March 2022 Investor Presentation

SAFE HARBOR Statements in this presentation that are not historical facts are forward-looking statements that are subject to certain risks and uncertainties that could cause actual events and results to differ materially from those discussed herein. Without limiting the generality of the foregoing, words such as "may" "will," "expect," "believe," "anticipate," "approximate," "plan," "intend," "could," "would," "estimate," or similar expressions are intended to identify forward-looking statements. Forward looking statements include, but are not limited to, statements about the Company's expectations with regard to net investment income, underwriting margins and capital to support future premium growth and expansion initiatives. These statements are not guarantees of future performance and involve risks, uncertainties and assumptions that could cause the Company's actual results to differ materially from those expressed or implied by such forward-looking statements. Such risks and uncertainties include, among other things, risks related to the possibility that actual losses may exceed reserves; the concentration of the Company's business in coastal states, which could be impacted by hurricane losses or other significant weather-related events such as northeastern winter storms; the Company's exposure to catastrophic weather events; increased costs of reinsurance, non-availability of reinsurance, and non-collectability of reinsurance; the Company's failure to effectively manage its growth and integrate acquired companies; increased competition, competitive pressures, and market conditions; the Company's failure to accurately price the risks it underwrites; the inherent uncertainty of the Company's models and reliance on such models as a tool to evaluate risk; the failure of the Company's claims department to effectively manage or remediate claims; low renewal rates and failure of such renewals to meet the Company's expectations; the Company's failure to execute its diversification strategy; failure of the Company's information technology systems and unsuccessful development and implementation of new technologies; a lack of redundancy in the Company's operations; the Company's failure to attract and retain qualified employees and independent agents or loss of key personnel; the Company's inability to generate investment income; the Company's inability to maintain its financial stability rating; effects of emerging claim and coverage issues relating to legal, judicial, environmental and social conditions; the failure of the Company's risk mitigation strategies or loss limitation methods; changes in regulations and the Company's failure to meet increased regulatory requirements; and other matters described from time to time by the Company in its filings with the Securities and Exchange Commission, including, but not limited to, those set forth in its Annual Report on Form 10-K for the year ended December 31, 2020 and subsequent Quarterly Reports on Form 10-Q (or such other reports that may be filed with the SEC). The Company undertakes no obligations to update, change or revise any forward- looking statement, whether as a result of new information, additional or subsequent developments or otherwise, except as required by law. Non-GAAP Financial Information: This presentation includes financial measures that are not presented in accordance with generally accepted accounting principles in the U.S. (GAAP). A reconciliation of these non-GAAP financial measures to the most directly comparable GAAP financial measure can be found in the Appendix to this presentation on slide 25. Note: This presentation also contains information regarding securities analyst consensus and other financial professionals' estimates of certain financial items for Heritage and other industry participants derived from reports of FactSet Research Systems ("FactSet"). These estimates are projections made by securities analysts and other financial professionals who cover Heritage and other industry participants. Any opinions, forecasts, estimates, projections or predictions regarding Heritage's performance made by such third parties (and, therefore, such estimates) are theirs alone and do not represent the opinions, forecasts, estimates, projections or predictions of Heritage or its management. By providing these estimates, Heritage does not imply its adoption of, endorsement of or concurrence with such information, conclusions or recommendations. Heritage assumes no liability for the accuracy of such estimates and undertakes no liability to update or revise such estimates based on new information or otherwise. March 2022 Investor Presentation 2 H

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