Top financial advisors working with self-employed clients in Wisconsin
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 Wisconsin, you face unique financial challenges like managing irregular income and planning for taxes without an employer withholding. A common mistake is treating your finances like a regular paycheck job, which can lead to cash flow problems or missed tax deadlines.
- Tax planning nuances. Look for advisors who understand quarterly estimated taxes and how to optimize deductions specific to self-employed income.
- Retirement options. Ask how they help choose between plans like SEP IRAs or solo 401(k)s that fit your business size and goals.
- Cash flow management. Confirm they can help you build a budget that accounts for income swings and business expenses.
- Business and personal finance integration. See if they coordinate your business finances with your personal goals to avoid surprises at tax time.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Kelsey B
Series 63, Series 65
Madison, WI
Sanctuary Advisors, LLC
Kelsey Berndt is well-equipped to assist self-employed individuals in Wisconsin with financial planning, leveraging 17 years of experience and expertise in retirement income strategy and business exit planning. Operating from Madison with Sanctuary Advisors, a large firm offering flat-fee financial planning, she provides access to customized investment programs and integrates diverse account types, distinguishing her approach from others by combining active portfolio management with private investment options.
Experience: 17 years
Avg account: $1,618,113
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Kevin W
Series 66
De Pere, WI
LPL Enterprise
Kevin Wilson is well-suited for self-employed individuals in Wisconsin, offering expertise in general retirement planning and tax-loss harvesting, which are crucial for managing irregular income and tax obligations. Operating within LPL Enterprise, a large firm, he provides flat-fee financial planning services and brings a decade of industry experience, distinguishing him from advisors who may lack such structured fee options or firm resources.
Experience: 10 years
Avg account: $239,757
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Jared S
Series 66
Madison, WI
Guardian Life
Jared Schumacker specializes in advising self-employed individuals and business owners in Wisconsin, addressing unique challenges like tax-loss harvesting and business exit strategies. Operating within the large firm Primerica Advisors, he offers flexible flat-fee and subscription-based financial planning options, distinguishing him from others by combining hands-on industry experience with a broad range of investment strategies and consulting services.
Experience: 5 years
Avg account: $230,599
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Ricky P
CFP®, Series 63
Prescott, WI
Pro Advisors, Ltd. dba R J Pickle Financial Services
Ricky Pickle is well-equipped to assist self-employed individuals in Wisconsin by integrating tax planning with financial and investment management, leveraging his dual CPA and CFP® credentials and 24 years of experience. Unlike many advisors, he offers flat-fee financial planning and combines fundamental and technical analysis for portfolio management, providing a comprehensive approach tailored to the unique financial challenges of business owners and freelancers.
Experience: 24 years
Avg account: $826,567
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Steven S
ChFC®, Series 63, Series 65
Nashotah, WI
Corecap Advisors
Steven Seibel specializes in advising self-employed clients in Wisconsin, offering expertise in retirement income strategy, income planning, and tax-loss harvesting, which are crucial for managing irregular income and tax planning. With 42 years of experience and a flat-fee, independent advisory model at CoreCap Advisors, he provides personalized, long-term investment management using diverse assets, distinguishing him from others by combining deep industry knowledge with flexible fee options.
Experience: 43 years
Avg account: $412,164
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