Independent, business sale tax planning financial advisors in Skokie, 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 how to manage the tax impact of that sale to protect your wealth. Without expertise in business sale tax planning, you might miss opportunities to reduce your tax bill or mismanage the timing of income recognition. Independent advisors here operate without firm constraints, which can mean more flexible approaches tailored to your unique sale.
- Tax timing strategies. Ask how they help spread or defer tax liabilities from your sale to avoid unexpected large tax payments.
- Asset allocation post-sale. Confirm how they adjust your investment mix considering the influx of capital and potential tax consequences.
- State tax considerations. Since Illinois has no tax on retirement income but high property taxes, check how they factor this into your long-term plan.
- Coordination with other professionals. Ensure they work closely with your CPA or tax attorney to align tax planning with your overall financial goals.
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 wealth management, making him well-equipped to handle the tax implications of selling a business in the Skokie area. His firm employs a tax-aware investment approach with modern portfolio theory, offering flat-fee financial planning that ranges from $500 to $25,000, catering primarily to high-net-worth clients seeking tailored, diversified portfolios.
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 make him well-equipped to manage the tax impact of selling a business, especially for high-net-worth clients. Operating independently from Lincolnshire, IL, his firm employs a tax-oriented investment approach and offers both discretionary and non-discretionary portfolio management, with a 1.65% AUM fee, distinguishing him from others by integrating legal estate planning through his ownership of Hedeker Law, Ltd.
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 serves high-net-worth clients, making him well-equipped to manage the tax impact of a business sale in the Skokie area. As an independent CFP®-certified advisor with 10 years of experience, he offers flat-fee pricing and uses proprietary asset-allocation models, providing a flexible and tailored approach compared to percentage-based fee structures.
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 Wheeling, IL, near Skokie. His firm uses a passive investment approach with index funds and ETFs, offering flat-fee financial planning ranging from $3,500 to $15,000, which may appeal to clients seeking transparent pricing and coordinated tax strategies post-business sale.
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 retirement income strategy, making him well-suited to manage the tax impact of a recent business sale in the Skokie area. Operating independently with a flat-fee structure, he offers project-based financial planning and consulting, supported by Vidarrow Investment Advisors' blend of passive and active investment strategies and experience serving diverse clients including pension plans and charitable organizations.
Experience: 2 years
Avg account: $788,144
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