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Chris McClory



Chris McClory is the co-founder and President of Milestone Medicare, LLC. He has over 20 years’ experience in the financial services industry. As an independent insurance agent specializing in Medicare insurance, Chris provides his clients with unbiased expert advice on enrolling in Medicare benefits as well as selecting Medicare insurance coverage based on individual client needs. His passion for working with and helping others is what drives him, which is also reflected in his ten years as a volunteer fire fighter and EMT on the Maple Lake Fire Department. He has three children and currently lives in Maple Lake with his wife Natalie after relocating to Minnesota from Arizona in 2006. What he loves most about Minnesota is fishing with his children and the changing seasons, although he says that after the novelty wore off, he could do without the long winters.

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Tammy Hendrickson



Tammy Hendrickson has a background in public education and was an elementary school teacher in the area for over 15 years. Now a licensed, independent Medicare insurance agent, Tammy has a gift for working with beneficiaries to guide them to a better understanding of the sometimes complicated topic of Medicare.  Helping people is in her DNA.  Tammy grew up and has spent most of her life in Buffalo, MN where she now lives with her husband Jimmy, their three teenage daughters, two energetic dogs and a very patient cat. Tammy also coaches for the Wright County Wave Swim Club and works on the beach as a lifeguard.  

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Natalie McClory



Natalie McClory is the co-founder and Marketing Director of Milestone Medicare, LLC. She has over 20 years’ experience in training, speaking and event hosting. Her ability to communicate effectively and connect with people compliments her ability, as an independent insurance agent, to provide clients with unbiased expert advice on selecting appropriate Medicare insurance coverage. This experience also uniquely suits her for leading Milestone Medicare’s public training courses, events and overall marketing strategy. She returned to her roots here in Minnesota after a 17-year hiatus in central Arizona to be closer to family. Growing up in Buffalo, MN she now lives in Maple Lake with her husband Chris and her two children. She has a passion for Vikings football and enjoys being involved with her children’s sporting activities, maybe too much so according to her tween and teenager.