Top financial advisors working with HENRYs (high earners, not rich yet) in Massachusetts
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 substantial wealth, you need an advisor who understands the unique challenges of managing cash flow, debt, and saving aggressively. Without this focus, it's easy to overlook how taxes and spending habits can slow your path to financial security.
- Income and tax planning. Ask how they navigate Massachusetts' 'Millionaire's tax' surtax and other state-specific tax rules that affect your take-home pay.
- Debt management insight. Confirm they consider student loans, mortgages, and other debts as part of your overall financial plan, not just investment growth.
- Savings acceleration. Look for strategies that balance current lifestyle with maximizing retirement and emergency fund contributions.
- Fee transparency. Since most advisors here offer flat fees, ask how that structure benefits your financial goals compared to commission-based models.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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John B
Series 63, Series 66
Boston, MA
CW Advisors, LLC
John Berry specializes in advising high earners in Massachusetts, including HENRYs, with 13 years of experience and expertise in active portfolio management and tax-loss harvesting. His firm, CW Advisors, LLC, offers a flat-fee structure and employs a Core-and-Satellite investment approach, blending active and ESG-aware strategies, which may appeal to clients seeking a balanced and transparent fee model compared to commission-based alternatives.
Experience: 13 years
Avg account: $2,241,132
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Brian S
Series 66
Hingham, MA
Cetera
Brian Swensen specializes in serving HENRY clients in Massachusetts, leveraging 17 years of experience and a Series 66 designation to address wealth management and tax-loss harvesting. Operating within Cetera's large firm structure, he offers flat-fee financial planning and consulting, which may appeal to clients seeking transparent fees and comprehensive strategies tailored to high earners balancing debt and savings.
Experience: 17 years
Avg account: $306,089
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Brian D
CFP®, Series 66
Burlington, MA
Wealth Enhancement Advisory Services, LLC
Brian Dudley specializes in serving HENRYs in Massachusetts, leveraging 19 years of experience and CFP® certification to address income and tax planning challenges, including state-specific tax rules. His firm offers flat fees starting at $250 and combines active and passive investment strategies, distinguishing him from others by providing tailored retirement plan consulting and a large-firm support structure in Burlington, MA.
Experience: 20 years
Avg account: $1,378,035
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Mark G
CFP®, Series 63, Series 66
Boston, MA
Steward Partners Investment Advisory, LLC
Mark Gravina specializes in serving HENRY clients in Massachusetts, offering expertise in ESG investing, business sale tax planning, and retirement income strategy. Operating within Steward Partners Investment Advisory, a large SEC-registered firm managing $36.7 billion, he provides negotiable flat fees and personalized financial planning, distinguishing him from advisors with different fee structures or smaller firm affiliations.
Experience: 5 years
Avg account: $831,870
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Jason C
PFS™, Series 66
South Easton, MA
Prosperity Capital Advisors
Jason Cooper specializes in serving HENRY clients in Massachusetts, leveraging 17 years of experience and credentials like PFS™ and Series 66. His firm, Prosperity Capital Advisors, offers a model-driven investment approach with flat-fee structures ranging from $500 to $50,000, providing transparent costs and tailored financial planning compared to commission-based advisors nearby.
Experience: 17 years
Avg account: $506,095
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