Tom Bennett

Licensed Insurance Professional

Tom began his insurance career in 2013 after 20 years in non-profit work, where he learned the value of truly helping people. Today, he specializes in Medicare and takes pride in making complex topics simple and relatable for his clients. Tom uses clear tools and real-life examples to ensure every client feels confident in their decisions. He stays current through ongoing training and brings a caring, approachable style to every conversation. Outside of work, Tom enjoys cycling, golf, and volunteer fundraising—always striving to give back and live well.

Tom Bennett

Licensed Insurance Professional

Tom began his insurance career in 2013 after 20 years in non-profit work, where he learned the value of truly helping people. Today, he specializes in Medicare and takes pride in making complex topics simple and relatable for his clients. Tom uses clear tools and real-life examples to ensure every client feels confident in their decisions. He stays current through ongoing training and brings a caring, approachable style to every conversation. Outside of work, Tom enjoys cycling, golf, and volunteer fundraising—always striving to give back and live well.

About Legacy Insurance and Financial Services

Your trusted local guide to retirement planning. No call centers, no brand reps—just me, your dedicated agent, here to help you connect the dots and claim what’s yours. Backed by a Master Brokerage with access to hundreds of top-rated companies, I tailor strategies that optimize your retirement savings, Social Security, Medicare, and more. Whether it’s life insurance, long-term care, veteran benefits, or debt elimination, I’m here to protect what matters most. I listen, personalize, and stay by your side—today and into your future. Let’s begin.

From Medicare to individual & family health insurance, personalize your plan.

Protect and maximize retirement savings income. Perfect Social Security strategies. Sharpen savings & eliminate debt.

Protect your loved ones. Plan your estate. Leverage the unique characteristics of life insurance for personal or business planning.

Get professional help planning for care at home or in assisted living. Protect assets, choice, dignity & relationships by planning ahead.