Top financial advisors working with HENRYs (high earners, not rich yet) in Bend, OR
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 need an advisor who understands the unique challenges of balancing current expenses with future financial goals. Without this focus, it's easy to overlook how lifestyle inflation can delay your path to financial security.
- Cash flow management. Look for advisors who help you prioritize saving and investing while managing day-to-day expenses.
- Debt strategy. Ask how they approach paying down debt without sacrificing growth opportunities.
- Tax planning insight. Since Oregon has relatively high income taxes, confirm they integrate tax strategies that fit your earnings level.
- Career growth alignment. Ensure they consider your career trajectory and potential income changes when crafting your plan.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Brian F
Series 63, Series 66
Bend, OR
RBC Capital Markets
Brian Fleck specializes in serving HENRY clients in Bend, OR, leveraging 33 years of experience and expertise in tax-loss harvesting and concentrated stock management to address complex financial needs. Affiliated with RBC Capital Markets, a large firm offering flat-fee options and customizable portfolio management, he provides seasoned guidance that balances growth opportunities with tax planning and cash flow management.
Experience: 33 years
Avg account: $1,017,425
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Jordan D
Series 66
Bend, OR
Cetera
Jordan Dawley specializes in serving HENRY clients in Bend, OR, with expertise in wealth management, tax-loss harvesting, and retirement plans tailored for business owners. Operating within Cetera, a large firm offering flat-fee and negotiated hourly consulting, he combines personalized financial planning with access to institutional resources, distinguishing him from advisors with less firm support or narrower service scopes.
Experience: 4 years
Avg account: $306,089
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Brett C
Series 63, Series 65, Series 66
Bend, OR
Merrill
Brett Couch specializes in advising HENRYs in Bend, OR, leveraging 21 years of experience and expertise in tax-loss harvesting and active portfolio management to address the unique financial challenges of high earners not yet rich. Affiliated with Merrill, a large firm offering managed account programs and tax-efficient strategies, he serves mid-career professionals and executives with a 1.10% AUM fee for managed strategies under $2 million, distinguishing him through integrated banking and capital-markets resources.
Experience: 21 years
Avg account: $860,085
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Jennifer T
Series 63, Series 66
Bend, OR
D.A. Davidson & Co.
Jennifer Tucker's 26 years of experience and focus on HENRYs in Bend, OR, equip her to address the financial challenges of high earners balancing current expenses with future goals. Working at large firm D.A. Davidson & Co., she offers a blend of wealth management and retirement income strategies, serving established professionals and business owners with a seasoned approach and comprehensive advisory services.
Experience: 26 years
Avg account: $552,040
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Brian S
CFP®, Series 63
Bend, OR
Wealth Enhancement Advisory Services, LLC
Brian Stallcop specializes in advising HENRYs in Bend, OR, with 24 years of experience and CFP® certification, offering expertise in active portfolio management and retirement plans for business owners. His firm employs a diversified investment approach and provides flexible fee options including flat fees and hourly rates, distinguishing him from others by combining seasoned insight with tailored financial planning services.
Experience: 25 years
Avg account: $1,378,035
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