Independent, 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.
You need a Medicare planning advisor when you're approaching age 65 or navigating changes in your health coverage options. Without expert guidance, it's easy to miss enrollment deadlines or choose plans that don't fit your health needs and budget.
- Enrollment timing. Confirm how they help you avoid costly late enrollment penalties by tracking your specific eligibility windows.
- Plan comparison. Ask how they evaluate Medicare Advantage, Part D, and supplemental plans to match your medications and providers.
- Cost management. Look for advisors who consider your total out-of-pocket expenses, not just monthly premiums, when recommending plans.
- Independent advice. Since these advisors operate independently, they can offer a wider range of plan options without being tied to a single insurer.
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 assist Illinois clients navigating Medicare enrollment and plan selection. With 19 years of experience and a flat-fee structure for standalone financial planning, he offers independent advice through Pendulum Wealth Partners, which also provides integrated tax and accounting services, setting him apart from advisors focused solely on investment management.
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 Social Security optimization, making him well-equipped to assist Illinois clients navigating Medicare options and enrollment timing. Based in Chicago, he offers flat-fee and hourly consulting through Hemsley Advisors, Ltd., which emphasizes individualized investment policies and a buy-and-hold strategy, distinguishing him from others by combining tax expertise with a focus on non-discretionary portfolio management.
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 specializes in Medicare planning and retirement income strategy, making him well-equipped to assist Illinois clients navigating Medicare options. With 32 years of experience and a flat-fee structure for financial planning, he serves high-net-worth individuals through Parkview Asset Management, a small firm managing $160 million with a focus on diversified, low-cost portfolios and automated tax-loss harvesting, distinguishing him from advisors tied to larger firms or commission-based models.
Experience: 33 years
Avg account: $1,184,776
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Darryl F
Series 66
Naperville, IL
Oakwood Wealth Advisors Ltd.
Darryl Franklin specializes in Medicare planning and Social Security optimization, making him well-equipped to assist Illinois clients navigating Medicare options. His firm, Oakwood Wealth Advisors Ltd., offers both active and passive portfolio management with a mix of fundamental and technical analysis, and he provides flat-fee financial planning up to $42,000 annually, which may appeal to clients seeking transparent, independent advice with a comprehensive approach.
Experience: 17 years
Avg account: $590,196
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Avedis M
Series 63, Series 65
Chicago, IL
Bayworth Capital
Avedis Mavilian specializes in Medicare planning and retirement income strategy, making him well-suited to assist Illinois clients navigating Medicare enrollment and coverage options. Operating independently with a flat-fee structure, he brings seven years of experience and manages tailored portfolios at Bayworth Capital, a firm known for diverse investment strategies and personalized financial planning services in Chicago.
Experience: 8 years
Avg account: $459,557
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