Independent financial advisors working with HENRYs (high earners, not rich yet) 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're earning a high income but haven't yet built significant wealth, you might face unique challenges like managing cash flow while saving aggressively and planning for future tax impacts. A common mistake is focusing only on investment returns without balancing debt, expenses, and tax strategies tailored to your income level. Independent advisors here operate without firm constraints, which can mean more flexible approaches suited to your evolving financial picture.
- Cash flow management. Look for advisors who help balance current spending with saving goals, not just investment growth.
- Tax-aware planning. Confirm they consider how your income level affects tax brackets and retirement account options.
- Debt strategy integration. Ask how they incorporate student loans or mortgages into your overall financial plan.
- Growth and protection balance. Ensure they address both building assets and protecting against income loss or unexpected expenses.
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 serving high earners who are not yet rich, offering expertise in wealth management, options and derivatives strategies, and tax-loss harvesting, which are crucial for managing cash flow and tax impacts effectively. Operating independently at Annex Wealth Management, a firm managing over $8 billion with a team-oriented investment approach, he provides flat-fee consulting services starting at $1,000, distinguishing him from advisors with traditional AUM-based fees.
Experience: 0 years
Avg account: $1,117,200
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Brandon H
CFP®, ChFC®, Series 63
Austin, TX
Off-Trail Works LLC
Brandon Hinneberg specializes in serving high earners who are not yet wealthy, focusing on cash flow management and tax-aware planning, which are crucial for balancing spending and saving at this income level. As an independent CFP®-certified advisor with six years of experience, he offers a planning-first approach and discretionary portfolio management, differentiating himself with expertise in equity compensation tax strategy and values-based investing, despite being based outside Wisconsin.
Experience: 6 years
Avg account: $428,338
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Dwight K
Series 66
Sayner, WI
Silver Oak Securities, Incorporated
Dwight Kimber specializes in serving high earners in Wisconsin who are not yet wealthy, offering tailored financial planning that addresses cash flow management and tax-aware strategies suitable for this income level. His independent status and flat-fee structure, combined with 20 years of experience and expertise in charitable giving, distinguish him from others by providing flexible, comprehensive advice that integrates investment growth with protection and philanthropy considerations.
Experience: 20 years
Avg account: $278,962
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Peter C
Series 65
Middleton, WI
Trek Financial
Peter Cymbalak specializes in serving high earners who are not yet wealthy, offering expertise in tax-loss harvesting and options strategies that can help manage cash flow and tax impacts effectively. Based in Middleton, WI, he provides flat-fee and asset-based pricing through Trek Financial, which uses a strategic ETF-based approach and quantitative models, distinguishing him with a blend of active portfolio management and values-based investing tailored to evolving financial needs.
Experience: 12 years
Avg account: $537,789
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David S
Series 66
Fontana, WI
Savvy
David Sharpe specializes in serving high earners who haven't yet accumulated significant wealth, offering expertise in tax-loss harvesting and concentrated stock management that aligns with the financial challenges of this group. Operating independently with a flat-fee structure, he provides personalized investment strategies including ESG and alternative investments, supported by 19 years of experience and a Series 66 designation, distinguishing him from advisors with more traditional fee models or less diverse investment approaches.
Experience: 20 years
Avg account: $1,062,133
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