Top business sale tax planning financial advisors 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.
Selling a business triggers complex tax decisions that can affect your net proceeds and future financial plans. Without expert guidance, you might overlook key deductions or timing strategies that reduce your tax burden.
- Tax timing strategies. Ask how they plan the sale date and income recognition to minimize your overall tax hit.
- Capital gains insight. Confirm they understand how to differentiate between ordinary income and capital gains to optimize your tax outcome.
- State tax considerations. Even though Illinois has no tax on retirement income, property taxes can be high; check how they factor this into your post-sale planning.
- Integration with estate planning. Selling a business can impact your estate; see if they coordinate tax planning with your long-term wealth transfer goals.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Colin B
CFP®, Series 66
Chicago, IL
Ameriprise
Colin Bonnett specializes in business sale tax planning and general estate planning guidance, making him well-equipped to handle complex tax decisions in Chicago. As a CFP®-certified advisor at a large firm with six years of experience, he offers wealth management and retirement income strategies with a competitive 0.15% AUM fee, distinguishing him through a broad service scope and firm resources.
Experience: 7 years
Avg account: $471,167
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Mark P
CFP®, PFS™
Riverside, IL
Forest Asset Management LLC
Mark Pesavento specializes in business sale tax planning with 20 years of experience and holds CFP® and PFS™ designations, making him well-equipped to navigate complex tax decisions in the Chicago area. His firm uses a long-term, asset-allocation-driven approach with passive investing, offers flat fees negotiable for accounts over $7 million, and serves high-net-worth clients, distinguishing him from others by combining tax expertise with tailored investment strategies.
Experience: 20 years
Avg account: $2,072,836
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Andrew B
CFP®, Series 63, Series 66
Oak Park, IL
Two Trails Financial Planning
Andrew Baxley specializes in business sale tax planning and brings 10 years of experience as a CFP®-certified advisor in Oak Park, IL, near Chicago. His independent firm offers flat-fee financial planning with tailored asset-allocation models, serving high-net-worth clients, which distinguishes him from others who may use percentage-based fees or broader client bases.
Experience: 10 years
Avg account: $1,459,494
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William G
Series 66
Chicago, IL
Merrill
William Gomolinski specializes in business sale tax planning in Chicago, leveraging 11 years of experience and a Series 66 designation at Merrill, a large firm. He offers a 1.10% AUM fee for managed strategies under $2 million and serves executives and business owners, integrating wealth management with estate and retirement income planning, which distinguishes him from other advisors in the area.
Experience: 11 years
Avg account: $860,085
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Collin W
Series 65
Chicago, IL
Greenstone Belt Wealth Advisors, LLC
Collin Woulfe specializes in business sale tax planning in Chicago, leveraging over six years of experience and a Series 65 credential to navigate complex tax timing and capital gains strategies. His firm, Greenstone Belt Wealth Advisors, offers flat-fee financial planning and serves high-net-worth clients with a diversified, after-tax efficient investment approach, distinguishing him from advisors with different fee structures or client focuses.
Experience: 0 years
Avg account: $3,119,470
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