Flat-fee, 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 the tax implications that come with the sale. Without careful planning, you might face unexpected tax burdens that reduce your net proceeds.
Flat-fee advisors charge a set price, so you know your costs upfront without surprises.
- Capital gains insight. Confirm how they help you identify and manage taxes on the profit from your business sale.
- Timing strategies. Ask how they recommend scheduling the sale to optimize your tax position, considering Illinois-specific rules.
- Post-sale planning. Look for guidance on managing proceeds to minimize future tax exposure and protect your wealth.
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 with 18 years of experience, offering flat-fee financial planning ranging from $500 to $25,000 based on complexity. Located in Chicago, he works at Greenstone Belt Wealth Advisors, a firm emphasizing tax-aware investment strategies and diversification, serving high-net-worth clients with tailored portfolios, which distinguishes him from other advisors in Illinois.
Experience: 19 years
Avg account: $3,119,470
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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 Illinois-specific tax strategies for business sales. Unlike some advisors, he offers flat-fee ongoing services ranging from $900 to $5,000 monthly and serves high-net-worth clients, combining independent advice with asset-allocation-driven portfolios that blend passive and active strategies.
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 offers flat-fee arrangements that can be negotiated annually for accounts over $7 million, making him suitable for managing tax implications of selling a business in Illinois. His firm employs a long-term, asset-allocation driven investment approach using passive and evidence-based funds, and he serves high-net-worth clients including business owners and trusts, providing a comprehensive service beyond just tax planning.
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 offers flat-fee financial advisory services in Illinois with a focus on business sale tax planning, making him well-suited to help manage tax implications during a business sale. His firm employs an evidence-based, passive investment approach using diversified mutual funds and ETFs, and he brings three years of industry experience along with expertise in retirement plans for business owners, which may provide additional value compared to other advisors in the area.
Experience: 3 years
Avg account: $782,535
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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 with a decade of experience and holds CFP®, Series 63, and Series 66 designations, making him well-equipped to navigate Illinois-specific tax strategies for business sales. Operating independently at Two Trails Financial Planning, he offers flat fees ranging from $3,000 to $20,000 and serves high-net-worth clients, providing tailored asset-allocation models and comprehensive financial planning beyond just tax considerations.
Experience: 10 years
Avg account: $1,459,494
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