CFP®-certified, business sale tax planning financial advisors in Naperville, 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 often triggers complex tax decisions that can affect your financial future for years. Without expert guidance, you might miss opportunities to reduce your tax bill or mismanage the timing of income recognition.
- Tax timing strategies. Ask how they plan the sale to spread or defer taxes, not just calculate a lump-sum tax estimate.
- Integration with your goals. Confirm they consider how the sale proceeds fit into your broader financial and retirement plans.
- State tax nuances. Even though retirement income isn't taxed in Illinois, property taxes can be high; check how they factor this into your post-sale planning.
- Coordination with other professionals. Ensure they work closely with your CPA and legal advisors to align tax and legal strategies.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Douglas O
CFP®, Series 66
Schaumburg, IL
Lifepoint Planning
Douglas Oosterhart's 12 years of experience and CFP® certification equip him to handle complex business sale tax planning, especially for high-net-worth clients near Naperville, IL. His firm, LifePoint Planning, offers flat-fee and asset-based pricing, integrates passive and active investment strategies, and supports coordination with CPAs and legal advisors, distinguishing him from others with a focus on comprehensive retirement and cash flow planning.
Experience: 12 years
Avg account: $1,491,905
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Mark P
CFP®, PFS™
Riverside, IL
Forest Asset Management LLC
Mark Pesavento's expertise in business sale tax planning and retirement plans for business owners suits complex tax decisions involved in selling a business. His firm uses a long-term, asset-allocation-driven approach with passive investments, and he offers flat fees negotiable for accounts over $7 million, distinguishing him with flexible pricing and experience as a business owner and consultant.
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 holds CFP® certification, making him well-equipped to navigate complex tax timing strategies for business owners in the Naperville area. Operating independently at Two Trails Financial Planning, he offers flat-fee and project-based pricing, serving high-net-worth clients with tailored asset-allocation models, which distinguishes him from advisors relying on percentage-based fees or larger firm structures.
Experience: 10 years
Avg account: $1,459,494
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