Location: Bridgton, Maine

At Chalmers Insurance Group, we’ve been protecting our clients and our communities for more than 165 years. As a multi-year winner of Best Places to Work in Insurance, we’re proud of our strong culture, family orientation, and deep community roots. We believe in teamwork, integrity, and giving back—values that guide everything we do.

We are seeking a Controller to join our Leadership Team and oversee the financial operations of Chalmers Insurance Group and its subsidiaries. This is a high-impact role with ownership of day-to-day accounting functions and the opportunity to help shape our financial strategy for the future.

What You’ll Do

• Lead and oversee the Accounting Department, including accounts payable, accounts receivable, payroll, and monthly close.
• Prepare financial reports and ensure compliance with regulatory requirements.
• Partner with leadership to develop budgets, forecasts, and performance benchmarks.
• Manage vendor contracts, accruals, reconciliations, and annual tax preparation.
• Coach and inspire a talented accounting team in alignment with our people-first culture.
• Drive process improvements and align accounting with organizational goals.

What We’re Looking For

• 7+ years of progressive accounting experience, with at least 3 years in a supervisory role.
• Bachelor’s degree in finance, accounting, or business (CPA preferred).
• Hands-on leadership style with a passion for mentoring and collaboration.
• Proficiency in Microsoft Office and accounting systems (QuickBooks, Vertafore/AMS360 a plus).
• Strategic mindset, strong problem-solving skills, and entrepreneurial spirit.

Why Join Chalmers?

• Award-winning workplace culture: Recognized year after year as one of the Best Places to Work in Insurance.
• Community-focused: We are proud to support and serve the communities where we live and work.
• Family-owned and family-oriented: For generations, Chalmers has been a place where people build meaningful careers and lasting relationships.
• Growth & impact: Be part of a collaborative leadership team shaping the future of a thriving, independent agency.

If you’re a seasoned financial leader who thrives in a people-first environment and is inspired by the opportunity to make a real impact, we’d love to hear from you.

For more information or to apply, please contact: Jessica McPherson, HR Manager 
careers@chalmersinsurancegroup.com.