8-K - HIPO - Equibles

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

Form 8-K

CURRENT REPORT

PURSUANT TO SECTION 13 OR 15(D)

OF THE SECURITIES EXCHANGE ACT OF 1934

Date of Report (Date of earliest event reported): September 6, 2022

Hippo Holdings Inc.

(Exact Name of Registrant as Specified in Its Charter)

Delaware	001-39711	32-0662604
(State or other jurisdiction of<br> <br>incorporation or organization)	(Commission<br> <br>File Number)	(I.R.S. Employer<br> <br>Identification Number)

150 Forest Avenue

Palo Alto, California 94301

(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
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☐	Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act
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☐	Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act
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Securities registered pursuant to Section 12(b) of the Act:

Title of each class	Trading<br> <br>Symbol(s)	Name of each exchange<br> <br>on which registered
Common stock, $0.0001 par value per share	HIPO	New York Stock Exchange
Warrants to purchase common stock	HIPO.WS	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. ☐

Item 7.01	Regulation FD Disclosure.

On September 1, 2022, Hippo Holdings Inc. (the “Company”) issued a press release announcing its Investor Day to be held on September 6, 2022. A copy of that press release as well as the Investor Day presentation are attached hereto as Exhibits 99.1 and 99.2. A link to the live webcast of Investor Day, along with the Investor Day presentation, will be available on the day of the event on Hippo’s Investor Relations website, https://investors.hippo.com/overview/default.aspx.

The information in this Current Report on Form 8-K, including the information set forth in Exhibits 99.1 and Exhibit 99.2 attached hereto, shall not be deemed “filed” for purposes of Section 18 of the Securities Act of 1934, as amended, or subject to the liability of that section or Sections 11 and 12(a) (2) of the Securities Act of 1933, as amended. In addition, this information shall not be deemed incorporated by reference in any filing of the Company with the Securities and Exchange Commission, except as expressly set forth by specific reference in any such filing.

Item 9.01	Financial Statements and Exhibits.

(d) Exhibits:

Exhibit<br>Number	Description
99.1	Press Release dated September 1, 2022
99.2	Investor Day Presentation dated September 6, 2022
104	Cover Page Interactive Data file (embedded within the Inline XBRL document)

SIGNATURE

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.

	Hippo Holdings Inc.
Date: September 6, 2022	By:	/s/ Stewart Ellis
	Name:	Stewart Ellis
	Title:	Chief Financial Officer

EX-99.1

Exhibit 99.1

Hippo To Hold Investor Day Next Tuesday, September 6^th^

Live webcast of the presentation will be available on Hippo’s Investor Relations website

Palo Alto, Calif, September 1, 2022 (BUSINESS WIRE) — Hippo Holdings Inc. (NYSE: HIPO), the home insurance group focused on proactive home protection, will hold an in-person Investor Day at the New York Stock Exchange next Tuesday September 6, 2022, at 9am EST. President and CEO Rick McCathron, CFO Stewart Ellis, and company leaders will demonstrate how Hippo’s technological platform delivers a better customer experience, clear competitive advantages and a superior business model.

Please note that in-person attendance is by invitation only and advanced registration is required. If you are interested in attending or have questions to submit, contact Hippo’s Vice President of Investor Relations, Cliff Gallant, at investors@hippo.com.

A live webcast of the investor day presentations, along with supporting materials, will be available on the day of the event on Hippo’s Investor Relations website, https://investors.hippo.com/overview/default.aspx. A replay of the webcast and associated presentation materials will be available under the ‘Events’ section of the website shortly after the conclusion of the event.

About Hippo

Hippo is protecting the joy of homeownership, helping to safeguard customers’ most important financial asset by harnessing the power of real-time data, smart home technology, and a growing suite of home services to deliver proactive home protection.

Hippo Holdings Inc.’s (NYSE: HIPO) operating subsidiaries include Hippo Insurance Services, Hippo Home Care, First Connect Insurance Services, Spinnaker Insurance Company, Spinnaker Specialty Insurance Company, and Mainsail 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, including licensing details, visit http://www.hippo.com.

Investors:

Cliff Gallant, VP of Investor Relations

investors@hippo.com

Press:

Mark Olson

press@hippo.com

Source: Hippo

Forward-looking statement safe harbor

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. Forward-looking statements generally are accompanied by words such as “believe,” “may,” “will,” “estimate,” “continue,” “anticipate,” “intend,” “expect,” “should,” “would,” “plan,” “predict,” “potential,” “seem,” “seek,” “future,” “outlook,” and similar expressions that predict or indicate future events or trends or that are not statements of historical matters. These forward-looking statements include, but are not limited to, statements regarding estimates and forecasts of financial results and other operating and performance metrics, our business strategy, the quality of our products and services, and the potential growth of our business. These statements are based on the current expectations of Hippo’s management and are not predictions of actual performance. 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. These forward-looking statements are subject to a number of risks and uncertainties, including our ability to achieve or maintain profitability in the future; our ability to retain and expand our customer base and grow our business, including our builder network; our ability to manage growth effectively; risks relating to Hippo’s brand and brand reputation; denial of claims or our failure to accurately and timely pay claims; the effects of intense competition in the segments of the insurance industry in which we operate; the availability and adequacy of reinsurance, including at current coverage, limits or pricing; 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; risks related to our proprietary technology and our digital platform; outages or interruptions or delays in services provided by our third party providers, including our data vendor; risks related to our intellectual property; the seasonal and cyclical nature of our business; the effects of severe weather events and other natural or man-made catastrophes, including the effects of climate change, global pandemics, and terrorism; continued disruptions from the COVID-19 pandemic; any overall decline in economic activity; 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, data privacy and cybersecurity, and the insurance industry generally. 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 to differ from those contained in the forward-looking statements. In addition, forward-looking statements reflect Hippo’s expectations, plans, or forecasts of future events and views as of the date of this press release. Hippo anticipates that subsequent events and developments will cause Hippo’s assessments to change. However, while Hippo may elect to update these forward-looking statements at some point in the future, Hippo specifically disclaims any obligation to do so. These forward-looking statements should not be relied upon as representing Hippo’s assessments of any date subsequent to the date of this press release. Accordingly, undue reliance should not be placed upon the forward-looking statements.

EX-99.2

Exhibit 99.2 INVESTOR DAY 1

Disclaimer Certain statements included in this Presentation that are not historical facts are forward-looking statements for purposes of the safe harbor provisions under the United States Private Securities Litigation Reform Act of 1995. Forward-looking statements generally are accompanied by words such as “believe,” “may,” “will,” “estimate,” “continue,” “anticipate,” “intend,” “expect,” “should,” “would,” “plan,” “predict,” “potential,” “seem,” “seek,” “future,” “outlook,” and similar expressions that predict or indicate future events or trends or that are not statements of historical matters. These forward-looking statements include, but are not limited to, statements regarding estimates and forecasts of financial results and other operating and performance metrics, our business strategy, the quality of our products and services, and the potential growth of our business. These statements are based on various assumptions, whether or not identified in this Presentation, and on the current expectations of Hippo Management and are not predictions of actual performance. These forward-looking statements are provided for illustrative purposes only and are not intended to serve as and must not be relied on by an investor as a guarantee, an assurance, a prediction, or a definitive statement of fact or probability. Actual events and circumstances are difficult or impossible to predict and will differ from assumptions. These forward-looking statements are subject to a number of risks and uncertainties, including changes in domestic and foreign business, market, financial, political, and legal conditions; natural or man-made catastrophes such as hurricanes, typhoons, earthquakes, floods, climate change (including effects on weather patterns; greenhouse gases; sea, land and air temperatures; sea levels; and rain and snow), nuclear accidents, pandemics (including COVID-19), or terrorism; continued impact of COVID-19 and related risks; ability to collect reinsurance recoverable, credit developments of reinsurers, and any delays with respect thereto and changes in the cost, quality, or availability of reinsurance; effects of data privacy or cyber laws or regulation; actual amount of new and renewal business, market acceptance of products, and risks associated with the introduction of new products and services and entering new markets; ability to increase use of data analytics and technology as part of business strategy; ability to attract, retain, and expand customer base; ability to compete effectively in the industry; effects of seasonal trends on results of operations; risks relating to the uncertainty of the projected financial information with respect to Hippo; risks related to the performance of Hippo’s business and the timing of expected business or revenue milestones; the effects of competition on Hippo’s business; and others risks as set forth in Hippo’s forms 10K and 10Q. 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 presently knows, or that Hippo currently believes are immaterial, that could also cause actual results to differ from those contained in the forward-looking statements. In addition, forward-looking statements reflect Hippo’s expectations, plans, or forecasts of future events and views as of the date of this Presentation. Hippo anticipate that subsequent events and developments will cause Hippo’s assessments to change. However, while Hippo may elect to update these forward-looking statements at some point in the future, Hippo specifically disclaims any obligation to do so. These forward-looking statements should not be relied upon as representing Hippo’s assessments of any date subsequent to the date of this Presentation. Accordingly, undue reliance should not be placed upon the forward-looking statements. The data contained herein is derived from various internal and external sources. No representation is made as to the reasonableness of the assumptions made within or the accuracy or completeness of any projections or modeling or any other information contained herein. Any data on past performance or modeling contained herein is not an indication as to future performance. Hippo assumes no obligation to update the information in this presentation. This Presentation includes the non-GAAP financial measure (including on a forward-looking basis) Adjusted EBITDA. Hippo defines Adjusted EBITDA, a non-GAAP financial measure, as net loss attributable to Hippo excluding interest expense, income tax expense, depreciation, amortization, stock-based compensation, net investment income, other non-cash fair market value adjustments, and contingent consideration for one of our acquisition and other transactions that we consider to be unique in nature. Hippo excludes these items from Adjusted EBITDA because it does not consider them to be directly attributable to its underlying operating performance. These non- GAAP measures are 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. Reconciliations of non-GAAP measures to their most directly comparable GAAP counterparts are included in our second quarter 2022 Shareholder Letter, which can be found on our website, Hippo.com. 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; 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. Due to the high variability and difficulty in making accurate forecasts and projections of some of the information excluded from these projected measures, together with some of the excluded information not being ascertainable or accessible, Hippo is unable to quantify certain amounts that would be required to be included in the most directly comparable GAAP financial measures without unreasonable effort. Consequently, no disclosure of estimated comparable GAAP measures is included and no reconciliation of the forward-looking non-GAAP financial measures is included. This Presentation also includes key operating and financial metrics including Total Generated Premium (“TGP”), gross loss ratio, and net loss ratio. We define TGP as the aggregate written premium placed across all our business platforms for the period presented. We measure TGP as it reflects the volume of our business irrespective of choices related to how we structure our reinsurance treaties, the amount of risk we retain on our own balance sheet, or the amount of business written in our capacity as an MGA, agency, or as an insurance carrier/reinsurer. We define Total Generated Premium in Force as the aggregate annualized premium for all the policies in force as of the period end date. We use Gross Loss Ratio as a defined term expressed as a percentage, as the ratio of the gross losses and loss adjustment expenses (including Hippo and non-Hippo retained insurance risk), to the gross earned premium. We define net loss ratio expressed as a percentage, as the ratio of the net losses and loss adjustment expenses, to the net earned premium. 2

Today’s Speakers RICHARD MCCATHRON STEWART ELLIS ASSAF WAND President & CEO Chief Financial Officer Executive Chairman LUKASZ STROZEK CHRIS DONAHUE YUVAL HARRY DANIEL BLANARU Chief Technology Officer Chief Underwriting Officer Chief Revenue Officer Chief Growth Officer 3

Hippo’s Value Proposition Hippo is redefining an old, Our next-generation technology fragmented industry to address a platform gives us competitive 1 2 substantial pain point for and operational advantages homeowners whose needs are while providing our customers not currently met by insurers with a superior experience Combining proactive home We are executing on our protection with insurance strategy and have a clear line of 3 4 results in a superior business sight to future success model 4

1 Hippo is redefining an old, fragmented industry to address a substantial pain point for homeowners whose needs are not currently met by insurers 5

87% of homeowners experience anxiety and dread about what could go 1 wrong next 75% of homeowners have regrets about their 2 purchase 6 1. Source: Hippo quantitative survey conducted 4/6-4/28/2021 among 3,788 current and prospective customers 2. Source: Zillow, 75% of recent home buyers have regrets about their new home, https://zillow.mediaroom.com/2022-02-08-75-of-recent-home-buyers-have-regrets-about-their-new-home

The Hippo Difference VS Proactive Reactive Ongoing Underwriting One-time Underwriting Proactive partnership with homeowners Financial compensation after to reduce the likelihood of losses losses incurred 7

Customers understand a proactive approach 8

“AN INSURANCE COMPANY THAT WOULD HELP ME ACTUALLY STAY ON TOP OF MAINTENANCE AND HOME PROTECTION WOULD BE SO MUCH OF A RELIEF. - Megan R 9

100+ MILLION HOUSEHOLDS SPEND $750 BILLION PER YEAR ON HOME SERVICES AND INSURANCE THERE’S NO DOMINANT PLAYER 10

Our Target Generation B(ETTER) These homeowners are and . They proactively maintain their homes, and they welcome a more modern insurance brand. They are to protect their homes and to relieve some of the anxiety related to the uncertainty of homeownership. Especially for them, and aspiring to become better homeowners. 11

2 Our next-generation technology platform gives us competitive and operational advantages while providing our customers with a superior experience 14

Benefits of a Tech-Forward Approach Benefits for our Customers Benefits for Hippo Superior Omnichannel Higher Customer Experience Distribution Operational Velocity • Differentiated consumer • Meeting the customers • Ability to adapt to rapid positioning where they want to purchase market conditions • Easier purchase experience• Embedded distribution • Superior tools options • Higher customer satisfaction• Differentiated services for • Broad geographic coverage homeowners 15

Benefits – A Deeper Dive Superior Omnichannel Higher Customer Experience Distribution Operational Velocity • Quote in 60 seconds• Multi-channel including native • ML-driven lead prioritization & mobile segmentation • Dynamic Home Health Score • Rapid partner integration• Continuous Rate Calibration & • Smart Home integrations Underwriting • Advanced agent quoting • Integrated Customer & Policy Management 16

How We Achieve These Benefits Superior Omnichannel Higher Customer Experience Distribution Operational Velocity Home Intelligence Platform Internet-scale Cloud platform Dynamic & Adaptive UX Modular structure allowing for rapid extensions 17

How We Achieve These Benefits Superior Omnichannel Higher Customer Experience Distribution Operational Velocity Home Intelligence Platform Proprietary Modern Tech Stack Agile DNA Data Ecosystem • 1st Party data sources• API-first mindset • Augmented 3rd Party data• Rapid experimentation • ML models• Learning from failure 18

Our Capabilities are Unique in the Industry Hippo Legacy Players VS Verifiable, proprietary data ecosystem Customer-supplied, generic data Modern, cloud native, tech stack Legacy tech stacks Agility in our DNA Outdated development process 19

WE BELIEVE IN SOMETHING BETTER A modern home protection experience, built with our platform Instant Purchase Real-Time, Seamless Updates Proactive Management via IoT device integrations and 3rd Pre-Filled Applications Party Data Sources: Virtual Home Concierge Real-Time Quotes in Any Channel New Security System? New Pool? New Security System? New Pool? Home Health-score driven actions Instantly Active Policies New data source available? New data source available? Suggest Maintenance Suggest Maintenance Book a Pro Book a Pro 20

Behind a simple experience is advanced, modular technology… Smart Home Pre-fill Insurance Online Document Technology Catalog Bind Storage Rating Home Engine Care Rebuild Cost Estimator Data Sources Compliant ML Models Payments Proprietary Data 21

…which accelerates new verticals and partners Smart Home Pre-fill Insurance Online Document Technology Catalog Bind Storage Rating Home Engine Care Rebuild Cost Estimator Data Sources Compliant ML Models Payments Proprietary Data 22

We explore novel data sources… EXAMPLE Proof-of-concept Geo- Mapping to explore future possibilities 23

…and can analyze massive data sets for unique insights EXAMPLE Proof-of-concept Claims Text Classification made possible with our NLP capabilities 24

Our platform drives process efficiency EXAMPLE 85 process automations in Q4 2021. • Automated quote generation for carriers with no integration capabilities • Elimination of manual policy rewrites $12M saved 150,000 • Customer data segmentation automation for email campaigns Hours Saved* • Automated previous claim search In Wages and Risk Reduction * Annual run rate Eliminated 24-hour wait on roof Automation also leads to claims data with instant data access improved customer experience while customer was on the phone 25

Delivering high scale, high throughput tech for our customers Pushing 1,400 Code Continuous development / 2,000,000 external API Commits per week – integration – building our software calls per week over 20 per engineer 50+ times per day >20,000,000 internal calls Uptime at >99.99% Scaled our cloud infrastructure Our DB is handling Millions of to serve millions of queued queries and 4,000 parallel across all external endpoints messages per day connections, proved to handle Proved to handle 100x that at least 5x that No manual intervention 26

Benefits of a Tech-Forward Approach Superior Omnichannel Higher Customer Experience Distribution Operational Velocity • Differentiated consumer• Meeting the customers • Ability to adapt to rapid positioning where they want to purchase market conditions • Easier purchase experience• Embedded distribution• Superior tools options • Higher customer satisfaction• Differentiated services for • Broad geographic coverage homeowners Case Study 27

El Elite I ite Insur nsurance ance Team Team TORBEN OSTERGAARD MICHEL STIENSTRA GRACE HANSON RICH PRIMERANO CEO Spinnaker Chief Risk Officer Chief Actuary Chief Claims Officer TRACY BOWDEN LORI DICKERSON FOUCHÉ JAY NICHOLS SANDRA WIJNBERG General Counsel Board Member Board Member Board Member 28

Underwriting Significant Gross Loss Ratio Improvement 1 Gross Loss Ratio Flexible Tech Stack 161% -83PP Data Analytics Smart Risk Retention 78% New Products & Services Q2’21 Q2’22 29 1. Gross loss ratio is expressed as a percentage, as the ratio of the gross losses and loss adjustment expenses (including Hippo and non-Hippo retained insurance risk), to the gross earned premium

Underwriting Portfolio Management Strategy Target Customer Geographical Diversification Smart Risk Taking • Generation B(etter)• Protect against volatility • Compelling Value Prop• Selective Risk-Retention • Mitigation > Indemnification 30 Applies to the Hippo underwritten portfolio

Underwriting Technology-driven Achievements Launched in new states High volume of changes in 2022 • Significant changes to rate plans• Incline: Launched in MA & NC + builder partnerships in 5 states • More competitive rates for targeted customers• Spinnaker: Launched in NY • Material increase to overall rate level• Ally: Introduced homeowner products in 8 states • Expect benefit to Loss Ratio to continue into 2023 93% 64 28 Of premium Rate Filings States 31 Applies to the Hippo underwritten portfolio

Underwriting Data Integration Benefits For Our Customers Benefits For Hippo Gross Loss Ratio Premium Retention Name & Bind Quote Address Policy ~78% ~90% Q2’22 2022 1 60 seconds 5 minutes Data Integration • Better Loss Ratio • Quote in 60 seconds • Better Renewal Retention • Bind policy in 5 minutes • Ensures customer is adequately insured 32 Applies to the Hippo underwritten portfolio

Meeting Customers Where They Are Direct to Customer Agents Embedded Partners Value Proposition Fast and accurate quote and Dedicated tools allowing agents Tech embedded into partner purchase online or over the to focus on customer needs sale flows enables access to phone with a Hippo agent and not on form filling customers purchasing homes Channel dynamics Drive and convert traffic, Producers include large carrier Partners include Mortgage including to third party home agencies, aggregators and Origination and Builders in policies and cross-sales independent agents the home transaction space % of Total New Policies 1 sold in August 2022 25% 25% 50% 1. Includes both Hippo and Third-Party Policies (home and cross sales) 34

Hippo’s Builder Channel Partner Example - Builders Dedicated tech stack receives Coverage is tailored to each all home specs via API home’s unique attributes Home is bid out with a variety Digital customer experience of carriers, including Hippo completes transactions faster Integration with Builder’s Financial Closing transaction is simplified Services: buyers can purchase via as policies populate back to builder Mortgage and Title flows 35

Home Services Our proactive offerings to-date Hippo’s Smart Smart Home Home and virtual services offerings have benefitted customers for years 37

Realizing our vision AN INTEGRATED HOME PROTECTION PLATFORM TO HELP PREVENT SMALL ISSUES FROM BECOMING BIG PROBLEMS Protection Intelligence Services 38

Protection EXPANDED SMART HOME PROGRAM Top brands + insurance discount Self or professionally monitored Expanding a strategic collaboration 39

Intelligence HOME HEALTH + MAINTENANCE CHECKLIST Know your home and how to care for it. 40

Services HIPPO HOME CARE Expert advice Comprehensive check-up Personalized checklist 41

Services NEW BOOK A PRO Get more done Improve your Home Health 42

Big ambitions going forward 43

3 Combining proactive home protection with insurance results in a superior business model 44

We leverage technology to help customers protect their homes. Financially, we earn our reward through: Recurring Earned Fee Commissions Premium Income • MGA and ceding commission in • Underwriting income• Policy Fees exchange for sourcing homeowners risk for reinsurers • Future monetization of and 3rd party carriers (some risk home protection services exposure) • Acquire customers for 3rd party carriers as an agency (no risk exposure) 45

Healthy unit economics supported by long customer lifetimes, increasing contribution over time, and cost-effective distribution strategy Lifetime Customer 1 2 Value Acquisition Cost ~4x • +8 yr customer lifetime• Multi-channel distribution LTV/CAC • Increasing premium over time• Embedded insurance partnerships • Access to select (increased marketing structurally better risk efficiency) – Calculated as net earned premium plus commission income, minus losses, loss adjustment expense, UW cost, payment processing, and recurring commission sharing. 46 – Includes upfront marketing cost, IoT device, and sales agent expense; producer/partner – includes first year commission, IoT Device

Home Protection Customers Insurance Services Proactive Tech (Agency & Carrier) & Services Insurance Customers 47

Business Model Evolution Primary Business Model MGA / Carrier Home Protection Platform Keys to Success / Drivers of Value Differentiated Customer Risk Selection and Participation Experience Premium Growth and Growth in Non-Risk Recurring Improving Loss Ratio Commission and Fee Revenue 48

4 We are executing on our strategy and have a clear line of sight to future success 49

Our primary focus over the past year has been on improving our loss ratio 1 GEO Diversification shifted our exposure away from CAT prone states 2 Example – TX premium by zip code heatmap 3 4 50

But we have also continued investing in growth Expanded breadth of home Expanded our Launched new embedded protection services GEO coverage insurance partnerships • Mobile App• Reached 40 states, with • PennyMac addition of key states • Home Care Mobile Experience (FL, MI, NY, NC, MA)• Amerisave • Expanded Smart Home • Now reaching 94% of US • Mattamy offering population • LoanDepot • Flood • K. Hovnanian 51

The result: Significant loss ratio improvement while also delivering healthy top-line growth 1 2 Gross Consolidated Loss Ratio , % Total Generated Premium In-Force , $m -83 PP +36% 680 161% 634 128% 602 553 89% 4 3 78% 76% 501 Q2’21 Q3’21 Q4’21 Q1’22 Q2’22 Q2’21 Q3’21 Q4’21 Q1’22 Q2’22 1. We use Gross Loss Ratio as a defined term expressed as a percentage, as the ratio of the gross losses and loss adjustment expenses (including Hippo and non-Hippo retained insurance risk), to the gross earned premium 2. We define Total Generated Premium in Force as the aggregate annualized premium for all the policies in force as of the period end date. 52 3. Includes 19PP benefit from prior calendar year reserve release. 4. Includes 22PP benefit from prior calendar year reserve release.

As we look ahead… Enhance Customer Targeting Customer Growth Expand Distribution Partnerships Growth in Revenue Expand Home Protection Services and Profit per Customer Continued Improvement in Loss Ratio Fixed Cost Leverage Expense Discipline 53

We expect to double our consumer customer base by 2025 Insurance Customer Base (Agency + MGA) (K) Targeted marketing to Generation Better 2.2x 720-760 Adding new builders to platform Additional embedded insurance partnerships Penetration of recently entered states 330-340 2022 2025 54

We expect increasing Revenue per Customer Revenue, $m 3.6x Cross-sell non-home products via agency $420-450 Increase share of builder business (higher revenue monetization) Attach home protection services to our customer base Growth of retained risk premiums in preferred markets $119-121 Increase in net investment income driven by investment optimization 2022 2025 55

Over time, our business will be less exposed to risk Gross Placed Premium vs Gross Written Premium More stable bottom-line profitability Higher flexibility to attach the Gross Placed 24% 1 best product to our customers Premium 52% Ease on regulatory capital requirements Gross Written 76% 2 Premium 48% 2022 2025 1 ..Includes Agency revenue, and some Hippo policies written on 3rd party. 56 2. All premium written on Spinnaker paper, and premium written on 3rd party carriers and assumed by our Captive reinsurer

Over time, our business will also be driven more by Builders Builder Premium vs. Non-Builder Premium, out of total 1 Consumer Premium Broadening access to preferred customer profile Builder 24% 32-34% More predictable underlying UW performance and financial results Non-Builder 76% 66-68% 2022 2025 57 1. Includes all Hippo and non-Hippo premium placed by our internal Agency, Producer agents and other partners,

We expect premium retention to improve as our book matures and as we expand our home protection service offering within our customer base 1 Premium Retention , % 92-94% Retention rates increase with age of 89% customer cohort Builder channel increase should drive higher retention (retention higher in this channel) Attachment of home services is expected to improve differentiation and retention 2022 2025 58 1. Includes all Hippo and non-Hippo premium placed by our internal Agency, Producer agents and other partners,

We expect to achieve EBITDA Profitability by Q4 2024… 2022-2025 Drivers of Adj EBITDA change 20-30 (197)-(203) 2022 Improved Reinsurance Growth in Growth in Fixed Cost Home Protection 2025 Adjusted Loss Ratio Structure Agency Builder Channel Absorption Services Adjusted EBITDA EBITDA 59

… and to turn cash flow positive with a significant cash cushion 1 Cash balance at end of period, $m 840 400 Substantial cash cushion at projected break even to protect against unforeseen events 2021 2022 2023 2024 2025 1. Includes Cash, cash equivalents, short-term investments, and fixed maturities available-for-sale, at fair value 60