Top business sale tax planning financial advisors working with high-net-worth individuals 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.
If you're preparing to sell a business, you need an advisor who understands how to minimize the tax impact on your sale proceeds. A common mistake is focusing only on the sale price without planning for the complex tax consequences that can follow.
- Tax timing strategies. Ask how they help you time the sale to optimize tax outcomes, considering your broader financial picture.
- Capital gains management. Confirm they know how to structure the sale to reduce capital gains taxes, not just the immediate tax bill.
- High-net-worth nuances. Since you have significant assets, check how they integrate your sale planning with estate and wealth transfer considerations.
- Local tax expertise. Property taxes in Illinois can be high; see how they factor local tax rules into your overall plan.
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 specializes in business sale tax planning and serves high-net-worth clients, making him well-suited for managing complex tax consequences of selling a business. Based in Schaumburg, IL, he offers flat-fee and AUM-based pricing, integrates retirement income and equity compensation strategies, and employs both passive and active investment approaches, distinguishing him from other advisors in the Naperville area.
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 serves high-net-worth clients, making him well-suited to address complex tax strategies for business owners preparing to sell. Operating from Riverside, IL, he offers a flat-fee structure for large accounts and employs a long-term, asset-allocation investment approach, differentiating him with a focus on passive, evidence-based funds and comprehensive financial planning.
Experience: 6 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 serves high-net-worth clients, making him well-suited to address complex tax strategies for business owners in the Naperville area. His independent firm offers fixed fees ranging from $3,000 to $20,000 and employs proprietary asset-allocation models, providing a tailored approach distinct from percentage-based fee structures common among nearby advisors.
Experience: 10 years
Avg account: $1,459,494
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