About Windham
Decades of Commercial Insurance Expertise
Founded in 2015, Windham Insurance Agency, LLC has grown into one of the region's most trusted independent commercial insurance brokers — built on relationships, expertise, and an unwavering commitment to our clients.
Built on Conviction, Grown on Trust
Windham Insurance Agency was founded in 2015 with a single conviction: that mid-market and enterprise businesses deserve the same caliber of insurance expertise as the largest corporations in the country.
Over the past decade, we have assembled a team of specialists, cultivated relationships with more than 40 admitted and surplus lines carriers, and built a client base that spans manufacturing, real estate, professional services, and beyond.
We are an independent agency — beholden to no single carrier — which means our only obligation is to find the right coverage at the right price for each client we serve.
The Windham Difference
Independence
As an independent broker, we work for you — not for any insurance carrier. That independence lets us shop the entire market and negotiate on your behalf.
Specialization
We focus exclusively on commercial lines. Every member of our team is a specialist, not a generalist — which means deeper expertise and better outcomes for your business.
Advocacy
When a claim occurs, we stand beside you. Our team actively manages the claims process to ensure fair, timely resolution — not just policy placement.
Relationships
We build long-term partnerships, not transactional accounts. Our clients stay because we deliver consistent value year after year, renewal after renewal.
The Principals
Our leadership
Founder & Principal Broker
John Windham founded Windham Insurance Agency in 2015 He began his career in 1988 Property & Casualty & Group Benefits. He earned the CIC,LUTCF designations and specializes in complex commercial property and casualty programs.
Access to the Broadest Market
We maintain preferred relationships with more than 40 admitted and surplus lines carriers, giving your business access to the broadest possible range of coverage options and pricing.
Ready to Work with an Independent Broker?
Let's talk about your business and how we can build a coverage program that protects what you've built.