Flat-fee, 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, such as moving funds from a traditional IRA to a Roth IRA, timing and tax impact are key. Without careful planning, you might pay more in taxes than necessary or miss out on future tax-free growth.
- Tax timing insight. Look for advisors who explain how to spread conversions over multiple years to avoid pushing you into a higher tax bracket.
- State tax considerations. Since Illinois doesn't tax retirement income, ask how they factor this into your conversion plan.
- Flat-fee clarity. Confirm how their flat fees cover conversion planning so you know costs upfront without surprises.
- Long-term growth focus. Ensure they consider how conversions affect your future tax-free withdrawals, not just immediate tax bills.
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, offering flat-fee financial planning through Wealthspire Advisors, a large firm known for institutional-style asset allocation. With three years of experience and a focus on high-net-worth and established professionals, he provides tailored advice that considers tax timing and long-term growth, distinguishing him from advisors with less firm support or narrower client bases.
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 flat-fee structure, charging a fixed $2,450 for financial review services, which offers clear upfront costs for tax-conscious planning. Located near Skokie in Highland Park, IL, he brings a risk-aware approach from his 18 years in quantitative risk management and serves individuals and businesses with project-based, advice-only financial planning.
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 clients in Skokie, IL seeking flat-fee advice on tax-efficient conversions. With 13 years of experience and a flat-fee structure for strategic tax planning, he offers independent guidance through Stride Investments, which emphasizes purpose-based investing and serves high-net-worth and corporate clients.
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, offering flat-fee financial planning packages with tiered ongoing fees, which can help manage costs during your conversion process. Based in Northbrook, IL, she brings 20 years of experience and integrates tax preparation services, providing a comprehensive approach that includes discretionary asset management and customized portfolios through a wrap-fee program.
Experience: 20 years
Avg account: $550,974
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Timothy P
CFP®, Series 63, Series 65
Chicago, IL
One Wealth Capital Management, LLC
Timothy Pearce offers expertise in Roth conversion strategy with a flat-fee financial planning model ranging from $10,000 to $100,000, suitable for high-net-worth clients in the Chicago area near Skokie, IL. His firm employs a macro-environmental, top-down investment approach and serves a diverse client base including trusts and foundations, differentiating him with broad institutional experience and a comprehensive asset allocation strategy.
Experience: 10 years
Avg account: $1,154,660
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