CFP®-certified, 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.
Selling a business triggers complex tax decisions that can affect your net proceeds and future financial plans. Without expert guidance, you might overlook key deductions or timing strategies that reduce your tax burden.
- Tax timing strategies. Ask how they plan the sale date and payment structure to optimize your tax outcomes.
- Capital gains insight. Confirm they understand how to differentiate between ordinary income and capital gains to minimize taxes.
- State-specific rules. Illinois has no tax on retirement income but high property taxes; see how they factor this into your post-sale planning.
- Coordination with other advisors. Selling a business often involves lawyers and accountants; check how they collaborate to align your 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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Colin B
CFP®, Series 66
Chicago, IL
Ameriprise
Colin Bonnett is well-equipped to assist with business sale tax planning in Illinois, leveraging his CFP® certification and six years of experience at a large firm. His expertise spans wealth management, retirement income strategy, and estate planning, which complements his focus on business sale tax planning. Compared to others, Colin's background includes executive compensation and equity services, and he offers a competitive 0.15% AUM fee, serving clients approaching retirement in the Chicago area.
Experience: 7 years
Avg account: $471,167
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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 Illinois, leveraging his 12 years of experience and CFP® certification. He offers a flat-fee structure and serves high-net-worth clients, combining expertise in retirement income strategy and equity compensation tax strategy. His firm, LifePoint Planning, uses asset-allocation-driven portfolios with both passive and active strategies, providing comprehensive financial planning and investment 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 is supported by his 20 years of experience and dual CFP® and PFS™ certifications, making him well-equipped to navigate complex tax timing and capital gains issues in Illinois. His firm, Forest Asset Management LLC, employs a long-term, passive investment approach and offers flexible fee structures including flat fees for high-net-worth clients, distinguishing him from advisors with more traditional fee models or less specialized investment strategies.
Experience: 20 years
Avg account: $2,072,836
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Bradley B
CFP®, Series 63, Series 65
Chatham, IL
Bobb Financial Incorporated
Bradley Bobb's 24 years of experience and CFP® certification equip him to navigate the complex tax decisions involved in business sale tax planning in Illinois. As an independent advisor based in Chatham, IL, he offers comprehensive financial planning and discretionary investment management, primarily using passive asset-allocation portfolios, and serves both high-net-worth individuals and business clients, distinguishing him with a broad client focus and educational seminar offerings.
Experience: 24 years
Avg account: $820,008
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Andrew B
CFP®, Series 63, Series 66
Oak Park, IL
Two Trails Financial Planning
Andrew Baxley is a CFP®-certified advisor in Oak Park, IL, specializing in business sale tax planning with 10 years of experience and a background as a founder/business owner. He offers flat-fee and hourly pricing, serving high-net-worth clients through his independent firm, Two Trails Financial Planning, which uses proprietary asset-allocation models tailored to client goals. This combination of specialized expertise and flexible fees distinguishes him from other advisors in Illinois.
Experience: 10 years
Avg account: $1,459,494
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