Top business sale tax planning 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.
Selling a business in Illinois triggers complex tax decisions that can affect your net proceeds and future financial plans. Without expert guidance, you might overlook key deductions or mismanage timing, leading to unnecessary tax burdens.
- Tax timing strategies. Ask how they plan the sale date and payment structure to optimize your tax outcomes.
- Capital gains insight. Confirm they understand how to differentiate between ordinary income and capital gains to minimize taxes.
- State-specific knowledge. Illinois has no tax on retirement income but high property taxes; ensure they factor this into your post-sale planning.
- Integration with advisors. Check how they coordinate with your CPA or legal team to align tax planning with your overall sale strategy.
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 in Illinois, offering expertise in wealth management, retirement income strategy, and estate planning, which are crucial for navigating complex tax decisions during a business sale. As a CFP®-certified advisor at a large firm with six years of experience and a 0.15% AUM fee, he provides integrated strategies that consider executive compensation and small business needs, distinguishing him from others by combining broad financial planning with focused tax insights.
Experience: 7 years
Avg account: $471,167
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James P
Series 66
Chicago, IL
Greenstone Belt Wealth Advisors, LLC
James Petitpren II specializes in business sale tax planning in Illinois, leveraging 18 years of experience and a Series 66 designation to navigate complex tax timing and capital gains strategies. Operating independently at Greenstone Belt Wealth Advisors, he offers flat-fee financial planning tailored to high-net-worth clients, emphasizing tax-aware portfolio management and coordination with clients' broader financial goals, distinguishing him from advisors with less specialized fee structures or firm support.
Experience: 19 years
Avg account: $3,119,470
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Mark O
Series 66
Bloomington, IL
Merrill
Mark Osnowitz specializes in business sale tax planning in Illinois, offering expertise in tax-loss harvesting and retirement income strategy to optimize post-sale financial outcomes. Based in Bloomington and affiliated with Merrill, a large firm, he serves local families and small businesses with a 1.10% AUM fee for managed strategies under $2 million, distinguishing him through a comprehensive approach that integrates retirement and legacy planning alongside tax considerations.
Experience: 10 years
Avg account: $860,085
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Dean H
Series 63, Series 65
Lincolnshire, IL
Hedeker Wealth LLC
Dean Hedeker's 35 years of experience and expertise in business sale tax planning make him well-equipped to navigate the complex tax decisions involved in selling a business in Illinois. As founder of Hedeker Wealth LLC and Hedeker Law, Ltd., he offers integrated financial and estate planning services, managing $470 million in assets with a tax-oriented investment approach, serving high-net-worth clients with a 1.65% AUM fee structure.
Experience: 36 years
Avg account: $2,909,161
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Douglas O
CFP®, Series 66
Schaumburg, IL
Lifepoint Planning
Douglas Oosterhart specializes in business sale tax planning with 12 years of experience and holds CFP® and Series 66 designations, making him well-equipped to navigate complex tax decisions in Illinois. His firm, LifePoint Planning, serves high-net-worth clients with a flat-fee structure and employs a mix of passive and active investment strategies, offering a comprehensive approach that integrates retirement income and equity compensation tax strategies.
Experience: 12 years
Avg account: $1,491,905
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