Results of Operations and Financial Condition On October 29, 2026 , Hippo Holdings Inc. (the “Company”) issued a press release announcing certain financial results fo r the quarter ended September 30, 2026 , as well as an investor presentation. A copy of the press release and investor presentation are furnished as Exhibits 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the press release and investor presentation, and the relate…

Results of Operations and Financial Condition On July 30, 2026 , Hippo Holdings Inc. (the “Company”) issued a press release announcing certain financial results fo r the quarter ended June 30, 2026 , as well as an investor presentation. A copy of the press release and investor presentation are furnished as Exhibits 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the press release and investor presentation, and the related confer…

Chief Operating Officer (COO) — Laura Boettcher: Laura Boettcher was promoted to Chief Operating Officer of Hippo Holdings Inc.

Results of Operations and Financial Condition On April 30, 2026 , Hippo Holdings Inc. (the “Company”) issued a press release announcing certain financial results fo r the quarter ended March 31, 2026 , as well as an investor presentation and historical supplemental financial information. A copy of the press release, investor presentation and historical supplemental financial information are furnished as Exhibits 99.1, 99.2 and 99.3 to this report, respectively. The Company is making reference…

Results of Operations and Financial Condition On February 25, 2026 , Hippo Holdings Inc. (the “Company”) issued a press release announcing certain financial results fo r the quarter and year ended December 31, 2025, as well as an investor presentation and historical supplemental financial information. A copy of the press release, investor presentation and historical supplemental financial information are furnished as Exhibits 99.1, 99.2 and 99.3 to this report, respectively. The Company is ma…

Results of Operations and Financial Condition On November 5, 2025 , Hippo Holdings Inc. (the “Company”) issued a press release announcing certain financial results fo r the quarter ended September 30, 2025, as well as an investor presentation and historical supplemental financial information. A copy of the press release, investor presentation and historical supplemental financial information are furnished as Exhibits 99.1, 99.2 and 99.3 to this report, respectively. The Company is making refe…

Director — Laura Hay, Susan Holliday: The Board of Directors increased its size and appointed two new directors.

Results of Operations and Financial Condition On August 6, 2025 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter ended June 30, 2025. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference call. A reconci…

Other Events Share Repurchase On June 11, 2025, Hippo Holdings Inc. (the “Company”) entered into an agreement (the “Share Repurchase Agreement”) with certain entities affiliated with LEN FW Investor, LLC (“Lennar”), whereby the Company agreed to repurchase 514,309 shares (the “Shares”) of its common stock, par value $0.0001 per share (the “Common Stock”), beneficially owned by Lennar in a private transaction at a price per Share of $28.17, for an aggregate purchase price of $14.5 million (the…

Regulation FD Disclosure. On June 12, 2025, Hippo Holdings Inc. (the “Company”) issued a press release regarding its Investor Day to be held that day and announced that the Company and certain of its subsidiaries had entered into an agreement (the “Purchase Agreement”) with Westwood Insurance Agency LLC, an insurance agency affiliated with The Baldwin Group (“Baldwin”), to sell, on the terms and subject to the conditions set forth in the Purchase Agreement, the Company’s existing homebuilder…

Results of Operations and Financial Condition On May 7, 2025 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter ended March 31, 2025. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference call. A reconcili…

Entry into a Material Definitive Agreement On April 24, 2025, Hippo Analytics Inc. (the “Company”) entered into an Office Lease with KBSIII Almaden Financial Plaza, LLC (the “Lease”) for the lease of approximately 6,800 rentable square feet located at One Almaden Blvd., Suite 400, San Jose, California, 95113 (the “Property”). The Company will utilize the Property for general office purposes and will pay approximately $0.8 million in rent over the course of the twenty-six month term of the Lea…

Executive Chairman of the Board — Assaf Wand: Assaf Wand resigned from his role as Executive Chairman of the Board.

Termination of a Material Definitive Agreement On April 14, 2025, Hippo Analytics Inc. (the “Company”) entered into a Second Amendment to Lease (the “Second Amendment”) with Tallwood Forest, LLC (the “Landlord”) providing for the termination by the Company of that certain Lease Agreement, dated as of June 14, 2019, as amended on January 26, 2020, by and between the Company and the Landlord (the “Lease”) of 150 Forest Ave., Palo Alto, California, 94301 (the “Property”). The Property consists o…

Results of Operations and Financial Condition On March 6, 2025 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter and year ended December 31, 2024. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference cal…

Results of Operations and Financial Condition On November 8, 2024 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter ended September 30, 2024. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference call. A…

Chief Revenue Officer — Yuval Harry: Yuval Harry is departing from his role as Chief Revenue Officer with a separation agreement.

Notice of Delisting or Failure to Satisfy a Continued Listing Rule or Standard; Transfer of Listing. On September 9, 2024, Hippo Holdings Inc. (the “Company”) received notice (the “Notice”) from the New York Stock Exchange (the “NYSE”) that the Company’s warrants (the “Warrants”) are no longer suitable for listing based on “abnormally low selling price” levels, pursuant to Section 802.01D of the NYSE Listed Company Manual, and that the NYSE Regulation has determined to delist the Warrants. Ev…

Results of Operations and Financial Condition On August 8, 2024 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter ended June 30, 2024. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference call. A reconci…

Results of Operations and Financial Condition On May 2, 2024 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter ended March 31, 2024. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference call. A reconcili…

Results of Operations and Financial Condition On March 6, 2024 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter and year ended December 31, 2023. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference cal…

Results of Operations and Financial Condition On November 2, 2023 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter ended September 30, 2023. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference call. A…

Costs Associated with Exit or Disposal Activities. To further drive efficiency and increase focus on the strategic priorities of Hippo Holdings Inc. (the “Company”), on October 26, 2023 the Company initiated an organizational realignment, including an involuntary workforce reduction affecting up to approximately 120 employees, which represents approximately 20% of the Company’s worldwide workforce. The Company notified the majority of the affected employees on October 26, 2023, with most job…

Results of Operations and Financial Condition On August 8, 2023 , Hippo Holdings Inc. (the “Company”) issued a shareholder letter and press release announcing certain financial results fo r the quarter ended June 30, 2023. A cop y of the shareholder letter and press release are furnished as Exhibit 99.1 and 99.2 to this report, respectively. The Company is making reference to non-GAAP financial information in the shareholder letter, the press release and the related conference call. A reconci…

Director — Amy Errett: Ms. Errett resigned from the Board and all committees of the Board.