CFP®-certified, business sale tax planning financial advisors in Des Plaines, 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 your sale proceeds.
- Tax timing strategies. Ask how they plan the sale to optimize tax outcomes over multiple years, not just the immediate transaction.
- Integration with retirement goals. Confirm they consider how sale proceeds fit into your broader retirement income plan, especially since Illinois has no tax on retirement income.
- Property tax impact. Discuss how they factor in local property taxes, which can be high, when advising on post-sale investments or cash flow.
- Coordination with other advisors. Ensure they work closely with your CPA and estate planner to align tax planning with your overall financial picture.
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 is well-equipped to assist with business sale tax planning in the Des Plaines area, leveraging his 12 years of experience and CFP® certification. His firm, LifePoint Planning, serves high-net-worth clients with a flat-fee structure and employs a mix of passive and active investment strategies, differentiating him from advisors who may focus solely on traditional asset management.
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 those navigating complex tax decisions in Des Plaines, IL. With 20 years of experience, he offers a flat-fee structure for accounts over $7 million and employs a long-term, asset-allocation-driven investment approach, differentiating him through his independent status and focus on high-net-worth clients.
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 decisions in Des Plaines, IL. His independent firm offers flat-fee structures ranging from $3,000 to $20,000, serving high-net-worth clients with tailored asset-allocation models and a decade of industry experience, distinguishing him from advisors with percentage-based fees or less personalized approaches.
Experience: 10 years
Avg account: $1,459,494
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James C
CFP®, Series 63, Series 66
Chicago, IL
Greenstone Belt Wealth Advisors, LLC
James Cochran offers expertise in business sale tax planning combined with retirement income strategy, making him well-suited for managing complex tax decisions in Des Plaines, IL. His firm emphasizes a diversified, tax-aware investment approach with flat-fee financial planning, catering to high-net-worth clients and integrating comprehensive portfolio management.
Experience: 21 years
Avg account: $3,119,470
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Nathaniel G
CFP®, Series 63, Series 66
Lake Forest, IL
Obar Wealth Management LLC
Nathaniel Gandy specializes in business sale tax planning and retirement income strategy, making him well-suited for managing complex tax decisions related to selling a business near Des Plaines, IL. His firm offers flat-fee tax preparation and emphasizes asset allocation with passive investment strategies, serving both high earners and non-high-net-worth clients, which differentiates him from advisors focusing solely on high-net-worth individuals.
Experience: 8 years
Avg account: $162,550
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