Top tax-loss harvesting financial advisors in Illinois
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 investments with losses that could offset gains, a tax-loss harvesting advisor can help you use those losses to reduce your tax bill. The biggest mistake is missing the timing and rules that prevent you from claiming losses if you buy the same investment too soon after selling it.
- Wash sale rule expertise. Confirm they understand the IRS rule that disallows losses if you buy a "substantially identical" security within 30 days before or after the sale.
- Portfolio impact awareness. Ask how they balance tax benefits with keeping your investment strategy intact.
- State tax considerations. Since Illinois doesn't tax retirement income, check how they factor in property taxes and other local costs.
- Fee structure clarity. Many here charge flat fees; understand how that affects the advice you receive.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Kevin H
Series 63, Series 65
Chicago, IL
Merrill
Kevin Hanrahan specializes in tax-loss harvesting and active portfolio management, making him well-equipped to help Illinois investors optimize tax benefits while maintaining investment strategy. With 31 years of experience at Merrill, a large firm offering managed accounts and discretionary portfolio management, he serves mid-career professionals and high earners, charging a 1.10% AUM fee for managed strategies under $2 million, which may differ from advisors with flat fees or smaller firm settings.
Experience: 31 years
Avg account: $860,085
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Michael H
Series 63, Series 65
Downers Grove, IL
LPL Financial
Michael Hankes specializes in tax-loss harvesting and has over 40 years of experience, making him well-equipped to help Illinois investors optimize their tax strategies while respecting the wash sale rule. Operating from a large firm, LPL Financial, he offers flat-fee financial planning and serves a diverse clientele, including business owners and high-net-worth households, which may provide broader wealth management insights compared to smaller practices.
Experience: 40 years
Avg account: $399,489
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Roland S
Series 63, Series 65
Olympia Fields, IL
Valic Financial Advisors
Roland Szilard specializes in tax-loss harvesting and retirement income strategy, making him well-equipped to help Illinois investors optimize tax benefits while maintaining portfolio integrity. With 28 years of experience at Valic Financial Advisors, a large firm serving high-net-worth clients, he offers flat-fee and hourly financial planning options, distinguishing him from advisors who may focus solely on asset-based fees or smaller client bases.
Experience: 29 years
Avg account: $99,681
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Eric P
Series 63, Series 66
Chicago, IL
Fidelity
Eric Picard specializes in tax-loss harvesting within a large firm environment, offering expertise in wealth management and passive/index investing that can help optimize your tax strategy in Illinois. With four years of industry experience and credentials including Series 63 and 66, he combines personalized financial planning with client education, distinguishing him from others by focusing on building client confidence alongside tax-efficient investment approaches.
Experience: 4 years
Avg account: $234,793
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David R
Series 66
Deerfield, IL
Goldman Sachs Wealth Services
David Rog specializes in tax-loss harvesting and equity compensation tax strategy, making him well-suited for managing tax-efficient investment strategies in Illinois. Based in Deerfield, IL, he offers services through Goldman Sachs Wealth Services, a large firm known for its centralized investment resources and tailored solutions like Executive Wealth and Private Family Office support, with a fee structure that includes flat fees for seminars and financial wellness programs.
Experience: 12 years
Avg account: $215,149
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