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ASSURANTⓇ Second Quarter 2026 Results Investor Presentation © 2026 Assurant , Inc. All rights reserved . Company confidential .
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 2 Keith Demmings President & Chief Executive Officer Keith Meier Executive Vice President & Chief Financial Officer
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 3 Cautionary Statement Some of the statements in this presentation, including our business and financial plans and any statements regarding our anticipated future financial performance, business prospects, growth, operating strategies, valuation and similar matters, such as performance outlook, financial objectives, business drivers, our ability to gain market share, and the strength, diversity, predictability, resiliency and durability of enterprise and segment earnings, cash flows and other results, may constitute forward-looking statements within the meaning of the U.S. Private Securities Litigation Reform Act of 1995. Refer to Exhibit 1 in the Appendix for more information such as factors that could cause our actual results to differ materially from those currently estimated by management, including those projected in the company outlook, and information on where you can find a more detailed discussion of these factors in our SEC filings. Assurant uses non-GAAP financial measures to analyze the company’s operating performance. These non-GAAP financial measures include consolidated and Global Housing Adjusted EBITDA, excluding reportable catastrophes, each including and excluding prior year reserve development; Adjusted Earnings, excluding reportable catastrophes; Adjusted Earnings per diluted share, excluding reportable catastrophes; Global Housing non-catastrophe loss ratio; return on equity; and return on tangible equity. Assurant’s non-GAAP financial measures should not be considered in isolation or as a substitute for GAAP financial measures. Because Assurant’s calculation of these measures may differ from similar measures used by other companies, investors should be careful when comparing Assurant’s non-GAAP financial measures to those of other companies. Refer to Exhibit 2 in the Appendix for more information, including a reconciliation of non-GAAP financial measures to the most comparable GAAP financial measures. Assurant, Inc. is an insurance holding company and the ownership of its stock is subject to certain state and foreign insurance law requirements. Refer to Exhibit 3 in the Appendix for additional detail.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 4 Delivered Another Record Quarter G L O B A L L I F E S T Y L E Q2'25 Q2'26 $491+18% $416 Adjusted EBITDA, excl. cats (1) ($ millions) Record Earnings with Double-Digit Growth Across Our Businesses (1) Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 5 Exceptional First Half 2026 Performance Delivered 12% Adjusted EBITDA growth and 14% Adjusted EPS growth, both excl. cats(1) Record Global Lifestyle Adjusted EBITDA Increasing our 2026 Enterprise outlook: Adjusted EBITDA and Adjusted EPS to increase mid single digits, both excl. cats,(2) or to increase approximately 10%, excl. PYD(3) Strong, flexible capital position with significant share repurchases Well-Positioned To Deliver 10th Consecutive Year of Profitable Growth +12% growth Adjusted EBITDA, excl. cats(1) +14% growth Adjusted EPS, excl. cats(1) $373M Cash Generated(4) $292M Returned to Shareholders(5) Information listed is for the year-to-date period ended June 30, 2026. Growth rates are compared to the prior year period. (1) Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) 2026 outlook does not contemplate prior year reserve development (PYD) in second half 2026. (3) Excludes the impact of $71 million of lower favorable PYD in Global Housing. This reflects $113 million of favorable PYD in 2025 and $42 million of favorable PYD in first half 2026. (4) Consists of dividends or returns of capital from subsidiaries to the holding company, net of infusions of liquid assets, and excluding acquisitions and divestitures. (5) Includes share repurchases and common stock dividends.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 6 Foundation for Success A differentiated strategy driving long-term growth and value creation 11% Adjusted EBITDA CAGR (1) Trusted partner to the world’s leading brands Solve complex challenges through operational excellence Relentless focus on shared outcomes with clients Deep Expertise in B2B2C Distribution Integrated service ecosystems that drive value Difficult to replicate capabilities Innovation powered by technology Beyond Protection Clear Right to Win Compete where scale and expertise matter Leadership positions across key markets Multiple paths for profitable, durable growth 17% Adjusted EPS CAGR (1) 93% Shareholder Returns (2) 1 2 3 (1) Excludes reportable catastrophes. Measured from full year 2020 through 2025. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) Measured from December 31, 2020 through December 31, 2025. Total Shareholder Return reflects the closing price adjusted for cash dividends on the ex-dividend date; based on FactSet data. Multi-Year Track Record of Proven Results 2020-2025
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© 2025 Assurant, Inc. All rights reserved. Company confidential. 7 257 317 143 164 1H'25 1H'26 +21% $399 $481 Connected Living • Strong year-to-date performance with 24% earnings growth, including $10M of Q2'26 non-run rate items • Strong momentum from multiple growth vectors • Expanding and deepening partnerships across all large U.S. mobile carriers and cable operators • Driving growth through optimization of new programs • Extending presence into adjacent markets and expanding internationally Global Automotive • 15% earnings growth primarily from higher investment income, including Q1'26 real estate gain; continued to improve loss experience • Secured a strategic long-term renewal with one of our largest clients • Internationally, traction with OEMs and vehicle retailers further support our long-term growth ambitions Global Lifestyle Adjusted EBITDA ($ millions) Connected Living Global Automotive Global Lifestyle Highlights Global Lifestyle © 2026 Assurant, Inc. All rights reserved. Company confidential. 7 G L O B A L L I F E S T Y L E Record Year-to-Date Performance
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© 2025 Assurant, Inc. All rights reserved. Company confidential. 8 Homeowners • Delivered 9% top-line growth • New partnership with a top 10 U.S. mortgage servicer representing approximately 2.6 million loans • Technology continues to enhance efficiency, customer experience, and value for clients and policyholders Renters and Other • Cover360 momentum continues, now serving 7 of the top 10 property management companies, driving double-digit premium growth (1) Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) Equals (i) total benefits, losses and expenses plus depreciation expense and amortization of purchased intangible assets divided by (ii) net earned premiums, fees and other income. Income from processing National Flood Insurance Program claims is reported as a reduction in expenses and is included in the combined ratio. (3) Combined ratio as defined above, excluding prior year development of $42M million. Global Housing Highlights $513 $548 1H'25 1H'26 Global Housing Adjusted EBITDA, excl. cats(1) ($ millions) First Half 2026 Global Housing Combined Ratio, incl. cats(2) © 2025 Assurant, Inc. All rights reserved. Company confidential. 8 G L O B A L H O U S I N G Solid Growth; Major New Lender-Placed Partnership 72% Axis Title Axis Title 75%(3) 1H’26 as reported 1H’26 excl. PYD +7% © 2026 Assurant, Inc. All rights reserved. Company confidential.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 9 Track Record of Profitable Growth Over the Long Term 9 Differentiation Driven by Durable Growth Across Market Cycles Embedded Countercyclicality Multiple Growth Paths with Recurring Revenue Resilient Risk Profile Multiple avenues of growth through embedded service and protection partnerships generating recurring revenue streams Countercyclical upside tied to broader housing market; less dependent on traditional cycles Lower risk exposure from fee-for-service income, client risk-sharing and comprehensive catastrophe reinsurance program Mitigants to macro influences including inflation (lender-placed embedded inflation guard; client risk- sharing) Well-Positioned to Achieve 10th Consecutive Year of Profitable Growth © 2026 Assurant, Inc. All rights reserved. Company confidential.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 10 Delivered Growth in Adjusted EBITDA and Adjusted EPS, both excl. cats(1) • Growth led by both Global Lifestyle and Global Housing Continued Strong Balance Sheet and Liquidity • Ended the quarter with $911 million in HoldCo liquidity Disciplined Capital Return • Share repurchases of $75 million; additional $30 million between July 1 and July 31 • Common stock dividends of $48 million Enterprise Q2’26 Financial Highlights $416 $491 Q2'25 Q2'26 Adjusted EBITDA, excl. cats(1) ($ millions) +18% Growth $5.56 Q2'25 Q2'26 $6.60 Adjusted EPS, excl. cats(1) ($ per share) Unless otherwise indicated, information listed is for the quarter ended June 30, 2026, other than liquidity, which is as of June 30, 2026. (1) Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. E N T E R P R I S E Double-Digit Growth Across Assurant © 2026 Assurant, Inc. All rights reserved. Company confidential. 10 +19% Growth
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 11 Q2'25 Q2'26 $244 $287 Q2 2026 Global Lifestyle Highlights Q2 2026 Global Housing Highlights • Adjusted EBITDA increased 21% or $43 million • Connected Living Adjusted EBITDA increased 29% from optimization of new programs, expansion with existing clients, and contributions from new programs and capabilities • Global Automotive Adjusted EBITDA up 6%, from growth within global partnerships 132 170 70 74 Q2'25 Q2'26 Global Automotive Connected Living +21% • Adjusted EBITDA, excl. cats(1), increased 18% • Non-cat loss ratio(1) of 32% – Excluding prior year development of $22 million, non-cat loss ratio(1) of 35% • Expense ratio(2) of 38% • Combined ratio(3) of 70% − Excluding prior period development of $22 million, combined ratio was 73% • Net earned premiums, fees and other income grew by 7% Global Lifestyle Global Housing Adjusted EBITDA, excl. cats(1) ($ millions) $244 $201 Adjusted EBITDA ($ millions) Q2’26 Segment Financial Highlights © 2026 Assurant, Inc. All rights reserved. Company confidential. 11 (1) Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) Expense ratio is defined as (i) underwriting, selling, general and administrative expenses plus depreciation expense and amortization of purchased intangible assets, divided by (ii) net earned premiums, fees and other income. (3) Equals (i) total benefits, losses and expenses plus depreciation expense and amortization of purchased intangible assets divided by (ii) net earned premiums, fees and other income. Income from processing National Flood Insurance Program claims is reported as a reduction in expenses and is included in the combined ratio. +18%
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 12 Significant Cash Generation $2.55 $1.76 2020 2021 2022 2023 2024 2025 1H'26 $300 $200 $300 $300 $200 $844 $568 Business Segment Dividends (2020-1H’26)(1) $2.7B shares repurchased since 2020 Investments • AI & automation • New client partnerships • Home Warranty M&A • Disciplined M&A approach Common Stock Dividends Share Repurchases Organic Investment and M&A Common stock dividends per share ~70% shares outstanding repurchased since IPO 2021 and 2022 include $900M of contributions from the sale of Preneed Our Significant Cash Generation and Balanced Capital Allocation Create Shareholder Value ~$5.0B of common stock dividend increases consecutive years21 Returned $123 million to Shareholders in Q2’26 (1) Consists of dividends or returns of capital from subsidiaries to the holding company, net of infusions of liquid assets, and excluding acquisitions and divestitures. $3.28
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 13 2026 Enterprise Outlook 2025 Results 2026 Outlook(2) Adjusted EBITDA, excl. cats(1) Adjusted EPS, excl. cats(1) $1.734B Mid single digits $22.81 Mid single digits (1) Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) 2026 outlook does not contemplate prior year reserve development (PYD) in second half 2026. (3) Excludes the impact of $71 million of lower favorable PYD in Global Housing. This reflects $113 million of favorable PYD in 2025 and $42 million of favorable PYD in first half 2026. (4) Consists of dividends or returns of capital from operating subsidiaries to the holding company, net of infusions of liquid assets, and excluding acquisitions and divestitures. Segment dividend conversion expected to be consistent with recent levels. (5) Subject to M&A opportunities, market conditions and other conditions. 2026 Enterprise Outlook: Adj. EBITDA, excl. cats(1) $1,621 $113 2025 2026 Outlook $42 Global Lifestyle to increase low double digits Global Housing to grow modestly Corporate loss of $145 million Strong segment cash generation(3) Share repurchases toward the upper end of $300- $350 million range(4) Ex. PYD(3), ~10% $1,734 = Prior Year Reserve Development 2026 Outlook ex. PYD(3) Approximately 10% Approximately 10%
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 14 Questions? Contact: investor.relations@assurant.com Rebekah Biondo Deputy Chief Financial Officer Sean Moshier Head of Investor Relations Lyndsay Baker AVP , Investor Relations
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 15 Appendix 18
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 16 2026 Outlook: Adjusted EBITDA to Adjusted Earnings Walk 2025 Actuals 2026 Outlook Adjusted EBITDA, excl. cats (1) (millions) $1,734 Mid single digits (-) Depreciation Expense $(156) ~$(180) (-) Interest Expense $(110) ~$(113) (-) Taxes $(293) ~19-21% Adjusted Earnings, excl. cats (1) (millions) $1,175 Weighted Average Diluted Shares Outstanding (millions) 51.1 Impact of ~$300M-350M in share repurchases(2) Adj. EPS, excl. cats (1) $22.81 Mid single digits (1) Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) Subject to M&A opportunities, market conditions and other conditions.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 17 Track Record of Strong Growth Over the Long Term $1,008 $1,734 2020 2025 Adj. EBITDA, excl. cats(1) Adj. EPS, excl. cats(1) $10.49 $22.81 2020 2025 Total Shareholder Return of 93%(3) Cumulative Returned to Shareholders ~$3B(4) 16% 2025 ROE(2) 33% 2025 ROTE(2) Multi-Year Track Record of Strong, Resilient Performance 5-Year Track Record =+ 11% 5yr CAGR 17% 5yr CAGR (1) Measured from full year 2020 through full year 2025. Excludes reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) Measured from full year 2021 through full year 2025. Refer to Exhibit 2 in the Appendix for more information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (3) Measured from December 31, 2020 through December 31, 2025. Total Shareholder Return reflects the closing price adjusted for cash dividends on the ex-dividend date; based on FactSet data. (4) Measured from full year 2021 through full year 2025. Includes share repurchases and common stock dividends. 14% 5yr Avg 32% 5yr Avg © 2026 Assurant, Inc. All rights reserved. Company confidential. 17
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 18 (1) Excludes earnings from Global Preneed and non-core businesses and, if indicated, reportable catastrophes. Refer to Exhibit 2 in the Appendix for information regarding non-GAAP financial measures, including reconciliations to the most directly comparable GAAP measures. (2) CAGR listed from December 31, 2020 through December 31, 2025. P&C market is represented by the S&P Composite 1500 Property & Casualty Insurance Index. Source: Capital IQ. Refer to Exhibit 4 in the Appendix for the most comparable peer earnings metric definition for adjusted earnings and adjusted earnings per share, both excluding and including catastrophes. Assurant vs. P&C Market Median(1,2) 5-Year CAGR (2020 – 2025) 13.2% 13.5% 12.8% 15.2% Earnings Growth Comparison AIZ P&C Market 15.3% 16.8% 16.8% 19.1% EPS Growth Comparison AIZ P&C Market We Have a Track Record of Strong Adj. Earnings and Adj. EPS Growth Adj. earnings, incl. cats(1) Adj. earnings, excl. cats(1) Adj. EPS, incl. cats(1) Adj. EPS, excl. cats(1)
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 19 Exhibit 1: Safe Harbor Statement Some of the statements in this presentation, including our business and financial plans and any statements regarding our anticipated future financial performance, business prospects, growth, operating strategies, valuation and similar matters, such as performance outlook, financial objectives, business drivers, our ability to gain market share, and the strength, diversity, predictability, resiliency and durability of enterprise and segment earnings, cash flows and other results, may constitute forward-looking statements within the meaning of the U.S. Private Securities Litigation Reform Act of 1995. You can identify forward-looking statements by the use of words such as “outlook,” “objective,” “will,” “may,” “can,” “anticipates,” “expects,” “estimates,” “projects,” “intends,” “plans,” “believes,” “targets,” “forecasts,” “potential,” “approximately,” and the negative version of those words and other words and terms with a similar meaning. Any forward-looking statements contained in this presentation or its exhibits are based upon our historical performance and on current plans, estimates and expectations. The inclusion of this forward-looking information should not be regarded as a representation by us or any other person that our future plans, estimates or expectations will be achieved. Our actual results might differ materially from those projected in the forward-looking statements. We undertake no obligation to update or review any forward-looking statement, whether as a result of new information, future events or other developments. The following factors could cause our actual results to differ materially from those currently estimated by management, including those projected in the company outlook: i. the impact of general economic, financial market and political conditions and conditions in the markets in which we operate, including inflation, geopolitical conflict in the Middle East, tariff policies in the United States and abroad, global supply chain impacts and recessionary pressures; ii. the loss of significant clients, distributors or other parties with whom we do business, or if we are unable to renew contracts with them on favorable terms, or if they disintermediate us, or if those parties face financial, reputational or regulatory issues; iii. significant competitive pressures, changes in customer preferences and disruption, including the impact of artificial intelligence; iv. the failure to execute our strategy, including through organic growth and the continuing service of key executives, senior leaders, highly-skilled personnel and a high-performing workforce; v. the failure to find suitable acquisitions at attractive prices, integrate acquired businesses or divest of non-strategic businesses effectively; vi. our inability to recover should we experience a business continuity event; vii. the failure to manage vendors and other third parties on whom we rely to conduct business and provide services to our clients; viii. risks related to our international operations; ix. declines in the value and availability of mobile devices, and regulatory compliance or other risks in our mobile business; x. our inability to develop and maintain distribution sources or attract and retain sales representatives and executives with key client relationships; xi. risks associated with joint ventures, franchises and investments in which we share ownership and management with third parties; xii. the impact of catastrophe and non-catastrophe losses, including as a result of climate change and the current inflationary environment; xiii. negative publicity relating to our business, practices, industry or clients; xiv. the adequacy of reserves established for claims and our inability to accurately predict and price for claims and other costs; xv. a decline in financial strength ratings of our insurance subsidiaries or in our corporate senior debt ratings; xvi. fluctuations in exchange rates, including in the current environment; xvii. an impairment of goodwill or other intangible assets; xviii. the failure to maintain effective internal control over financial reporting; xix. unfavorable conditions in the capital and credit markets; xx. a decrease in the value of our investment portfolio, including due to market, credit and liquidity risks, and changes in interest rates; xxi. an impairment in the value of our deferred tax assets; xxii. the unavailability or inadequacy of reinsurance coverage and the credit risk of reinsurers, including those to whom we have sold business through reinsurance; xxiii. the credit risk of some of our agents, third-party administrators and clients; xxiv. the inability of our subsidiaries to pay sufficient dividends to the holding company and limitations on our ability to declare and pay dividends or repurchase shares; xxv. limitations in the analytical models we use to assist in our decision-making; xxvi. the failure to effectively maintain and modernize our technology systems and infrastructure, or the failure to integrate those of acquired businesses; xxvii. breaches of our technology systems or those of third parties with whom we do business, or the failure to protect the security of data in such systems, including due to cyberattacks and as a result of working remotely; xxviii. the costs of complying with, or the failure to comply with, extensive laws and regulations to which we are subject, including those related to privacy, data security, data protection and tax; xxix. the impact of litigation and regulatory actions; xxx. reductions or deferrals in the insurance premiums we charge; xxxi. changes in insurance, tax and other regulations; xxxii. volatility in our common stock price and trading volume; and xxxiii. employee misconduct. For additional information on factors that could affect our actual results, please refer to the factors identified in the reports we file with the U.S. Securities and Exchange Commission, including the risk factors identified in our most recent Annual Report on Form 10-K and Quarterly Reports on Form 10-Q.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 20 Exhibit 2: Non-GAAP Financial Measures Assurant uses the following non-GAAP financial measures to analyze the company’s operating performance. Assurant’s non-GAAP financial measures should not be considered in isolation or as a substitute for GAAP financial measures. Because Assurant’s calculation of these measures may differ from similar measures used by other companies, investors should be careful when comparing Assurant’s non-GAAP financial measures to those of other companies. Adjusted EBITDA: Assurant uses Adjusted EBITDA as an important measure of the company’s operating performance. Assurant defines Adjusted EBITDA as net income, excluding net realized gains (losses) on investments and fair value changes to equity securities, interest expense, benefit (provision) for income taxes, depreciation expense, amortization of purchased intangible assets, as well as other highly variable or unusual items, including restructuring costs and the loss on a subsidiary held for sale. The company believes this metric provides investors with an important measure of the company’s operating performance because it excludes items that do not represent the ongoing operations of the company, and therefore (i) enhances management’s and investors’ ability to analyze the ongoing operations of its businesses and (ii) facilitates comparisons of its operating performance over multiple periods, including because the amortization expense associated with purchased intangible assets may fluctuate from period to period based on the timing, size, nature and number of acquisitions. Although the company excludes amortization of purchased intangible assets from Adjusted EBITDA, revenue generated from such intangible assets is included within the revenue in determining Adjusted EBITDA. The comparable GAAP measure is net income. Adjusted EBITDA, Excluding Reportable Catastrophes: Assurant uses Adjusted EBITDA (defined above), excluding reportable catastrophes (which represents individual catastrophic events that generate losses in excess of $5.0 million, pre-tax, net of reinsurance and client profit sharing adjustments and including reinstatement and other premiums), as another important measure of the company’s operating performance. The company believes this metric provides investors with an important measure of the company’s operating performance for the reasons noted above, and because it excludes reportable catastrophes, which can be volatile. The comparable GAAP measure is net income. (UNAUDITED) 2Q Six Months ($ in millions) 2026 2025 2026 2025 GAAP net income $ 298.6 $ 235.3 $ 572.7 $ 381.9 Less: Interest expense 28.4 26.7 56.7 53.5 Provision for income taxes 78.3 53.7 139.8 90.8 Depreciation expense 44.7 35.9 88.0 71.0 Amortization of purchased intangible assets 18.0 15.1 35.7 33.5 Adjustments, pre-tax: Net realized losses (gains) on investments and fair value changes to equity securities 10.2 21.7 31.4 37.7 Other adjustments (1) 1.0 (2.4) (3.6) (0.2) Adjusted EBITDA 479.2 386.0 920.7 668.2 Reportable catastrophes, pre-tax 12.2 29.8 36.6 186.8 Adjusted EBITDA, excluding reportable catastrophes $ 491.4 $ 415.8 $ 957.3 $ 855.0 (1) Additional details about the components of Other adjustments are included in the Financial Supplement located on Assurant’s Investor Relations website: https://ir.assurant.com/investor/default.aspx
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 21 Exhibit 2: Non-GAAP Financial Measures (UNAUDITED) Twelve Months ($ in millions) 2025 2024 2023 2022 2021 2020 GAAP net income from continuing operations $ 872.7 $ 760.2 $ 642.5 $ 276.6 $ 602.9 $ 519.4 Less: Interest expense 109.7 107.0 108.0 108.3 111.8 104.5 Provision for income taxes 214.7 167.1 164.3 73.3 168.4 58.7 Depreciation expense 156.4 139.4 109.3 86.3 73.8 56.1 Amortization of purchased intangible assets 67.4 69.1 77.9 69.7 65.8 52.7 Adjustments, pre-tax: Net realized losses (gains) on investments and fair value changes to equity securities 71.8 75.8 68.7 179.7 (128.2) 9.4 Non-core operations 0.8 14.2 43.5 80.1 13.8 (23.5) Restructuring costs 27.3 5.4 34.3 53.1 11.8 — Loss on subsidiary held for sale 10.7 — — — — — COVID-19 direct and incremental expenses — — — 4.7 10.0 25.2 Loss (gain) on extinguishment of debt 1.3 — (0.1) 0.9 20.7 — Net charge related to Iké — — — — — 5.9 Acquisition integration expenses — — 0.5 14.9 13.9 18.0 Foreign exchange related losses 8.0 (0.8) 31.3 13.4 13.8 11.5 Gain related to benefit plan activity (6.4) (14.8) (24.0) (18.2) (16.2) (15.6) Net gain from deconsolidation of consolidated investment entities — — — — — (7.0) Loss on building held for sale 1.8 — — — — — Merger and acquisition transaction and other related expenses — (0.2) 1.3 13.4 3.6 15.5 Income attributable to non-controlling interests — — — — — (1.2) Adjusted EBITDA 1,536.2 1,322.4 1,257.5 956.2 965.9 829.6 Reportable catastrophes, pre-tax 198.2 247.0 111.8 172.1 155.6 178.5 Adjusted EBITDA, excluding reportable catastrophes $ 1,734.4 $ 1,569.4 $ 1,369.3 $ 1,128.3 $ 1,121.5 $ 1,008.1
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 22 Exhibit 2: Non-GAAP Financial Measures (Continued) (UNAUDITED) 2Q Six Months Twelve Months ($ in millions) 2026 2025 2026 2025 2025 GAAP Global Housing Adjusted EBITDA $ 274.8 $ 214.4 $ 511.5 $ 326.8 $ 858.7 Reportable catastrophes, pre-tax 12.2 29.8 36.6 186.5 198.8 Global Housing Adjusted EBITDA, excluding reportable catastrophes $ 287.0 $ 244.2 $ 548.1 $ 513.3 $ 1,057.5
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 23 Exhibit 2: Non-GAAP Financial Measures (Continued) Adjusted Earnings per Diluted Share: Assurant uses Adjusted earnings per diluted share as an important measure of the company’s stockholder value. Assurant defines Adjusted earnings per diluted share as (i) net income, excluding net realized gains (losses) on investments and fair value changes to equity securities, amortization of purchased intangible assets, as well as other highly variable or unusual items (including the items mentioned above), less earnings allocated to participating securities, divided by (ii) the weighted average diluted shares outstanding. The company believes this metric provides investors with an important measure of stockholder value because it excludes items that do not represent the ongoing operations of the company, and therefore (i) enhances management’s and investors’ ability to analyze the ongoing operations of its businesses and (ii) facilitates comparisons of its operating performance over multiple periods, including because the amortization expense associated with purchased intangible assets may fluctuate from period to period based on the timing, size, nature and number of acquisitions. Although the company excludes amortization of purchased intangible assets from Adjusted earnings, revenue generated from such intangible assets is included within the revenue in determining Adjusted earnings. The comparable GAAP measure is net income per diluted share. Adjusted Earnings, Excluding Reportable Catastrophes, per Diluted Share: Assurant uses Adjusted earnings, excluding reportable catastrophes, per diluted share (each as defined above) as another important measure of the company's stockholder value. The company believes this metric provides investors with an important measure of stockholder value for the reasons noted above, and because it excludes reportable catastrophes, which can be volatile. The comparable GAAP measure is net income per diluted share. (UNAUDITED) 2Q Six Months ($ in millions) 2026 2025 2026 2025 GAAP net income $ 298.6 $ 235.3 $ 572.7 $ 381.9 Adjustments, pre-tax: Net realized losses (gains) on investments and fair value changes to equity securities 10.2 21.7 31.4 37.7 Amortization of purchased intangible assets 18.0 15.1 35.7 33.5 Other adjustments (1) 1.0 (2.4) (3.6) (0.2) Benefit for income taxes (5.9) (6.7) (13.2) (14.4) Adjusted earnings 321.9 263.0 623.0 438.5 Reportable catastrophes, pre-tax 12.2 29.8 36.6 186.8 Tax impact of reportable catastrophes (2.5) (6.3) (7.7) (39.3) Adjusted earnings, excluding reportable catastrophes $ 331.6 $ 286.5 $ 651.9 $ 586.0 (1) Additional details about the components of Other adjustments are included in the Financial Supplement located on Assurant’s Investor Relations website: https://ir.assurant.com/investor/default.aspx
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 24 Exhibit 2: Non-GAAP Financial Measures (Continued) (UNAUDITED) 2Q Six Months 2026 2025 2026 2025 GAAP net income per diluted share $ 5.95 $ 4.56 $ 11.34 $ 7.38 Adjustments per diluted share, pre-tax: Net realized losses (gains) on investments and fair value changes to equity securities 0.20 0.42 0.62 0.73 Amortization of purchased intangible assets 0.36 0.29 0.71 0.65 Other adjustments (1) 0.02 (0.05) (0.07) (0.01) Benefit for income taxes (0.12) (0.12) (0.26) (0.27) Adjusted earnings per diluted share 6.41 5.10 12.34 8.48 Reportable catastrophes, pre-tax 0.24 0.58 0.72 3.61 Tax impact of reportable catastrophes (0.05) (0.12) (0.15) (0.76) Adjusted earnings, excluding reportable catastrophes, per diluted share $ 6.60 $ 5.56 $ 12.91 $ 11.33 (1) Additional details about the components of Other adjustments are included in the Financial Supplement located on Assurant’s Investor Relations website: https://ir.assurant.com/investor/default.aspx
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 25 Exhibit 2: Non-GAAP Financial Measures (Continued) (UNAUDITED) Twelve Months ($ in millions) 2025 2024 2023 2022 2021 2020 GAAP net income from continuing operations $ 872.7 $ 760.2 $ 642.5 $ 276.6 $ 602.9 $ 519.4 Adjustments, pre-tax: Net realized losses (gains) on investments and fair value changes to equity securities 71.8 75.8 68.7 179.7 (128.2) 8.2 Amortization of purchased intangible assets 67.4 69.1 77.9 69.7 65.8 52.7 Non-core operations 0.8 14.2 43.5 80.1 13.8 (23.5) Restructuring costs 27.3 5.4 34.3 53.1 13.1 — Loss on subsidiary held for sale 10.7 — — — — — COVID-19 direct and incremental expenses — — — 4.7 10.0 26.8 Loss (gain) on extinguishment of debt 1.3 — (0.1) 0.9 20.7 — Net charge related to Iké — — — — — 5.9 Acquisition integration expenses — — 0.5 14.9 17.6 22.1 Foreign exchange related losses 8.0 (0.8) 31.3 13.4 13.8 11.5 Gain related to benefit plan activity (6.4) (14.8) (24.0) (18.2) (16.2) (15.6) CARES Act tax benefit (after-tax) — — — — — (84.4) State tax for AEB sale (after-tax) — — — — — 2.9 Net gain from deconsolidation of consolidated investment entities — — — — — (7.0) Impact of Tax Cuts and Jobs Act at enactment (after-tax) — — — — — (1.3) Loss on building held for sale 1.8 — — — — — Merger and acquisition transaction and other related expenses — (0.2) 1.3 13.4 3.6 16.7 Benefit for income taxes (36.5) (34.2) (43.0) (78.8) (1.3) (11.8) Net income attributable to non-controlling interests — — — — — (0.9) Preferred stock dividends — — — — (4.7) (18.7) Adjusted earnings 1,018.9 874.7 832.9 609.5 610.9 503.0 Reportable catastrophes, pre-tax 198.2 247.0 111.8 172.1 155.6 178.5 Tax impact of reportable catastrophes (41.7) (51.8) (23.5) (36.2) (32.7) (37.5) Adjusted earnings, excluding reportable catastrophes $ 1,175.4 $ 1,069.9 $ 921.2 $ 745.4 $ 733.8 $ 644.0
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 26 Exhibit 2: Non-GAAP Financial Measures (Continued) (UNAUDITED) Twelve Months 2025 2024 2023 2022 2021 2020 GAAP net income from continuing operations per diluted share $ 16.93 $ 14.46 $ 11.95 $ 5.05 $ 10.03 $ 8.21 Adjustments per diluted share, pre-tax: Net realized losses (gains) on investments and fair value changes to equity securities 1.39 1.44 1.28 3.28 (2.14) 0.14 Amortization of purchased intangible assets 1.31 1.31 1.45 1.27 1.10 0.83 Non-core operations 0.02 0.27 0.81 1.46 0.22 (0.37) Restructuring costs 0.53 0.10 0.64 0.97 0.22 — Loss on subsidiary held for sale 0.21 — — — — — COVID-19 direct and incremental expenses — — — 0.08 0.17 0.42 Loss (gain) on extinguishment of debt 0.02 — — 0.02 0.34 — Net charge related to Iké — — — — — 0.09 Acquisition integration expenses — — 0.01 0.27 0.29 0.35 Foreign exchange related losses 0.16 (0.01) 0.58 0.25 0.23 0.18 Gain related to benefit plan activity (0.12) (0.28) (0.45) (0.33) (0.27) (0.25) CARES Act tax benefit (after-tax) — — — — — (1.34) State tax for AEB sale (after-tax) — — — — — 0.05 Net gain from deconsolidation of consolidated investment entities — — — — — (0.11) Impact of Tax Cuts and Jobs Act at enactment (after-tax) — — — — — (0.02) Loss on building held for sale 0.03 — — — — — Merger and acquisition transaction and other related expenses — — 0.02 0.25 0.07 0.27 Benefit for income taxes (0.71) (0.65) (0.80) (1.44) (0.02) (0.19) Adjusted earnings per diluted share 19.77 16.64 15.49 11.13 10.24 8.26 Reportable catastrophes, pre-tax 3.85 4.70 2.08 3.14 2.59 2.83 Tax impact of reportable catastrophes (0.81) (0.99) (0.44) (0.66) (0.55) (0.60) Adjusted earnings, excluding reportable catastrophes, per diluted share $ 22.81 $ 20.35 $ 17.13 $ 13.61 $ 12.28 $ 10.49
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 27 Exhibit 2: Non-GAAP Financial Measures (Continued) Global Housing Non-Catastrophe Loss Ratio: Assurant uses the Global Housing non-catastrophe loss ratio as an important measure of the segment's operating performance. Assurant defines the Global Housing non-catastrophe loss ratio as segment policyholder benefits less reportable catastrophe losses, divided by segment net earned premiums less reinstatement premiums. The Company believes that the Global Housing non-catastrophe loss ratio provides investors with an important measure of the segment's operating performance, because it excludes the impact of reportable catastrophe losses and related reinstatement premiums, which can be volatile. The comparable GAAP measure is the Global Housing loss ratio, defined as segment policyholder benefits divided by segment net earned premiums. (UNAUDITED) 2Q 2026 Six Months 2026 Net earned premiums $ 700.5 $ 1,386.5 Reinstatement premiums 0.7 0.7 Net earned premiums, excluding reinstatement premiums $ 699.8 $ 1,385.8 Policyholder benefits $ 235.4 $ 499.3 Reportable catastrophe losses 12.9 37.3 Total policyholder benefits, excluding reportable catastrophe losses $ 222.5 $ 462.0 Global Housing loss ratio 33.6 % 36.0 % Change due to effect of excluding reportable catastrophe losses (1.8) % (2.7) % Global Housing non-catastrophe loss ratio 31.8 % 33.3 %
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 28 Exhibit 2: Non-GAAP Financial Measures (Continued) ROE: Assurant uses annualized operating return on common stockholders' equity, excluding AOCI (" ROE"), as an important measure ofthe company’s operating performance. Assurant defines ROE as Adjusted earnings (defined above) divided by average common stockholders’ equity, excluding AOCI. The company believes this metric provides investors with an important measure of the company’s operating performance because it excludes items that do not represent the ongoing operations of the company. The comparable GAAP measure is GAAP return on common stockholders' equity, defined as net income (loss) attributable to common stockholders, divided by average common stockholders’ equity. (UNAUDITED) Twelve Months ($ in millions) 2025 2024 2023 2022 2021 2020 Total common stockholders' equity,beginning of period $ 5,106.7 $ 4,809.5 $ 4,228.7 $ 5,464.1 $ 5,675.0 $ 5,376.4 Less: AOCI (836.1) (765.0) (986.2) (150.0) 709.8 411.5 Less: Equity related to the disposed Global Preneed business — — — — 467.0 576.0 Total common stockholders' equity, beginning of period, as adjusted $ 5,942.8 $ 5,574.5 $ 5,214.9 $ 5,614.1 $ 4,498.2 $ 4,388.9 Total common stockholders' equity, end of period $ 5,871.6 $ 5,106.7 $ 4,809.5 $ 4,228.7 $ 5,464.1 $ 5,675.0 Less: AOCI (544.2) (836.1) (765.0) (986.2) (150.0) 709.8 Less: Equity related to the disposed Global Preneed business — — — — — 467.0 Total common stockholders' equity, end of period, as adjusted $ 6,415.8 $ 5,942.8 $ 5,574.5 $ 5,214.9 $ 5,614.1 $ 4,498.2 Average common stockholders' equity $ 5,489.2 $ 4,958.1 $ 4,519.1 $ 4,846.4 $ 5,569.6 $ 5,525.7 Less: Average AOCI (690.2) (800.6) (875.6) (568.1) 279.9 560.7 Less: Equity related to the disposed Global Preneed business — — — — 233.5 521.5 Average common stockholders' equity, as adjusted $ 6,179.3 $ 5,758.7 $ 5,394.7 $ 5,414.5 $ 5,056.2 $ 4,443.6 Annualized GAAP return on common stockholders' equity 15.9 % 15.3 % 14.2 % 5.7 % 10.8 % 9.4 % Annualized operating return on common stockholders' equity 16.5 % 15.2 % 15.4 % 11.3 % 12.1 % 11.3 %
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 29 Exhibit 2: Non-GAAP Financial Measures (Continued) ROTE: Assurant uses annualized operating return on tangible common stockholders' equity, excluding AOCI ("ROTE"), as an important measure of the company’s operating performance. Assurant defines ROTE as Adjusted earnings (defined above) divided by average common stockholders’ equity excluding AOCI, goodwill and other intangible assets, net of tax. The company believes this metric provides investors with an important measure of the company’s operating performance because it excludes items that do not represent the ongoing operations of the company and because it excludes the impact of goodwill and other intangible assets. The comparable GAAP measure is GAAP return on common stockholders' equity, defined as net income (loss) attributable to common stockholders divided by average common stockholders’ equity. (UNAUDITED) Twelve Months ($ in millions) 2025 2024 2023 2022 2021 2020 Total common stockholders' equity,beginning of period $ 5,106.7 $ 4,809.5 $ 4,228.7 $ 5,464.1 $ 5,675.0 $ 5,376.4 Less: AOCI (836.1) (765.0) (986.2) (150.0) 709.8 411.5 Less: Equity related to the disposed Global Preneed business — — — — 467.0 576.0 Less: Goodwill and other intangible assets, net of tax 3,057.2 3,074.4 3,131.0 3,189.7 3,179.5 2,678.1 Total common stockholders' equity, beginning of period, as adjusted $ 2,885.6 $ 2,500.1 $ 2,083.9 $ 2,424.4 $ 1,318.7 $ 1,710.8 Total common stockholders' equity, end of period $ 5,871.6 $ 5,106.7 $ 4,809.5 $ 4,228.7 $ 5,464.1 $ 5,675.0 Less: AOCI (544.2) (836.1) (765.0) (986.2) (150.0) 709.8 Less: Equity related to the disposed Global Preneed business — — — — — 467.0 Less: Goodwill and other intangible assets, net of tax 3,074.3 3,057.3 3,074.4 3,131.0 3,189.7 3,179.5 Total common stockholders' equity, end of period, as adjusted $ 3,341.5 $ 2,885.5 $ 2,500.1 $ 2,083.9 $ 2,424.4 $ 1,318.7 Average common stockholders' equity $ 5,489.2 $ 4,958.1 $ 4,519.1 $ 4,846.4 $ 5,569.6 $ 5,525.7 Less: Average AOCI (690.2) (800.6) (875.6) (568.1) 279.9 560.7 Less: Equity related to the disposed Global Preneed business — — — — 233.5 521.5 Less: Goodwill and other intangible assets, net of tax 3,065.8 3,065.9 3,102.7 3,160.4 3,184.6 2,928.8 Average common stockholders' equity, as adjusted $ 3,113.6 $ 2,692.8 $ 2,292.0 $ 2,254.2 $ 1,871.6 $ 1,514.8 Annualized GAAP return on common stockholders' equity 15.9 % 15.3 % 14.2 % 5.7 % 10.8 % 9.4 % Annualized operating return on tangible common stockholders' equity 32.7 % 32.5 % 36.3 % 27.0 % 32.6 % 33.2 %
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 30 Exhibit 2: Non-GAAP Financial Measures (Continued) The company outlook for each of Adjusted earnings, excluding reportable catastrophes, per diluted share and, for Assurant and Global Housing, Adjusted EBITDA, excluding reportable catastrophes, each including and excluding 2025 prior year reserve development and first half 2026 development, constitute forward-looking non-GAAP financial measures and the company believes that it cannot, without unreasonable efforts, forecast certain information needed to reconcile such forward-looking non-GAAP financial measures to the most comparable GAAP measure, the probable significance of which cannot be determined. The company is able to quantify a full-year estimate of depreciation expense, interest expense and amortization of purchased intangible assets, each on a pre-tax basis, and the estimated effective tax rate, which are expected to be approximately $180 million, $113 million, $70 million and 19 to 21 percent, respectively. Other GAAP components cannot be reliably quantified due to the combination of variability and volatility of such components and may, depending on the size of the components, have a significant impact on the reconciliation.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 31 Exhibit 3: Regulatory Requirements Assurant, Inc. is an insurance holding company, with insurance subsidiaries domiciled in a number of states in the U.S. and international jurisdictions. The ownership of our stock is subject to certain state and foreign insurance law requirements. Those are typically triggered when ownership reaches 10% of voting securities but some jurisdictions may have different requirements. We encourage engagement with us prior to approaching ownership levels that may trigger these requirements.
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© 2026 Assurant, Inc. All rights reserved. Company confidential. 32 Exhibit 4: Peer Earnings Definition from S&P Capital IQ Market Intelligence AIZ Metric Peer Earnings Metric Definition Source Adjusted earnings Operating income after taxes: Net income after taxes, less the net income attributable to noncontrolling interest, after-tax realized gains, extraordinary items, deferred amortization cost amortization adjustments and certain non-recurring items, net of related taxes. SNL (S&P Capital IQ Market Intelligence) Adjusted earnings, excluding reportable catastrophes Operating income after taxes (defined above), excluding reportable catastrophes. SNL (S&P Capital IQ Market Intelligence) Adjusted EPS, including reportable catastrophes Operating income after taxes (defined above), including reportable catastrophes divided by the end of period weighted average diluted shares outstanding. SNL (S&P Capital IQ Market Intelligence) Adjusted EPS, excluding reportable catastrophes Operating income after taxes (defined above), excluding reportable catastrophes divided by the end of period weighted average diluted shares outstanding. SNL (S&P Capital IQ Market Intelligence) Combined Ratio Combined ratio, including policyholder dividend ratio as reported by the company. Equals the sum of the loss ratio, expense ratio, and the policyholder dividend ratio. SNL (S&P Capital IQ Market Intelligence) ROE Operating income after taxes attributable to the parent as a percent of average shareholders equity. SNL (S&P Capital IQ Market Intelligence) ROTE Operating income after taxes attributable to the parent as a percent of average tangible shareholders' equity. SNL (S&P Capital IQ Market Intelligence)