Principle Broker, Senior Health Insurance Advisors
David Dupuy is a highly respected Principal Broker with over 15 years of experience in the health and life insurance industry. Based in Middleboro, MA, he specializes in providing comprehensive solutions for small group health plans and employee benefit administration, including Section 125 plans, FSA and HRA administration, and COBRA management. His deep understanding of the complexities surrounding health insurance equips him to deliver tailored solutions that meet the unique needs of businesses and individuals alike.
Licensed in 19 states, including Massachusetts, Connecticut, New York, and Florida, David is recognized for his expertise and commitment to excellence. He is AHIP certified for Medicare plans and holds certifications from the Federally Facilitated Marketplace to offer both On Exchange and Off Exchange plans. As a National Social Security Advisor (NSSA), David also has the specialized knowledge needed to guide clients through the often-complicated landscape of social security benefits and retirement planning.
Having earned the NSSA® Social Security certification and the IRMAA Certified Planner (IRMAACP™) program, David Dupuy is equipped to guide clients through complex Social Security and Medicare decisions.
With contracts and certifications from over 35 leading insurance companies nationwide, David ensures that his clients receive the most competitive options available. His steadfast dedication to his clients' well-being, combined with his extensive professional background, makes him a trusted advisor you can rely on. Outside of work, David shares his life with his wife Raygan and their two daughters, Mya and Ari, both of whom excel in athletics and academics. When you choose David Dupuy, you’re choosing a partner who prioritizes your health and financial security.
An NSSA® Certified Advisor provides the knowledge and expertise needed to maximize your Social Security benefits and help you achieve a secure retirement.

Navigating Social Security rules can be complex, and even small mistakes can cost you thousands of dollars in lost benefits. An NSSA® Certified Advisor ensures you make informed decisions and avoid costly errors.

An NSSA® Advisor integrates your Social Security strategy with your overall retirement plan, ensuring your assets work together to meet your financial goals and a clearer path to a secure future.

The Social Security office provides information but doesn’t offer personalized advice or strategies. An NSSA® Certified Advisor delivers tailored solutions based on your unique circumstances and goals.