Top tax-loss harvesting financial advisors working with high-net-worth individuals in Chicago, IL
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 with unrealized losses, tax-loss harvesting can help reduce your tax bill by offsetting gains with those losses. Without careful timing and strategy, you might miss opportunities to maximize these tax benefits or trigger unintended tax consequences.
- Loss identification process. Ask how they spot which investments to sell for tax benefits without compromising your overall portfolio goals.
- Wash sale rule awareness. Confirm they understand this IRS rule that prevents claiming a loss if you buy a substantially identical security within 30 days.
- High-net-worth focus. These advisors tailor strategies to complex portfolios where tax impacts can be more significant.
- Coordination with tax planning. Effective harvesting requires syncing with your broader tax situation, including income and other deductions.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Grace M
Series 65
Chicago, IL
Vestor Capital, LLC
Grace Martin specializes in tax-loss harvesting for high-net-worth clients in Chicago, leveraging her Series 65 designation and experience at Vestor Capital, a firm managing $2.08 billion with a team of 21 advisors. Her approach includes active portfolio management with a focus on private and alternative investments, charging a 1.35% AUM fee, which may differ from other advisors in terms of firm size and investment strategy.
Experience: 2 years
Avg account: $1,742,974
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Jon A
CFA®, Series 63
Chicago, IL
Calamos Wealth Management LLC
Jon Adams specializes in tax-loss harvesting for high-net-worth clients in Chicago, leveraging his CFA® designation and experience at Calamos Wealth Management LLC, which offers discretionary wealth management and institutional advisory services. His approach includes quantitative and qualitative portfolio evaluation, with a 1.25% AUM fee, distinguishing him through a focus on private markets and governance controls compared to other advisors.
Experience: 4 years
Avg account: $1,189,325
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Stephanie C
Series 65
Chicago, IL
LCM Capital Management Inc.
Stephanie Crosby specializes in tax-loss harvesting for high-net-worth clients in Chicago, leveraging her expertise in equity compensation tax strategy and active portfolio management. Her firm, LCM Capital Management, employs a fundamental issuer analysis approach with long-term equity holdings and offers flat-fee, negotiated pricing, distinguishing her from advisors with different fee structures or investment styles.
Experience: 3 years
Avg account: $775,369
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Krista L
CFA®, Series 63, Series 65
Chicago, IL
Bartlett & Co. Wealth Management LLC
Krista Linn specializes in tax-loss harvesting for high-net-worth clients in Chicago, leveraging 28 years of experience and CFA® credentials to manage complex portfolios with diversified asset allocation and fixed income strategies. Her firm offers discretionary wealth management with a flat-fee financial planning option, distinguishing her approach from others by combining seasoned expertise with flexible fee structures and a focus on independent, personalized service.
Experience: 28 years
Avg account: $4,106,356
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Kevin Y
CFP®, CFA®, Series 63, Series 65
Chicago, IL
Yunistone Investment Group, LLC
Kevin Yu specializes in tax-loss harvesting for high-net-worth clients in Chicago, leveraging 20 years of experience and dual CFP® and CFA® credentials. His firm employs a core-satellite strategy blending passive index funds with active management, charging a 0.80% AUM fee, which may appeal to investors seeking a balanced, tax-efficient portfolio approach compared to purely passive or active alternatives.
Experience: 20 years
Avg account: $8,535,894
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