Director of Corporate Development

Mission & Core Values

Hagerty is a company built by drivers for drivers. We put our members at the center of everything we do, and are dedicated to making it easier and more enjoyable for enthusiasts to drive and celebrate the machines they love. We're committed to Never Stop Driving.

About the Role

The Director of Corporate Development leads strategic transactions, including mergers and acquisitions (M&A), investments, divestitures, and partnerships. This role requires a strong background in investment banking, corporate finance, and strategic analysis. The ideal candidate will possess exceptional financial modeling skills, transaction experience, and the ability to collaborate across executive and functional teams to execute high-impact deals that support long-term enterprise growth.

What You’ll Do

• M&A and Strategic Investments
• Lead and support strategic initiatives across the full breadth of Hagerty’s businesses, including insurance, live and digital marketplace, data and analytics, membership, media and events.
• Manage the end-to-end deal lifecycle including target sourcing, valuation, due diligence, negotiation, and integration.
• Proactively source opportunities by attending relevant industry conferences, events, and networking forums, and by maintaining active relationships with founders, executives, investment banks, investors, and intermediaries.
• Create comprehensive financial models, valuation analyses (DCF, precedent transactions, comparables), and scenario assessments to guide decision-making.
• Evaluate and prioritize acquisition targets, strategic partnerships, and joint ventures.
• Negotiate term sheets and definitive agreements in collaboration with legal and finance teams.
• Partner with executive leadership and business unit heads to assess strategic fit and synergy potential.
• Collaborate with functional and operational teams to ensure successful integration of acquisitions.
• Define KPIs and track performance against strategic and financial objectives.
• Drive accountability for synergy realization and performance metrics.
• Financial and Market Analysis
• Conduct market intelligence and competitive landscape assessments to identify emerging trends and disruptive opportunities.
• Support strategic planning processes with data-driven insights and financial forecasts.
• Work closely with Strategy, Investments, Treasury and Capital Markets teams to evaluate strategic capital decisions and optimize return on investment.

Qualifications

• Proven experience in M&A, Private Equity, Private Credit, or Corporate Development, including at least 2 years in Investment Banking.
• Track record in executing private transactions from origination through integration.
• Very strong quantitative and analytical skills in Excel, including proven ability to build complex models from scratch.
• Exceptional analytical, communication, and negotiation skills.
• Bachelor’s degree in Finance, Economics, Accounting, or a related field.

Other Things To Note

• This position is open to U.S. remote work. However, team members who reside within 20 miles of the Traverse City headquarters will follow a hybrid schedule, working from the office three days per week.
• Familiarity with public company requirements, including Sarbanes Oxley and key regulations, if applicable.
• If you reside in the following jurisdictions: Illinois, Colorado, California, District of Columbia, Hawaii, Maryland, Minnesota, Nevada, New York, or Jersey City, New Jersey, Cincinnati or Toledo, Ohio, Rhode Island, Washington, British Columbia, Canada please email recruiting@hagerty.com for compensation, comprehensive benefits and the perks that set us apart.