Top business sale tax planning financial advisors in Evanston, 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.
- Exit timing insights. Ask how they evaluate the best moment to sell for tax efficiency, considering your personal and business financial goals.
- Capital gains management. Confirm their approach to minimizing taxes on sale profits, including potential deferral or exclusion options.
- State tax considerations. Since Illinois has no tax on retirement income but high property taxes, check how they factor this into your post-sale planning.
- Integration with estate plans. Ensure they coordinate sale outcomes with your broader wealth transfer and legacy objectives.
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 specializes in business sale tax planning and general estate planning, making him well-equipped to navigate the complex tax decisions involved in selling a business in the Evanston area. As a CFP®-certified advisor at a large firm with six years of experience and a 0.15% AUM fee, he also offers expertise in retirement income strategy and wealth management, providing a broad financial perspective compared to other advisors.
Experience: 7 years
Avg account: $471,167
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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, including serving high-net-worth clients from his independent firm in Oak Park, IL. His flat-fee structure and use of proprietary asset-allocation models distinguish him from others, offering tailored financial planning without percentage-based fees.
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 specializes in business sale tax planning with 12 years of experience, offering expertise in managing capital gains and integrating sale outcomes with estate plans. Based in Wheeling, IL, his firm uses a passive investment approach with index funds and ETFs, providing flat-fee financial planning that suits both individual and business clients, distinguishing him from advisors with different fee structures or investment styles.
Experience: 13 years
Avg account: $264,346
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James R
Series 66
Northbrook, IL
Merrill
James Ruddy specializes in business sale tax planning and wealth management, offering strategies that address tax-loss harvesting and retirement income, which are crucial for managing post-sale tax implications in Evanston, IL. Affiliated with Merrill, a large firm, he brings a risk-managed, diversified approach and serves mid-career professionals and high earners, charging a 1.10% AUM fee for managed strategies under $2 million.
Experience: 4 years
Avg account: $860,085
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Collin W
Series 65
Chicago, IL
Greenstone Belt Wealth Advisors, LLC
Collin Woulfe specializes in business sale tax planning and wealth management, serving high-net-worth clients with a flat-fee structure that ranges from $500 to $25,000 based on complexity. Operating from Chicago, IL, he leverages a modern portfolio theory approach emphasizing diversification and after-tax efficiency, distinguishing him from others by integrating tax, estate, and retirement planning with discretionary portfolio management.
Experience: 0 years
Avg account: $3,119,470
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