Independent, tax-loss harvesting financial advisors in Des Plaines, 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 investments with losses that could offset gains, a tax-loss harvesting advisor can help you use those losses to reduce your tax bill. Without careful planning, you might miss opportunities to lower taxes or accidentally trigger unwanted tax events. Independent advisors here work without firm constraints, focusing on your unique tax situation.
- Loss identification strategy. Ask how they spot which investments to sell for tax benefits without harming your overall portfolio.
- Wash sale awareness. Confirm they understand rules preventing repurchasing the same security too soon, which can disallow losses.
- State tax considerations. Since Illinois has no tax on retirement income but high property taxes, check how they factor this into your harvesting plan.
- Coordination with your tax preparer. Effective tax-loss harvesting requires syncing with your tax filings; ask how they collaborate with your accountant.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Rishit S
Series 65
Mount Prospect, IL
Simplicity wealth
Rishit Shah specializes in tax-loss harvesting and offers independent, flat-fee advisory services from Prospect Heights, IL, near Des Plaines. His firm, Simplicity Wealth, serves both individual and high-net-worth clients using a model-driven, fund-of-funds investment approach, which may appeal to those seeking a technology-supported, customizable portfolio management experience.
Experience: 1 year
Avg account: $202,617
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Robert G
Series 63, Series 66
Glenview, IL
Regal Advisory Services, Inc.
Robert Green's expertise in tax-loss harvesting and active portfolio management suits investors in Des Plaines, IL seeking to optimize tax strategies. With 26 years of experience and a flat-fee structure, he offers personalized planning through Regal Advisory Services, which manages $113.5 million and serves diverse clients including trusts and institutions, differentiating him from advisors with narrower client focuses.
Experience: 26 years
Avg account: $354,027
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Anthony M
Series 65
Des Plaines, IL
Financial Transparency
Anthony Madonia specializes in tax-loss harvesting and sustainable investing, offering tailored strategies to optimize tax benefits in Des Plaines, IL. His firm, Financial Transparency, uses both passive and active investment approaches and charges flat fees for consultations, distinguishing him from others by combining nine years of experience with a background in law and small business advising.
Experience: 9 years
Avg account: $1,304,893
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Matthew C
Series 65
Chicago, IL
XXI Wealth, LLC
Matthew Cavanaugh specializes in tax-loss harvesting and serves high-net-worth clients independently from Chicago, near Des Plaines. His firm, XXI Wealth, LLC, offers tailored asset-allocation strategies using margin and derivatives, with fees up to 1.50% annually, focusing on personalized service for a limited client base, which may differ from advisors with broader client loads or simpler investment approaches.
Experience: 11 years
Avg account: $6,109,741
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James K
Series 66
Chicago, IL
Kuhn & Company Investment Counsel, LLC
James Kuhn specializes in tax-loss harvesting and passive/index investing, leveraging 24 years of experience and a Series 66 designation to manage high-net-worth clients' portfolios in the Chicago area. His dual role as a Certified Public Accountant at Kuhn & Company CPAs Holdings allows seamless coordination of tax and investment strategies, differentiating him through integrated financial and tax planning services with a 0.85% AUM fee.
Experience: 25 years
Avg account: $2,457,255
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