Top income planning financial advisors working with high-net-worth individuals in Naples, 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 have a high income and are planning how to generate steady cash flow, you need an income planning advisor who understands the unique tax landscape in Florida. A common mistake is focusing only on income amounts without considering how federal taxes, property taxes, and sales taxes impact your overall financial picture.
- Federal tax focus. Since Florida has no state income tax, ask how they optimize your federal tax liabilities alongside income planning.
- Property and sales tax awareness. Confirm they factor in Florida’s property and sales taxes, which can affect your net income.
- Wealth migration insights. Naples attracts many high-net-worth individuals; see if they understand how homestead protections and local tax rules influence your planning.
- Cash flow sequencing. Income planning isn’t just about amounts but timing; ask how they manage distributions to align with your lifestyle and tax strategy.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Christopher R
Series 65
Bonita Springs, FL
Sentinel Wealth Inc
Christopher Ragain specializes in income planning and retirement income strategy, making him well-suited for high-net-worth individuals in Naples, FL seeking steady cash flow. His firm, Sentinel Wealth Inc, integrates tax and accounting services with investment management, offering flat-fee retirement plan advisory and a monthly Legacy BluePrint service, which differentiates him through comprehensive financial oversight and a focus on tax-efficient cash flow sequencing.
Experience: 22 years
Avg account: $1,700,652
-
Michael P
Series 63, Series 65
Naples, FL
Pento Portfolio Strategies, LLC
Michael Pento specializes in income planning for high-net-worth individuals in Naples, FL, leveraging 18 years of experience and a proprietary Inflation/Deflation and Economic Cycle model to actively manage portfolios. His firm offers flat-fee structures with quarterly service fees and integrates tax and accounting services, distinguishing him from others by combining macroeconomic analysis with personalized cash flow sequencing strategies.
Experience: 18 years
Avg account: $271,466
-
Pran T
CFP®, ChFC®, Series 63
Naples, FL
Peak Financial Management Inc
Pran Tiku specializes in income planning and retirement income strategy, making him well-suited for high-net-worth individuals in Naples, FL seeking steady cash flow. With 32 years of experience and a CFP® certification, he offers independent advice through Peak Financial Management, which manages over $534 million in assets using model-based investment policies and charges 0.95% annually on assets under management.
Experience: 32 years
Avg account: $1,498,005
-
Charles L
CFA®, Series 63
Naples, FL
Lewis Capital Management
Charles Lewis specializes in income planning and retirement income strategy, making him well-suited for high-net-worth individuals in Naples, FL seeking steady cash flow. With 26 years of experience and a focus on tax and expense minimization, his firm manages larger accounts individually, emphasizing large-cap U.S. companies and indexed funds, which may appeal to clients valuing a disciplined, tax-aware investment approach.
Experience: 26 years
Avg account: $2,280,541
-
Steven S
PFS™, Series 65
Estero, FL
Droms Strauss Wealth Management
Steven Strauss specializes in income planning for high-net-worth clients near Naples, FL, with 27 years of experience and a PFS™ designation. His firm manages $730 million and uses an internal Investment Committee for portfolio decisions, offering a 1.00% AUM fee and integrated financial planning that includes tax return preparation, setting him apart from other advisors in the region.
Experience: 27 years
Avg account: $1,924,085
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Naples, 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”)