Top medicare planning financial advisors in Illinois
The right financial advisor for you depends on how you weigh location, expertise, experience, the clients they typically serve, and how they work with you.
If you're approaching Medicare eligibility, you need an advisor who understands how to navigate enrollment periods and coverage options without costly mistakes. A common pitfall is missing deadlines or choosing plans that don't align with your health needs and budget.
- Enrollment timing expertise. Confirm how they help you avoid penalties by managing your initial and special enrollment periods.
- Plan comparison clarity. Ask how they evaluate Medicare Advantage, Part D, and supplemental plans to fit your specific medical and financial situation.
- Coordination with other benefits. Ensure they consider how Medicare interacts with any employer coverage or retiree benefits you may have.
- Property tax awareness. Since Illinois has no tax on retirement income but high property taxes, check how they factor this into your overall retirement budget.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Matthew M
Series 66
Itasca, IL
Pendulum Wealth Partners
Matthew Mc Wherter specializes in Medicare planning and retirement income strategy, making him well-equipped to guide Illinois clients through Medicare enrollment and coverage decisions. His firm, Pendulum Wealth Partners, offers flat-fee financial planning and serves high-net-worth individuals with a long-term, diversified investment approach, distinguishing him from advisors focused solely on asset-based fees or narrower client types.
Experience: 20 years
Avg account: $1,043,677
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Nicholas M
Series 65
Chicago, IL
Hemsley Advisors, Ltd.
Nicholas Martin specializes in Medicare planning and general retirement strategies, offering expertise in Social Security optimization and tax planning, which is crucial for navigating Illinois' high property taxes. Operating independently with a flat-fee structure, he provides personalized portfolio management and consulting services, emphasizing fundamental analysis and a buy-and-hold investment approach, distinguishing him from advisors with more traditional fee models or less comprehensive tax integration.
Experience: 7 years
Avg account: $1,945,307
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Michael J
Series 63, Series 65
Oakbrook Terrace, IL
Parkview Asset Management, Inc.
Michael Jankowski offers Medicare planning expertise combined with 32 years of experience, making him well-equipped to guide Illinois clients through enrollment periods and plan comparisons. His firm manages $160 million across 79 clients, focusing on diversified, low-cost portfolios with automated monitoring, and he provides flat-fee and hourly financial planning options, catering especially to high-net-worth individuals seeking independent advice.
Experience: 33 years
Avg account: $1,184,776
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Scott S
CFP®, Series 65
Elgin, IL
Sierens Financial Group, Inc.
Scott Sierens specializes in Medicare planning and retirement income strategy, making him well-equipped to guide Illinois clients through Medicare enrollment and coverage options. His flat-fee structure and CFP® certification, combined with nine years of experience and an independent advisory approach, distinguish him from others by offering transparent fees and comprehensive financial planning tailored to individual needs.
Experience: 9 years
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Ryan M
Series 66
Hinsdale, IL
Merrill
Ryan Maloney specializes in Medicare planning and elder care, making him well-suited to help Illinois clients navigate enrollment periods and coverage options. Working at Merrill, a large firm, he offers structured portfolio strategies and ongoing advice, which may appeal to those seeking support from a sizable institution despite his relatively recent two years of industry experience.
Experience: 2 years
Avg account: $860,085
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