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Trusted Medicare & Insurance Guidance Backed by Experience, Built on Relationships

Rockford, IL–based Medicare broker and advisor serving Northern Illinois and clients in 25+ states—helping you find the right Medicare, health, and life insurance coverage with confidence.

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A Legacy of Trusted Service

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Years of Experience

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Five-Star Reviews

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Licensed in States

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Insurance Carriers

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One of Illinois’ Largest Medicare Agencies

Turning 65? Start Here

Connecting You With Top Insurance Providers

We work with more than two dozen trusted insurance carriers to find the right plan for you.

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Why Clients Choose Us

At Wilcoxen Insurance, we aren't a faceless call center. We are Midwest-grounded advisors who believe that the best insurance solutions are built on long-term relationships. Whether you are navigating Medicare for the first time or protecting your family's future with life insurance, we provide the authority of a national agency with the heart of a local neighbor.

What We Help With

Medicare Advantage

Comprehensive all-in-one plans.

Medicare Supplement

Filling the gaps in your coverage.

Prescription Drug Plans

Managing your medication costs.

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Individual & Family Health

Professional guidance for under-65 coverage.

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Life Insurance & Final Expense

Legacy protection for your loved ones.

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Annuities

Annuities provide a reliable stream of income for retirement. We help you explore fixed and indexed annuity options designed to protect your principal while generating guaranteed or growth-based income for the future.

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Expert Guidance From a Trusted Local Partner

With over 20 years of experience, Kris Wilcoxen has built a reputation as one of Illinois’ leading Medicare authorities. As the Agency Sales Manager for American Republic Insurance Services, Kris focuses on one thing: people. His approach is rooted in the belief that every client deserves a relationship-driven advisor, not a call center. Based in Rockford, Kris combines deep technical knowledge of multi-state licensing with the warmth of a local neighbor.

Meet Kris

See Why 200+ Clients Have Given Us 5 Stars

    
 
 
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   Mary York 
 09/02/2026
 
 
 Trustindex verifies that the original source of the review is Google. Kris is competent & knowledgeable.   He is thorough & pleasant to work with. Helped my husband and I navigate through the Medicare supplement arena effortlessly, with patience and sound advice.
  
 
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   Harold Wells 
 27/10/2025
 
 
 Trustindex verifies that the original source of the review is Google. Kris was able to walk me through signing up for Medicare. He walked me through all my options and helped me pick out the best one for me and got me all signed up. He was a great help to me. I would recommend his services to anybody that needs it. Thank you Kris for all you did for me.
  
 
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   Robin Conti 
 19/08/2025
 
 
 Trustindex verifies that the original source of the review is Google. Told Kris what we wanted and he got us exactly what we needed with no hassles very happy with it recommend it to all my friends
  
 
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   David Castegnaro 
 14/08/2025
 
 
 Trustindex verifies that the original source of the review is Google. kris is extremely knowledgeable & helpful in educating his clients...i refer others to him any chance i get
  
 
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   Emanuel Gagliano 
 13/08/2025
 
 
 Trustindex verifies that the original source of the review is Google. Kris is very knowledgeable, friendly and professional. He’s always making sure we have the right insurance and that we’re not getting ripped off. He’s good people to do business with.
  
 
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   Diane Frey 
 12/08/2025
 
 
 Trustindex verifies that the original source of the review is Google. Kris has done a great job for me.
  
 
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   Jacqueline Dawson 
 11/08/2025
 
 
 Trustindex verifies that the original source of the review is Google. Kris Wilcoxen has always been very professional and extremely helpful. He made sure I found the best insurance coverage for my needs.