Hagerty, Inc.

We define Adjusted EBITDA as EBITDA, further adjusted to (i) exclude net investment gains and losses (ii) deduct interest expense related to the State Farm Term Loan (iii) exclude share-based compensation expense and when applicable, exclude (iv) restructuring, impairment and related charges (v) gains, losses and impairments related to divestitures and (vi) certain other unusual items, such as Markel Fronting Arrangement transitional costs during the three and six months ended June 30, 2026.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026

2 Interest expense related to the State Farm Term Loan is charged against Adjusted EBITDA as it is directly attributable to the operations of Hagerty Re.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026

In addition, interest expense related to the State Farm Term Loan is now deducted from Adjusted EBITDA as it is directly attributable to Hagerty Re, which generates a significant portion of our net investment income.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026

PHOTOGRAPHER: MATT TIERNEY HAGERTY Q2 2026 | 10 NON-GAAP FINANCIAL MEASURES | 2026 OUTLOOK Net Income to Adjusted EBITDA IN THOUSANDS 2026 Low 2026 High Net Income $18,000 $30,000 Interest expense and other, net1 5,000 5,000 Income tax benefit (11,000) (13,000) Depreciation and amortization 40,000 40,000 Share-based compensation expense 19,000 19,000 Markel Fronting Arrangement transitional costs2 199,000 199,000 Adjusted EBITDA $270,000 $280,000 1 Excludes interest expense related to the BAC Credit Facility, which is recorded within Selling, general, and administrative expenses in the Condensed Consolidated Statements of Operations.

SEC original ↗Hagerty, Inc. — Presentation / slide deck (8-K exhibit)EX-99Aug 5, 2026

We define Adjusted EBITDA as EBITDA, further adjusted to (i) exclude net investment gains and losses; (ii) deduct interest expense related to the State Farm Term Loan; (iii) exclude share-based compensation expense; and when applicable, exclude (iv) restructuring, impairment and related charges; (v) gains, losses and impairments related to divestitures; and (vi) certain other unusual items, such as Markel Fronting Arrangement transitional costs during the three and six months ended June 30, 2026.

SEC original ↗Hagerty, Inc. — Presentation / slide deck (8-K exhibit)EX-99Aug 5, 2026

3 INCREASED 2026 OUTLOOK - COMPOUNDING GROWTH We believe 2026 is on track to be another great year of underlying profit growth for Hagerty as our team executes on our long-term plan to deliver compounding premium growth through investing in our long-term competitive advantages with our member-centric approach.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026

We also remain focused on delivering this growth more efficiently through the benefits of scale, continued cost discipline, and investments in our technology platform.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026

All statements we provide, other than statements of historical fact, are forward-looking statements, including those regarding Hagerty s future operating results and financial position, Hagerty s business strategy and plans, products, services, and technology implementations, market conditions, growth and trends, expansion plans and opportunities, and Hagerty s objectives for future operations.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026

We use these Key Performance Indicators to evaluate our business, measure our performance, identify trends against planned initiatives, prepare financial projections, and make strategic decisions.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026

We believe the presentation of Adjusted EBITDA provides securities analysts, investors, and other interested parties with a supplemental view of our operating performance that enhances their understanding of our business and our results of operations, as well as assisting investors in evaluating how well we are executing our strategic initiatives.

SEC original ↗Hagerty, Inc. — Earnings release (8-K exhibit)EX-99Aug 5, 2026