CFP®-certified, medicare planning financial advisors in Florida
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.
When you or a loved one approaches Medicare eligibility, you face complex choices about coverage options and enrollment timing that can impact your healthcare costs and benefits. Without expert guidance, it's easy to miss enrollment windows or select plans that don't fit your health needs or budget. CFP® certification means these advisors have formal training in financial planning, including healthcare and retirement considerations.
- Enrollment timing expertise. Confirm how they help you avoid penalties by navigating initial and special enrollment periods.
- Plan comparison skills. Ask how they evaluate Medicare Advantage, Part D, and supplemental plans to match your medical needs and finances.
- Coordination with other benefits. Check if they consider how Medicare interacts with employer coverage, Medicaid, or VA benefits.
- Long-term cost planning. See if they model future healthcare expenses and adjust your retirement plan accordingly.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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John L
CFP®, Series 66
Sarasota, FL
J. L. Bainbridge & Co., Inc.
John Leeming II is well-equipped to assist with Medicare planning in Florida, leveraging his CFP® certification and 21 years of experience to navigate enrollment timing and plan comparisons effectively. His firm, J. L. Bainbridge & Co., Inc., serves high-net-worth clients with a conservative investment approach, including fixed-income strategies and Medicare insurance analytics, differentiating him through specialized services like held-away retirement account management and a 1.00% AUM fee structure.
Experience: 22 years
Avg account: $1,620,861
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Donald S
CFP®, Series 63
St. John's, FL
Steward Advisors Group, LLC
Donald Simmons offers Medicare planning expertise combined with 34 years of industry experience and CFP® certification, ensuring knowledgeable guidance on enrollment timing and plan comparisons. As a founding member of Simmons Capital Group in St. John's, FL, he provides flat-fee financial planning and serves a diverse client base including high-net-worth individuals, with additional specialties in ESG investing and long-term care insurance, setting him apart from other advisors in the region.
Experience: 34 years
Avg account: $782,260
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Anthony B
CFP®, CFA®, Series 63
Sarasota, FL
Baron Financial Group LLC
Anthony Benante's 19 years of experience and CFP® certification equip him to guide Medicare planning effectively, including enrollment timing and plan comparisons. Based in Sarasota, FL, he offers flat-fee financial planning through Baron Financial Group, which manages $340 million with a team approach and employs a mix of fundamental and quantitative investment strategies, distinguishing him from advisors with different fee structures or investment focuses.
Experience: 19 years
Avg account: $1,167,864
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Holly D
CFP®
Gainesville, FL
Holly Donaldson Financial Planning, LLC
Holly Donaldson is well-equipped to assist with Medicare planning in Florida, leveraging her 19 years of experience and CFP® certification to navigate enrollment timing and plan comparisons effectively. Her independent, fee-only firm offers flat-fee and hourly pricing, focusing on consultation-based financial planning without portfolio management, which may appeal to clients seeking detailed, scenario-based advice tailored to retirees and those approaching retirement.
Experience: 19 years
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Patrick L
CFP®
Naples, FL
Prudent Financial Planning
Patrick Logue's CFP® certification and eight years of experience equip him to guide Medicare planning effectively, including enrollment timing and plan comparisons tailored to Florida residents. His firm, Prudent Financial Planning, offers flat-fee and project-based financial planning with a primarily passive investment approach, serving high-net-worth individuals and charitable organizations, which may appeal to clients seeking comprehensive, tiered service packages and financial behavior coaching.
Experience: 9 years
Avg account: $215,366
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