Independent, 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.
If you recently sold a business, you need an advisor who understands the tax implications specific to that event. Without expert guidance, you might miss opportunities to reduce your tax bill or mismanage the timing of income recognition.
- Independent perspective. Confirm how they maintain objectivity without firm constraints that could influence tax planning advice.
- Sale timing insight. Ask how they evaluate the best timing for recognizing income to minimize taxes and maximize cash flow.
- State tax nuances. Since Illinois has no tax on retirement income but high property taxes, check how they incorporate these factors into your plan.
- Post-sale investment strategy. Understand how they align your investment choices with the unique cash flow and tax situation after a business sale.
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 offers expertise in business sale tax planning with 12 years of experience and CFP® certification, serving high-net-worth clients independently from Schaumburg, IL. His firm, LifePoint Planning, combines passive and active investment strategies with flat-fee and asset-based pricing, providing tailored cash flow and retirement income strategies that complement his tax planning focus.
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, offering an independent perspective from his Riverside, IL location near Naperville. His firm uses a long-term, asset-allocation approach with passive investing, and he offers flexible fee structures including flat fees for large accounts, distinguishing him from advisors with more traditional fee models.
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 cash flow management, making him well-suited for clients in Naperville, IL who have recently sold a business. As a CFP®-certified, independent advisor with 10 years of experience, he offers flat-fee and hourly pricing, serving high-net-worth individuals with tailored asset allocation and comprehensive financial planning.
Experience: 10 years
Avg account: $1,459,494
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Kristin S
Series 66
Burr Ridge, IL
Paradigm Money Management, LLC
Kristin Sweis offers expertise in business sale tax planning with 17 years of experience and a Series 66 designation, providing independent advice from Burr Ridge, IL. Her firm, Paradigm Money Management, uses a flat-fee structure for financial planning and supports retirement plans for business owners, differentiating her through a focus on coordinated planning and third-party manager recommendations.
Experience: 17 years
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Luke S
PFS™
Arlington Heights, IL
Vidarrow Investment Advisors
Luke Sauter specializes in business sale tax planning and retirement income strategy, offering independent advice from Arlington Heights, IL. His firm, Vidarrow Investment Advisors, serves diverse clients with a mix of passive and active investment strategies and provides flat-fee and hourly financial planning options, distinguishing him from others by combining ESG investing expertise with a project-based fee structure.
Experience: 2 years
Avg account: $788,144
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