Independent, medicare planning financial advisors in Chicago, IL
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 or helping a loved one navigate enrollment, you need an advisor who understands the timing and coverage options that fit your health and financial situation. A common mistake is enrolling too early or choosing plans without considering long-term care needs and out-of-pocket costs.
- Coverage coordination. Confirm how they integrate Medicare parts A, B, C, and D with your existing insurance and health needs.
- Cost management. Ask how they help balance premiums, deductibles, and copays to minimize your total healthcare expenses.
- Long-term care insight. Medicare doesn't cover most long-term care; check if they discuss supplemental options or planning for these costs.
- Independent advice. Being independent means they can offer a range of plan options without being tied to specific insurers.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Nicholas M
Series 65
Chicago, IL
Hemsley Advisors, Ltd.
Nicholas Martin specializes in Medicare planning and general retirement strategies, offering independent advice in Chicago with six years of experience and a Series 65 designation. His firm uses a buy-and-hold investment approach and provides flat-fee and hourly consulting options, which may appeal to clients seeking personalized, cost-transparent financial planning compared to other advisors in the area.
Experience: 7 years
Avg account: $1,945,307
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Darryl F
Series 66
Naperville, IL
Oakwood Wealth Advisors Ltd.
Darryl Franklin specializes in Medicare planning and Social Security optimization, offering independent advice with a flat-fee structure that can reach up to $42,000 annually based on complexity. Located near Chicago in Naperville, he brings 17 years of experience and integrates both active and passive investment management, serving a diverse client base including high-net-worth individuals and trusts.
Experience: 17 years
Avg account: $590,196
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Ara B
Series 65
Chicago, IL
Bayworth Capital
Ara Bayindiryan specializes in Medicare planning and long-term care insurance, making him well-equipped to assist those navigating Medicare options in Chicago. His flat-fee, independent advisory approach, combined with nine years of experience and expertise in retirement income strategy, distinguishes him from others by offering transparent pricing and comprehensive financial planning tailored to individual needs.
Experience: 10 years
Avg account: $459,557
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Colleen N
Series 66, Series 63
Itasca, IL
Pendulum Wealth Partners
Colleen Nesslar specializes in Medicare planning and retirement income strategy, offering independent advice with a flat-fee structure that includes standalone financial planning services up to $60,000 annually. Based in Itasca, IL, she brings 13 years of experience and works with Pendulum Wealth Partners, a firm managing $254 million with a long-term, diversified investment approach and integrated tax and accounting services, distinguishing her from other advisors in Chicago.
Experience: 13 years
Avg account: $1,043,677
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Bobbie H
Series 66
Oakbrook Terrace, IL
Parkview Asset Management, Inc.
Bobbie Helman specializes in Medicare planning and retirement income strategy, making her well-suited to assist with Medicare enrollment and coverage coordination in the Chicago area. Operating independently with a flat-fee structure, she serves high-net-worth clients through Parkview Asset Management, which manages $160 million with a fiduciary, long-term investment approach using diversified, low-cost funds.
Experience: 7 years
Avg account: $1,184,776
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