Top tax-loss harvesting financial advisors working with high-net-worth individuals 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 a sizable investment portfolio and want to reduce your tax bill by selling investments at a loss to offset gains, a tax-loss harvesting advisor can help. The biggest mistake is missing opportunities to harvest losses without disrupting your overall investment strategy.
- Loss harvesting timing. Ask how they identify the best moments to sell losing investments to maximize tax benefits.
- Portfolio alignment. Confirm they maintain your target asset allocation while harvesting losses, avoiding unintended risk shifts.
- Wash sale rules. Ensure they understand and avoid repurchasing the same or similar investments within 30 days, which would disallow the loss.
- High-net-worth focus. These advisors consider complex tax situations and investment types common among high-net-worth clients in Illinois.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Ross H
CFP®, Series 63, Series 65
Springfield, IL
KEB Wealth Advisors
Ross Hager specializes in tax-loss harvesting for high-net-worth clients in Illinois, leveraging 13 years of experience and CFP® certification to navigate complex tax situations. His firm, KEB Wealth Advisors, uses an evidence-based investment approach aligned with Modern Portfolio Theory and serves a diverse clientele including trusts and corporations, offering flexible fee options such as a 0.90% AUM fee and hourly rates based on complexity.
Experience: 14 years
Avg account: $1,878,329
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Kenneth G
Series 63, Series 66
Chicago, IL
Northern Trust Securities, Inc.
Kenneth Guttentag specializes in tax-loss harvesting for high-net-worth clients in Illinois, leveraging 29 years of experience and expertise in both passive and active portfolio management. Based in Chicago with Northern Trust Securities, he offers discretionary wrap fee programs at a 1.25% AUM fee, integrating proprietary and third-party strategies alongside governance and tax management services, distinguishing him from other advisors by combining deep experience with comprehensive investment solutions.
Experience: 30 years
Avg account: $806,324
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James D
CFP®, Series 65
Chicago, IL
Creative Planning
James Dyer III specializes in tax-loss harvesting for high-net-worth clients in Illinois, leveraging his CFP® certification and experience at Creative Planning, a large firm managing $217 billion in assets. His approach integrates low-cost indexing and buy-and-hold strategies, with flexible flat-fee financial planning options ranging from $1,500 to $15,000, suitable for clients seeking comprehensive, cost-transparent services.
Experience: 5 years
Avg account: $2,113,277
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Mark H
CFP®, Series 63, Series 65
Chicago, IL
Vestor Capital, LLC
Mark Holden specializes in tax-loss harvesting for high-net-worth clients in Illinois, leveraging 16 years of experience and CFP® certification to navigate complex tax scenarios. At Vestor Capital, LLC, he benefits from a team-based approach and a centralized Investment Committee that crafts low-turnover equity portfolios, charging a 1.35% AUM fee, which may differ from solo practitioners or firms with different fee structures.
Experience: 16 years
Avg account: $1,742,974
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John D
Series 63, Series 65
Hinsdale, IL
Doncaster Wealth LLC
John Doncaster specializes in tax-loss harvesting for high-net-worth clients in Illinois, leveraging 12 years of experience and a firm approach that includes fundamental and cyclical analysis alongside Modern Portfolio Theory. His firm offers discretionary asset management with a flat-fee structure for financial planning, distinguishing him from others by combining independent advisory services with comprehensive wealth management and income planning expertise.
Experience: 12 years
Avg account: $313,353
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