Top tax-loss harvesting financial advisors working with baby boomers
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 portfolio with investments that have lost value, you might consider tax-loss harvesting to reduce your tax bill. The biggest mistake is missing the timing and rules that can disqualify your losses or trigger unwanted taxes.
- Wash sale rule awareness. Confirm the advisor understands how buying the same or a "substantially identical" security within 30 days can negate your loss.
- Portfolio impact. Ask how they balance harvesting losses without disrupting your long-term investment strategy.
- Tax bracket considerations. Effective harvesting depends on your current and expected tax rates; see how they factor this into their approach.
- Coordination with income. Losses can offset gains and income differently; check how they integrate harvesting with your overall tax picture.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Robert R
Series 65
Centreville, VA
Hendershot Investments, Inc.
Robert Reardon specializes in tax-loss harvesting for baby boomers, leveraging his Series 65 designation and four years of experience at Hendershot Investments, which emphasizes a fundamental, long-term investment approach. Unlike some advisors, he offers both flat-fee consulting and discretionary portfolio management, serving high-net-worth clients with a focus on intrinsic-value analysis and conservative fixed-income strategies in Centreville, VA.
Experience: 4 years
Avg account: $1,899,400
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David G
Series 66
Pleasanton, CA
Merrill
David Gilchrist's expertise in tax-loss harvesting and retirement income strategy makes him well-suited to assist baby boomers in managing tax implications while preserving long-term portfolio goals. Based in Pleasanton, CA, he leverages a decade of experience at Merrill, combining a client-centric approach with a background in accounting and tax auditing, differentiating him through comprehensive wealth planning for high-net-worth professionals.
Experience: 10 years
Avg account: $860,085
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Nolan B
Series 63, Series 65
Maumee, OH
The Retirement Guys Formula
Nolan Baker specializes in tax-loss harvesting for baby boomers, leveraging 29 years of experience and a flat-fee financial planning model starting at $1,000. Based in Maumee, OH, his firm manages $276.9 million with over 1,150 clients, using a bucketed investment approach and Riskalyze to balance tax strategies with long-term retirement income planning.
Experience: 29 years
Avg account: $239,652
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Adam H
Series 66
Tampa, FL
InTrust Advisors, Inc.
Adam Hruby specializes in tax-loss harvesting and retirement income strategies, making him well-suited to assist baby boomers in managing tax implications on sizable portfolios. Based in Tampa, FL, he offers a blend of traditional and tactical investment approaches through InTrust Advisors, with flexible fee options including negotiated flat fees and hourly rates, catering to affluent clients seeking personalized wealth management.
Experience: 7 years
Avg account: $407,889
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Carl V
CFP®, Series 65
Palm Harbor, FL
Financial Guidance Group, Inc.
Carl Von Dem Bussche Jr. specializes in tax-loss harvesting for baby boomers, leveraging 23 years of experience and CFP® certification to navigate complex tax rules and portfolio impacts. Based in Palm Harbor, FL, he serves creative professionals and offers flat-fee comprehensive wealth planning, focusing on tax efficiency and diversified portfolios with ETFs, mutual funds, and bonds, distinguishing him from advisors with different client focuses or fee structures.
Experience: 24 years
Avg account: $981,410
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