Top roth conversion strategy 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 have a Roth conversion on your horizon, timing and tax impact are key to avoid paying more than necessary. A common mistake is treating the conversion as a one-time event rather than part of a longer tax strategy.
- Tax impact awareness. Confirm how the advisor plans to minimize your tax bill over multiple years, not just the current one.
- Income projection integration. Ask how they factor in your expected income changes and retirement withdrawals when recommending conversions.
- Account prioritization. Understand which accounts they suggest converting first and why, based on your overall financial picture.
- Local tax considerations. Since Illinois doesn’t tax retirement income, check how they incorporate this into your conversion plan to optimize benefits.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Dillon G
Series 65, Series 63
Chicago, IL
WealthSpire Advisors
Dillon Gorham specializes in Roth conversion strategy and retirement income planning, making him well-suited to help clients in Skokie, IL navigate tax-efficient conversions. Operating from Wealthspire Advisors, a large firm with a flat-fee structure and a focus on high-net-worth clients, he offers a customized investment approach and experience with diversified, institutional-style asset allocation.
Experience: 4 years
Avg account: $3,410,246
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Brian R
CFA®
Highland Park, IL
Checkpoint Financial Planning
Brian Rhoads specializes in Roth conversion strategy with a focus on tax-conscious, risk-aware planning, making him capable of managing the timing and tax impact of conversions in Skokie, IL. His firm offers flat-fee, project-based financial planning without asset management, serving individuals and businesses, which differentiates him from advisors who charge based on assets or offer ongoing management.
Experience: 2 years
Avg account: $0
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Samuel M
Series 65
Chicago, IL
Stride Investments, LLC
Samuel McElroy specializes in Roth conversion strategy and retirement income planning, making him well-suited for managing tax-efficient conversions in Skokie, IL. With 13 years of experience and a flat-fee option for strategic tax planning, he serves established professionals and executives, offering both discretionary and non-discretionary portfolio management through Stride Investments, LLC in nearby Chicago.
Experience: 13 years
Avg account: $376,175
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Melissa O
VerifiedSeries 66
Northbrook, IL
Strategic Advisors of Illinois
Melissa Osuch specializes in Roth conversion strategy and retirement income planning, with 20 years of experience and a Series 66 designation. Based in Northbrook, IL, she offers flat-fee financial planning packages and ongoing tiered services through Strategic Advisors of Illinois, which focuses on pre- and post-retirement planning and customized portfolios via a wrap-fee program, differentiating her with integrated advisory and trade execution services.
Experience: 20 years
Avg account: $550,974
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Peter N
CFA®
Chicago, IL
Peak Wealth Planning, LLC
Peter Newman Jr. specializes in Roth conversion strategy and general tax planning, leveraging 12 years of experience and a CFA® designation to optimize tax impact over multiple years. Based in nearby Chicago, he serves high-net-worth clients through Peak Wealth Planning, a small independent firm that uses an asset-allocation approach with low-cost funds and offers flexible fee structures including AUM and retainer options.
Experience: 12 years
Avg account: $2,204,873
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