Flat-fee, tax-loss harvesting financial advisors 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 have investments with losses that could offset gains, a tax-loss harvesting advisor can help you use those losses to reduce your tax bill. Without careful timing and strategy, you might miss opportunities to lower your taxes or accidentally trigger unwanted tax events. Flat-fee advisors charge a set price, so you know your costs upfront without surprises.
- Loss identification process. Ask how they spot which investments to sell for tax benefits without hurting your overall portfolio.
- Wash sale rules. Confirm they understand the IRS rule that disallows a loss if you buy a similar security within 30 days.
- Portfolio impact. Check how they balance tax savings with keeping your investment goals on track.
- Coordination with other strategies. See if they integrate tax-loss harvesting with your broader tax and retirement plans, especially if you’re a government worker with a public pension.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Thomas P
Series 65
Brookfield, WI
Annex Wealth Management, LLC
Thomas Phillipsen specializes in tax-loss harvesting with a flat-fee consulting model starting at $1,000, making him suitable for clients seeking predictable costs in Wisconsin. His firm, Annex Wealth Management, manages over $8 billion and serves high-net-worth individuals, offering a team-based investment approach that balances tax strategies with broader wealth management, distinguishing him from advisors with smaller client bases or different fee structures.
Experience: 0 years
Avg account: $1,117,200
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Jonathan S
Series 65
Stevens Point, WI
Summit Financial, LLC
Jonathan Steffen specializes in tax-loss harvesting with a decade of experience and a Series 65 designation, making him well-equipped to help Wisconsin investors reduce their tax bills through strategic loss identification and portfolio management. His flat-fee, independent advisory approach at Summit Financial, LLC, which serves a diverse client base including corporations and pension plans, distinguishes him by combining tax strategies with broader wealth management and business exit planning expertise.
Experience: 11 years
Avg account: $1,318,898
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Steven K
Series 63, Series 65
Waukesha, WI
Robert Baird & Co.
Steven Kellogg specializes in tax-loss harvesting with a flat-fee option, making him well-suited for clients in Wisconsin seeking to reduce tax liabilities through strategic investment loss management. With 30 years of experience at Robert W. Baird & Co., a large firm, he offers tailored wealth management services and integrates diverse investment strategies, distinguishing him from advisors with less extensive firm resources or narrower service scopes.
Experience: 30 years
Avg account: $713,008
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Jacob U
Series 66
Onalaska, WI
Commonwealth Financial Network
Jacob Udermann specializes in tax-loss harvesting and offers flat-fee consulting services, making him suitable for clients seeking predictable costs in Wisconsin. Affiliated with Commonwealth Financial Network, a large firm supporting nearly 3,000 advisors, he benefits from extensive operational and portfolio management resources, including discretionary portfolio construction and proprietary model portfolios, which may provide a broader investment approach compared to smaller firms.
Experience: 1 year
Avg account: $568,323
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Austin J
Series 66
Oshkosh, WI
LPL Financial
Austin Jarrett specializes in tax-loss harvesting with eight years of experience and a Series 66 designation, making him well-equipped to help Wisconsin investors reduce their tax bills through strategic loss identification and portfolio management. Operating within LPL Financial, a large firm offering flat-fee financial planning, he supports a diverse client base including business owners and retirement plan sponsors, providing access to in-house research and model portfolios that enhance investment strategies beyond tax-loss harvesting.
Experience: 9 years
Avg account: $399,489
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