Top general retirement planning financial advisors working with baby boomers 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.
You might be approaching retirement or already retired and wondering how to make your savings last while covering your lifestyle and unexpected expenses. A common mistake is underestimating how long your money needs to stretch, which can lead to running out of funds too soon.
- Income sequencing. Ask how they plan withdrawals to balance Social Security, pensions, and investments for steady cash flow.
- Healthcare cost planning. Confirm they consider rising medical expenses and long-term care needs in your retirement budget.
- Tax impact awareness. See if they evaluate how withdrawals affect your tax bracket and Medicare premiums.
- Legacy goals. Discuss how they incorporate your wishes for passing assets to heirs or charities into your plan.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Chris S
CFP®
Tampa, FL
Southshore Financial Planning
Chris Shoup specializes in general retirement planning for Baby Boomers in Florida, offering tailored strategies that integrate cash flow, investments, taxes, insurance, debt, and estate planning. With 21 years of experience and CFP® certification, he provides flat-fee services through his independent firm, Southshore Financial Planning, distinguishing himself by focusing on high-net-worth clients and delivering comprehensive retirement roadmaps.
Experience: 21 years
Avg account: $1,538,137
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Jaime B
CFP®, CPA
Naples, FL
Susko Wealth Advisors
Jaime Bollinger specializes in general retirement planning for Baby Boomers in Florida, bringing 14 years of experience and dual CFP® and CPA credentials to help clients manage income sequencing, healthcare costs, and tax impacts. Located in Naples, FL, Jaime offers an independent advisory approach with a 1% AUM fee, and his background in accounting and tax provides a strong foundation for addressing complex retirement needs compared to other advisors in the region.
Experience: 14 years
Avg account: $415,288
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Bob R
CFP®
Merritt Island, FL
Rall Capital Management, Inc.
Bob Rall specializes in general retirement planning for Baby Boomers in Florida, bringing over 25 years of industry experience and a CFP® certification. He focuses on serving the mass-affluent segment through his independent firm, Rall Capital Management, offering a 1.25% AUM fee structure. His background includes insurance expertise and a commitment to comprehensive, client-centered financial planning, distinguishing him from advisors targeting ultra-high-net-worth clients.
Experience: 25 years
Avg account: $781,784
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Tom L
CFP®
Tampa, FL
Caliber Wealth Advisory
Tom Leclaire Jr. specializes in general retirement planning for Baby Boomers in Florida, bringing 19 years of experience and a CFP® certification to his role at Caliber Wealth Advisory in Tampa. His background includes working with government employees and business owners, and he offers a fee structure of 1% AUM and monthly fees starting at $100. His military service and local roots provide a unique perspective compared to other advisors in the area.
Experience: 19 years
Avg account: $1,196,594
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Jake S
VerifiedCFP®
Jacksonville, FL
Spark Wealth Advisors
Jake Skelhorn specializes in general retirement planning for Baby Boomers in Florida, offering expertise in cash flow management, college savings, and estate planning. His flat-fee structure ranges from $500 to $5,000, providing transparent pricing compared to asset-based fees. As a CFP®-certified independent advisor and co-founder of Spark Wealth Advisors, Jake brings eight years of experience and a personal commitment to serving LGBTQIA clients, which may offer a more inclusive planning environment than some alternatives.
Experience: 9 years
Avg account: $768,018
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