Flat-fee, 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.
If you recently sold a business, you need a business sale tax planning advisor to help manage the complex tax implications that come with the transaction. Without expert guidance, you might overlook key tax strategies that could reduce your overall tax burden.
- Flat-fee pricing. Understand exactly what you pay upfront, avoiding surprises from hourly or commission-based fees.
- Tax timing strategies. Ask how they plan the timing of income recognition and deductions to optimize your tax outcome.
- State tax considerations. Confirm they account for Illinois-specific rules, including high property taxes that may affect your overall financial picture.
- Post-sale cash flow. Ensure they help model your cash flow needs after the sale to align tax planning with your financial goals.
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 a flat-fee structure, providing clarity on costs for clients in the Des Plaines area. His 12 years of experience, CFP® certification, and focus on high-net-worth individuals, combined with LifePoint Planning's use of both passive and active investment strategies, distinguish him from other advisors nearby.
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 offers flat-fee arrangements that may be negotiated annually for accounts over $7 million, providing cost certainty for high-net-worth clients. Based in Riverside, IL, he applies a long-term, asset-allocation driven investment approach using passive and evidence-based funds, distinguishing him with a focus on disciplined portfolio management and financial planning services.
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 with a flat-fee structure ranging from $3,000 to $20,000, providing clear upfront costs for clients in the Des Plaines area. As a CFP®-certified advisor with 10 years of experience and a focus on high-net-worth individuals, he offers independent, tailored financial planning including cash flow and college savings strategies, distinguishing him from other advisors with his proprietary asset-allocation models.
Experience: 10 years
Avg account: $1,459,494
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Ivan H
Series 66
Wheeling, IL
Outside The Box Financial Planning, LLC
Ivan Havrylyan offers flat-fee business sale tax planning with 12 years of experience, focusing on tax timing strategies and post-sale cash flow modeling. Based in Wheeling, IL, his firm serves both individuals and business entities, using a passive investment approach with index funds and ETFs, which may appeal to clients seeking integrated financial planning and investment management nearby.
Experience: 13 years
Avg account: $264,346
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Luke S
PFS™
Arlington Heights, IL
Vidarrow Investment Advisors
Luke Sauter specializes in business sale tax planning with a flat-fee structure, offering clear upfront costs for project-based financial planning ranging from $2,000 to $50,000. Based in Arlington Heights, IL, he brings a Personal Financial Specialist designation and experience from Walgreens Boots Alliance, supported by Vidarrow Investment Advisors' independent, fee-only approach and a mix of passive and active investment strategies.
Experience: 2 years
Avg account: $788,144
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