Top retirement income strategy financial advisors working with baby boomers in Clearwater, FL
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.
Planning your retirement income in Clearwater, FL means preparing for a steady cash flow that lasts through your retirement years, especially if you're a Baby Boomer managing savings and Social Security benefits. A common mistake is underestimating how taxes and spending needs evolve, which can lead to running out of money too soon.
- Federal tax focus. Since Florida has no state income tax, ask how they plan around federal taxes, property taxes, and sales taxes that impact your retirement budget.
- Income sequencing. Confirm how they recommend drawing from different income sources like Social Security, pensions, and investments to optimize your cash flow.
- Longevity planning. Retirement income strategies should consider your life expectancy and healthcare costs, not just your current spending.
- Homestead protection knowledge. Check if they understand Florida's strong homestead laws that can protect your primary residence from creditors and affect estate planning.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Chris S
CFP®
Tampa, FL
Southshore Financial Planning
Chris Shoup specializes in retirement income strategy for Baby Boomers, offering over 21 years of experience and CFP® certification, which supports effective federal tax planning and income sequencing in Clearwater, FL. His flat-fee structure and focus on high-net-worth clients differentiate him, along with his independent practice and comprehensive approach that integrates cash flow, investments, taxes, and estate planning.
Experience: 21 years
Avg account: $1,538,137
-
Adam H
Series 66
Tampa, FL
Intrust Advisors, Inc.
Adam Hruby specializes in retirement income strategy for Baby Boomers near Clearwater, FL, with expertise in Roth conversion and tax-loss harvesting to optimize federal tax impacts. His firm, InTrust Advisors, serves affluent clients with a blend of passive and active portfolio management and offers flexible fee structures including negotiated flat fees, distinguishing him from others by providing tailored family office services and a military leadership background.
Experience: 7 years
Avg account: $407,889
-
Dean R
Series 63, Series 65
Clearwater, FL
Equitable Advisors
Dean Rosko specializes in retirement income strategy and Social Security optimization, making him well-suited for Baby Boomers planning retirement income in Clearwater, FL. With 46 years of experience at Equitable Advisors, a large firm offering both advisory and brokerage services, he serves high-net-worth clients and provides flexible fee structures including AUM and hourly fees.
Experience: 46 years
Avg account: $609,299
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Clearwater, FL
Find advisors by type
Not sure where to start?
We'll help you think it through—whether you ultimately need an advisor or not. Warmer helps you compare advisors clearly, so you can choose with confidence.
For advisor listings, we rely on sources including public filings and data provided by advisors, and we cannot guarantee that all information is current or accurate. Advisors are independent and may not have reviewed or updated this information. Please review an advisor’s Form ADV and do your own diligence before deciding whether to work with them.
Advisor matching and introductions are provided by FinanceHQ LLC (“FHQ”), a wholly-owned subsidiary of Warmer and an SEC-registered investment advisor. We receive compensation from certain participating advisors for introductions or referrals. This creates a conflict of interest because we have an incentive to recommend advisors who compensate us, including those who pay us more. You pay no fee to use our matching service, and advisor fees are not increased because of a referral or introduction. We do not review the ongoing performance of advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to our Terms of Service and Advisory Agreement, and acknowledge our Privacy Policy. Please review FHQ’s ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. (“Warmer”)