGHLIGHTS FROM Q2 Continued Top-line Growth; Favorable Mix-Shif

Letter to Shareholders | Q2 2024 1 Q2 2024 LETTER TO SHAREHOLDERS Letter to Shareholders | Q2 2024 2 (1) Excluding reserve releases, Q2’22 HHIP gross loss ratio would have been 130% KEY HIGHLIGHTS FROM Q2 Continued Top-line Growth; Favorable Mix-Shift • Revenue up 88% YoY to $90 million; premium retention more in-line with risk-retention • Consolidated TGP up 20% YoY, with Services and Insurance-a

August 8, 2024 EX-99.2

Hippo Reports Second Quarter 2024 Financial Results

Hippo Reports Second Quarter 2024 Financial Results PALO ALTO, Calif. August 08, 2024 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended June 30, 2024. Complete financial results and full year guidance for 2024 can be found in the company's shareholder letter in the Investor Relatio

August 8, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 8, 2024 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

July 1, 2024 SC 13D/A

HIPO.WS / Hippo Holdings Inc. - Equity Warrant / MITSUI SUMITOMO INSURANCE CO LTD - SC 13D/A Activist Investment

SC 13D/A 1 d732533dsc13da.htm SC 13D/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D/A Under the Securities Exchange Act of 1934 (Amendment No. 2) Hippo Holdings Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 433539103 (CUSIP Number) Kiyotaka Shuto Mitsui Sumitomo Insurance Co., Ltd. 9, Kanda-Surugadai 3-chome, Chiyoda-Ku Tok

June 4, 2024 8-K

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 4, 2024 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (C

May 2, 2024 EX-99.2

Hippo Reports First Quarter 2024 Financial Results

Hippo Reports First Quarter 2024 Financial Results PALO ALTO, Calif. May 02, 2024 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended March 31, 2024. Complete financial results and full year guidance for 2024 can be found in the company's shareholder letter in the Investor Relations

May 2, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 2, 2024 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (Co

May 2, 2024 EX-99.1

` Letter to Shareholders | Q1 2024 1 Q1 2024 LETTER TO SHAREHOLDERS ` Letter to Shareholders | Q1 2024 2 KEY HIGHLIGHTS FROM Q1 Accelerating Top-line Growth; Favorable Mix-Shift • Consolidated TGP up 20% YoY, with Services and Insurance-as-a-Service

` Letter to Shareholders | Q1 2024 1 Q1 2024 LETTER TO SHAREHOLDERS ` Letter to Shareholders | Q1 2024 2 KEY HIGHLIGHTS FROM Q1 Accelerating Top-line Growth; Favorable Mix-Shift • Consolidated TGP up 20% YoY, with Services and Insurance-as-a-Service (“IaaS”) representing 80% of TGP • Services and IaaS driving TGP growth, up 37% and 25% YoY, respectively in Q1 • Revenue up 114% YoY to $85 million;

May 2, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2024 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HO

April 24, 2024 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Defi

April 24, 2024 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

April 2, 2024 SC 13G

HIPO / Hippo Holdings Inc. / AKIN THOMAS B Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* HIPPO HOLDINGS, INC. (Name of Issuer) COMMON STOCK, $0.0001 PAR VALUE PER SHARE (Title of Class of Securities) 433539202 (CUSIP Number) Talkot Capital, LLC 30 Liberty Ship Way, Suite 3110 Sausalito, CA 94965 415-332-3760 (Name, Address and Telephone Numbe

March 28, 2024 S-8

As filed with the Securities and Exchange Commission on March 28, 2024

As filed with the Securities and Exchange Commission on March 28, 2024 Registration No.

March 28, 2024 EX-FILING FEES

Calculation of Filing Fee Table.

EXHIBIT 107.1 CALCULATION OF FILING FEE FORM S-8 HIPPO HOLDINGS INC. Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Share Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Fees to Be Paid Equity Common Stock, par value $0.0001 per share Rule 457(c) and Rule 457(h) 1,207,180(1) $17

March 8, 2024 SC 13D/A

HIPO / Hippo Holdings Inc. / Bond Capital Associates, LLC - SC 13D/A Activist Investment

SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 1 )* HIPPO HOLDINGS INC. (Name of Issuer) Common Stock, $0.0001 par value per share (Title of Class of Securities) 433539202 (CUSIP Number) Paul Vronsky Bond Capital Associates, LLC 100 The Embarcadero San Francisco, California 94105 Tel: 1-415-598-

March 6, 2024 EX-21.1

List of Subsidiaries.

Exhibit 21.1 Subsidiaries of Hippo Holdings Inc. Name State or Other Jurisdiction of Incorporation or Organization AmeriSave Insurance Agency, LLC Texas First Connect Insurance Services, LLC Texas Hippo Analytics Inc. dba Hippo Insurance Services Delaware Hippo Builder Insurance Agency, LLC Texas Hippo Employee Services Inc. Delaware Hippo JV Holdings Inc. Delaware Hippo M&T – Israel Ltd. Israel H

March 6, 2024 EX-4.3

Description of Hippo Holdings Inc.’s Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934.

Exhibit 4.3 DESCRIPTION OF SECURITIES The following description of the terms of our capital stock and warrants is not complete and is qualified in its entirety by reference to our Certificate of Incorporation, as amended (the “Certificate of Incorporation”), our Amended and Restated Bylaws (the “Bylaws”) and the Warrant Agreement, all of which are filed or incorporated by reference as exhibits to

March 6, 2024 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 6, 2024 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

March 6, 2024 EX-99.2

Hippo Reports Fourth Quarter 2023 Financial Results

Hippo Reports Fourth Quarter 2023 Financial Results PALO ALTO, Calif. March 06, 2024 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended December 31, 2023. Complete financial results and full year guidance for 2024 can be found in the company's shareholder letter in the Investor Rela

March 6, 2024 EX-97.1

Hippo Holdings Inc. Policy for Recovery of Erroneously Awarded Compensation

Exhibit 97.1 HIPPO HOLDINGS INC. POLICY FOR RECOVERY OF ERRONEOUSLY AWARDED COMPENSATION Hippo Holdings Inc. (the “Company”) has adopted this Policy for Recovery of Erroneously Awarded Compensation (the “Policy”), effective as of October 2, 2023 (the “Effective Date”). Capitalized terms used in this Policy but not otherwise defined herein are defined in Section 11. 1.Persons Subject to Policy This

March 6, 2024 EX-99.1

` Letter to Shareholders | Q4 2023 1 Q4 2023 LETTER TO SHAREHOLDERS ` Letter to Shareholders | Q4 2023 2 KEY HIGHLIGHTS FROM Q4 Favorable Mix-Shift Driving Top-line Growth • Insurance-as-a-Service (IaaS) and Services driving TGP growth, up 39% and 20

` Letter to Shareholders | Q4 2023 1 Q4 2023 LETTER TO SHAREHOLDERS ` Letter to Shareholders | Q4 2023 2 KEY HIGHLIGHTS FROM Q4 Favorable Mix-Shift Driving Top-line Growth • Insurance-as-a-Service (IaaS) and Services driving TGP growth, up 39% and 20% YoY, respectively in Q4 • Consolidated TGP up 15% YoY, with IaaS and Services now representing 77% of Total TGP • Revenue up 80% YoY to $64 million

March 6, 2024 EX-10.30

Second Amendment to Purchase and Sale Agreement, dated February 6, 2023, by and between Spinnaker Insurance Company and Elevate Sabine Investors LP

Exhibit 10.30 SECOND AMENDMENT OF PURCHASE AND SALE AGREEMENT This Second Amendment of Purchase and Sale Agreement (this “Amendment”) is entered into to be effective as of the 6th day of February, 2023 (the “Effective Date”) by and between ELEVATE SABINE INVESTORS LP, a Texas limited partnership (“Seller”) and SPINNAKER INSURANCE COMPANY, an Illinois licensed insurance company (“Buyer”). RECITALS

March 6, 2024 EX-19.1

Hippo Employee Services Inc. Insider Trading Compliance Policy

Exhibit 19.1 HIPPO EMPLOYEE SERVICES INC. INSIDER TRADING COMPLIANCE POLICY CONTENTS Page A.Limitations on Access to Company Information 9 I.Additional Prohibited Transactions 10 A.Short Sales 10 B.Publicly Traded Options 10 C.Hedging Transactions 11 D.Purchases of the Company’s Securities on Margin; Pledging the Company’s Securities to Secure Margin or Other Loans 11 E.Director and Executive Offi

March 6, 2024 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOLDING

March 6, 2024 EX-10.31

Third Amendment to Purchase and Sale Agreement, dated March 8, 2023, by and between Spinnaker Insurance Company and Elevate Sabine Investors LP

Exhibit 10.31 THIRD AMENDMENT OF PURCHASE AND SALE AGREEMENT This Third Amendment of Purchase and Sale Agreement (this “Amendment”) is entered into to be effective as of the 8th day of March, 2023 (the “Effective Date”) by and between ELEVATE SABINE INVESTORS LP, a Texas limited partnership (“Seller”) and SPINNAKER INSURANCE COMPANY, an Illinois licensed insurance company (“Buyer”). RECITALS A.Sel

February 29, 2024 SC 13D/A

HIPO / Hippo Holdings Inc. / MITSUI SUMITOMO INSURANCE CO LTD - SC 13D/A Activist Investment

SC 13D/A 1 d762722dsc13da.htm SC 13D/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D/A Under the Securities Exchange Act of 1934 (Amendment No. 1) Hippo Holdings Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 433539103 (CUSIP Number) Kiyotaka Shuto General Manager Corporate Planning Department Mitsui Sumitomo Insurance Co., L

November 2, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPP

November 2, 2023 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 2, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization

November 2, 2023 EX-99.1

LETTER TO SHAREHOLDERS Q3 2023 Letter to Shareholders | Q3 2023 2 KEY HIGHLIGHTS FROM Q3 Adjusted EBITDA, Our Best Yet • GAAP net loss attributable to Hippo of $53 million/adjusted EBITDA loss of $38 million • Expect to turn adjusted EBITDA positive

LETTER TO SHAREHOLDERS Q3 2023 Letter to Shareholders | Q3 2023 2 KEY HIGHLIGHTS FROM Q3 Adjusted EBITDA, Our Best Yet • GAAP net loss attributable to Hippo of $53 million/adjusted EBITDA loss of $38 million • Expect to turn adjusted EBITDA positive before year-end 2024, earlier than previously projected Improving Core Gross Loss Ratio1 • Reported consolidated GLR of 59% with a core consolidated G

November 2, 2023 EX-99.2

Hippo Reports Third Quarter 2023 Financial Results

Hippo Reports Third Quarter 2023 Financial Results PALO ALTO, Calif. November 02, 2023 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended September 30, 2023. Complete financial results and full year guidance for 2023 can be found in the company's shareholder letter in the Investor R

October 26, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): October 26, 2023 Hippo Holdings I

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): October 26, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization

August 8, 2023 EX-10.1

Form of Performance Restricted Stock Unit Agreement under Hippo Holdings Inc. 2021 Incentive Award Plan.*

Exhibit 10.1 HIPPO HOLDINGS INC. 2021 INCENTIVE AWARD PLAN PERFORMANCE RESTRICTED STOCK UNIT AWARD GRANT NOTICE Hippo Holdings Inc., a Delaware corporation, (the “Company”), pursuant to its 2021 Incentive Award Plan, as amended from time to time (the “Plan”), hereby grants to the holder listed below (the “Participant”), an award of performance-based restricted stock units (“Restricted Stock Units”

August 8, 2023 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 8, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

August 8, 2023 EX-10.2

Hippo Holdings Inc. Non-Employee Director Compensation Program.*

Exhibit 10.2 Hippo Holdings Inc. Non-Employee Director Compensation Program Adopted Effective August 2, 2021 Amended Effective May 3, 2023 This Hippo Holdings Inc. (the “Company”) Non-Employee Director Compensation Program (this “Program”) has been adopted under the Company’s 2021 Incentive Award Plan (the “Plan”).. Capitalized terms not otherwise defined herein shall have the meaning ascribed in

August 8, 2023 EX-99.2

Hippo Reports Second Quarter 2023 Financial Results

Hippo Reports Second Quarter 2023 Financial Results PALO ALTO, Calif. August 08, 2023 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended June 30, 2023. Complete financial results and full year guidance for 2023 can be found in the company's shareholder letter in the Investor Relatio

August 8, 2023 EX-99.1

LETTER TO SHAREHOLDERS Q2 2023 Letter to Shareholders | Q2 2023 2 KEY HIGHLIGHTS FROM Q2 Improving Core Gross Loss Ratio1 • Reported consolidated GLR of 107% with a core consolidated GLR of 56% • Hippo Homeowners Insurance Program core GLR: 63%, impr

hippo-shareholdersxlette LETTER TO SHAREHOLDERS Q2 2023 Letter to Shareholders | Q2 2023 2 KEY HIGHLIGHTS FROM Q2 Improving Core Gross Loss Ratio1 • Reported consolidated GLR of 107% with a core consolidated GLR of 56% • Hippo Homeowners Insurance Program core GLR: 63%, improved from 75% a year ago Outstanding TGP/Revenue Growth • TGP up 56% YoY • Revenue up 66% YoY Achieving Operating Leverage •

August 8, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOL

August 1, 2023 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 27, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

June 8, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 7, 2023 Hippo Holdings Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 7, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (C

May 9, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2023 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HO

May 9, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 9, 2023 Hippo Holdings Inc. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 9, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (Co

May 9, 2023 EX-99.2

Hippo Reports First Quarter 2023 Financial Results

Hippo Reports First Quarter 2023 Financial Results PALO ALTO, Calif. May 09, 2023 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended March 31, 2023. Complete financial results and full year guidance for 2023 can be found in the company's shareholder letter in the Investor Relations

May 9, 2023 EX-99.1

LETTER TO SHAREHOLDERS Q1 2023 Letter to Shareholders | Q1 2023 2 KEY HIGHLIGHTS FROM Q1 Outstanding TGP/Revenue Growth • TGP up 59% YoY • Revenue up 62% YoY • Raising Full Year Guidance for both TGP and Revenue Improving Core Gross Loss Ratio1 • Cor

hippo-shareholderxletter LETTER TO SHAREHOLDERS Q1 2023 Letter to Shareholders | Q1 2023 2 KEY HIGHLIGHTS FROM Q1 Outstanding TGP/Revenue Growth • TGP up 59% YoY • Revenue up 62% YoY • Raising Full Year Guidance for both TGP and Revenue Improving Core Gross Loss Ratio1 • Core Consolidated: 51% • Core Hippo Homeowners Insurance Program: 60%, improved from 78% a year ago Achieving Operating Leverage • Operating Expense, excluding Loss and LAE, roughly flat and declining as a percentage of revenue Adjusted EBITDA Outlook on Track • GAAP Net Loss Attributable to Hippo of $69.

April 26, 2023 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEF 14A Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.

April 26, 2023 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

DEFA14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Pro

March 23, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 17, 2023 Hippo Holdings Inc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 17, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

March 23, 2023 EX-16.1

Letter from Ernst & Young LLP to the SEC, dated March 23, 2023

Ernst & Young LLP 560 Mission Street Suite 1600 San Francisco, California 94105 Tel: +1 415 894 8000 Fax: + 1 415 894 8099 ey.

March 14, 2023 EX-FILING FEES

Calculation of Filing Fee Table.

EX-FILING FEES Exhibit 107.1 Calculation of Filing Fee Tables Form S-8 (Form Type) Hippo Holdings Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount to be Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Equity Common s

March 14, 2023 S-8

As filed with the Securities and Exchange Commission on March 14, 2023

S-8 As filed with the Securities and Exchange Commission on March 14, 2023 Registration No.

March 2, 2023 EX-4.3

Description of Hippo Holdings Inc.’s Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934.

Exhibit 4.3 DESCRIPTION OF SECURITIES The following description of the terms of our capital stock and warrants is not complete and is qualified in its entirety by reference to our Certificate of Incorporation, as amended (the “Certificate of Incorporation”), our Amended and Restated Bylaws (the “Bylaws”) and the Warrant Agreement, all of which are filed or incorporated by reference as exhibits to

March 2, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 2, 2023 Hippo Holdings Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 2, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

March 2, 2023 10-K

Form 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOLDING

March 2, 2023 EX-99.3

Analyst Supplement: Guidance 2023 March 2, 2023 Executive summary • In 2023, we will begin segment reporting which will align with how we have begun to operate Hippo this year. We believe the additional level of detail will also help investors better

analystslidesfinalf Analyst Supplement: Guidance 2023 March 2, 2023 Executive summary • In 2023, we will begin segment reporting which will align with how we have begun to operate Hippo this year.

March 2, 2023 EX-21.1

List of Subsidiaries.

Exhibit 21.1 Subsidiaries of Hippo Holdings Inc. Name State or Other Jurisdiction of Incorporation or Organization Doma Home Insurance Services, LLC Texas First Connect Insurance Services, LLC Texas Hippo Analytics Inc. dba Hippo Insurance Services Delaware Hippo Builder Insurance Agency, LLC Texas Hippo Builders Thirteen Insurance Agency, LLC Texas Hippo Builders Twelve Insurance Agency, LLC Texa

March 2, 2023 EX-99.2

Hippo Reports Fourth Quarter 2022 Financial Results

Hippo Reports Fourth Quarter 2022 Financial Results PALO ALTO, Calif. March 2, 2023 – Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended December 31, 2022. Complete financial results and full year guidance for 2023 can be found in the company's shareholder letter in the Investor Relat

March 2, 2023 EX-10.18

Separation Agreement, dated February 24, 2023 by and between Hippo Employee Services Inc. and Simon Fleming-Wood

Exhibit 10.18 Simon Fleming-Wood Palo Alto, California Re: Terms of Separation Dear Simon: This letter confirms the agreement (“Agreement”) between you and Hippo Employee Services Inc. (the “Company”) and/or any of its affiliates concerning the terms of your separation from the Company and its affiliates, and offers you the separation compensation we discussed in exchange for a general release of

March 2, 2023 EX-99.1

LETTER TO SHAREHOLDERS Q4 2022 Letter to Shareholders | Q4 2022 2 KEY HIGHLIGHTS FROM Q4 Adjusted EBITDA • GAAP Net Loss of $63.1 million/ Adj. EBITDA negative $47.3 million improved from Q3’s Adj. EBITDA negative $54.8 million • On track for positiv

hippo-shareholdersx2022x LETTER TO SHAREHOLDERS Q4 2022 Letter to Shareholders | Q4 2022 2 KEY HIGHLIGHTS FROM Q4 Adjusted EBITDA • GAAP Net Loss of $63.

February 14, 2023 SC 13G/A

US4335392027 / Hippo Holdings, Inc. / Reinvent Sponsor Z LLC - SCHEDULE 13G - AMENDMENT NO. 1 Passive Investment

SC 13G/A 1 sc13ga1.htm SCHEDULE 13G - AMENDMENT NO. 1 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G (Amendment No. 1)* Under the Securities Exchange Act of 1934 Hippo Holdings Inc. (f/k/a Reinvent Technology Partners Z) (Name of Issuer) Common Stock, par value $0.0001 per share (Titles of Class of Securities) 433539202 (CUSIP Number) December 31, 2022 (Date o

February 3, 2023 EX-99.1

AGREEMENT REGARDING THE JOINT FILING OF SCHEDULE 13G/A

Exhibit 99.1 AGREEMENT REGARDING THE JOINT FILING OF SCHEDULE 13G/A The undersigned hereby agree as follows: (i) Each of them is individually eligible to use the Schedule 13G/A to which this Exhibit is attached, and such Schedule 13G/A is filed on behalf of each of them; and (ii) Each of them is responsible for the timely filing of such Schedule 13G/A and any amendments thereto, and for the comple

February 3, 2023 SC 13G/A

US4335392027 / Hippo Holdings, Inc. / Fifth Wall Ventures Management GP, LLC - SC 13G/A Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G/A Under the Securities Exchange Act of 1934 (Amendment No. 1)* Hippo Holdings Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 433539202 (CUSIP Number) December 31, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant

January 18, 2023 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): January 18, 2023 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization

January 18, 2023 EX-99.1

Hippo Announces Successful Reinsurance Renewals

Exhibit 99.1 Hippo Announces Successful Reinsurance Renewals 1/18/2023 PALO ALTO, Calif.-(BUSINESS WIRE)- Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, announced the successful placement of its 2023 reinsurance program. “In one of the most difficult reinsurance markets in the last 20 years, we successfully placed reinsurance on our flagship homeowners program o

December 7, 2022 424B3

PROSPECTUS FOR UP TO 15,650,820 SHARES OF COMMON STOCK AND UP TO 4,400,000 WARRANTS TO PURCHASE SHARES OF COMMON STOCK OF HIPPO HOLDINGS INC.

Table of Contents Filed Pursuant to Rule 424(b)(3) Registration No. 333-259040 PROSPECTUS FOR UP TO 15,650,820 SHARES OF COMMON STOCK AND UP TO 4,400,000 WARRANTS TO PURCHASE SHARES OF COMMON STOCK OF HIPPO HOLDINGS INC. This prospectus relates to (i) the resale by certain of the securityholders named in this prospectus (each a ?Selling Securityholder? and, collectively, the ?Selling Securityholde

November 14, 2022 POS AM

As filed with the Securities and Exchange Commission on November 14, 2022

Table of Contents As filed with the Securities and Exchange Commission on November 14, 2022 Registration No.

November 10, 2022 EX-99.1

LETTER TO SHAREHOLDERS Q3 2022 Letter to Shareholders | Q3 2022 2 KEY HIGHLIGHTS FROM Q3 Improved Adjusted EBITDA • Adj. EBITDA loss of $54.8m (GAAP net loss of $129.2m), better than our guidance despite Hurricane Ian • Projecting narrower loss in Q4

LETTER TO SHAREHOLDERS Q3 2022 Letter to Shareholders | Q3 2022 2 KEY HIGHLIGHTS FROM Q3 Improved Adjusted EBITDA ? Adj.

November 10, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPP

November 10, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 10, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizatio

November 10, 2022 EX-10.1

Separation Agreement, dated September 8, 2022, by and between Hippo Employee Services Inc. and Ran Harpaz Chief Operating Officer and Chief Technology Officer

Ran Harpaz Palo Alto, California Re: Terms of Separation Dear Ran: This letter confirms the agreement (?Agreement?) between you and Hippo Employee Services Inc.

November 10, 2022 EX-99.2

Hippo Reports Third Quarter 2022 Financial Results

Hippo Reports Third Quarter 2022 Financial Results PALO ALTO, Calif. November 10, 2022 ? Hippo, (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended September 30, 2022. Complete financial results and full year guidance for 2022 can be found in the company's shareholder letter in the Investor

November 10, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 11 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

September 29, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 10 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

September 29, 2022 8-K

Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Material Modification to Rights of Security Holders, Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): September 29, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizati

September 29, 2022 EX-3.1

Certificate of Amendment to the Certificate of Incorporation of Hippo Holdings Inc.

Exhibit 3.1 CERTIFICATE OF AMENDMENT TO THE CERTIFICATE OF INCORPORATION OF HIPPO HOLDINGS INC. Hippo Holdings Inc. (the ?Corporation?), a corporation duly organized and validly existing under the General Corporation Law of the State of Delaware (the ?DGCL?), does hereby certify as follows: 1. Article IV of the Certificate of Incorporation of the Corporation is hereby amended and restated in its e

September 29, 2022 EX-99.1

Reverse Stock Split to Become Effective at 11:59 p.m. Eastern Daylight Time September 29, 2022

Exhibit 99.1 Hippo 1-for-25 Reverse Stock Split to Become Effective at 11:59 p.m. Eastern Daylight Time September 29, 2022 Palo Alto, Calif, September 29, 2022 (BUSINESS WIRE) ? Hippo Holdings Inc. (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced that it has filed a Certificate of Amendment to its Certificate of Incorporation with the Secretary of State

September 19, 2022 EX-99.1

Hippo to Complete 1 for 25 Reverse Stock Split

Hippo to Complete 1 for 25 Reverse Stock Split Palo Alto, Calif, September 19, 2022 (BUSINESS WIRE) - Hippo Holdings Inc.

September 19, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 9 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

September 19, 2022 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): September 19, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizati

September 6, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 8 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

September 6, 2022 EX-99.2

Disclaimer Certain statements included in this Presentation that are not historical facts are forward-looking statements for purposes of the safe harbor provisions under the United States Private Securities Litigation Reform Act of 1995. Forward-look

Exhibit 99.2 INVESTOR DAY 1 Disclaimer Certain statements included in this Presentation that are not historical facts are forward-looking statements for purposes of the safe harbor provisions under the United States Private Securities Litigation Reform Act of 1995. Forward-looking statements generally are accompanied by words such as ?believe,? ?may,? ?will,? ?estimate,? ?continue,? ?anticipate,?

September 6, 2022 8-K

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): September 6, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizatio

September 6, 2022 EX-99.1

Hippo To Hold Investor Day Next Tuesday, September 6

Exhibit 99.1 Hippo To Hold Investor Day Next Tuesday, September 6th Live webcast of the presentation will be available on Hippo?s Investor Relations website Palo Alto, Calif, September 1, 2022 (BUSINESS WIRE) ? Hippo Holdings Inc. (NYSE: HIPO), the home insurance group focused on proactive home protection, will hold an in-person Investor Day at the New York Stock Exchange next Tuesday September 6,

September 1, 2022 8-K

Financial Statements and Exhibits, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): September 1, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizatio

September 1, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 7 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

August 31, 2022 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Costs Associated with Exit or Disposal Activities

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 31, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

August 31, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 6 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

August 19, 2022 EX-99.1

Joint Filing Agreement dated August 19, 2022 among Lennar, LenX and Len FW.

CUSIP No. 433539103 Exhibit 1 JOINT FILING AGREEMENT In accordance with Rule 13d-1(k) under the Securities Exchange Act of 1934, as amended, each of the undersigned agrees to the joint filing on behalf of each of them of a Statement on Schedule 13D with respect to common stock, par value $0.0001 per share, of Hippo Holdings Inc., and any amendments to that Statement, and acknowledges that it is aw

August 19, 2022 SC 13D/A

HIPO / Hippo Holdings Inc. / LENNAR CORP /NEW/ - SC 13D/A Activist Investment

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13D UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. 2)* Hippo Holdings Inc. (Name of Issuer) Common Stock, $0.0001 par value (Class of Securities) 433539103 (CUSIP Number) Mark Sustana Vice President, General Counsel and Secretary Lennar Corporation 5505 Blue Lagoon Drive Miami, FL 33126 (305) 229-6400 (Name, Address and T

August 11, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 5 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

August 11, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 11, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

August 11, 2022 EX-99.2

Hippo Reports Second Quarter 2022 Financial Results

EX-99.2 3 hipporeportssecondquarter2.htm EX-99.2 Hippo Reports Second Quarter 2022 Financial Results PALO ALTO, Calif. August 11, 2022 – Hippo, (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended June 30, 2022. Complete financial results and updated full year guidance for 2022 can be found i

August 11, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOL

August 11, 2022 EX-99.1

LETTER TO SHAREHOLDERS Q2 2022 Letter to Shareholders | Q2 2022 2 KEY HIGHLIGHTS FROM Q2 Improving Quarterly Gross Loss Ratio • 78% Gross Loss Ratio • Substantial YoY Improvement • Improving guidance to below 90% for the full year 2022 Continued Stro

LETTER TO SHAREHOLDERS Q2 2022 Letter to Shareholders | Q2 2022 2 KEY HIGHLIGHTS FROM Q2 Improving Quarterly Gross Loss Ratio ? 78% Gross Loss Ratio ? Substantial YoY Improvement ? Improving guidance to below 90% for the full year 2022 Continued Strong TGP Growth ? 29% YoY growth in Q2?22 ? Reducing full year guidance to $790-810 million, still up over 30% from 2021 ? Entered New York, North Carolina and Massachusetts Premium Retention Stable ? 87% premium retention ? Rate increases averaging in high teens Strong Financial Position ? $732 million cash and investments at June 30, 2022 ? Spinnaker A- Rating (AM Best) Total Generated Premium +29% YoY $204M Q2 ?22Q2 ?21Q2 ?20 $159M $79M (1) On Hippo Programs.

August 9, 2022 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 9, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

August 9, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 4 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

August 9, 2022 EX-99.1

Hippo Welcomes Insurance Industry Leader John ‘Jay’ Nichols Jr. to Board of Directors

Hippo Welcomes Insurance Industry Leader John ?Jay? Nichols Jr. to Board of Directors PALO ALTO, Calif., August 09, 2022 ?Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced an addition to its Board of Directors: John ?Jay? Nichols Jr. will join to support the company?s vision of protecting the joy of homeownership. Nichols will serve on Hippo?s Compe

August 1, 2022 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Defi

July 22, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 3 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

July 20, 2022 EX-99.1

Hippo Announces Intention to Complete a Reverse Stock Split

Exhibit 99.1 Hippo Announces Intention to Complete a Reverse Stock Split PALO ALTO, Calif. July 19, 2022 ? Hippo Holdings Inc. (NYSE: HIPO) intends to file a proxy statement with the Securities and Exchange Commission in connection with a special meeting of stockholders to be held on August 31, 2022. The proxy statement will include a proposal for a reverse stock split at a ratio in the range of 1

July 20, 2022 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 19, 2022 Hippo Holdings Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 19, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

July 20, 2022 PRE 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Defi

July 20, 2022 8-K

Notice of Delisting or Failure to Satisfy a Continued Listing Rule or Standard; Transfer of Listing, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 19, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (

June 8, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 2 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

June 8, 2022 8-K

Financial Statements and Exhibits, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 8, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (C

June 6, 2022 EX-99.1

Hippo Appoints Richard McCathron as Chief Executive Officer Founder Assaf Wand to Serve as Executive Chairman

Exhibit 99.1 Hippo Appoints Richard McCathron as Chief Executive Officer Founder Assaf Wand to Serve as Executive Chairman PALO ALTO, Calif.?(BUSINESS WIRE)? Hippo (NYSE: HIPO), the home insurance group focused on proactive home protection, today appointed Richard McCathron as Chief Executive Officer. McCathron has served on Hippo?s board of directors and as the company?s President since February

June 6, 2022 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 6, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (C

May 26, 2022 S-8

As filed with the Securities and Exchange Commission on May 26, 2022

As filed with the Securities and Exchange Commission on May 26, 2022 Registration No.

May 26, 2022 EX-FILING FEES

Calculation of Filing Fee Table.

EXHIBIT 107.1 CALCULATION OF FILING FEE FORM S-8 HIPPO HOLDINGS INC. Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation Rule Amount Registered Proposed Maximum Offering Price Per Share Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Fees to Be Paid Equity Common Stock, par value $0.0001 per share Rule 457(c) and Rule 457(h) 28,220,481(1) $1

May 16, 2022 EX-10.2

First Amendment to Purchase and Sale Agreement, dated March 24, 2022, by and between Spinnaker Insurance Company and Elevate Sabine Investors LP

Exhibit 10.2 FIRST AMENDMENT TO PURCHASE AND SALE AGREEMENT This First Amendment to Purchase and Sale Agreement (this ?Amendment?) is dated effective March 24, 2022 (the ?Effective Date?), between Spinnaker Insurance Company, an Illinois licensed insurance company (?Buyer?), and Elevate Sabine Investors LP, a Texas limited partnership (?Seller?). WHEREAS, Seller and Buyer are parties to that certa

May 16, 2022 EX-10.1

Purchase and Sale Agreement, dated February 24, 2022, by and between Spinnaker Insurance Company and Elevate Sabine Investors LP

Exhibit 10.1 PURCHASE AND SALE AGREEMENT This Purchase and Sale Agreement (this ?Agreement?), is entered into as of February 24, 2022 (the ?Effective Date?) by and between Spinnaker Insurance Company, an Illinois licensed insurance company (?Buyer?), and Elevate Sabine Investors LP, a Texas limited partnership (?Seller?). 1.Background. Seller is the owner of an office building development (the ?Of

May 16, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 1 (To Prospectus dated April 29, 2022) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated April 29, 2022, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms used

May 16, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2022 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HO

May 13, 2022 EX-99.2

Hippo Reports First Quarter 2022 Financial Results

Exhibit 99.2 Hippo Reports First Quarter 2022 Financial Results PALO ALTO, Calif. May 13, 2022 ? Hippo, (NYSE: HIPO), the home insurance group focused on proactive home protection, today announced its consolidated financial results for the three months that ended March 31, 2022. Complete financial results can be found in the company's shareholder letter in the Investor Relations section of Hippo?s

May 13, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 13, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization) (C

May 13, 2022 EX-99.1

LETTER TO SHAREHOLDERS Q1 2022 Letter to Shareholders | Q1 2022 2 KEY HIGHLIGHTS FROM Q1 Continued Strong Growth • 25% YoY growth in Q1’22 TGP • On track for full year guidance of $800-$820 million TGP Revenue Ramping Up • Revenue up 44% YoY • Strong

LETTER TO SHAREHOLDERS Q1 2022 Letter to Shareholders | Q1 2022 2 KEY HIGHLIGHTS FROM Q1 Continued Strong Growth ? 25% YoY growth in Q1?22 TGP ? On track for full year guidance of $800-$820 million TGP Revenue Ramping Up ? Revenue up 44% YoY ? Strong commission and fee growth ? Maintain full year guidance of $140-$142 million Improving Quarterly Loss Ratio ? 76% Gross Loss Ratio ? Substantial improvement continues ? Expect full year below 100% versus 2021?s 138% Strong Financial Position ? $772 million cash and investments at March 31, 2022 ? Spinnaker A- Rating (AM Best)? Total Generated Premium +25% YoY $154M Q1 ?22Q1 ?21Q1 ?20 $123M $65M (1) On Hippo Programs.

April 29, 2022 424B3

PROSPECTUS FOR UP TO 386,233,065 SHARES OF COMMON STOCK AND UP TO 5,037,463 WARRANTS TO PURCHASE SHARES OF COMMON STOCK HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 PROSPECTUS FOR UP TO 386,233,065 SHARES OF COMMON STOCK AND UP TO 5,037,463 WARRANTS TO PURCHASE SHARES OF COMMON STOCK OF HIPPO HOLDINGS INC. This prospectus relates to (i) the resale by certain of the selling securityholders named in this prospectus (each a ?Selling Securityholder? and, collectively, the ?Selling Securityholders?) of u

April 25, 2022 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive Proxy State

April 19, 2022 POS AM

As filed with the Securities and Exchange Commission on April 19, 2022 Registration No. 333-259040 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 POST EFFECTIVE AMENDMENT NO. 2 TO FORM S-1 REGISTRATION STATEMENT UNDER THE SEC

Table of Contents As filed with the Securities and Exchange Commission on April 19, 2022 Registration No.

April 19, 2022 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive Proxy State

April 12, 2022 SC 13D/A

HIPO / Hippo Holdings Inc. / LENNAR CORP /NEW/ - SC 13D/A Activist Investment

SC 13D/A SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13D UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. 1)* Hippo Holdings Inc. (Name of Issuer) Common Stock, $0.0001 par value (Class of Securities) 433539103 (CUSIP Number) Mark Sustana Vice President, General Counsel and Secretary Lennar Corporation 700 NW 107th Avenue Miami, FL 33172 (305) 229-6400 (Name, Address

April 12, 2022 EX-1

JOINT FILING AGREEMENT

CUSIP No. 433539103 Exhibit 1 JOINT FILING AGREEMENT In accordance with Rule 13d-1(k) under the Securities Exchange Act of 1934, as amended, each of the undersigned agrees to the joint filing on behalf of each of them of a Statement on Schedule 13D with respect to common stock, par value $0.0001 per share, of Hippo Holdings, Inc., and any amendments to that Statement, and acknowledges that it is a

March 14, 2022 EX-21.1

List of Subsidiaries (incorporated by reference to Exhibit 21.1 to the Annual Report on Form 10-K filed on March 14, 2022).

Exhibit 21.1

March 14, 2022 424B3

HIPPO HOLDINGS INC.

Filed pursuant to Rule 424(b)(3) Registration No. 333-259040 Prospectus Supplement No. 2 (To Prospectus dated September 1, 2021) HIPPO HOLDINGS INC. This prospectus supplement updates, amends, and supplements the prospectus dated September 1, 2021, as previously amended (the ?Prospectus?), which forms a part of our Registration Statement on Form S-1 (Registration No. 333-259040). Capitalized terms

March 14, 2022 POS EX

As filed with the Securities and Exchange Commission on March 14, 2022

As filed with the Securities and Exchange Commission on March 14, 2022 Registration No.

March 14, 2022 EX-4.3

Description of Hippo Holdings Inc.’s Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934 (incorporated by reference to Exhibit 4.3 to the Annual Report on Form 10-K filed on March 14, 2022).

Exhibit 4.3 DESCRIPTION OF HIPPO HOLDINGS INC.?S SECURITIES The following summary of certain provisions of our securities does not purport to be complete and is subject to our Amended and Restated Certificate of Incorporation, as amended (the ?Certificate of Incorporation?), our Bylaws (the ?Bylaws?), the warrant agreement and the provisions of applicable law. Copies of the Certificate of Incorpor

March 14, 2022 EX-4.3

Description of Hippo Holdings Inc.’s Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934 (incorporated by reference to Exhibit 4.3 to the Annual Report on Form 10-K filed on March 14, 2022).

Exhibit 4.3 DESCRIPTION OF HIPPO HOLDINGS INC.?S SECURITIES The following summary of certain provisions of our securities does not purport to be complete and is subject to our Amended and Restated Certificate of Incorporation, as amended (the ?Certificate of Incorporation?), our Bylaws (the ?Bylaws?), the warrant agreement and the provisions of applicable law. Copies of the Certificate of Incorpor

March 14, 2022 EX-21.1

List of Subsidiaries (incorporated by reference to Exhibit 21.1 to the Annual Report on Form 10-K filed on March 14, 2022).

Exhibit 21.1

March 14, 2022 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K (Mark One) ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPPO HOLDING

March 14, 2022 EX-4.3

Description of Hippo Holdings Inc.’s Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934 (incorporated by reference to Exhibit 4.3 to the Annual Report on Form 10-K filed on March 14, 2022).

Exhibit 4.3 DESCRIPTION OF HIPPO HOLDINGS INC.?S SECURITIES The following summary of certain provisions of our securities does not purport to be complete and is subject to our Amended and Restated Certificate of Incorporation, as amended (the ?Certificate of Incorporation?), our Bylaws (the ?Bylaws?), the warrant agreement and the provisions of applicable law. Copies of the Certificate of Incorpor

March 14, 2022 EX-21.1

List of Subsidiaries.

Exhibit 21.1

March 14, 2022 POS EX

As filed with the Securities and Exchange Commission on March 14, 2022

As filed with the Securities and Exchange Commission on March 14, 2022 Registration No.

March 10, 2022 EX-99.1

Letter to Shareholders Q4 2021 2Letter to Shareholders | Q4 2021 Key Highlights from Q4 (1) On Hippo Programs. Continued Strong Growth ‹ 53% YoY growth in Q4'21 Total Generated Premium ‹ Ended FY 2021 with $606M in TGP ‹ Setting 2022 guidance for TGP

Letter to Shareholders Q4 2021 2Letter to Shareholders | Q4 2021 Key Highlights from Q4 (1) On Hippo Programs.

March 10, 2022 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 10, 2022 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

February 14, 2022 SC 13G/A

HIPO / Hippo Holdings Inc. / Alyeska Investment Group, L.P. Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 SCHEDULE 13G/A Under the Securities Exchange Act of 1934 (Amendment No.

February 14, 2022 SC 13G/A

HIPO / Hippo Holdings Inc. / Third Point LLC - SCHEDULE 13G/A, AMENDMENT #1 Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Hippo Holdings Inc. (Name of Issuer) Common stock, $0.0001 par value per share (Title of Class of Securities) 433539103 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the ru

February 14, 2022 SC 13G/A

HIPO / Hippo Holdings Inc. / 683 Capital Management, LLC Passive Investment

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G (RULE 13d - 102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO 13d-1(b), (c) AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO 13d-2(b) (Amendment No. 1)* Reinvent Technology Partners Z (Name of Issuer) Class A Ordinary Shares, par value $0.0001 per share (Title of Class of Securities) G74847107 (CUSIP Number) Decem

February 11, 2022 SC 13G

HIPO / Hippo Holdings Inc. / Slate Path Capital LP Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No.

February 9, 2022 EX-99.3

LOCKUP AGREEMENT

Exhibit 3 Execution Version LOCKUP AGREEMENT This Lockup Agreement is dated as of August 2, 2021 and is between Hippo Holdings Inc.

February 9, 2022 EX-99.1

JOINT FILING AGREEMENT

Exhibit 1 JOINT FILING AGREEMENT Pursuant to and in accordance with the Securities Exchange Act of 1934, as amended, and the rules and regulations thereunder (the ?Exchange Act?) the undersigned hereby agree to the joint filing on behalf of each of them of any filing required by such party under Section 13 of the Exchange Act or any rule or regulation thereunder (including any amendment, restatement, supplement, and/or exhibit thereto) with respect to securities of Hippo Holdings Inc.

February 9, 2022 SC 13D

HIPO / Hippo Holdings Inc. / Bond Capital Associates, LLC - SC 13D Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. )* HIPPO HOLDINGS INC. (Name of Issuer) Common Stock, $0.0001 par value per share (Title of Class of Securities) 433539103 (CUSIP Number) Paul Vronsky Bond Capital Associates, LLC 100 The Embarcadero San Francisco, California 94105 Tel: 1-415-966-2244 (Name,

February 4, 2022 SC 13G/A

HIPO / Hippo Holdings Inc. / Weiss Asset Management LP Passive Investment

Converted by EDGARwiz CUSIP NO. 433539103 SCHEDULE 13G/A PAGE 1 OF 10 PAGES =============================================================================== UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13G/A Under the Securities Exchange Act of 1934 (Amendment No. 1)* HIPPO HOLDINGS INC. (FORMERLY KNOWN AS REINVENT TECHNOLOGY PARTNERS Z) - (Name of Issuer) Common

February 3, 2022 SC 13G/A

HIPO / Hippo Holdings Inc. / Linden Capital L.P. - SC 13G/A Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Hippo Holdings Inc. (Name of Issuer) Common Stock, $0.0001 par value per share (Title of Class of Securities) 433539103 (CUSIP Number) December 31, 2021 (Date of Event which Requires Filing of this Statement) Check the appropriate box to designate the ru

November 10, 2021 424B3

INDEX TO CONSOLIDATED FINANCIAL STATEMENTS

INDEX TO CONSOLIDATED FINANCIAL STATEMENTS Contents Filed pursuant to Rule 424(b)(3) Registration No.

November 10, 2021 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 10, 2021 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizatio

November 10, 2021 EX-3.1

Amended and Restated Certificate of Incorporation of Hippo Holdings Inc. (incorporated by reference to Exhibit 3.1 to the Quarterly Report on Form 10-Q filed on November 10, 2021).

Exhibit 3.1 CERTIFICATE OF INCORPORATION OF HIPPO HOLDINGS INC. ARTICLE I The name of the corporation is Hippo Holdings Inc. (the ?Corporation?). ARTICLE II The address of the Corporation?s registered office in the State of Delaware is 251 Little Falls Drive, in the City of Wilmington, County of New Castle, State of Delaware 19808, and the name of its registered agent at such address is Corporatio

November 10, 2021 EX-99.1

Q3 2021 Letter to Shareholders

Exhibit 99.1 Q3 2021 Letter to Shareholders Key Highlights from Q3 200 $162M Continued Strong Growth Total Generated Premium 150 ? 94% growth in Total Generated Premium 100 $83M $56M ? Raising TGP annual guidance to +94% 50 $600-605m YoY 0 Q3 ?19 Q3 ?20 Q3 ?21 ? $553m in Total Generated Premium in-Force; $52m increase QoQ 100 87% 89% Premium 81% Retention1 80 60 Improved Loss Ratio 40 ? 27pp YoY i

November 10, 2021 EX-3.2

Amended and Restated Bylaws of Hippo Holdings Inc. (incorporated by reference to Exhibit 3.2 to the Quarterly Report on Form 10-Q filed on November 10, 2021).

EX-3.2 3 mangrove-exbxbylawsxexecut.htm EX-3.2 EXHIBIT 3.2 Bylaws of Hippo Holdings Inc. (a Delaware corporation) Table of Contents Page Article I - Corporate Offices 1 1.1 Registered Office 1 1.2 Other Offices 1 Article II - Meetings of Stockholders 1 2.1 Place of Meetings 1 2.2 Annual Meeting 1 2.3 Special Meeting 1 2.4 Notice of Business to be Brought before a Meeting. 2 2.5 Notice of Nominatio

November 10, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2021 OR o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to . Commission file number 001-39711 HIPP

November 10, 2021 EX-99.2

Hippo Raises Full Year Growth Outlook for Total Generated Premium Reflecting Strong Performance in the Third Quarter 2021 and Ongoing Business Momentum Total Generated Premium grew to $162 million Hippo homeowners premium retention grew to 89% Gross

Exhibit 99.2 Hippo Raises Full Year Growth Outlook for Total Generated Premium Reflecting Strong Performance in the Third Quarter 2021 and Ongoing Business Momentum Total Generated Premium grew to $162 million Hippo homeowners premium retention grew to 89% Gross Loss Ratio improving Raising 2021 full year outlook for Total Generated Premium from $560-$570 million to $600-$605 million PALO ALTO, CA

October 4, 2021 S-8

As filed with the Securities and Exchange Commission on October 4, 2021

As filed with the Securities and Exchange Commission on October 4, 2021 Registration No.

October 4, 2021 EX-99.6

Form of Stock Option Agreement under Hippo Enterprises Inc. 2019 Stock Option Grant Plan

Exhibit 99.6 INCENTIVE STOCK OPTION AGREEMENT UNDER THE HIPPO ENTERPRISES INC. 2019 STOCK OPTION AND GRANT PLAN All capitalized terms used herein and not otherwise defined shall have the respective meanings set forth in the Grant Notice and the Plan. 1. Vesting, Exercisability and Termination. (a) No portion of this Stock Option may be exercised until such portion shall have vested and become exer

October 4, 2021 EX-99.5

Hippo Enterprises Inc. 2019 Stock Option and Grant Plan.

Exhibit 99.5 HIPPO ENTERPRISES INC. 2019 STOCK OPTION AND GRANT PLAN SECTION 1. GENERAL PURPOSE OF THE PLAN; DEFINITIONS The name of the plan is the Hippo Enterprises Inc. 2019 Stock Option and Grant Plan (the “Plan”). The purpose of the Plan is to encourage and enable the officers, employees, directors, Consultants and other key persons of Hippo Enterprises Inc. (including any successor entity, t

September 2, 2021 8-K

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): September 1, 2021 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organizatio

September 1, 2021 424B3

PROSPECTUS FOR UP TO 391,270,528 SHARES OF COMMON STOCK AND UP TO 4,400,000 WARRANTS TO PURCHASE SHARES OF COMMON STOCK HIPPO HOLDINGS INC.

Table of Contents Filed Pursuant to Rule 424(b)(3) Registration No. 333-259040 PROSPECTUS FOR UP TO 391,270,528 SHARES OF COMMON STOCK AND UP TO 4,400,000 WARRANTS TO PURCHASE SHARES OF COMMON STOCK OF HIPPO HOLDINGS INC. This prospectus relates to (i) the resale by certain of the selling securityholders named in this prospectus (each a ?Selling Securityholder? and, collectively, the ?Selling Secu

August 30, 2021 CORRESP

Hippo Holdings Inc. 150 Forest Avenue Palo Alto, CA 94301 August 30, 2021

Hippo Holdings Inc. 150 Forest Avenue Palo Alto, CA 94301 August 30, 2021 VIA EDGAR United States Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549-6010 Attention: Eric Envall Re: Hippo Holdings Inc. Registration Statement on Form S-1 File No. 333-259040 Ladies and Gentlemen: In accordance with Rule 461 of Regulation C of the General Rules

August 24, 2021 S-1

As filed with the Securities and Exchange Commission on August 24, 2021 Registration No. 333- UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-1 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 Hippo Holdings Inc.

Table of Contents As filed with the Securities and Exchange Commission on August 24, 2021 Registration No.

August 16, 2021 EX-14.1

Code of Business Conduct and Ethics.

EX-14.1 2 d186172dex141.htm EX-14.1 Exhibit 14.1 HIPPO HOLDINGS INC. CODE OF BUSINESS CONDUCT AND ETHICS (Adopted August 2, 2021) (Effective as of August 2, 2021) In accordance with the requirements of the Securities and Exchange Commission (the “SEC”), the New York Stock Exchange (“NYSE”) Listing Standards, the Board of Directors (the “Board”) of Hippo Holdings Inc. (the “Company”) has adopted th

August 16, 2021 EX-16.1

Letter from WithumSmith+Brown, PC to the Securities and Exchange Commission.

EX-16.1 3 d186172dex161.htm EX-16.1 Exhibit 16.1 August 16, 2021 Office of the Chief Accountant Securities and Exchange Commission 100 F Street, NE Washington, D.C. 20549 Ladies and Gentlemen: We have read the statements of Hippo Holdings Inc. (formerly known as Reinvent Technology Partners Z) included under Item 4.01 of its Form 8-K dated August 16, 2021. We agree with the statements concerning o

August 16, 2021 EX-99.1

Q2 2021 Letter to Shareholders

Exhibit 99.1 Q2 2021 Letter to Shareholders Key Highlights Accelerating Growth ? 101% growth in Total Generated Premium ? Raising our annual guidance ? Crossed $500m in Total Generated Premium In-Force Compelling Unit Economics ? Year 1 customer retention of 88% ? Cohort retention improving with age ? Continued high levels of marketing efficiency Solid Foundation for the Future ? Launched 3 new st

August 16, 2021 EX-99.2

Hippo Raises Full Year Growth Outlook for Total Generated Premium; Q2 Results Reflect Strategic Progress to Scale and Diversify Total generated premium grew 101% to $159 million Crossed $500 million in total generated premium in force Year-one custom

Exhibit 99.2 Hippo Raises Full Year Growth Outlook for Total Generated Premium; Q2 Results Reflect Strategic Progress to Scale and Diversify Total generated premium grew 101% to $159 million Crossed $500 million in total generated premium in force Year-one customer retention grew to 88% Brought two new innovative products to market, Inspection Protection and Commercial Lines Insurance, expanding a

August 16, 2021 EX-99.1

HIPPO HOLDINGS INC. Consolidated Balance Sheets (In millions, except share and per share data) June 30, 2021 December 31, 2020 (Unaudited) Assets Investments: Fixed maturities available-for-sale, at fair value (amortized cost: $56.9 million and $55.9

EX-99.1 4 d186172dex991.htm EX-99.1 Exhibit 99.1 Part I. Financial Information Item 1. Financial Statements HIPPO HOLDINGS INC. Consolidated Balance Sheets (In millions, except share and per share data) June 30, 2021 December 31, 2020 (Unaudited) Assets Investments: Fixed maturities available-for-sale, at fair value (amortized cost: $56.9 million and $55.9 million, respectively) $ 56.6 $ 56.0 Tota

August 16, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2021 OR ☐ TRANSITION REPORT

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q (Mark One) ? QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2021 OR ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File No. 001-39

August 16, 2021 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 16, 2021 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporation or organization)

August 16, 2021 EX-99.2

HIPPO MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

EX-99.2 5 d186172dex992.htm EX-99.2 Exhibit 99.2 HIPPO MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS Unless the context otherwise requires, references in this “Hippo Management’s Discussion and Analysis of Financial Condition and Results of Operations” to “we”, “our”, “Hippo” and “the Company” refer to the business and operations of Hippo Enterprises Inc. an

August 16, 2021 EX-99.3

UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

EX-99.3 6 d186172dex993.htm EX-99.3 Exhibit 99.3 UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION Defined terms included below shall have the same meaning as terms defined and included elsewhere in the Current Report on Form 8-K, which was originally filed with SEC on August 5, 2021(as amended by this Current Report on Form 8-K/A) and, if not defined in this Form 8-K/A, the final prosp

August 16, 2021 8-K/A

Amendment to Registrant's Code of Ethics, or Waiver of a Provision of the Code of Ethics, Financial Statements and Exhibits, Changes in Registrant's Certifying Accountant, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K/A (Amendment No. 1) CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 2, 2021 Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 32-0662604 (State or other jurisdiction of incorporati

August 13, 2021 SC 13D

HIPO / Hippo Holdings Inc. / Wand Assaf - SC 13D Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. )* Hippo Holdings Inc. (Name of Issuer) Common Stock, $0.0001 par value (Title of Class of Securities) G74847107 (CUSIP Number) Hippo Holdings Inc. Attn: Assaf Wand 150 Forest Avenue Palo Alto, California 94301 (650) 294-8463 (Name, Address and Telephone Num

August 12, 2021 EX-99.1

Joint Filing Agreement

EX-99.1 2 d209732dex991.htm EX-99.1 Exhibit 1 JOINT FILING AGREEMENT The persons below hereby agree that the Schedule 13D to which this agreement is attached as an exhibit, as well as all future amendments to such Schedule 13D, shall be filed jointly on behalf of each of them. This agreement is intended to satisfy the requirements of Rule 13d-1(k)(1)(iii) under the Securities Exchange Act of 1934.

August 12, 2021 SC 13G

HIPO / Hippo Holdings Inc. / RPM Ventures III, L.P. - SC 13G Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO RULES 13d-1 (b), (c) AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO 13d-2 (b) (Amendment No. )* Hippo Holdings Inc. (Name of Issuer) Common Stock, par value $0.0001 (Title of Class of Securities) 433539103 (CUSIP Number) August 2, 2021 (Date of Event Wh

August 12, 2021 EX-99.2

Side Letter dated November 23, 2020 between Hippo Enterprises Inc. and Mitsui Sumitomo Insurance Co., Ltd.

EX-99.2 3 d209732dex992.htm EX-99.2 Exhibit 2 HIPPO ENTERPRISES INC. November 23, 2020 Mitsui Sumitomo Insurance Co., Ltd. 9, Kanda-Surugadai 3-chome, Chiyoda-Ku Tokyo, Japan Attn: Mr. Shinichiro Funabiki, Director, Executive Vice President Re: Side Letter to Crossover Note Purchase Agreement and Convertible Note Ladies and Gentlemen: This letter agreement (this “Side Letter”) will confirm our agr

August 12, 2021 SC 13G

HIPO / Hippo Holdings Inc. / Fifth Wall Ventures Management GP, LLC - SCHEDULE 13G Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 Hippo Holdings, Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 433539103 (CUSIP Number) August 2, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to which this Schedule

August 12, 2021 EX-99.1

AGREEMENT REGARDING THE JOINT FILING OF SCHEDULE 13G

Exhibit 99.1 AGREEMENT REGARDING THE JOINT FILING OF SCHEDULE 13G The undersigned hereby agree as follows: (i) Each of them is individually eligible to use the Schedule 13G to which this Exhibit is attached, and such Schedule 13G is filed on behalf of each of them; and (ii) Each of them is responsible for the timely filing of such schedule 13G and any amendments thereto, and for the completeness a

August 12, 2021 SC 13D

HIPO / Hippo Holdings Inc. / MITSUI SUMITOMO INSURANCE CO LTD - SC 13D Activist Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 Hippo Holdings Inc. (Name of Issuer) Common Stock, par value $0.0001 per share (Title of Class of Securities) 433539103 (CUSIP Number) Seiji Tanaka Manager, Corporate Planning Section, Corporate Planning Department Mitsui Sumitomo Insurance Co., Ltd. 9, Kanda-Surugadai 3-chome, Chiyoda-

August 9, 2021 EX-1

Joint Filing Agreement dated August 9, 2021 among Lennar, LenX and Len FW.

EX-1 2 d218245dex1.htm EXHIBIT 1 Exhibit 1 JOINT FILING AGREEMENT In accordance with Rule 13d-1(k) under the Securities Exchange Act of 1934, as amended, each of the undersigned agrees to the joint filing on behalf of each of them of a Statement on Schedule 13D with respect to common stock, par value $0.0001 per share, of Hippo Holdings, Inc., and any amendments to that Statement, and acknowledges

August 9, 2021 EX-2

Lock Up Agreement dated August 2, 2021.

Exhibit 2 Execution Version LOCKUP AGREEMENT This Lockup Agreement is dated as of August 2, 2021 and is between Hippo Holdings Inc.

August 9, 2021 EX-3

Irrevocable Proxy dated October 23, 2018, from Fifth Wall Ventures SPV IV, L.P. to Len FW Investor LLC

EX-3 4 d218245dex3.htm EXHIBIT 3 Exhibit 3 HIPPO ANALYTICS INC. IRREVOCABLE PROXY The undersigned stockholder of Hippo Analytics Inc., a Delaware corporation (the “Company”), hereby irrevocably (to the fullest extent permitted by applicable law) designates Len FW Investor, LLC (the “Proxy”) as proxy of the undersigned with respect to the Proxy Shares (as defined below), and empowers the Proxy with

August 9, 2021 EX-4

Agreement dated June 18, 2021 between Len FW Investor, LLC and Hippo Enterprises Inc. limiting exercise of voting interests.

EX-4 5 d218245dex4.htm EXHIBIT 4 Exhibit 4 LEN FW INVESTOR, LLC 700 NW 107th Avenue, 4th Floor Miami, FL 33172 June 18, 2021 Hippo Enterprises Inc. 191 Castro Street, Suite B Mountain View California 94041 Attention: Assaf Wand Re: Voting Agreement Ladies and Gentlemen: This Letter Agreement (this “Letter Agreement”) is being executed and delivered to confirm certain agreements with respect to the

August 9, 2021 SC 13D

RTPZ / Reinvent Technology Partners Z / LENNAR CORP /NEW/ - SC 13D Activist Investment

SC 13D SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13D UNDER THE SECURITIES EXCHANGE ACT OF 1934 (Amendment No. )* Hippo Holdings Inc. (Name of Issuer) Common Stock, $0.0001 par value (Class of Securities) G74847107 (CUSIP Number) Mark Sustana Vice President, General Counsel and Secretary Lennar Corporation 700 NW 107th Avenue Miami, FL 33172 (305) 229-6400 (Name, Address an

August 5, 2021 EX-3.1

Certificate of Incorporation of Hippo Holdings Inc.

EX-3.1 2 d214187dex31.htm EX-3.1 Exhibit 3.1 CERTIFICATE OF INCORPORATION OF HIPPO HOLDINGS INC. ARTICLE I The name of the corporation is Hippo Holdings Inc. (the “Corporation”). ARTICLE II The address of the Corporation’s registered office in the State of Delaware is 251 Little Falls Drive, in the City of Wilmington, County of New Castle, State of Delaware 19808, and the name of its registered ag

August 5, 2021 EX-21.1

List of Subsidiaries.

EX-21.1 21 d214187dex211.htm EX-21.1 Exhibit 21.1

August 5, 2021 EX-10.9

Form of Restricted Stock Unit Agreement under Hippo Holdings Inc. 2021 Incentive Award Plan.

EX-10.9 9 d214187dex109.htm EX-10.9 Exhibit 10.9 HIPPO ENTERPRISES, INC. 2021 INCENTIVE AWARD PLAN STOCK OPTION GRANT NOTICE Hippo Enterprises, Inc., a Delaware corporation, (the “Company”), pursuant to its 2021 Incentive Award Plan, as may be amended from time to time (the “Plan”), hereby grants to the holder listed below (“Participant”), an option to purchase the number of shares of the Company’

August 5, 2021 EX-10.7

Hippo Holdings Inc. 2021 Incentive Award Plan.

EX-10.7 7 d214187dex107.htm EX-10.7 Exhibit 10.7 HIPPO HOLDINGS INC. 2021 INCENTIVE AWARD PLAN ARTICLE I. PURPOSE The Plan’s purpose is to enhance the Company’s ability to attract, retain and motivate persons who make (or are expected to make) important contributions to the Company by providing these individuals with equity ownership opportunities. ARTICLE II. DEFINITIONS As used in the Plan, the

August 5, 2021 EX-10.6

Hippo Holdings Inc. 2021 Employee Stock Purchase Plan.

Exhibit 10.6 HIPPO HOLDINGS INC. 2021 EMPLOYEE STOCK PURCHASE PLAN ARTICLE 1 PURPOSE The Plan?s purpose is to assist employees of the Company and its Designated Subsidiaries in acquiring a stock ownership interest in the Company, and to help such employees provide for their future security and to encourage them to remain in the employment of the Company and its Subsidiaries. The Plan consists of t

August 5, 2021 EX-10.21

Lease Agreement by and between Tallwood Forest, LLC and Hippo Analytics Inc., dated as of June 14, 2019.

EX-10.21 14 d214187dex1021.htm EX-10.21 Exhibit 10.21 LEASE TALLWOOD FOREST, LLC, A CALIFORNIA LIMITED LIABILITY COMPANY as Landlord, and HIPPO ANALYTICS INC., A DELAWARE CORPORATION as Tenant SUMMARY OF BASIC LEASE INFORMATION This Summary of Basic Lease Information (“Summary”) is hereby incorporated into and made a part of the attached Lease. Each reference in the Lease to any term of this Summa

August 5, 2021 8-K

Changes in Control of Registrant, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Change in Shell Company Status, Material Modification to Rights of Security Holders, Unregistered Sales of Equity Securities, Financial Statements and Exhibits, Completion of Acquisition or Disposition of Assets, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 5, 2021 (August 2, 2021) Hippo Holdings Inc. (Exact Name of Registrant as Specified in Its Charter) Delaware 001-39711 98-1562010 (State or other jurisdiction of incorporation

August 5, 2021 EX-10.5

Registration Rights Agreement by and among Hippo Holdings, the Sponsor and the other holders of Class B ordinary shares, and certain former stockholders of Hippo.

EX-10.5 5 d214187dex105.htm EX-10.5 Exhibit 10.5 FORM OF AMENDED AND RESTATED REGISTRATION RIGHTS AGREEMENT THIS AMENDED AND RESTATED REGISTRATION RIGHTS AGREEMENT (this “Agreement”), dated as of [ ], 2021, is made and entered into by and among Hippo Holdings Inc., a Delaware corporation (the “Company”) (formerly known as Reinvent Technology Partners Z, a Cayman Islands exempted company limited by

August 5, 2021 EX-3.2

Bylaws of Hippo Holdings Inc.

Exhibit 3.2 Bylaws of Hippo Holdings Inc. (a Delaware corporation) Table of Contents Page Article I - Corporate Offices C-4 1.1 Registered Office C-4 1.2 Other Offices C-4 Article II - Meetings of Stockholders C-4 2.1 Place of Meetings C-4 2.2 Annual Meeting C-4 2.3 Special Meeting C-4 2.4 Notice of Business to be Brought before a Meeting C-4 2.5 Notice of Nominations for Election to the Board of

August 5, 2021 EX-10.23

Office Lease by and between Elevate Sabine, LLC and Hippo Analytics Inc., dated as of July 2, 2020.

EX-10.23 16 d214187dex1023.htm EX-10.23 Exhibit 10.23 OFFICE LEASE by and between ELEVATE SABINE, LLC, a Texas limited liability company (as “Landlord”) and HIPPO ANALYTICS INC., a Delaware corporation (as “Tenant”) Waterloo Central Austin, Texas THE DELIVERY OR NEGOTIATION OF THIS DOCUMENT BY LANDLORD OR ITS AGENTS OR ATTORNEYS SHALL NOT BE DEEMED AN OFFER BY LANDLORD TO ENTER INTO ANY TRANSACTIO

August 5, 2021 EX-10.25

Lease Agreement by and between 522 Congress, LP and Hippo Analytics Inc., dated as of December 15, 2017.

DocuSign Envelope ID: 9911A391-51E5-41D1-BC50-022344E21277 Exhibit 10.25 LEASE AGREEMENT 1. DEFINITIONS Date: December 15th, 2017 Landlord: 522 Congress, LP 804 Congress Avenue, Suite 300, Austin Tx 78701 Tenant: Hippo Analytics Inc. 522 Congress Avenue, Suite 500, Austin Tx 78701 Guarantors: Mr. Guarantor, individually 804 Congress Avenue, Suite 300, Austin Tx 78701 Buildings: 522 Congress and 52

August 5, 2021 EX-10.27

Second Amendment to Lease Agreement by and between 522 Congress LP and Hippo Analytics Inc., dated as of July 7, 2021.

Exhibit 10.27 SECOND AMENDMENT TO LEASE AGREEMENT STATE OF TEXAS X X KNOW ALL PERSONS BY THESE PRESENTS: COUNTY OF TRAVIS X That this Amendment to the Lease Agreement is made as of the 7th day of July, 2021, between 522 Congress, LP, Landlord, and Hippo Analytics Inc. , Tenant; WITNESSETH WHEREAS, the Landlord and Tenant have executed that certain Lease Agreement on or about December 15th, 2017, c

August 5, 2021 EX-10.20

Second Amendment to Lease Agreement by and between 601 Congress LP and Hippo Analytics Inc., dated as of June 26, 2019.

EX-10.20 13 d214187dex1020.htm EX-10.20 Exhibit 10.20 SECOND AMENDMENT TO LEASE AGREEMENT STATE OF TEXAS X X KNOW ALL PERSONS BY THESE PRESENTS: COUNTY OF TRAVIS X That this Amendment to the Lease Agreement is made as of the 26th day of June, 2019, between 601 Congress LP, Landlord, and Hippo Analytics Inc., Tenant; WITNESSETH WHEREAS, the Landlord and Tenant have executed that certain Lease Agree

August 5, 2021 EX-10.1

Form of Indemnification Agreement.

Exhibit 10.1 HIPPO HOLDINGS INC. INDEMNIFICATION AND ADVANCEMENT AGREEMENT This Indemnification and Advancement Agreement (?Agreement?) is made as of [ ? ], 20[ ? ] by and between Hippo Holdings Inc., a Delaware corporation (the ?Company?), and , [a member of the Board of Directors/an officer/an employee] of the Company (?Indemnitee?). This Agreement supersedes and replaces any and all previous Ag

August 5, 2021 EX-10.18

Lease Agreement by and between 601 Congress LP and Hippo Analytics Inc., dated as of January 30, 2019.

EX-10.18 11 d214187dex1018.htm EX-10.18 Exhibit 10.18 LEASE AGREEMENT 1. DEFINITIONS Date: January 30, 2019 Landlord: 601 Congress LP 804 Congress Avenue, Suite 300, Austin Tx 78701 Tenant: Hippo Analytics Inc. 522 Congress Avenue, Suite 500, Austin Tx 78701 Guarantors: Mr. Guarantor, individually 804 Congress Avenue. Suite 300, Austin Tx 78701 Buildings: 601 Congress and 522 Brazos St, Austin, Te

August 5, 2021 EX-10.19

First Amendment to Lease Agreement by and between 601 Congress LP and Hippo Analytics Inc., dated as of May 9, 2019.

Exhibit 10.19 FIRST AMENDMENT TO LEASE AGREEMENT STATE OF TEXAS X X KNOW ALL PERSONS BY THESE PRESENTS: COUNTY OF TRAVIS X That this Amendment to the Lease Agreement is made as of the 9th day of May, 2019, between 601 Congress LP, Landlord, and Hippo Analytics Inc., Tenant; WITNESSETH WHEREAS, the Landlord and Tenant have executed that certain Lease Agreement on or about January 30, 2019, covering

August 5, 2021 EX-10.22

Amendment to Lease Agreement by and between Tallwood Forest, LLC and Hippo Analytics Inc., dated as of November 24, 2020.

EX-10.22 15 d214187dex1022.htm EX-10.22 Exhibit 10.22 EXHIBIT C AMENDMENT TO LEASE THIS AMENDMENT TO LEASE (“Amendment”) is made and entered into effective as of 1/24/2020, by and between TALLWOOD FOREST, LLC, A CALIFORNIA LIMITED LIABILITY COMPANY (“Landlord”), and HIPPO ANALYTICS INC., a Delaware corporation (“Tenant”). R E C I T A L S: A. Landlord and Tenant entered into that certain Lease date

August 5, 2021 EX-10.24

First Amendment to Office Lease by and between Elevate Sabine, LLC and Hippo Analytics Inc., dated as of October 29, 2020.

Exhibit 10.24 FIRST AMENDMENT TO LEASE THIS FIRST AMENDMENT TO OFFICE LEASE (this ?Amendment?) is made and entered into as of October 29, 2020 (the ?Effective Date?), by and between ELEVATE SABINE INVESTORS LP, a Texas limited partnership (?Landlord?), and HIPPO ANALYTICS INC., a Delaware corporation (?Tenant?). RECITALS: A. Landlord (as successor in interest to Elevate Sabine, LLC, a Texas limite

August 5, 2021 EX-99.1

UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

EX-99.1 22 d214187dex991.htm EX-99.1 Exhibit 99.1 UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION Defined terms included below shall have the same meaning as terms defined and included elsewhere in this Form 8-K and, if not defined in the Form 8-K, the final prospectus and definitive proxy statement, dated July 9, 2021 (the “Proxy Statement/Prospectus”). The unaudited pro forma conden

August 5, 2021 EX-10.8

Form of Option Agreement under Hippo Holdings Inc. 2021 Incentive Award Plan.

EX-10.8 8 d214187dex108.htm EX-10.8 Exhibit 10.8 HIPPO ENTERPRISES, INC. 2021 INCENTIVE AWARD PLAN RESTRICTED STOCK UNIT AWARD GRANT NOTICE Hippo Enterprises, Inc., a Delaware corporation, (the “Company”), pursuant to its 2021 Incentive Award Plan, as amended from time to time (the “Plan”), hereby grants to the holder listed below (the “Participant”), an award of restricted stock units (“Restricte

August 5, 2021 EX-10.17

Hippo Holdings Inc. Non-Employee Director Compensation Program.

EX-10.17 10 d214187dex1017.htm EX-10.17 Exhibit 10.17 HIPPO HOLDINGS INC. NON-EMPLOYEE DIRECTOR COMPENSATION PROGRAM This Hippo Holdings Inc. (the “Company”) Non-Employee Director Compensation Program (this “Program”) has been adopted under the Company’s 2021 Incentive Award Plan (the “Plan”) and shall be effective upon the later of the date approved by the Company’s Board of Directors (the “Board

August 5, 2021 EX-10.26

First Amendment to Lease Agreement by and between 522 Congress LP and Hippo Analytics Inc., dated as of June 26, 2019.

Exhibit 10.26 FIRST AMENDMENT TO LEASE AGREEMENT STATE OF TEXAS X X KNOW ALL PERSONS BY THESE PRESENTS: COUNTY OF TRAVIS X That this Amendment to the Lease Agreement is made as of the 26th day of June, 2019, between 522 Congress LP, Landlord, and Hippo Analytics Inc., Tenant; WITNESSETH WHEREAS, the Landlord and Tenant have executed that certain Lease Agreement on or about December 15th, 2017, cov

August 3, 2021 EX-99.25

EX-99.25

EX-99.25 2 ruleprovisionnotice.htm NOTIFICATION OF THE REMOVAL FROM LISTING AND REGISTRATION OF THE STATED SECURITIES The New York Stock Exchange hereby notifies the SEC of its intention to remove the entire class of the stated securities from listing and registration on the Exchange at the opening of business on August 16, 2021, pursuant to the provisions of Rule 12d2-2 (a). [ X ] 17 CFR 240.12d2

August 2, 2021 EX-99.1

Hippo Completes Business Combination with Reinvent Technology Partners Z to Become Publicly Traded Company Expects more than $550 million raised to execute on growth plans in continuing to lead the transformation of the home insurance industry

EX-99.1 2 d186846dex991.htm EX-99.1 Exhibit 99.1 Hippo Completes Business Combination with Reinvent Technology Partners Z to Become Publicly Traded Company Expects more than $550 million raised to execute on growth plans in continuing to lead the transformation of the home insurance industry PALO ALTO, Calif., August 2, 2021 — Hippo Holdings Inc. (“Hippo”), the home insurance group that created a

August 2, 2021 SC 13G/A

RTPZ / Reinvent Technology Partners Z / Feis Lawrence Michael - SCHEDULE 13G/A (AMENDMENT) Passive Investment

Schedule 13G/A (Amendment) OMB APPROVAL UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

August 2, 2021 8-K

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 2, 2021 Hippo Holdings Inc. (Exact name of registrant as specified in its charter) Delaware 001-39711 98-1562010 (State or other jurisdiction (Commission (I.R.S. Employer of in

July 30, 2021 8-K

Other Events, Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 30, 2021 (July 29, 2021) Reinvent Technology Partners Z (Exact name of registrant as specified in its charter) Cayman Islands 001-39711 98-1562010 (State or other jurisdiction of

July 28, 2021 SC 13G

RTPZ / Reinvent Technology Partners Z / Feis Lawrence Michael - SCHEDULE 13G Passive Investment

Schedule 13G OMB APPROVAL UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

July 22, 2021 425

Hippo Launches Homeowners Association Insurance Offer, Bringing Bespoke Protection to Entire Homeowner Communities Commercial Lines unit will drive growth and innovation across focused insurance verticals

Filed by Reinvent Technology Partners Z Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Hippo Enterprises Inc.

July 20, 2021 425

Reid Hoffman 0 @reid hoffman 2h @h1ppo_insurance IS transform1ng the homeowner experience and with its merger with SRTPZ, we expect to accelerate its growth. Hippo is continuing to deploy impressive speed and skill to transform the home insurance ind

425 Filed by Reinvent Technology Partners Z Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Hippo Enterprises Inc.

July 16, 2021 425

Filed by Reinvent Technology Partners Z Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Hippo Enterprises Inc. Commission File No. 001-39711 Date:

Filed by Reinvent Technology Partners Z Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Hippo Enterprises Inc.

July 16, 2021 425

Filed by Reinvent Technology Partners Z

Filed by Reinvent Technology Partners Z Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule 14a-12 of the Securities Exchange Act of 1934 Subject Company: Hippo Enterprises Inc.

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