Flat-fee, roth conversion strategy 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.
If you're considering a Roth conversion, it's often because you expect your tax rate to rise in the future or want to manage tax-free income in retirement. A common mistake is treating the conversion as a simple tax trade this year, rather than a strategic move over several years.
- Tax timing insight. Look for advisors who explain how they plan conversions around your expected income changes and tax brackets over time.
- Property tax awareness. Since Illinois has no tax on retirement income but high property taxes, ask how they factor this into your overall tax strategy.
- Flat-fee clarity. Confirm how their flat fees cover conversion planning and ongoing advice, so you know what to expect without surprises.
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 for managing tax-efficient retirement income in Evanston, IL. Operating within Wealthspire Advisors, a large firm serving high-net-worth clients, he offers flat-fee financial planning starting at $5,000 annually, with a focus on diversified, institutional-style asset allocation and both discretionary and non-discretionary portfolio management.
Experience: 4 years
Avg account: $3,410,246
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Brian R
CFA®
Highland Park, IL
Checkpoint Financial Planning
Brian Rhoads offers flat-fee Roth conversion strategy advice from Highland Park, IL, focusing on tax-conscious, risk-aware planning tailored to retirement income and business exit strategies. His firm provides fixed-fee financial reviews and hourly planning services, emphasizing written reports and video consultations, which may appeal to clients seeking transparent, project-based financial planning without asset management fees.
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, offering flat-fee strategic tax planning consultations that can be waived with asset management engagement. Based in nearby Chicago, he brings 13 years of experience and serves established professionals and those approaching retirement, differentiating himself with a focus on purpose-based investing and both discretionary and non-discretionary portfolio management.
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 suits clients seeking predictable costs. Based in Northbrook, IL, she brings 20 years of experience and integrates tax preparation services, differentiating her through a comprehensive approach that includes discretionary asset management and educational seminars.
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 and retirement income planning, making him well-suited for clients in Evanston, IL considering flat-fee advisory services. His 10 years of experience, CFP® certification, and role at One Wealth Capital Management, which uses a macro-environmental, top-down investment approach, distinguish him from others by combining strategic asset allocation with comprehensive financial planning and consulting.
Experience: 10 years
Avg account: $1,154,660
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