Independent, social Security optimization financial advisors 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.
If you're approaching Social Security age and want to maximize your benefits, you need an advisor who understands the complex rules and timing options that can affect your monthly income. Without expert guidance, you might claim benefits too early or miss strategies that increase your lifetime payout. Independent advisors here operate without firm constraints, focusing on your unique situation.
- Claiming strategy nuances. Ask how they evaluate when to start benefits based on your work history and spouse's benefits.
- Tax impact awareness. Confirm they consider how Social Security income interacts with your federal taxes and other income sources.
- Coordination with retirement income. See if they integrate Social Security timing with your broader retirement cash flow plan.
- Florida-specific factors. Check how they factor in Florida's lack of state income tax and property tax implications in their advice.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Robert D
Series 65
Clearwater, FL
Hemsley Advisors, Ltd.
Robert Di Legge Jr. specializes in Social Security optimization and general retirement planning, offering flat-fee and hourly consulting options in Clearwater, FL. With a Series 65 designation and experience at Hemsley Advisors, Ltd., he integrates Social Security timing with broader retirement income strategies, supported by the firm's $541 million AUM and buy-and-hold investment approach.
Experience: 2 years
Avg account: $1,945,307
-
William H
Series 63, Series 65
Tampa, FL
Craft Wealth Services
William Hennum specializes in Social Security optimization and retirement plans for business owners, offering flat-fee financial planning that ranges from $500 to $2,500. Based in nearby Tampa, FL, he works at Craft Wealth Services, a firm managing $92 million with a value-oriented, long-only investment approach, providing tailored planning and discretionary portfolio management.
Experience: 7 years
Avg account: $534,872
-
Carlos C
Series 63, Series 66
Oldsmar, FL
Cortez Wealth Advisors LLC
Carlos Cortez Jr. specializes in Social Security optimization and general retirement planning, bringing 18 years of experience to clients near Clearwater, FL. As the founder of Cortez Wealth Advisors LLC, he offers independent advice with a 1.50% AUM fee, focusing on tailored asset-allocation strategies and coordinating Social Security timing within broader retirement plans, distinguishing him from advisors with less personalized approaches.
Experience: 18 years
-
David O
ChFC®, Series 63
Tampa, FL
Retirevest Financial, LLC
David Olsen specializes in Social Security optimization and retirement income strategy, making him well-suited to help clients in Clearwater, FL maximize their benefits. His independent, flat-fee advisory model, combined with 12 years of experience and expertise in Medicare planning and long-term care insurance, offers a comprehensive approach that integrates Social Security timing with broader retirement cash flow planning.
Experience: 12 years
-
Roger E
Series 63, Series 65
Clearwater, FL
Virtue Capital Management, LLC
Roger Evanish Jr. specializes in Social Security optimization and retirement income strategy, leveraging 15 years of experience and a model-driven investment approach at Virtue Capital Management in Clearwater, FL. His firm manages $1.2 billion in assets and offers flat-fee financial planning, which may appeal to clients seeking independent advice with transparent pricing and comprehensive services including ERISA consulting and financial education for pre-retirees.
Experience: 15 years
Avg account: $225,128
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 referrals are provided by FinanceHQ LLC ("FHQ"), a wholly-owned subsidiary of Warmer and an SEC-registered investment adviser. We may be compensated by participating advisors. You pay no fee to use our matching service, and advisor fees are not increased because of a referral. We do not supervise advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to the Warmer Terms of Service and FHQ Advisory Agreement, and acknowledge Warmer's Privacy Policy. Please review FHQ's ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. ("Warmer")