Independent, 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 miss opportunities to reduce your tax bill or mismanage timing, leading to unexpected costs. Independent advisors here operate without firm ties, focusing solely on your unique sale scenario.
- Tax timing strategies. Ask how they plan the sale date and payment structure to optimize your tax outcomes.
- Capital gains insight. Confirm they understand how to differentiate between short- and long-term gains and apply this to your sale.
- State-specific rules. Illinois has unique tax considerations; ensure they factor in local property tax impacts on your post-sale finances.
- Integration with your goals. See how they align tax planning with your retirement or reinvestment plans after the sale.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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James P
Series 66
Chicago, IL
Greenstone Belt Wealth Advisors, LLC
James Petitpren II specializes in business sale tax planning and brings 19 years of experience, including expertise in retirement income strategy and active portfolio management. Operating independently with a flat-fee structure, he serves high-net-worth clients from Chicago, offering tax-aware investment approaches and personalized portfolios that consider diversification and fee minimization, distinguishing him from other advisors in Evanston, IL.
Experience: 19 years
Avg account: $3,119,470
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Dean H
Series 63, Series 65
Lincolnshire, IL
Hedeker Wealth LLC
Dean Hedeker's 35 years of experience and expertise in business sale tax planning, combined with his independent status, make him well-suited for managing complex tax decisions in Evanston, IL. His firm, Hedeker Wealth LLC, offers a comprehensive investment approach including tax-oriented alternative investments and serves high-net-worth clients with a 1.65% AUM fee, differentiating him from others by integrating legal estate planning expertise.
Experience: 36 years
Avg account: $2,909,161
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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 10 years of experience as a CFP® and founder of an independent firm near Evanston, IL. His flat-fee structure and focus on high-net-worth clients, combined with proprietary asset-allocation models, distinguish him from others by offering tailored, transparent 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 and operates independently from his firm in Wheeling, IL, close to Evanston. With 12 years of experience and a Series 66 designation, he offers flat-fee financial planning ranging from $3,500 to $15,000, focusing on passive investment strategies using index funds and ETFs, which may appeal to clients seeking a cost-effective, integrated approach to tax and investment management.
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 and brings a Personal Financial Specialist designation, offering flat-fee and project-based financial planning services from Arlington Heights, IL. His firm, Vidarrow Investment Advisors, is independent and fee-only, serving both individual and organizational clients with a mix of passive and active investment strategies, which may provide a broader perspective compared to advisors focused solely on individual investors.
Experience: 2 years
Avg account: $788,144
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