Top financial advisors working with self-employed clients in Madison, WI
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 run your own business or freelance in Madison, WI, you likely face unique challenges like managing irregular income and planning for taxes without employer withholding. A common mistake is treating your finances like a regular paycheck job, which can lead to cash flow issues or missed tax deadlines.
- Cash flow management. Ask how they help smooth income ups and downs to cover expenses and taxes.
- Tax planning expertise. Confirm they understand self-employment tax rules and quarterly estimated payments.
- Retirement options. Explore how they recommend retirement plans suited for self-employed income variability.
- Expense tracking advice. Check if they guide you on separating business and personal expenses for tax efficiency.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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James G
Series 63, Series 65
Verona, WI
Lincoln Investment
James Guy III specializes in retirement plans for business owners and business succession planning, making him well-suited for self-employed clients in the Madison area. With 17 years of experience and a background in education, he offers flat-fee financial planning through Lincoln Investment, a large firm providing diverse investment models and in-house research support, distinguishing him from advisors with smaller practices or different fee structures.
Experience: 18 years
Avg account: $157,266
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James S
Series 63, Series 65, Series 66
Madison, WI
Cambridge Investment Research Advisors
James Schutz specializes in retirement plans for business owners and self-employed clients in Madison, WI, offering expertise in SEP and solo 401(k) plans that address income variability and tax planning. With 45 years of experience at a large firm, he provides flat-fee financial planning and consulting, distinguishing himself through a broad service range including annuities and retirement income strategies.
Experience: 45 years
Avg account: $378,281
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Joel Y
Series 65
Waunakee, WI
Compound Wealth, Advisory and Tax LLC
Joel Yaeger specializes in serving self-employed clients in the Madison area, offering expertise in business succession planning and general tax planning, which are crucial for managing irregular income and tax obligations. His firm provides flat-fee financial planning and consulting, with tailored investment advice and unique services like equity-compensation guidance, distinguishing him from others by combining tax and wealth management under one roof.
Experience: 1 year
Avg account: $528,605
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Stephen L
Series 65
Madison, WI
Future First Finance, LLC
Stephen Lewis specializes in advising self-employed and executive clients in Madison, WI, offering expertise in cash flow management, tax-loss harvesting, and retirement planning tailored to variable incomes. His firm, Future First Finance, LLC, serves high-net-worth individuals with a flat-fee structure and employs tactical asset allocation and ESG-focused investment strategies, distinguishing him from advisors with broader or less specialized approaches.
Experience: 1 year
Avg account: $888,333
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