Matthew Claassen, Medicare Insurance Agent

About Me

Matthew Claassen, CMT is CEO of Medigap Seminars; an independent insurance

brokerage specializing in Medicare. Medigap Seminars helps people with their Medicare

and retirement needs in 49-states. His educational Medicare videos are among the most

popular Medicare videos in the country and can be found on YouTube or his website.

Before founding Medigap Seminars in 2015, Mr. Claassen owned and operated Claassen

Research, LLC a hedge fund and mutual fund advisory specializing in intermarket

correlations and economic sector rotation throughout a business cycle. Prior to Claassen

Research he earned financial analyst designation as a Chartered Market Technician

(CMT) and managed portfolios for high net net-worth individuals for several decades.

From the late 1990s to early 2000s Mr. Claassen created and hosted what became the

number one radio talk-show in the Washington-Baltimore are called The Technical View,

complimenting his financial seminars and newsletter of the same name.

Mr. Claassen is a Master Gardener and spends his down-time nurturing his 2 ½ acre lot

in South Florid filled with varieties of tropical fruit and medicinal plants.

Get in touch with Matthew using this form

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My Google Reviews

1965 Total Reviews   (5.0 )

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Michael Strom
August 20, 2026

I just received my Medicare Supplemental policy approval notice today. I want to thank Tristaan Gregory with Medigap Seminars with all of his help answering my questions and helping me enroll in the supplemental policy everything went smooth with his help.

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Nancy Putnam
August 17, 2026

Wonderful prompt attention, not pushy and answered all questions

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Bobbie Wendorf
August 13, 2026

My agent was Jessica Cudzil. She was very knowledgeable and sooo patient with me! I’m so grateful for her support. She had answers to all my questions and I had plenty! I highly recommend Medigap Seminars to help you with choosing and signing up for a Medigap policy. I’ll always be grateful for Jessica and Medigap Seminars for helping me navigate and understand what my choices were. I felt very confident with the decision I made because Jessica was so good at explaining everything!

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Mjolnir
August 12, 2026

Megigap Seminars continues to be an import part of managing my healthcare needs. I continue to recommend them to family and friends.

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Cat Matheson
August 11, 2026

If I could give Jordan 6 stars, I would! Made the whole process sooo easy and helped me figure out the right plans for me, in a simple and fun manner. I am so very happy with these guys, and recommend very highly!