Independent, 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.
If you're preparing to sell your business, you need an advisor who understands how to minimize the tax impact of that sale. Without focused expertise, you might miss opportunities to structure the sale in a way that reduces your tax bill.
- Tax timing strategies. Look for advisors who explain how the timing of your sale affects your tax obligations and cash flow.
- Capital gains insight. Confirm they can differentiate between ordinary income and capital gains tax treatments relevant to your sale.
- State-specific knowledge. Illinois has no tax on retirement income but high property taxes; ask how this influences your post-sale planning.
- Independent advice. These advisors operate without firm constraints, which can mean more flexible approaches tailored to your unique sale circumstances.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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James P
Series 66
Chicago, IL
Greenstone Belt Wealth Advisors, LLC
James Petitpren II specializes in business sale tax planning and brings 18 years of experience, making him well-equipped to help Illinois business owners minimize tax impacts during a sale. Operating independently with a flat-fee structure, he serves high-net-worth clients and employs a tax-aware investment approach focused on diversification and fee minimization, distinguishing him from advisors tied to larger firms or different fee models.
Experience: 19 years
Avg account: $3,119,470
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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 help Illinois clients minimize tax impacts when selling a business. As an independent advisor and founder of an estate planning law firm, he offers a unique blend of legal and financial insight, managing $470 million in assets with a tax-oriented investment approach, which distinguishes him from other advisors in the region.
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 address tax timing and capital gains issues relevant to selling a business in Illinois. As an independent advisor at LifePoint Planning, he offers flat-fee and asset-based pricing, serves high-net-worth clients, and utilizes a mix of passive and active investment strategies, distinguishing him from others by combining tax expertise with comprehensive portfolio management.
Experience: 12 years
Avg account: $1,491,905
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Tyler M
Series 65
Riverside, IL
Forest Asset Management LLC
Tyler May specializes in business sale tax planning and understands the nuances of tax timing and capital gains, which is crucial for minimizing tax impact during a business sale in Illinois. His independent, flat-fee approach, combined with six years of experience and a focus on high-net-worth clients, differentiates him by offering tailored strategies and a disciplined, evidence-based investment philosophy.
Experience: 6 years
Avg account: $2,072,836
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Todd R
Series 65
Freeport, IL
Lucas Group Financial Advisors, LLC
Todd Reno specializes in business sale tax planning, offering expertise in general tax planning and retirement plans for business owners, which is crucial for minimizing tax impact during a business sale in Illinois. Operating independently with a flat-fee structure ranging from $3,000 to $25,000, he employs an evidence-based, passive investment approach and serves a diverse client base including small businesses and trusts, distinguishing him from advisors with different fee models or investment styles.
Experience: 3 years
Avg account: $782,535
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