Top business exit / sale strategy financial advisors working with high-net-worth individuals in Illinois
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 your business is a major financial event that often involves complex tax and timing decisions. If you don't plan carefully, you might miss opportunities to maximize your sale proceeds or face unexpected tax bills.
- Exit timing insight. Ask how they evaluate market conditions and your business cycle to recommend the best time to sell.
- Tax impact planning. Confirm they analyze capital gains, ordinary income, and potential state taxes specific to Illinois.
- Post-sale wealth management. Look for advisors who help you transition from business assets to personal investments smoothly.
- High-net-worth focus. These advisors understand the unique challenges of managing substantial wealth after a business sale, including estate and legacy considerations.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Gregory H
CFA®, Series 63
Chicago, IL
Focus Partners Wealth, LLC
Gregory Herr specializes in business exit and sale strategy, serving high-net-worth clients in Illinois with a focus on private and alternative investments and active portfolio management. Based in Chicago, he offers flat-fee services through a large firm known for a quantitative and systematic investment approach, which may provide a structured transition from business assets to personal wealth compared to other advisors in the region.
Experience: 2 years
Avg account: $2,557,933
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Matthew M
Series 66
Chicago, IL
Hightower Advisors
Matthew Mc Kibben specializes in business exit and sale strategy for high-net-worth clients in Illinois, offering expertise in wealth management and tax-loss harvesting to optimize post-sale financial outcomes. Based in Chicago with Hightower Advisors, a large firm known for strategic and tactical asset allocation, he provides flat-fee and hourly services, distinguishing himself with experience at Edward Jones and Fifth Third Bank and a focus on founder and executive clients.
Experience: 3 years
Avg account: $2,848,795
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Matt E
Series 66
Oakbrook, IL
Wells Fargo Advisors
Matt Estkowski specializes in business exit and sale strategy, making him well-suited to guide high-net-worth clients in Illinois through complex sale timing and tax considerations. Based in Oakbrook, IL, he brings 19 years of experience and works with Wells Fargo Advisors, a large firm offering extensive financial planning services and proprietary research tools, which supports comprehensive post-sale wealth management and estate planning.
Experience: 20 years
Avg account: $514,335
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Kyle M
Series 66
Evanston, IL
Romano Brothers And Company
Kyle Munson specializes in business exit and sale strategy, making him well-suited to guide high-net-worth clients in Illinois through complex tax and timing decisions involved in selling a business. His firm, Romano Brothers And Company, offers a conservative, fundamentals-based investment approach with both active and passive strategies, and provides flat-fee financial planning options, distinguishing him from advisors with different fee structures or investment styles.
Experience: 6 years
Avg account: $1,548,612
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Phillip J
Series 63, Series 65
Oak Brook, IL
Rothschild Financial Partners, LLC
Phillip Johnson's expertise in business exit and sale strategy, combined with his 30 years of experience and focus on high-net-worth clients, equips him to navigate the complex tax and timing decisions involved in selling a business in Illinois. His firm, Rothschild Wealth LLC, offers a blend of quantitative and qualitative asset-allocation models and flexible fee structures including flat fees and hourly rates, distinguishing him from advisors with more rigid pricing or less comprehensive planning approaches.
Experience: 31 years
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