Top business sale tax planning financial advisors in Bolingbrook, 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 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 income recognition to minimize your overall tax hit.
- Capital gains insight. Confirm they understand how to differentiate between ordinary income and capital gains for your sale.
- State tax considerations. Even though retirement income isn’t taxed here, property taxes can be high; see how they factor this into your post-sale planning.
- Integration with financial goals. Check how they align tax planning with your broader wealth management and investment objectives.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Tyler M
Series 65
Riverside, IL
Forest Asset Management LLC
Tyler May specializes in business sale tax planning and retirement plans for business owners, offering expertise in tax-loss harvesting and passive investing strategies. Based in Riverside, IL, he provides flat-fee options for high-net-worth clients with accounts over $7 million, distinguishing him through a long-term, asset-allocation approach and experience serving trusts, corporations, and small businesses.
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 brings a decade of experience as a CFP®-certified advisor based near Bolingbrook, IL. His independent firm offers flat-fee structures and serves high-net-worth clients, differentiating him with tailored asset-allocation models and flexible fees rather than percentage-based charges.
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 specializes in business sale tax planning and retirement plans for business owners, bringing 17 years of experience and a Series 66 designation to clients near Bolingbrook, IL. Operating independently with a flat-fee structure, she offers tiered financial planning services through Paradigm Money Management, focusing on coordinating third-party managers to align with client goals, which may appeal to those seeking personalized, fee-transparent advisory support.
Experience: 17 years
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