Top tax-loss harvesting financial advisors working with high-net-worth individuals in Connecticut
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 tax bill by selling investments at a loss to offset gains, you need an advisor who understands tax-loss harvesting well. The biggest mistake is triggering unintended tax consequences by selling the wrong assets or mistiming sales.
- Loss harvesting timing. Ask how they decide when to sell losing investments to maximize tax benefits without disrupting your overall strategy.
- Wash sale rules. Confirm they know how to avoid repurchasing the same or similar securities within 30 days, which would negate the tax loss.
- Portfolio impact. Check how they balance tax savings with maintaining your desired asset allocation and long-term goals.
- High-net-worth nuances. Since you have complex holdings, ensure they consider state taxes and alternative investments in their harvesting approach.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Timothy B
CFP®, Series 63, Series 65
Windsor, CT
WealthShape LLC
Timothy Baker specializes in tax-loss harvesting for high-net-worth clients in Connecticut, applying long-term academic research and Modern Portfolio Theory to optimize portfolio tax efficiency without compromising asset allocation. As the sole advisor at WealthShape LLC, he offers flat-fee financial planning and consulting, serving individuals and institutional clients with 17 years of experience and CFP® certification, distinguishing him through personalized, independent advice in Windsor, CT.
Experience: 17 years
Avg account: $777,381
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Patricia G
Series 66
Mystic, CT
Janney Montgomery Scott
Patricia Grady specializes in tax-loss harvesting for high-net-worth clients in Connecticut, leveraging 24 years of industry experience and a Series 66 designation to manage complex portfolios effectively. She operates within Janney Montgomery Scott, a large firm managing over $100 billion in assets, offering flat-fee arrangements and a multi-channel investment platform, which distinguishes her from advisors with smaller firm resources or less flexible fee structures.
Experience: 25 years
Avg account: $406,735
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Kimberly W
CFP®
West Hartford, CT
Apella Wealth
Kimberly Wohler specializes in tax-loss harvesting for high-net-worth clients in Connecticut, offering expertise in factor investing, ESG strategies, and retirement plans for business owners. She provides flat-fee financial planning with fees negotiated case-by-case, distinguishing her from others by combining independent, CFP®-certified advice with a global core-satellite investment approach and a focus on socially responsible investing.
Experience: 1 year
Avg account: $1,287,176
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John B
CFP®, Series 66
Old Saybrook, CT
Compass Retirement, LLC
John Bubello specializes in tax-loss harvesting for high-net-worth clients in Connecticut, leveraging over 20 years of experience and CFP® certification to manage complex portfolios with attention to tax strategies. His independent firm, Compass Retirement, LLC, employs a diversified asset-class allocation approach and offers flexible fee structures including flat fees and retainers, distinguishing him from advisors with more traditional AUM-based fees.
Experience: 21 years
Avg account: $1,420,235
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Stephen T
CFA®, Series 65
Ridgefield, CT
Granite Hill Capital Management, LLC
Stephen Tanner specializes in tax-loss harvesting for high-net-worth clients in Connecticut, leveraging 20 years of experience and CFA® credentials to manage complex portfolios with tax efficiency. Operating independently at Granite Hill Capital Management, he employs an evidence-based investment approach focused on strategic asset allocation and offers personalized service through a small client base, differentiating him from advisors with larger client loads or less specialized tax strategies.
Experience: 20 years
Avg account: $3,271,100
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