Flat-fee, roth conversion strategy financial advisors in Des Plaines, 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.
- Long-term tax planning. Look for advisors who frame conversions around your future tax outlook, not just immediate savings.
- Account sequencing insight. Ask how they decide which accounts to convert first to optimize tax benefits over time.
- Flat-fee clarity. These advisors charge a set fee, so you know costs upfront without surprises.
- Local tax considerations. Since Illinois doesn't tax retirement income, confirm how they factor in property taxes and other local costs in your plan.
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 clients in Des Plaines, IL seeking flat-fee financial advice. Operating within Wealthspire Advisors, a large firm serving high-net-worth clients, he offers fixed-dollar fees starting around $5,000 annually and employs a customized, institutional-style investment approach, differentiating him from advisors with smaller practices or different fee models.
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 services from Highland Park, IL, focusing on long-term tax planning and retirement income strategy. His firm provides fee-only, project-based financial planning with a fixed $2,450 fee for reviews, emphasizing risk-aware, tax-conscious advice without asset management, which may appeal to clients seeking transparent costs and independent guidance near Des Plaines.
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 high-net-worth and corporate clients through Stride Investments, which emphasizes purpose-based investing and uses proprietary tools for goal and risk assessment.
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 clear upfront costs. Based in Northbrook, IL, she brings 20 years of experience and integrates tax preparation services, which may provide a comprehensive approach compared to other advisors focused solely on investment management.
Experience: 20 years
Avg account: $550,974
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Andrew E
Series 65, Series 63
Oak Brook, IL
Sequent Planning, Llc
Andrew Egan specializes in Roth conversion strategy and retirement income planning, offering flat-fee financial planning services ranging from $500 to $5,000. Based in Oak Brook, IL, he brings 11 years of experience and works with Sequent Planning, LLC, a firm managing nearly $395 million with over 5,100 clients, using ETF-based strategic models and serving high-net-worth individuals and retirement plan sponsors.
Experience: 11 years
Avg account: $98,000
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