Top tax-loss harvesting 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 sizable investment portfolio and want to reduce your federal tax bill by selling investments at a loss to offset gains, a tax-loss harvesting advisor can help you navigate this strategy effectively. Without careful planning, you might miss opportunities to maximize tax benefits or trigger unintended tax consequences.
- Federal tax focus. Since Florida has no state income tax, ask how they optimize tax-loss harvesting primarily for your federal tax situation.
- Wash sale rules. Confirm they understand and avoid repurchasing the same or substantially identical securities within 30 days, which can disallow your losses.
- Portfolio impact. Inquire how they balance harvesting losses with maintaining your desired investment allocation and long-term goals.
- High-net-worth nuances. Ensure they consider how your overall wealth and asset types affect the timing and scale of harvesting opportunities.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Douglas M
Series 63, Series 65
Naples, FL
Creative Planning
Douglas Morris specializes in tax-loss harvesting for high-net-worth clients in Naples, FL, leveraging 33 years of experience and credentials like Series 63 and 65. Working at Creative Planning, a large firm managing $217 billion in assets, he employs a financial planning–led approach with low-cost indexing and buy-and-hold strategies, offering flat-fee and negotiable hourly options that may suit complex financial situations.
Experience: 34 years
Avg account: $2,113,277
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Thomas O
CFP®, ChFC®, Series 63
Naples, FL
Hightower Advisors
Thomas Olexa specializes in tax-loss harvesting for high-net-worth clients in Naples, FL, leveraging 38 years of experience and certifications like CFP® and ChFC®. Affiliated with Hightower Advisors, a large firm offering discretionary portfolio management and strategic asset allocation, he provides flat-fee financial planning, distinguishing him from advisors with different fee structures or smaller firm resources.
Experience: 39 years
Avg account: $2,848,795
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Douglas G
Series 63, Series 66
Naples, FL
Romano Brothers And Company
Douglas Geisser specializes in tax-loss harvesting for high-net-worth clients in Naples, FL, leveraging 42 years of experience and a conservative, fundamentals-based investment approach. His firm offers flat-fee financial planning and discretionary portfolio management, serving a diverse clientele including trusts and corporate entities, which may provide broader expertise compared to advisors focusing solely on individual portfolios.
Experience: 43 years
Avg account: $1,548,612
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Nicholas D
Series 63, Series 66
Naples, FL
Fort Point Capital Partners LLC
Nicholas Deans specializes in tax-loss harvesting for high-net-worth clients in Naples, FL, leveraging 17 years of experience and a risk-focused investment approach with global diversification. His firm, Fort Point Capital Partners, actively manages portfolios with systematic tax-loss harvesting using ETFs and offers discretionary portfolio management, differentiating him through a comprehensive strategy that balances tax benefits with long-term investment goals.
Experience: 18 years
Avg account: $5,738,299
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Desiree M
Series 66
Naples, FL
Citigroup Global Markets
Desiree Moreno Pineyro specializes in tax-loss harvesting for high-net-worth clients in Naples, FL, leveraging 18 years of experience and a Series 66 designation. Working with Citigroup Global Markets, she offers access to multi-asset, multi-manager strategies and bespoke discretionary solutions, differentiating her through large-firm resources and a negotiable fee structure up to 2% AUM.
Experience: 19 years
Avg account: $714,318
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