CFP®-certified, business sale tax planning financial advisors in Chicago, 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 recently sold a business, you need an advisor who understands how to manage the tax impact of that sale to protect your wealth. A common mistake is treating the tax planning as a one-time event rather than part of a broader financial strategy.
- Tax timing insight. Ask how they plan the timing of tax payments to avoid surprises and optimize cash flow.
- Asset reinvestment guidance. Confirm they help you decide where to reinvest proceeds to balance growth and tax efficiency.
- Estate and legacy planning. Ensure they consider how the sale affects your long-term wealth transfer goals.
- Coordination with other professionals. Check how they work with your CPA or attorney to align tax and legal strategies.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Colin B
CFP®, Series 66
Chicago, IL
Ameriprise
Colin Bonnett is well-equipped to assist with business sale tax planning in Chicago, leveraging his CFP® certification and six years of experience at a large firm. He offers a 0.15% AUM fee structure and specializes in wealth management, retirement income strategy, and estate planning, providing a broad approach that integrates tax timing and legacy considerations for clients approaching retirement.
Experience: 7 years
Avg account: $471,167
-
Douglas O
CFP®, Series 66
Schaumburg, IL
Lifepoint Planning
Douglas Oosterhart offers expertise in business sale tax planning combined with retirement income strategy and equity compensation tax strategy, making him well-suited for managing post-sale tax impacts in the Chicago area. His firm, LifePoint Planning, serves high-net-worth clients with a flat-fee structure and employs asset-allocation-driven portfolios using both passive and active strategies, differentiating him from advisors focused solely on traditional investment approaches.
Experience: 12 years
Avg account: $1,491,905
-
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, combined with his CFP® and PFS™ designations, equips him to manage the tax impact of selling a business effectively. Operating from Riverside, IL, he offers a long-term, asset-allocation-driven investment approach with flat-fee options for high-net-worth clients, distinguishing him from advisors focused solely on commission-based fees or local Chicago practitioners.
Experience: 20 years
Avg account: $2,072,836
-
Andrew B
CFP®, Series 63, Series 66
Oak Park, IL
Two Trails Financial Planning
Andrew Baxley specializes in business sale tax planning and is CFP®-certified, making him well-equipped to manage the tax implications of selling a business in the Chicago area. His independent firm offers flat-fee and hourly pricing, serving high-net-worth clients with tailored asset allocation and comprehensive financial planning, distinguishing him from advisors with percentage-based fees or less flexible service models.
Experience: 10 years
Avg account: $1,459,494
-
James C
CFP®, Series 63, Series 66
Chicago, IL
Greenstone Belt Wealth Advisors, LLC
James Cochran specializes in business sale tax planning and holds CFP® certification, making him well-equipped to manage the tax implications of selling a business in Chicago. His firm emphasizes a diversified, tax-aware investment approach with flat-fee financial planning, serving high-net-worth clients and offering experience from 21 years in the industry, which distinguishes him from other advisors in the area.
Experience: 21 years
Avg account: $3,119,470
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Chicago, IL
Find advisors by type
Not sure where to start?
We'll help you think it through—whether you ultimately need an advisor or not. Warmer helps you compare advisors clearly, so you can choose with confidence.
For advisor listings, we rely on sources including public filings and data provided by advisors, and we cannot guarantee that all information is current or accurate. Advisors are independent and may not have reviewed or updated this information. Please review an advisor’s Form ADV and do your own diligence before deciding whether to work with them.
Advisor matching and introductions are provided by FinanceHQ LLC (“FHQ”), a wholly-owned subsidiary of Warmer and an SEC-registered investment advisor. We receive compensation from certain participating advisors for introductions or referrals. This creates a conflict of interest because we have an incentive to recommend advisors who compensate us, including those who pay us more. You pay no fee to use our matching service, and advisor fees are not increased because of a referral or introduction. We do not review the ongoing performance of advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to our Terms of Service and Advisory Agreement, and acknowledge our Privacy Policy. Please review FHQ’s ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. (“Warmer”)