Form 8-K

8-K — Hippo Holdings Inc.

Accession: 0001828105-26-000041

Filed: 2026-07-30

Period: 2026-07-30

CIK: 0001828105

SIC: 6331 (FIRE, MARINE & CASUALTY INSURANCE)

Item: Results of Operations and Financial Condition

Item: Financial Statements and Exhibits

Documents

8-K — hippo-20260730.htm (Primary)

EX-99.1 (q226earningsreleasefinal.htm)

EX-99.2 (q226quarterlyinvestorupd.htm)

GRAPHIC (q226earningsreleasefinal001.jpg)

GRAPHIC (q226earningsreleasefinal002.jpg)

GRAPHIC (q226earningsreleasefinal003.jpg)

GRAPHIC (q226earningsreleasefinal004.jpg)

GRAPHIC (q226earningsreleasefinal005.jpg)

GRAPHIC (q226earningsreleasefinal006.jpg)

GRAPHIC (q226earningsreleasefinal007.jpg)

GRAPHIC (q226earningsreleasefinal008.jpg)

GRAPHIC (q226earningsreleasefinal009.jpg)

GRAPHIC (q226earningsreleasefinal010.jpg)

GRAPHIC (q226earningsreleasefinal011.jpg)

GRAPHIC (q226earningsreleasefinal012.jpg)

GRAPHIC (q226earningsreleasefinal013.jpg)

GRAPHIC (q226earningsreleasefinal014.jpg)

GRAPHIC (q226earningsreleasefinal015.jpg)

GRAPHIC (q226earningsreleasefinal016.jpg)

GRAPHIC (q226earningsreleasefinal017.jpg)

GRAPHIC (q226earningsreleasefinal018.jpg)

GRAPHIC (q226quarterlyinvestorupd001.jpg)

GRAPHIC (q226quarterlyinvestorupd002.jpg)

GRAPHIC (q226quarterlyinvestorupd003.jpg)

GRAPHIC (q226quarterlyinvestorupd004.jpg)

GRAPHIC (q226quarterlyinvestorupd005.jpg)

GRAPHIC (q226quarterlyinvestorupd006.jpg)

GRAPHIC (q226quarterlyinvestorupd007.jpg)

GRAPHIC (q226quarterlyinvestorupd008.jpg)

GRAPHIC (q226quarterlyinvestorupd009.jpg)

GRAPHIC (q226quarterlyinvestorupd010.jpg)

GRAPHIC (q226quarterlyinvestorupd011.jpg)

GRAPHIC (q226quarterlyinvestorupd012.jpg)

GRAPHIC (q226quarterlyinvestorupd013.jpg)

GRAPHIC (q226quarterlyinvestorupd014.jpg)

GRAPHIC (q226quarterlyinvestorupd015.jpg)

GRAPHIC (q226quarterlyinvestorupd016.jpg)

GRAPHIC (q226quarterlyinvestorupd017.jpg)

GRAPHIC (q226quarterlyinvestorupd018.jpg)

GRAPHIC (q226quarterlyinvestorupd019.jpg)

GRAPHIC (q226quarterlyinvestorupd020.jpg)

GRAPHIC (q226quarterlyinvestorupd021.jpg)

GRAPHIC (q226quarterlyinvestorupd022.jpg)

GRAPHIC (q226quarterlyinvestorupd023.jpg)

GRAPHIC (q226quarterlyinvestorupd024.jpg)

GRAPHIC (q226quarterlyinvestorupd025.jpg)

GRAPHIC (q226quarterlyinvestorupd026.jpg)

GRAPHIC (q226quarterlyinvestorupd027.jpg)

GRAPHIC (q226quarterlyinvestorupd028.jpg)

GRAPHIC (q226quarterlyinvestorupd029.jpg)

XML — IDEA: XBRL DOCUMENT (R1.htm)

8-K

8-K (Primary)

Filename: hippo-20260730.htm · Sequence: 1

hippo-20260730

0001828105FALSE00018281052026-07-302026-07-30

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, 2026

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)

(Commission

File Number)

(I.R.S. Employer

Identification Number)

One Almaden Blvd., Suite 400

San Jose, California 95113

650 294-8463

(Address, including zip code, and telephone number, including area code, of Registrant’s principal executive offices)

(Former name or former address, if changed since last report)

Check the appropriate box below if the Form 8-K is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐ Written communications pursuant to Rule 425 under the Securities Act

☐ Soliciting material pursuant to Rule 14a-12 under the Exchange Act

☐ Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act

☐ Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act

Securities registered pursuant to Section 12(b) of the Act:

Title of each class

Trading

Symbol(s)

Name of each exchange

on which registered

Common stock, $0.0001 par value per share   HIPO   New York Stock Exchange

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter).

Emerging growth company ☐

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. o

Item 2.02 Results of Operations and Financial Condition

On July 30, 2026, Hippo Holdings Inc. (the “Company”) issued a press release announcing certain financial results for 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 conference call. A reconciliation of these non-GAAP financial measures to their nearest GAAP equivalents is provided in each of the press release and investor presentation.

The information in Item 2.02 of this Current Report on Form 8-K, including Exhibits 99.1 and 99.2 to this Current Report on Form 8-K, shall not be deemed to be “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended, or otherwise subject to the liabilities of that section or Section 11 and 12(a)(2) of the Securities Act of 1933, as amended. The information contained in this Item 2.02 and in the accompanying Exhibits 99.1 and 99.2 shall not be incorporated by reference into any registration statement or other document filed by the Company with the Securities and Exchange Commission, whether made before or after the date of this Current Report, regardless of any general incorporation language in such filing, except as shall be expressly set forth by specific reference to this Item 2.02 and Exhibit 99.1 or Exhibit 99.2 in such filing.

Item 9.01 Financial Statements and Exhibits

(d) Exhibits.

Exhibit Number Exhibit Title or Description

99.1

Press Release Announcing Financial Results for the Second Quarter Ended June 30, 2026.

99.2

Quarterly Investor Presentation dated July 30, 2026.

104 Cover Page Interactive Data File (embedded within the Inline XBRL document)

SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

Date: July 30, 2026

HIPPO HOLDINGS, INC.

By:   /s/ GUY ZELTSER

Guy Zeltser

Chief Financial Officer

EX-99.1

EX-99.1

Filename: q226earningsreleasefinal.htm · Sequence: 2

q226earningsreleasefinal

Hippo Reports Second Quarter 2026 Financial Results July 30, 2026 SAN JOSE, Calif. (PRNewswire) -- Hippo Holdings Inc. (NYSE: HIPO), a technology-native insurance platform reported net income of $10 million, or $0.38 per diluted share and adjusted net income of $21 million, or $0.79 per diluted share, for the quarter ended June 30, 2026. Second Quarter Highlights • Gross Written Premium of $482 million increased 61.5% over 2Q25 • Net income of $10 million up from $1 million in 2Q25 • Adjusted net income of $21 million (1) increased 23.5% over 2Q25 • Combined Ratio improved 4 percentage points to 95.8% compared to 2Q25 • Net Loss Ratio of 50.4% compared to 47.0% in 2Q25 • Accident Year Net Loss Ratio x CAT of 45.8% improved from 46.4% in 2Q25 • Revenue of $145 million grew 23.4% over 2Q25 • Book Value per share of $17.65 up 4.0% from year-end 2025 (1) Non-GAAP financial measure; see "Reconciliation of Non-GAAP Metrics" on page 8 "The power of the Hippo platform was truly on display this quarter, as we delivered significant top and bottom-line growth, with gross written premium up 61% to $482 million, revenue up 23% to $145 million, and net income up eight-fold from last year to $10 million, while simultaneously advancing our AI initiatives and strengthening our business partnerships,” said Rick McCathron, Hippo President and CEO. He continued, “Most exciting is that this quarter's results are not a one-time event, but a proof point of the value Hippo brings to both its partners and customers. Our elevated confidence in the ability to execute as a unified, technology-native insurance platform has led us to increase guidance for full year 2026 where we now expect over $1.65 billion of gross written premium with upwards of $70 million of adjusted net income.” 1

Key Operating and Financial Metrics Three Months Ended June Six Months Ended June 30, 2026 2025 2026 2025 ($ in millions) Gross Written Premium $ 482.2 $ 298.6 $ 814.6 $ 509.5 Net Written Premium 183.2 106.9 284.6 207.2 Net Retention 38 % 36 % 35 % 41 % Total Revenue $ 144.7 $ 117.3 $ 266.2 $ 227.6 Net Income (Loss) (1) 10.1 1.3 17.2 (46.4) Adjusted Net Income (Loss) (1) (2) 21.0 17.0 38.2 (18.1) Basic Earnings (Loss) per Share (1) 0.38 0.05 0.66 (1.84) Diluted Earnings (Loss) per Share (1) 0.38 0.05 0.65 (1.84) Diluted Adjusted Earnings (Loss) per Share (1) (2) 0.79 0.65 1.45 (0.72) Annualized adjusted return on equity (2) 18.4 % 20.8 % 16.9 % (10.4) % Net Loss Ratio 50.4 % 47.0 % 49.3 % 75.5 % Expense Ratio 45.4 % 53.1 % 48.2 % 53.2 % Combined Ratio 95.8 % 100.1 % 97.5 % 128.7 % As of June 30, 2026 December 31, 2025 Book Value Per Share (BVPS) $17.65 $16.97 Tangible Book Value Per Share (TBVPS) (2) $15.56 $14.76 (1) Attributable to Hippo (2) Indicates non-GAAP financial measure; see “Reconciliation of Non GAAP Financial Measures to Their Most Directly Comparable GAAP Financial Measures" Second Quarter Operating Summary Net income of $10 million, or $0.38 per diluted share, compared to a $1 million in Q2 of last year. The improvement was driven primarily by stronger underwriting performance and the continued benefit of scale. Adjusted net income of $21 million, or $0.79 a diluted share, compared to a $17 million in Q2 of last year. This quarter's results equate to a 18% annualized adjusted return on average stockholders' equity. Gross written premium of $482 million for the quarter increased 61% year over year, up from $299 million in Q2 of last year. Growth was driven by both the Casualty and Commercial Multi-Peril (CMP) lines which were up 177% and 65% over last year, to $180 million and $138 million, respectively. The overall growth strategy is focused on improving underwriting profitability and reducing volatility, including through greater portfolio diversification. For the quarter, Casualty accounted for 37% of gross written premium, compared to CMP which accounted for 29% and Homeowners which accounted for 22%. 2

Net written premium of $183 million increased by $76 million or 71% from Q2 of last year. Growth in net written premium exceeded the growth in gross written premium due to both a mix shift and a program reinsurance structure change that added approximately $21 million in CMP and $6 million Casualty net written premium this quarter. The overall 38% net retention rate in the quarter was higher than our full-year guidance of approximately 36% driven by the previously mentioned program changes in Casualty and CMP. Revenue in the quarter of $145 million increased 23% from $117 million in Q2 of last year. The increase was primarily driven by higher net earned premium up 26% to $119 million, and increases in net investment income, commission income and service and fee income. Net loss ratio of 50.4% increased 3 percentage points over the prior year. This change was largely driven by the prior year period benefiting from 7% favorable prior year development compared to 2% of favorable development this quarter. The net accident year loss ratio excluding CAT losses of 45.8% improved by 1 percentage points over the Q2 of last year. Expense ratio of 45.4% improved 8 percentage points over the prior year period driven by continued improvement of operating leverage, and continued focus on expense discipline. Combined ratio of 95.8% improved 4 percentage points over the prior year period, similarly driven continued underwriting performance below full year guidance and the improving expense ratio noted above. Total Hippo stockholders' equity of $466 million was up 7%, from $436 million at year-end 2025. Book value per share of $17.65 , at June 30, 2026, was up 4% compared to $16.97 per share at year-end 2025. 3

Guidance Update The following Guidance update is based on current expectations. The following statements are forward-looking and actual results could differ materially depending on market conditions and the factors set forth under “Cautionary Note Regarding Forward- Looking Statements” below. Prior Updated 2026 FY Guidance 2026 FY Guidance Gross Written Premium $1.45 - $1.525B $1.65 - $1.7B Net Written Premium $520 - $550M $565 - $580M Revenue $560 - $570M $580 - $585M Combined Ratio 103% - 105% 99% - 101% CAT Loss Ratio 13 % 10 % Adjusted Net Income (Loss)(1) $48 - $56M $62 - $70M Stock-based compensation + Depreciation and Amortization $42M $42M (1) Indicates non-GAAP financial measure; see “Reconciliation of Non GAAP Financial Measures to Their Most Directly Comparable GAAP Financial Measures" Second Quarter Earnings Conference Call and Webcast Information  Date: Thursday, July 30, 2026 Time: 8:00 a.m. Eastern Time / 5:00 a.m. Pacific Time Dial In: +1 833-461-5787 / Global Dial-In Numbers Access: 180619200 Webcast: https://events.q4inc.com/attendee/180619200 A replay of the webcast will be made available after the call in the investor relations section of the company's website at https://investors.hippo.com/ About Hippo Hippo is a technology-native insurance group that uses its carrier platform to diversify risk across both personal and commercial lines. Through the Hippo Homeowners Insurance Program, the company applies deep industry expertise and advanced underwriting to deliver proactive, tailored coverage for homeowners. Hippo Holdings Inc. subsidiaries include Hippo Insurance Services, Spinnaker Insurance Company, Spinnaker Specialty Insurance Company, and Wingsail Insurance Company. Hippo Insurance Services is a licensed property casualty insurance agent with products underwritten by various affiliated and unaffiliated insurance companies. For more information, please visit http:// www.hippo.com. 4

Consolidated Balance Sheet (in millions, unaudited) June 30, 2026 December 31, 2025 (unaudited) Assets Investments: Fixed maturities available-for-sale, at fair value (amortized cost: $432.9 million and $291.7 million, respectively) $ 431.0 $ 293.4 Short-term investments, at fair value (amortized cost: $67.0 million and $152.5 million, respectively) 67.0 152.5 Total investments 498.0 445.9 Cash and cash equivalents 244.5 218.3 Restricted cash 27.1 31.8 Accounts receivable, net of allowance of $0.3 million and $0.2 million, respectively 350.9 250.1 Reinsurance recoverable on paid and unpaid losses and LAE 450.1 346.6 Prepaid reinsurance premiums 448.0 353.7 Ceding commissions receivable 158.5 98.7 Capitalized internal use software 41.6 43.0 Intangible assets 13.4 13.8 Other assets 86.4 103.6 Total assets $ 2,318.5 $ 1,905.5 Liabilities and stockholders’ equity Liabilities: Loss and loss adjustment expense reserve $ 548.9 $ 420.4 Unearned premiums 741.0 579.7 Reinsurance premiums payable 396.3 304.4 Provision for commission 38.6 36.3 Surplus note 47.9 47.9 Accrued expenses and other liabilities 80.2 80.7 Total liabilities 1,852.9 1,469.4 Commitments and contingencies Stockholders’ equity: Common stock, $0.0001 par value per share; 80,000,000 shares authorized as of June 30, 2026 and December 31, 2025; 26,384,898 and 25,699,704 shares issued and outstanding as of June 30, 2026 and December 31, 2025, respectively — — Additional paid-in capital 1,667.6 1,651.5 Accumulated other comprehensive (loss) income (2.0) 1.8 Accumulated deficit (1,200.0) (1,217.2) Total stockholders’ equity 465.6 436.1 Total liabilities and stockholders’ equity $ 2,318.5 $ 1,905.5 5

Consolidated Statement of Operations (in millions, unaudited) Three Months Ended June 30, Six Months Ended June 30, 2026 2025 2026 2025 Revenue: Net earned premium $ 118.7 $ 94.0 $ 217.6 $ 181.3 Commission income, net 15.7 14.7 28.4 29.1 Service and fee income 3.7 2.9 6.9 5.7 Net investment income 6.6 5.7 13.3 11.5 Total revenue 144.7 117.3 266.2 227.6 Expenses: Losses and loss adjustment expenses 59.8 44.5 107.3 136.9 Insurance related expenses 38.7 32.8 73.6 63.0 Technology and development expenses 10.1 8.1 19.5 16.2 Sales and marketing expenses 6.3 9.2 12.6 18.1 General and administrative expenses 18.2 17.4 34.4 33.9 Impairment and restructuring charges — 1.2 — 1.2 Interest and other (income) expense, net 0.6 0.1 0.6 (0.1) Total expenses 133.7 113.3 248.0 269.2 Income (loss) before income taxes 11.0 4.0 18.2 (41.6) Income tax expense (benefit) 0.9 0.1 1.0 (0.1) Net income (loss) 10.1 3.9 17.2 (41.5) Net income attributable to noncontrolling interests, net of tax — 2.6 — 4.9 Net income (loss) attributable to Hippo $ 10.1 $ 1.3 $ 17.2 $ (46.4) Other comprehensive income (loss): Change in net unrealized gain (loss) on investments, net of tax (1.4) 0.7 (3.8) 2.8 Comprehensive income (loss) attributable to Hippo $ 8.7 $ 2.0 $ 13.4 $ (43.6) Per share data: Net income (loss) attributable to Hippo Basic 0.38 0.05 0.66 (1.84) Diluted 0.38 0.05 0.65 (1.84) Weighted average common shares outstanding Basic 26,203,128 25,343,457 26,022,569 25,168,442 Diluted 26,552,111 26,023,780 26,431,819 25,168,442 6

Consolidated Statement of Cash Flow (in millions, unaudited) Six Months Ended June 30, 2026 2025 Cash flows from operating activities: Net cash provided by (used in) operating activities $ 51.6 $ (10.9) Cash flows from investing activities: Capitalized internal use software costs (6.3) (6.3) Purchases of property and equipment (0.2) — Purchases of fixed maturities (195.4) (49.4) Maturities of fixed maturities 32.2 20.4 Sales of fixed maturities 22.4 — Purchases of short-term investments (141.2) (148.7) Maturities of short-term investments 137.3 146.6 Sales of short-term investments 91.5 4.5 Proceeds from deferred consideration 25.0 — Net cash used in investing activities (34.7) (32.9) Cash flows from financing activities: Proceeds from surplus note — 47.9 Taxes paid related to net share settlement of equity awards — (5.4) Proceeds from issuance of common stock 2.1 2.3 Distributions to noncontrolling interests — (6.4) Other 2.5 (1.6) Net cash provided by financing activities 4.6 36.8 Net increase (decrease) in cash, cash equivalents, and restricted cash 21.5 (7.0) Cash, cash equivalents, and restricted cash at the beginning of the period 250.1 232.8 Cash, cash equivalents, and restricted cash at the end of the period $ 271.6 $ 225.8 7

RECONCILIATION OF NON-GAAP FINANCIAL MEASURES TO THEIR MOST DIRECTLY COMPARABLE GAAP FINANCIAL MEASURES (in millions, unaudited) Adjusted Net Income (Loss) Three Months Ended June 30, Six Months Ended June 30, 2026 2025 2026 2025 Net income (loss) attributable to Hippo $ 10.1 $ 1.3 $ 17.2 $ (46.4) Adjustments: Depreciation and amortization 4.8 5.3 9.6 10.9 Stock-based compensation 6.6 7.9 13.1 15.6 Fair value adjustments — 0.3 — (0.2) Other one-off transactions (0.6) 1.0 (1.8) 0.8 Impairment and restructuring — 1.2 — 1.2 Realized losses on investments 0.1 — 0.1 — Tax impact of adjustments — — — — Adjusted net income (loss) $ 21.0 $ 17.0 $ 38.2 $ (18.1) Diluted Adjusted Earnings (Loss) per Share Three Months Ended June 30, Six Months Ended June 30, 2026 2025 2026 2025 Adjusted net income (loss) $ 21.0 $ 17.0 $ 38.2 $ (18.1) Weighted-average common shares outstanding, diluted 26,552,111 26,023,780 26,431,819 25,168,442 Diluted Adjusted Earnings (Loss) per Share $ 0.79 $ 0.65 $ 1.45 $ (0.72) Annualized Adjusted Return on Equity Three Months Ended June 30, Six Months Ended June 30, 2026 2025 2026 2025 Annualized Adjusted net income (loss) $ 84.0 $ 68.0 $ 76.4 $ (36.2) Average Hippo Stockholders' Equity 457.2 327.7 450.9 347.3 Annualized Adjusted Return on Equity 18.4 % 20.8 % 16.9 % (10.4) % 8

Tangible Book Value Per Share As of June 30, 2026 As of December 31, 2025 Hippo Stockholders' Equity $ 465.6 $ 436.1 Less: Intangible assets 13.4 13.8 Less: Capitalized Internal Use Software $ 41.6 $ 43.0 Tangible stockholders’ equity $ 410.6 $ 379.3 Shares outstanding 26,384,898 25,699,704 Tangible book value per share $ 15.56 $ 14.76 SUPPLEMENTAL FINANCIAL INFORMATION (in millions, unaudited) Net Loss, Expense, and Combined Ratio Three Months Ended June 30, Six Months Ended June 30, 2026 2025 2026 2025 Net Earned Premium $ 118.7 $ 94.0 $ 217.6 $ 181.3 Catastrophe losses 8.0 8.0 12.3 62.0 Non-catastrophe losses 51.8 36.5 95.0 74.9 Loss and loss adjustment expenses $ 59.8 $ 44.5 $ 107.3 $ 136.9 Catastrophe losses ratio 6.7 % 8.0 % 5.7 % 34.2 % Non-catastrophe losses ratio 43.7 % 39.0 % 43.6 % 41.3 % Net loss ratio 50.4 % 47.0 % 49.3 % 75.5 % Insurance related expenses $ 38.7 $ 32.8 $ 73.6 $ 63.0 Technology and development 10.1 8.1 19.5 16.2 Sales and marketing 6.3 9.2 12.6 18.1 General and administrative 18.2 17.4 34.4 33.9 Less: commission income, net and service and fee income (19.4) (17.6) (35.3) (34.8) Total net expenses $ 53.9 $ 49.9 $ 104.8 $ 96.4 Expense Ratio 45.4 % 53.1 % 48.2 % 53.2 % Combined Ratio 95.8 % 100.1 % 97.5 % 128.7 % Prior accident year developments* Loss and loss adjustment expenses (2.5) (7.0) (5.0) (9.9) Net loss ratio (2.1) % (7.4) % (2.3) % (5.5) % Net accident year loss ratio 52.5 % 54.4 % 51.6 % 81.0 % Net accident year loss ratio x catastrophe losses 45.8 % 46.4 % 45.9 % 46.8 % *Includes $2.6 million net benefit, or 2 percentage points for the three months ended June 30, 2026, and 1 percentage point for the six months ended June 30, 2026, related to a reinsurance commutation. 9

Gross and Net Loss Ratio Three Months Ended June 30, Six Months Ended June 30, 2026 2025 2026 2025 Gross Losses and LAE $ 191.7 $ 87.8 $ 338.9 $ 299.5 Gross Earned Premium 356.1 238.5 653.3 461.3 Gross Loss Ratio 53.8% 36.8% 51.9 % 64.9% Net Losses and LAE $ 59.8 $ 44.5 $ 107.3 $ 136.9 Net Earned Premium 118.7 94.0 217.6 181.3 Net Loss Ratio 50.4% 47.0% 49.3 % 75.5 % Underwriting Data The Company has a single reportable segment and offers property & casualty insurance products. Gross written premiums (GWP), Net written premiums (NWP), and Net earned premiums (NEP) by line of business are presented below: Gross Written Premium (GWP) by State Three Months Ended June 30, Six Months Ended June 30, 2026 2025 2026 2025 Amount % of GWP Amount % of GWP Amount % of GWP Amount % of GWP State California $ 86.1 18 % $ 51.6 17 % 152.2 19 % $ 97.6 19 % Texas 86.4 18 % 35.9 12 % 122.6 15 % 61.9 12 % New York 69.8 14 % 27.4 9 % 114.1 14 % 39.6 8 % Florida 56.6 12 % 49.2 16 % 99.5 12 % 81.2 16 % Illinois 16.5 3 % 9.1 3 % 29.4 4 % 15.1 3 % Georgia 11.1 2 % 8.0 3 % 20.8 3 % 13.6 3 % New Jersey 9.5 2 % 3.9 1 % 16.1 2 % 8.2 2 % Colorado 8.6 2 % 6.5 2 % 15.6 2 % 11.0 2 % Massachusett s 9.1 2 % 8.1 3 % 15.5 2 % 13.3 3 % Michigan 9.2 2 % 4.7 2 % 15.2 2 % 8.2 2 % Other 119.3 25 % 94.2 32 % 213.6 26 % 159.8 31 % Total $ 482.2 100 % $ 298.6 100 % $ 814.6 100 % $ 509.5 100 % 10

Gross Written Premium (GWP) by Line of Business Three Months Ended June 2026 2025 Amount Amount Change % Change Line of Business Homeowners $ 106.7 $ 100.0 $ 6.7 7 % Renters 49.6 44.2 5.4 12 % Commercial Multi-Peril 137.6 83.3 54.3 65 % Casualty 179.5 64.9 114.6 177 % Other 8.8 6.2 2.6 42 % Total $ 482.2 $ 298.6 $ 183.6 61 % Six Months Ended June 30, 2026 2025 Amount Amount Change % Change Line of Business Homeowners $ 194.0 $ 187.1 $ 6.9 4 % Renters 90.4 79.2 11.2 14 % Commercial Multi-Peril 233.4 134.0 99.4 74 % Casualty 280.1 99.2 180.9 182 % Other 16.7 10.0 6.7 67 % Total $ 814.6 $ 509.5 $ 305.1 60 % Net Written Premium (NWP) by Line of Business Three Months Ended June 2026 2025 Amount Amount Change % Change Line of Business Homeowners $ 76.1 $ 63.0 $ 13.1 21 % Renters 19.4 19.5 (0.1) (1) % Commercial Multi-Peril 50.7 26.0 24.7 95 % Casualty 35.0 1.5 33.5 2233 % Other 2.0 (3.1) 5.1 (165) % Total $ 183.2 $ 106.9 $ 76.3 71 % 11

Six Months Ended June 30, 2026 2025 Amount Amount Change % Change Line of Business Homeowners $ 136.9 $ 115.7 $ 21.2 18 % Renters 30.2 56.7 (26.5) (47) % Commercial Multi-Peril 68.3 38.5 29.8 77 % Casualty 47.9 2.6 45.3 1742 % Other 1.3 (6.3) 7.6 (121) % Total $ 284.6 $ 207.2 $ 77.4 37 % Net Earned Premium (NEP) by Line of Business Three Months Ended June 2026 2025 Amount Amount Change % Change Line of Business Homeowners $ 65.6 $ 62.3 $ 3.3 5 % Renters 18.0 18.7 (0.7) (4) % Commercial Multi-Peril 23.8 11.9 11.9 100 % Casualty 10.7 0.8 9.9 1238 % Other 0.6 0.3 0.3 100 % Total $ 118.7 $ 94.0 $ 24.7 26 % Six Months Ended June 30, 2026 2025 Amount Amount Change % Change Line of Business Homeowners $ 128.3 $ 123.9 $ 4.4 4 % Renters 35.0 35.3 (0.3) (1) % Commercial Multi-Peril 39.7 18.5 21.2 115 % Casualty 13.9 1.3 12.6 969 % Other 0.7 2.3 (1.6) (70) % Total $ 217.6 $ 181.3 $ 36.3 20 % 12

Information about Key Operating Metrics/Non-GAAP Financial Measures We define adjusted net income, a Non-GAAP financial measure, as net income excluding the impact of certain items that may not be indicative of underlying business trends, operating results, or future outlook, net of tax impact. We calculate the tax impact only on adjustments which would be included in calculating our income tax expense using the estimated tax rate at which the company received a deduction for these adjustments. We use adjusted net income as an internal performance measure in the management of our operations because we believe it gives our management and financial statement users useful insight into our results of operations and our underlying business performance. Adjusted net income does not reflect the overall profitably of our business and should not be viewed as a substitute for net income calculated in accordance with GAAP. Other companies may define adjusted net income differently. We define diluted adjusted earnings (loss) per share, a Non-GAAP financial measure, as adjusted net income divided by the weighted-average common shares outstanding for the period, reflecting the dilution which could occur if equity-based awards are converted into common share equivalents as calculated using the treasury stock method. Diluted adjusted earnings (loss) per share should not be viewed as a substitute for diluted earnings (loss) per share calculated in accordance with GAAP. Other companies may define diluted adjusted earnings (loss) per share differently. We define annualized adjusted return on equity, a Non-GAAP financial measure, as adjusted net income (loss) expressed on an annualized basis as a percentage of average beginning and ending Hippo stockholders’ equity during the period. We use annualized adjusted return on equity as an internal performance measure in the management of our operations because we believe it gives our management and financial statement users useful insight into our results of operations and our underlying business performance. Annualized adjusted return on equity should not be viewed as a substitute for return on equity calculated in accordance with GAAP. Other companies may define annualized adjusted return on equity differently. We define tangible book value per share, a Non-GAAP financial measure, as total stockholders’ equity, less intangible assets and capitalized internal software, divided by the outstanding number of shares of our common stock at the end of the relevant period. Our definition of tangible book value per share may not be comparable to that of other companies, and it should not be viewed as a substitute for book value per share calculated in accordance with GAAP. We use tangible book value per share internally to evaluate changes from period to period in book value per share exclusive of changes in intangible assets. 13

These Non-GAAP financial measures are in addition to, and not a substitute for, or superior to, measures of financial performance prepared in accordance with GAAP and should not be considered as an alternative to net income, operating income or any other performance measures derived in accordance with GAAP. Reconciliations of these Non- GAAP financial measures to their most directly comparable GAAP counterpart is included above. We believe that these non-GAAP measures of financial results provide useful supplemental information to investors about Hippo. The Company is unable to provide a reconciliation of Adjusted Net Income (Loss) to Net Income (Loss), its most directly comparable GAAP financial measure, on a forward-looking basis without unreasonable effort, because items that impact this GAAP financial measure are not within the Company’s control and/or cannot be reasonably predicted. These items may include, but are not limited to, predicting forward-looking share-based compensation. Such information may have a significant, and potentially unpredictable, impact on the Company’s future financial results. Cautionary Note Regarding Forward-Looking Statements Certain statements included in this press release 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. We intend such forward-looking statements to be covered by the safe harbor provisions for forward-looking statements contained in Section 27A of the U.S. Securities Act of 1933, as amended, and Section 21E of the U.S. Securities Exchange Act of 1934, as amended. All statements contained in this press release other than statements of historical fact, including, without limitation, statements regarding the financial position, business strategy, and the plans and objectives of management for Hippo Holdings Inc. (together with its subsidiaries, “Hippo,” the “Company,” “we,” “us” and “our”) for future operations, statements regarding our strategic relationships, and statements regarding future expansion of our program are forward-looking statements. These statements are not guarantees of performance. Such statements can be identified by the fact that they do not relate strictly to historical or current facts. Forward-looking statements generally are accompanied by words such as “anticipate,” “believe,” “continue,” “could,” “estimate,” “expect,” “future,” “intend,” “may,” “might,” “outlook,” “plan,” “possible,” “potential,” “predict,” “project,” “seek,” “seem,” “should,” “strive,” “will,” “would,” including the negative expressions of these words and similar expressions that predict or indicate future events or trends or that are not statements of historical matters, but the absence of these words does not mean that a statement is not forward-looking. Forward-looking statements in this press release include, for example, statements about: 14

• our future results of operations and financial condition, including estimates and forecasts of financial and operating results and performance metrics, and our ability to attain and maintain profitability; • our business strategy, including our cost reduction efforts, our diversified distribution strategy, and our plans to expand into new markets and new products; • our ability to grow our business and, if such growth occurs, to effectively manage such growth, including the growth and development of our builder network and other distribution channels; • customer satisfaction and our ability to attract, retain, and expand our customer base; • our ability to maintain and enhance our brand and reputation, including the quality of our products and services; • our expectations about our book of business, including our ability to cross-sell and to attain greater value from each customer; • the effects of seasonal and cyclical trends on our results of operations; • our ability to compete effectively in the segments of the insurance industry in which we operate; • our ability to underwrite risks accurately and charge competitive yet profitable rates to our customers, and the sufficiency of the analytical models we use to assess and predict exposure to catastrophe losses; • our expectations regarding the effectiveness and adequacy of our reinsurance program, our ability to maintain reinsurance contracts and our near- and long-term strategies and expectations with respect to the availability, adequacy, coverage, limits, pricing, and cession of insurance risk; • our ability to utilize, develop, and protect our proprietary technology, digital platform, and intellectual property; • our development, deployment, and use of artificial intelligence and machine learning technologies, including the risk that competitors or other third parties may incorporate such technologies into their products more quickly or more successfully than we do; • our ability to leverage our data, technology, and geographic diversity to help manage risk; • our ability to expand our product offerings or improve existing ones; 15

• our ability to attract and retain personnel, including our officers and key employees; • potential harm caused by outages or interruptions in, or delays to, services provided by our third-party providers, including our data vendors; • potential harm caused by misappropriation of our data and compromises in cybersecurity, and our ability to receive, process, store, use, and share data in compliance with laws and regulations related to data privacy and data security; • potential harm caused by changes in internet search engines’ methodologies; • our denial of claims or our failure to accurately and timely pay claims; • the effects of severe weather events and other natural or man-made catastrophes, including the effects of climate change, global pandemics, and terrorism; • any overall decline in economic activity; • regulators’ identification of errors in the policy forms we use, the rates we charge, and our customer communications, including cancellations, non-renewals, and reinstatements, through market conduct exams, complaints, or other inquiries; • our ability to navigate extensive insurance industry regulations and the scrutiny of state insurance regulators, and the effects of existing or new legal or regulatory requirements on our business, including with respect to maintenance of risk-based capital and financial strength ratings, the insurance industry generally, and data privacy and cybersecurity, in the United States and internationally; • our expected use of cash on our balance sheet, our future capital needs, and our ability to raise additional capital; • fluctuations in our results of operations and operating metrics; and • our public securities’ liquidity and trading. These statements are based on the current expectations of Hippo’s management and are not predictions of actual performance. You should not rely upon forward-looking statements as predictions of future events. Actual events and circumstances are difficult or impossible to predict and will differ from assumptions, and many actual events and circumstances are beyond the control of Hippo. Although we believe that we have a reasonable basis for each forward-looking statement contained in this press release, we cannot guarantee that the future results, levels of activity, performance, events, and circumstances reflected in the forward-looking statements will be achieved or occur at all. 16

These forward-looking statements are subject to a number of risks, uncertainties, and other factors, including those described above and other risks set forth in the sections entitled “Risk Factors” in the Company’s most recent Annual Report on Form 10-K and subsequent Quarterly Reports on Form 10-Q, and in other documents that may be filed by the Company from time to time with the Securities and Exchange Commission (the “SEC”). Moreover, we operate in a very competitive and rapidly changing environment. New risks and uncertainties emerge from time to time, and it is not possible for us to predict all risks and uncertainties that could have an impact on the forward-looking statements contained in this press release. If any of these risks materialize or our assumptions prove incorrect, actual results could differ materially from the results implied by these forward-looking statements. There may be additional risks that Hippo does not presently know or that Hippo currently believes are immaterial that could also cause actual results, events, or circumstances to differ materially from those described in the forward-looking statements. These forward-looking statements are based on information available as of the date of this press release and reflect Hippo’s expectations, plans, forecasts, and views of future events as of that date. Accordingly, forward-looking statements should not be relied upon as representing Hippo’s views as of any subsequent date, and Hippo does not undertake any obligation to update forward-looking statements to reflect events or circumstances after the date they were made, whether as a result of new information, future events, or otherwise, except as may be required under applicable securities laws. While Hippo may elect to update these forward-looking statements at some point in the future, Hippo specifically disclaims any obligation to do so. Accordingly, undue reliance should not be placed upon the forward-looking statements. Rounding Certain monetary amounts, percentages, and other figures included in this release have been subject to rounding adjustments. The sum of individual metrics may not always equal total amounts indicated due to rounding. Contacts Investors: Charles Sebaski Investors@hippo.com Press: Mark Olson press@hippo.com 17

18

EX-99.2

EX-99.2

Filename: q226quarterlyinvestorupd.htm · Sequence: 3

q226quarterlyinvestorupd

2nd Quarter 2026 Financial Results July 30th, 2026

2nd Quarter 2026 Financial Results Cautionary Note Regarding Forward-Looking Statements Certain statements included in this press release 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. We intend such forward-looking statements to be covered by the safe harbor provisions for forward-looking statements contained in Section 27A of the U.S. Securities Act of 1933, as amended, and Section 21E of the U.S. Securities Exchange Act of 1934, as amended. All statements contained in this press release other than statements of historical fact, including, without limitation, statements regarding the financial position, business strategy, and the plans and objectives of management for Hippo Holdings Inc. (together with its subsidiaries, “Hippo,” the “Company,” “we,” “us” and “our”) for future operations, statements regarding our strategic relationships, and statements regarding future expansion of our program are forward- looking statements. These statements are not guarantees of performance. Such statements can be identified by the fact that they do not relate strictly to historical or current facts. Forward-looking statements generally are accompanied by words such as “anticipate,” “believe,” “continue,” “could,” “estimate,” “expect,” “future,” “intend,” “may,” “might,” “outlook,” “plan,” “possible,” “potential,” “predict,” “project,” “seek,” “seem,” “should,” “strive,” “will,” “would,” including the negative expressions of these words and similar expressions that predict or indicate future events or trends or that are not statements of historical matters, but the absence of these words does not mean that a statement is not forward-looking. Forward-looking statements in this press release include, for example, statements about: our future results of operations and financial condition, including estimates and forecasts of financial and operating results and performance metrics, and our ability to attain and maintain profitability; our business strategy, including our cost reduction efforts, our diversified distribution strategy, and our plans to expand into new markets and new products; our ability to grow our business and, if such growth occurs, to effectively manage such growth, including the growth and development of our builder network and other distribution channels; customer satisfaction and our ability to attract, retain, and expand our customer base; our ability to maintain and enhance our brand and reputation, including the quality of our products and services; our expectations about our book of business, including our ability to cross-sell and to attain greater value from each customer; the effects of seasonal and cyclical trends on our results of operations; our ability to compete effectively in the segments of the insurance industry in which we operate; our ability to underwrite risks accurately and charge competitive yet profitable rates to our customers, and the sufficiency of the analytical models we use to assess and predict exposure to catastrophe losses; our expectations regarding the effectiveness and adequacy of our reinsurance program, our ability to maintain reinsurance contracts and our near- and long-term strategies and expectations with respect to the availability, adequacy, coverage, limits, pricing, and cession of insurance risk; our ability to utilize, develop, and protect our proprietary technology, digital platform, and intellectual property; our development, deployment, and use of artificial intelligence and machine learning technologies, including the risk that competitors or other third parties may incorporate such technologies into their products more quickly or more successfully than we do; our ability to leverage our data, technology, and geographic diversity to help manage risk; our ability to expand our product offerings or improve existing ones; our ability to attract and retain personnel, including our officers and key employees; potential harm caused by outages or interruptions in, or delays to, services provided by our third-party providers, including our data vendors; potential harm caused by misappropriation of our data and compromises in cybersecurity, and our ability to receive, process, store, use, and share data in compliance with laws and regulations related to data privacy and data security; potential harm caused by changes in internet search engines’ methodologies; our denial of claims or our failure to accurately and timely pay claims; the effects of severe weather events and other natural or man-made catastrophes, including the effects of climate change, global pandemics, and terrorism; any overall decline in economic activity; regulators’ identification of errors in the policy forms we use, the rates we charge, and our customer communications, including cancellations, non-renewals, and reinstatements, through market conduct exams, complaints, or other inquiries; our ability to navigate extensive insurance industry regulations and the scrutiny of state insurance regulators, and the effects of existing or new legal or regulatory requirements on our business, including with respect to maintenance of risk-based capital and financial strength ratings, the insurance industry generally, and data privacy and cybersecurity, in the United States and internationally; our expected use of cash on our balance sheet, our future capital needs, and our ability to raise additional capital; fluctuations in our results of operations and operating metrics; and our public securities’ liquidity and trading. These statements are based on the current expectations of Hippo’s management and are not predictions of actual performance. You should not rely upon forward-looking statements as predictions of future events. Actual events and circumstances are difficult or impossible to predict and will differ from assumptions, and many actual events and circumstances are beyond the control of Hippo. Although we believe that we have a reasonable basis for each forward- looking statement contained in this press release, we cannot guarantee that the future results, levels of activity, performance, events, and circumstances reflected in the forward-looking statements will be achieved or occur at all. These forward-looking statements are subject to a number of risks, uncertainties, and other factors, including those described above and other risks set forth in the sections entitled “Risk Factors” in the Company’s most recent Annual Report on Form 10-K and subsequent Quarterly Reports on Form 10-Q, and in other documents that may be filed by the Company from time to time with the Securities and Exchange Commission (the “SEC”). Moreover, we operate in a very competitive and rapidly changing environment. New risks and uncertainties emerge from time to time, and it is not possible for us to predict all risks and uncertainties that could have an impact on the forward-looking statements contained in this press release. If any of these risks materialize or our assumptions prove incorrect, actual results could differ materially from the results implied by these forward-looking statements. There may be additional risks that Hippo does not presently know or that Hippo currently believes are immaterial that could also cause actual results, events, or circumstances to differ materially from those described in the forward-looking statements. These forward-looking statements are based on information available as of the date of this press release and reflect Hippo’s expectations, plans, forecasts, and views of future events as of that date. Accordingly, forward-looking statements should not be relied upon as representing Hippo’s views as of any subsequent date, and Hippo does not undertake any obligation to update forward-looking statements to reflect events or circumstances after the date they were made, whether as a result of new information, future events, or otherwise, except as may be required under applicable securities laws. While Hippo may elect to update these forward-looking statements at some point in the future, Hippo specifically disclaims any obligation to do so. Accordingly, undue reliance should not be placed upon the forward-looking statements. Rounding Certain monetary amounts, percentages, and other figures included in this presentation have been subject to rounding adjustments. The sum of individual metrics may not always equal total amounts indicated due to rounding. 2 Disclaimers

2nd Quarter 2026 Financial Results 3 Technology native, multi-line carrier platform Scalable and efficient capital structure Market Leader in the New Home Builder Channel Proven and Industry-Leading talent Admitted and E&S offerings in all 50 states AM Best Rated ‘A-’ (IX)(1) 2nd Quarter Highlights(3) (1) AM Best has assigned the Spinnaker group of companies a Financial Strength Rating (FSR) of A- (Excellent) and a Long-Term Issuer Credit Rating (Long-Term ICR) of "a-" (Excellent). (2) Non-GAAP financial measure; see "Reconciliation of Non-GAAP Metrics" in Appendix (3) Loss Ratio and Combined Ratio are net figures $482M $145M $815M $266M GWP Growth 61% vs 2Q25 Revenue Growth 23% vs 2Q25 GWP Growth 60% vs 1H25 Revenue Growth 17% vs 1H25 50.4% 95.8% 49.3% 97.5% Loss Ratio Combined Ratio Loss Ratio Combined Ratio $10.1M $21.0M $17.2M $38.2M Net Income Adjusted Net Income(2) Net Income Adjusted Net Income(2) 2026YTD Highlights(3) Hippo-at-a- glance

2nd Quarter 2026 Financial Results Renewal rate change exceeding loss cost trend Progressive & Westwood Growing Owned accounted for all $13M in NWP growth vs 2Q25 Homeowners Overview Gross Written Premium ($) in Millions 4 $87 $100 $101 $91 $87 $107 Owned (HHIP) Partners Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 $— $25 $50 $75 $100 $125 (21%) +22% YoY Change

2nd Quarter 2026 Financial Results GWP +65% 2Q26 vs 2Q25 Reinsurance change added ~$21M of NWP this quarter Major Lines Include: BOP, Commercial Property Commercial Multi-Peril Overview 5 $51 $83 $66 $65 $96 $138 25% 31% 21% 22% 18% 37% CMP NWP Retention Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 $— $30 $60 $90 $120 $150 —% 20% 40% 60% 80% 100% Gross Written Premium ($) in Millions FY26E Full year estimate

2nd Quarter 2026 Financial Results Existing Programs GWP Growth +79% 2Q26 vs 2Q25 Program with 20YR History Drives Retention Increase Largest line in Q2 at 37% of GWP compared to 22% Casualty Overview 6 $34 $65 $76 $88 $101 $180 3% 2% 5% 3% 13% 20% New Programs Existing Programs NWP Retention Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 $— $40 $80 $120 $160 $200 —% 25% 50% 75% 100% Gross Written Premium ($) in Millions FY26E Full year estimate

2nd Quarter 2026 Financial Results 7 27 Programs added since 2024 with most from existing partners; staying very selective (reviewed +200 opportunities over that horizon) Technology is accelerating MGA time to market from months to weeks Licensed in all 50 states across E&S/admitted across (3) carriers Providing multiple capacity sources – captive reinsurance, whole account quota share, carrier retention, group CAT Total Programs 26 33 44 45 46 52 Existing Programs New Programs Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 0 10 20 30 40 50 60 Program Carrier of Choice

2nd Quarter 2026 Financial Results Improving Core Underwriting Homeowners >200 rate filings & 100% Rate Increase Since 2022 Deductibles Changes and Roof Payment Schedules Launched Gross Underwriting Discipline Improves Net Retention Quality 8 61.5% 62.6% 52.9% 54.5% 48.3% 46.4% 48.5% 45.9% 46.3% 45.8% Q1’24 Q2’24 Q3’24 Q4’24 Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 —% 10.0% 20.0% 30.0% 40.0% 50.0% 60.0% 70.0% Accident Year x CAT Net Loss Ratio

2nd Quarter 2026 Financial Results Evolution in Reinsurance Structure $XX $XX $XX $XX 9 % reduction vs. prior programmatic structure (higher = more improvement) 31% 20-Yr 34% 30-Yr 36% 50-Yr 31% 100-Yr Percentages reflect Group CAT vs. prior Programmatic + Corp structure at each return period; figures rounded. What's improving • Consolidated catastrophe reinsurance into a single corporate-level group structure protecting the full enterprise — supporting Hippo's strategy of managing risk as a diversified portfolio across lines of business • Group CAT delivers its largest efficiency gains across the 20- to 100- year return periods — the range most relevant to day-to-day earnings volatility • Represents a 15–20% reduction in risk adjusted rate on line • First whole account quota share covering both property and casualty programs, increasing future growth optionality Reduced Volatility, Increased Economics, and Support Growth from New Reinsurance Structure PML improvement by return period

2nd Quarter 2026 Financial Results Operating Leverage Drives Expense Ratio Net Expense Ratio 10 Core Engineering AI Productivity Improvement AI Customer Support Footprint Rationalization Vendor Consolidation Data Routing Optimization (in m illions) 71% 72% 55% 49% 53% 53% 52% 53% 51% 45% Fixed Expense(1) Variable Expense(2) Gross Earned Premium Q1’24 Q2’24 Q3’24 Q4’24 Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 $150 $200 $250 $300 $350 $400 (1) Fixed - G&A+S&M+T&D (2) Variable - IRE minus commission income and Service and Fee income

2nd Quarter 2026 Financial Results AI Productivity Boost in Core Engineering Core Engineering Spend 11 Increasing Tech Delivery Velocity Westwood Integration Progressive Launch AI deployed across Claims, Customer Support, Tech and Underwriting Doubled Partners on carrier platform to 52 (E ng in ee rin g sp en d in m ill io ns ) (G W P in m illions) $6.9 $6.4 Core Engineering Spend Gross Written Premium Q1’24 Q2’24 Q3’24 Q4’24 Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 $— $2.5 $5.0 $7.5 $10.0 $12.5 $15.0 $100 $200 $300 $400 $500 +50% GWP LTM

2nd Quarter 2026 Financial Results Gross Written Premium $ Million 12 22% 25-28E CAGR 2025E 2028E(1) Gross Written Premium Organic Growth from Existing non- Hippo programs New non-Hippo programs Scale-up of New Homes channel within Hippo MGA Hippo MGA outside New Homes Gross Written Premium >$2B $1.1B 1 2 3 4 (1) The 2028 guidance is based on current expectations. These statement are forward-looking and actual results could differ materially depending on the market conditions and factors set forth under "Forward-looking Statements Safe Harbor" on Slide 2. Key Drivers: Organic growth at slightly lower pace than achieved historically Adding programs in similar pace to last few years, aiming to diversify the lines of business Growing organically with existing partners, bolstered by strategic partnerships Focusing Hippo MGA growth outside New Homes in diversified states where fewer new homes are built 1 2 3 4 We guided to double GWP by 2028 Three-year growth assumptions are in-line with how the business is currently operating.

2nd Quarter 2026 Financial Results 1 2 3 4 13 32% 25-28E CAGR 2025 2028E(1) Gross Written Premium Organic Growth from Existing non- Hippo programs New non-Hippo programs Scale-up of New Homes channel within Hippo MGA Hippo MGA outside New Homes Gross Written Premium >$2.5B $1.1B 1 2 3 4 (1) The 2028 guidance is based on current expectations. These statement are forward-looking and actual results could differ materially depending on the market conditions and factors set forth under "Forward-looking Statements Safe Harbor" on Slide 2. Key Drivers: Significant Organic Growth Across Businesses Added 14 new programs Integrated with Westwood with access to over 50 builders Launched Partnership with Progressive Now more than doubling by 2028 Gross Written Premium $ Million New 2028 Target of +$2.5 Billion is a 32% CAGR vs 22% CAGR

2nd Quarter 2026 Financial Results 2028 growth targets(1) >$2B GWP >$125M Adj. net income A technology-native insurance platform driving growth across owned and partner MGAs. Diversified carrier platform $1.1B 2025 GWP Homeowners Renters CMP Other New lines Casualty Disciplined approach to portfolio optimization and risk management 60-65% Long-term loss ratio targets $2.5B $140M Differentiated Distribution Tech- Forward Thinking Accelerating our Vision 14(1) The 2028 guidance is based on current expectations. These statement are forward-looking and actual results could differ materially depending on the market conditions and factors set forth under "Forward-looking Statements Safe Harbor" on Slide 2.

2nd Quarter 2026 Financial Results 15 $298.6 $482.2 Casualty Commercial Multi- Peril Renters Homeowners Other Performance drivers: growing & diversifying Q2'25 GWP Q2'26 GWP $106.9 $183.2 Q2'25 NWP Q2'26 NWP 2Q2026 Driving Factors: GWP: CMP and Casualty NWP: Homeowners, CMP, and Casualty Continue to Diversify Outside of Homeowners 2Q26 vs 2Q25 Premium Mix $ Million

2nd Quarter 2026 Financial Results 16 Improving Consolidated Net Underwriting CAT Losses Attritional Losses Expense Ratio Combined Ratio Q2'26 vs Q2'25 Improved by 4 points 100.1% 95.8% 53.1% 45.4% 46.4% 45.8% 8.0% 6.7% (7.4)% (2.1)% g CAT Loss Ratio g Net Accident Year Loss Ratio g Expense Ratio g Prior Year Development Ratio Q2'25 Q2'26 Combined Ratio 1H26 vs 1H25 Improved by 31 points 128.7% 97.5% 53.2% 48.2% 46.8% 45.9% 34.2% 5.7% (5.5)% (2.3)% 1H2025 1H2026 2Q2026 Driving Factors:

2nd Quarter 2026 Financial Results 17 Profitability Performance Net Income(1) $ Million Adjusted Net Income(1,2) $ Million Annualized Adjusted Return on Equity(1,2) % of total 21% 18% $17 $21 Q2'25 Q2'26 Q2'25 Q2'26Q2'25 Q2'26 $1 $10 (1) Attributable to Hippo (2) Non-GAAP financial measure; see "Reconciliation of Non-GAAP Metrics" in Appendix $(46) $17 $(18) $38 1H2025 1H2026 (10%) 17% 1H2025 1H20261H2025 1H2026

2nd Quarter 2026 Financial Results $466M stockholders equity Book Value Per Share Up 4% from year-end 2025 Growing Book Value Per Share BVPS ($) Q4’24 BVPS Q4’25 BVPS Q1’26 BVPS Q2'26 BVPS $16.97 $17.65 $14.56 18 $17.23

2nd Quarter 2026 Financial Results 19 Metric Prior 2026 Guidance(1) 2026 Guidance(1) Update Gross Written Premium $1.45 - $1.525B $1.65 – $1.7B Net Written Premium $520 - $550M $565 – $580M Revenue $560 - $570M $580 - $585M Combined Ratio 103%-105% 99% – 101% Adjusted Net Income(2) $48 - $56M $62 – $70M CAT Loss Ratio 13% 10% Stock-based comp + D&A $42M $42M (1) The 2026 guidance is based on current expectations. These statement are forward-looking and actual results could differ materially depending on the market conditions and factors set forth under "Forward-looking Statements Safe Harbor" on Slide 2. (2) Non-GAAP financial measure; see "Reconciliation of Non-GAAP Metrics" in Appendix, please reference slide 22 for related to forward looking statement reconciliations 2026 Guidance

Q&A

Appendix

2nd Quarter 2026 Financial Results 22 Disclaimers Non-GAAP Financial Measures This presentation includes the non-GAAP financial measures (including on a forward-looking basis) Adjusted Net Income (Loss), Diluted Adjusted Earnings (Loss) per Share, Annualized Adjusted Return on Equity, and Tangible Book Value per Share. Hippo defines Adjusted Net Income, as net income excluding the impact of certain items that may not be indicative of underlying business trends, operating results, or future outlook, net of tax impact. Hippo calculates the tax impact only on adjustments which would be included in calculating its income tax expense using the estimated tax rate at which the company received a deduction for these adjustments. This non-GAAP measure is an addition, and not a substitute for, or superior to, measures of financial performance prepared in accordance with GAAP and should not be considered as an alternative to net income, operating income or any other performance measures derived in accordance with GAAP. Hippo defines Diluted Adjusted Earnings (loss) per Share as adjusted net income (loss) divided by the weighted-average common shares outstanding for the period, reflecting the dilution which could occur if equity-based awards are converted into common share equivalents as calculated using the treasury stock method. Hippo defines Annualized Adjusted Return on Equity as adjusted net income (loss) expressed on an annualized basis as a percentage of average beginning and ending stockholders’ equity during the period. Hippo defines Tangible Book Value Per Share as total stockholders’ equity, less intangible assets and capitalized internal use software, divided by the outstanding number of shares of our common stock at the end of the relevant period. Reconciliations of non-GAAP measures to their most directly comparable GAAP counterparts are included in the Appendix to this presentation. Hippo believes that these non-GAAP measures of financial results (including on a forward- looking basis) provide useful supplemental information to investors about Hippo. Hippo’s management uses forward looking non-GAAP measures to evaluate Hippo’s projected financial and operating performance. However, there are a number of limitations related to the use of these non-GAAP measures and their nearest GAAP equivalents. For example other companies may calculate non-GAAP measures differently, or may use other measures to calculate their financial performance, and therefore Hippo’s non-GAAP measures may not be directly comparable to similarly titled measures of other companies. This presentation also includes certain projections of non-GAAP financial measures. The Company is unable to provide a reconciliation of Adjusted Net Income (Loss) to Net Income (Loss), its most directly comparable GAAP financial measure, on a forward-looking basis without unreasonable effort, because items that impact this GAAP financial measure are not within the Company’s control and/or cannot be reasonably predicted. These items may include, but are not limited to, predicting forward-looking share-based compensation. Such information may have a significant, and potentially unpredictable, impact on the Company’s future financial results.

2nd Quarter 2026 Financial Results 23 Key Operating Metrics (in millions, except per share data, unaudited) Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 YTD Q2'25 YTD Q2'26 (in millions, except per share data) Net earned premium $87.3 $94.0 $99.7 $99.1 $98.9 $118.7 $181.3 $217.6 Commission income, net 14.4 14.7 10.5 11.7 12.7 15.7 29.1 28.4 Service and fee income 2.8 2.9 3.1 3.0 3.2 3.7 5.7 6.9 Net investment income 5.8 5.7 7.3 6.6 6.7 6.6 11.5 13.3 Total Revenue $110.3 $117.3 $120.6 $120.4 $121.5 $144.7 $227.6 $266.2 Net Income (Loss) (1) (47.7) 1.3 98.1 6.0 7.1 10.1 (46.4) 17.2 Adjusted Net Income (Loss) (1) (2) (35.1) 17.0 18.3 17.6 17.2 21.0 (18.1) 38.2 Basic Earnings (Loss) per Share (1) (1.91) 0.05 3.90 0.24 0.27 0.38 (1.84) 0.66 Diluted Earnings (Loss) per Share (1) (1.91) 0.05 3.77 0.23 0.27 0.38 (1.84) 0.65 Diluted Adjusted Earnings (Loss) per Share (1) (2) (1.41) 0.65 0.70 0.67 0.65 0.79 (0.72) 1.45 Net Loss Ratio 105.9% 47.0% 48.0% 45.9% 48.0% 50.4% 75.5% 49.3% Expense Ratio 53.3% 53.1% 52.0% 53.5% 51.5% 45.4% 53.2% 48.2% Combined Ratio 159.2% 100.1% 100.0% 99.4% 99.5% 95.8% 128.7% 97.5% Book Value Per Share (BVPS) $12.83 $13.02 $16.64 $16.97 $17.23 $17.65 $13.02 $17.65 Tangible Book Value Per Share (TBVPS) (2) $10.31 $10.61 $14.37 $14.76 $15.09 $15.56 $10.61 $15.56 (1) Attributable to Hippo (2) Indicates non-GAAP financial measure; see “Reconciliation of Non GAAP Financial Measures to Their Most Directly Comparable GAAP Financial Measures"

2nd Quarter 2026 Financial Results 24 Reconciliation of Non-GAAP Metrics (in millions, except share and per share data, unaudited) Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 YTD Q2'25 YTD Q2'26 Net income (loss) attributable to Hippo $ (47.7) $ 1.3 $ 98.1 $ 6.0 $ 7.1 $ 10.1 $ (46.4) $ 17.2 Adjustments Depreciation and amortization 5.6 5.3 4.7 4.8 4.8 4.8 10.9 9.6 Stock-based compensation 7.7 7.9 7.0 6.7 6.5 6.6 15.6 13.1 Fair value adjustments (0.5) 0.3 — (0.4) — — (0.2) — Other one-off transactions (0.2) 1.0 (0.3) 0.5 (1.2) (0.6) 0.8 (1.8) Impairment and restructuring — 1.2 3.8 — — — 1.2 — Realized losses on investments — — — — — 0.1 — 0.1 Gain on sale of a business — — (95.0) — — — — — Tax impact of adjustments — — — — — — — — Adjusted net income (loss) $ (35.1) $ 17.0 $ 18.3 $ 17.6 $ 17.2 $ 21.0 $ (18.1) $ 38.2 Diluted Adjusted Earnings (Loss) Per Share Adjusted net income (loss) $ (35.1) $ 17.0 $ 18.3 $ 17.6 $ 17.2 $ 21.0 $ (18.1) $ 38.2 Weighted-average common shares outstanding, diluted 24,978,901 26,023,780 26,025,069 26,245,980 26,354,271 26,552,111 25,168,442 26,431,819 Diluted Adjusted Earnings (loss) $ (1.41) $ 0.65 $ 0.70 $ 0.67 $ 0.65 $ 0.79 $ (0.72) $ 1.45 Adjusted Net Income (Loss)

2nd Quarter 2026 Financial Results 25 Reconciliation of Non-GAAP Metrics (in millions, except share and per share data, unaudited) Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 YTD Q2'25 YTD Q2'26 Annualized Adjusted net income (loss) $ (140.4) $ 68.0 $ 73.2 $ 70.4 $ 68.8 $ 84.0 $ (36.2) $ 76.4 Average Hippo Stockholders' Equity 342.5 327.7 377.0 428.8 442.4 457.2 347.3 450.9 Annualized Adjusted Return on Equity (41.0%) 20.8% 19.4% 16.4% 15.6% 18.4% (10.4%) 16.9% Tangible Book Value Per Share Hippo Stockholders' Equity $ 322.8 $ 332.5 $ 421.5 $ 436.1 $ 448.7 $ 465.6 $ 332.5 $ 465.6 Less: Intangible assets 16.1 14.3 14.0 13.8 13.6 13.4 14.3 13.4 Less: Capitalized internal use software 47.4 47.2 43.3 43.0 42.3 41.6 47.2 41.6 Tangible stockholders’ equity $ 259.3 $ 271.0 $ 364.2 $ 379.3 $ 392.8 $ 410.6 $ 271.0 $ 410.6 Shares outstanding 25,157,214 25,543,053 25,337,366 25,699,704 26,035,917 26,384,898 25,543,053 26,384,898 Tangible book value per share $ 10.31 $ 10.61 $ 14.37 $ 14.76 $ 15.09 $ 15.56 $ 10.61 $ 15.56 Annualized Adjusted Return on Equity

2nd Quarter 2026 Financial Results 26 Underwriting (in millions, unaudited) Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 YTD Q2'25 YTD Q2'26 Net Earned Premium $87.3 $94.0 $99.7 $99.1 $98.9 $118.7 $181.3 $217.6 Catastrophe losses 53.4 8.0 (0.3) (1.0) 4.3 8.0 62.0 12.3 Non-catastrophe losses 39.0 36.5 47.8 46.5 43.2 51.8 74.9 95.0 Loss and loss adjustment expenses $92.4 $44.5 $47.5 $45.5 $47.5 $59.8 $136.9 $107.3 Catastrophe losses 61.2% 8.0% 0.0% (1.0%) 4.3% 6.7% 34.2% 5.7% Non-catastrophe losses 44.7% 39.0% 48.0% 46.9% 43.7% 43.7% 41.3% 43.6% Net loss ratio 105.9% 47.0% 48.0% 45.9% 48.0% 50.4% 75.5% 49.3% Insurance related expenses $30.2 $32.8 $32.9 $35.4 $34.9 $38.7 $63.0 $73.6 Technology and development 8.1 8.1 8.0 8.3 9.4 10.1 16.2 19.5 Sales and marketing 8.9 9.2 8.0 7.3 6.3 6.3 18.1 12.6 General administrative 16.5 17.4 16.5 16.7 16.2 18.2 33.9 34.4 Less: commission income, net and service and fee income (17.2) (17.6) (13.6) (14.7) (15.9) (19.4) (34.8) (35.3) Total net expenses $46.5 $49.9 $51.8 $53.0 $50.9 $53.9 $96.4 $104.8 Expense Ratio 53.3% 53.1% 52.0% 53.5% 51.5% 45.4% 53.2% 48.2% Combined Ratio 159.2% 100.1% 100.0% 99.4% 99.5% 95.8% 128.7% 97.5% Prior accident year developments Loss and loss adjustment expenses (3.1) (7.0) (0.5) 1.1 (2.5) (2.5) (9.9) (5.0) Net loss ratio (3.6%) (7.4%) (0.5%) 1.0% (2.6%) (2.1%) (5.5%) (2.3%) Net accident year loss ratio 109.5% 54.4% 48.5% 44.9% 50.6% 52.5% 81.0% 51.6% Net accident year loss ratio x catastrophe 48.3% 46.4% 48.5% 45.9% 46.3% 45.8% 46.8% 45.9% Net Loss, Expense, And Combined Ratio

2nd Quarter 2026 Financial Results 27 Underwriting (in millions, unaudited) Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 YTD Q2'25 YTD Q2'26 Gross Losses and LAE $211.8 $87.8 $100.6 $134.8 $147.2 $191.7 $299.5 $338.9 Gross Earned Premium 222.8 238.5 253.0 272.6 297.3 356.1 461.3 653.3 Gross Loss Ratio 95.1% 36.8% 39.8% 49.4% 49.5% 53.8% 64.9% 51.9% Net Losses and LAE $92.4 $44.5 $47.5 $45.5 $47.5 $59.8 $136.9 $107.3 Net Earned Premium 87.3 94.0 99.7 99.1 98.9 118.7 181.3 217.6 Net Loss Ratio 105.9% 47.0% 48.0% 45.9% 48.0% 50.4% 75.5% 49.3% Gross & Net Loss Ratio

2nd Quarter 2026 Financial Results 28 Q1’25 Q2’25 Q3’25 Q4’25 Q1'26 Q2'26 YTD Q2'25 YTD Q2'26 Gross Written Premium Homeowners $87.1 $100.0 $101.0 $91.0 $87.3 $106.7 $187.1 $194.0 Renters 35.0 44.2 59.3 36.4 40.8 49.6 79.2 90.4 Commercial Multi-Peril 50.7 83.3 66.0 64.9 95.8 137.6 134.0 233.4 Casualty 34.3 64.9 76.3 88.4 100.6 179.5 99.2 280.1 Other 3.8 6.2 8.6 7.2 7.9 8.8 10.0 16.7 Total $210.9 $298.6 $311.2 $287.9 $332.4 $482.2 $509.5 $814.6 Net Written Premium Homeowners $52.7 $63.0 $75.7 $63.5 $60.8 $76.1 $115.7 $136.9 Renters 37.2 19.5 26.4 18.0 10.8 19.4 56.7 30.2 Commercial Multi-Peril 12.5 26.0 13.6 14.1 17.6 50.7 38.5 68.3 Casualty 1.1 1.5 3.7 2.3 12.9 35.0 2.6 47.9 Other (3.2) (3.1) (1.5) (0.7) (0.7) 2.0 (6.3) 1.3 Total $100.3 $106.9 $117.9 $97.2 $101.4 $183.2 $207.2 $284.6 Net Earned Premium Homeowners $61.6 $62.3 $63.9 $63.4 $62.7 $65.6 $123.9 $128.3 Renters 16.6 18.7 18.7 18.4 17.0 18.0 35.3 35.0 Commercial Multi-Peril 6.6 11.9 13.8 15.5 15.9 23.8 18.5 39.7 Casualty 0.5 0.8 3.2 1.6 3.2 10.7 1.3 13.9 Other 2.0 0.3 0.1 0.2 0.1 0.6 2.3 0.7 Total $87.3 $94.0 $99.7 $99.1 $98.9 $118.7 $181.3 $217.6 Premium by Line of Business Underwriting (in millions, unaudited)

Contact Information Charles Sebaski Head of Investor Relations IR@hippo.com

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal001.jpg · Sequence: 7

Binary file (173430 bytes)

Download q226earningsreleasefinal001.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal002.jpg · Sequence: 8

Binary file (193702 bytes)

Download q226earningsreleasefinal002.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal003.jpg · Sequence: 9

Binary file (164336 bytes)

Download q226earningsreleasefinal003.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal004.jpg · Sequence: 10

Binary file (175697 bytes)

Download q226earningsreleasefinal004.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal005.jpg · Sequence: 11

Binary file (143597 bytes)

Download q226earningsreleasefinal005.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal006.jpg · Sequence: 12

Binary file (152538 bytes)

Download q226earningsreleasefinal006.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal007.jpg · Sequence: 13

Binary file (120412 bytes)

Download q226earningsreleasefinal007.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal008.jpg · Sequence: 14

Binary file (134797 bytes)

Download q226earningsreleasefinal008.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal009.jpg · Sequence: 15

Binary file (166088 bytes)

Download q226earningsreleasefinal009.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal010.jpg · Sequence: 16

Binary file (141473 bytes)

Download q226earningsreleasefinal010.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal011.jpg · Sequence: 17

Binary file (109563 bytes)

Download q226earningsreleasefinal011.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal012.jpg · Sequence: 18

Binary file (107495 bytes)

Download q226earningsreleasefinal012.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal013.jpg · Sequence: 19

Binary file (257425 bytes)

Download q226earningsreleasefinal013.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal014.jpg · Sequence: 20

Binary file (257211 bytes)

Download q226earningsreleasefinal014.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal015.jpg · Sequence: 21

Binary file (188060 bytes)

Download q226earningsreleasefinal015.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal016.jpg · Sequence: 22

Binary file (212088 bytes)

Download q226earningsreleasefinal016.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal017.jpg · Sequence: 23

Binary file (209993 bytes)

Download q226earningsreleasefinal017.jpg

GRAPHIC

GRAPHIC

Filename: q226earningsreleasefinal018.jpg · Sequence: 24

Binary file (23582 bytes)

Download q226earningsreleasefinal018.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd001.jpg · Sequence: 25

Binary file (61088 bytes)

Download q226quarterlyinvestorupd001.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd002.jpg · Sequence: 26

Binary file (274505 bytes)

Download q226quarterlyinvestorupd002.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd003.jpg · Sequence: 27

Binary file (114810 bytes)

Download q226quarterlyinvestorupd003.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd004.jpg · Sequence: 28

Binary file (78700 bytes)

Download q226quarterlyinvestorupd004.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd005.jpg · Sequence: 29

Binary file (82348 bytes)

Download q226quarterlyinvestorupd005.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd006.jpg · Sequence: 30

Binary file (83051 bytes)

Download q226quarterlyinvestorupd006.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd007.jpg · Sequence: 31

Binary file (84528 bytes)

Download q226quarterlyinvestorupd007.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd008.jpg · Sequence: 32

Binary file (91081 bytes)

Download q226quarterlyinvestorupd008.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd009.jpg · Sequence: 33

Binary file (106951 bytes)

Download q226quarterlyinvestorupd009.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd010.jpg · Sequence: 34

Binary file (91241 bytes)

Download q226quarterlyinvestorupd010.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd011.jpg · Sequence: 35

Binary file (93012 bytes)

Download q226quarterlyinvestorupd011.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd012.jpg · Sequence: 36

Binary file (115214 bytes)

Download q226quarterlyinvestorupd012.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd013.jpg · Sequence: 37

Binary file (103216 bytes)

Download q226quarterlyinvestorupd013.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd014.jpg · Sequence: 38

Binary file (100671 bytes)

Download q226quarterlyinvestorupd014.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd015.jpg · Sequence: 39

Binary file (81788 bytes)

Download q226quarterlyinvestorupd015.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd016.jpg · Sequence: 40

Binary file (87047 bytes)

Download q226quarterlyinvestorupd016.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd017.jpg · Sequence: 41

Binary file (62754 bytes)

Download q226quarterlyinvestorupd017.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd018.jpg · Sequence: 42

Binary file (64472 bytes)

Download q226quarterlyinvestorupd018.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd019.jpg · Sequence: 43

Binary file (95007 bytes)

Download q226quarterlyinvestorupd019.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd020.jpg · Sequence: 44

Binary file (27723 bytes)

Download q226quarterlyinvestorupd020.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd021.jpg · Sequence: 45

Binary file (32347 bytes)

Download q226quarterlyinvestorupd021.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd022.jpg · Sequence: 46

Binary file (173594 bytes)

Download q226quarterlyinvestorupd022.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd023.jpg · Sequence: 47

Binary file (128035 bytes)

Download q226quarterlyinvestorupd023.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd024.jpg · Sequence: 48

Binary file (122458 bytes)

Download q226quarterlyinvestorupd024.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd025.jpg · Sequence: 49

Binary file (115398 bytes)

Download q226quarterlyinvestorupd025.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd026.jpg · Sequence: 50

Binary file (146124 bytes)

Download q226quarterlyinvestorupd026.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd027.jpg · Sequence: 51

Binary file (69902 bytes)

Download q226quarterlyinvestorupd027.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd028.jpg · Sequence: 52

Binary file (124334 bytes)

Download q226quarterlyinvestorupd028.jpg

GRAPHIC

GRAPHIC

Filename: q226quarterlyinvestorupd029.jpg · Sequence: 53

Binary file (50356 bytes)

Download q226quarterlyinvestorupd029.jpg

XML — IDEA: XBRL DOCUMENT

XML

Filename: R1.htm · Sequence: 55

v3.26.1

Cover

Jul. 30, 2026

Cover [Abstract]

Document Type

8-K

Document Period End Date

Jul. 30, 2026

Entity Registrant Name

Hippo Holdings Inc.

Entity Incorporation, Date of Incorporation

DE

Entity File Number

001-39711

Entity Tax Identification Number

32-0662604

Entity Address, Address Line One

One Almaden Blvd., Suite 400

Entity Address, City or Town

San Jose

Entity Address, State or Province

CA

Entity Address, Postal Zip Code

95113

City Area Code

650

Local Phone Number

294-8463

Written Communications

false

Soliciting Material

false

Pre-commencement Tender Offer

false

Pre-commencement Issuer Tender Offer

false

Title of 12(b) Security

Common stock, $0.0001 par value per share

Trading Symbol

HIPO

Security Exchange Name

NYSE

Entity Emerging Growth Company

false

Entity Central Index Key

0001828105

Amendment Flag

false

X

- Definition

Boolean flag that is true when the XBRL content amends previously-filed or accepted submission.

+ References

No definition available.

+ Details

Name:

dei_AmendmentFlag

Namespace Prefix:

dei_

Data Type:

xbrli:booleanItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Area code of city

+ References

No definition available.

+ Details

Name:

dei_CityAreaCode

Namespace Prefix:

dei_

Data Type:

xbrli:normalizedStringItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Cover page.

+ References

No definition available.

+ Details

Name:

dei_CoverAbstract

Namespace Prefix:

dei_

Data Type:

xbrli:stringItemType

Balance Type:

na

Period Type:

duration

X

- Definition

For the EDGAR submission types of Form 8-K: the date of the report, the date of the earliest event reported; for the EDGAR submission types of Form N-1A: the filing date; for all other submission types: the end of the reporting or transition period. The format of the date is YYYY-MM-DD.

+ References

No definition available.

+ Details

Name:

dei_DocumentPeriodEndDate

Namespace Prefix:

dei_

Data Type:

xbrli:dateItemType

Balance Type:

na

Period Type:

duration

X

- Definition

The type of document being provided (such as 10-K, 10-Q, 485BPOS, etc). The document type is limited to the same value as the supporting SEC submission type, or the word 'Other'.

+ References

No definition available.

+ Details

Name:

dei_DocumentType

Namespace Prefix:

dei_

Data Type:

dei:submissionTypeItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Address Line 1 such as Attn, Building Name, Street Name

+ References

No definition available.

+ Details

Name:

dei_EntityAddressAddressLine1

Namespace Prefix:

dei_

Data Type:

xbrli:normalizedStringItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Name of the City or Town

+ References

No definition available.

+ Details

Name:

dei_EntityAddressCityOrTown

Namespace Prefix:

dei_

Data Type:

xbrli:normalizedStringItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Code for the postal or zip code

+ References

No definition available.

+ Details

Name:

dei_EntityAddressPostalZipCode

Namespace Prefix:

dei_

Data Type:

xbrli:normalizedStringItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Name of the state or province.

+ References

No definition available.

+ Details

Name:

dei_EntityAddressStateOrProvince

Namespace Prefix:

dei_

Data Type:

dei:stateOrProvinceItemType

Balance Type:

na

Period Type:

duration

X

- Definition

A unique 10-digit SEC-issued value to identify entities that have filed disclosures with the SEC. It is commonly abbreviated as CIK.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 12

-Subsection b-2

+ Details

Name:

dei_EntityCentralIndexKey

Namespace Prefix:

dei_

Data Type:

dei:centralIndexKeyItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Indicate if registrant meets the emerging growth company criteria.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 12

-Subsection b-2

+ Details

Name:

dei_EntityEmergingGrowthCompany

Namespace Prefix:

dei_

Data Type:

xbrli:booleanItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Commission file number. The field allows up to 17 characters. The prefix may contain 1-3 digits, the sequence number may contain 1-8 digits, the optional suffix may contain 1-4 characters, and the fields are separated with a hyphen.

+ References

No definition available.

+ Details

Name:

dei_EntityFileNumber

Namespace Prefix:

dei_

Data Type:

dei:fileNumberItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Two-character EDGAR code representing the state or country of incorporation.

+ References

No definition available.

+ Details

Name:

dei_EntityIncorporationStateCountryCode

Namespace Prefix:

dei_

Data Type:

dei:edgarStateCountryItemType

Balance Type:

na

Period Type:

duration

X

- Definition

The exact name of the entity filing the report as specified in its charter, which is required by forms filed with the SEC.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 12

-Subsection b-2

+ Details

Name:

dei_EntityRegistrantName

Namespace Prefix:

dei_

Data Type:

xbrli:normalizedStringItemType

Balance Type:

na

Period Type:

duration

X

- Definition

The Tax Identification Number (TIN), also known as an Employer Identification Number (EIN), is a unique 9-digit value assigned by the IRS.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 12

-Subsection b-2

+ Details

Name:

dei_EntityTaxIdentificationNumber

Namespace Prefix:

dei_

Data Type:

dei:employerIdItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Local phone number for entity.

+ References

No definition available.

+ Details

Name:

dei_LocalPhoneNumber

Namespace Prefix:

dei_

Data Type:

xbrli:normalizedStringItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Boolean flag that is true when the Form 8-K filing is intended to satisfy the filing obligation of the registrant as pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 13e

-Subsection 4c

+ Details

Name:

dei_PreCommencementIssuerTenderOffer

Namespace Prefix:

dei_

Data Type:

xbrli:booleanItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Boolean flag that is true when the Form 8-K filing is intended to satisfy the filing obligation of the registrant as pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 14d

-Subsection 2b

+ Details

Name:

dei_PreCommencementTenderOffer

Namespace Prefix:

dei_

Data Type:

xbrli:booleanItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Title of a 12(b) registered security.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 12

-Subsection b

+ Details

Name:

dei_Security12bTitle

Namespace Prefix:

dei_

Data Type:

dei:securityTitleItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Name of the Exchange on which a security is registered.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 12

-Subsection d1-1

+ Details

Name:

dei_SecurityExchangeName

Namespace Prefix:

dei_

Data Type:

dei:edgarExchangeCodeItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Boolean flag that is true when the Form 8-K filing is intended to satisfy the filing obligation of the registrant as soliciting material pursuant to Rule 14a-12 under the Exchange Act.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Exchange Act

-Number 240

-Section 14a

-Subsection 12

+ Details

Name:

dei_SolicitingMaterial

Namespace Prefix:

dei_

Data Type:

xbrli:booleanItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Trading symbol of an instrument as listed on an exchange.

+ References

No definition available.

+ Details

Name:

dei_TradingSymbol

Namespace Prefix:

dei_

Data Type:

dei:tradingSymbolItemType

Balance Type:

na

Period Type:

duration

X

- Definition

Boolean flag that is true when the Form 8-K filing is intended to satisfy the filing obligation of the registrant as written communications pursuant to Rule 425 under the Securities Act.

+ References

Reference 1: http://www.xbrl.org/2003/role/presentationRef

-Publisher SEC

-Name Securities Act

-Number 230

-Section 425

+ Details

Name:

dei_WrittenCommunications

Namespace Prefix:

dei_

Data Type:

xbrli:booleanItemType

Balance Type:

na

Period Type:

duration