Top financial advisors working with high-net-worth individuals and clients approaching retirement in Boston, MA
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.
You might be approaching retirement and wondering how to balance preserving your wealth with generating income. A common mistake is underestimating the tax impact of withdrawals, especially in states like Massachusetts where additional surtaxes apply to high incomes.
- Income tax planning. Confirm how the advisor navigates state surtaxes that can affect your retirement income strategy.
- Withdrawal sequencing. Ask how they prioritize which accounts to draw from to minimize taxes and sustain your portfolio.
- Social Security timing. Discuss when to start benefits to optimize your lifetime income, considering your overall financial picture.
- Estate considerations. Ensure they address how your retirement plan fits with your goals for passing wealth to heirs.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
-
Steven R
Series 63, Series 65
North Kingstown, RI
UBS Financial Services
Steven Rossi specializes in retirement planning and cash flow management, making him well-suited for high-net-worth clients approaching retirement. With 35 years of experience at UBS Financial Services, a large firm offering fee-based planning and model-based asset allocation, he combines deep market expertise with tailored strategies for executives and business owners near retirement.
Experience: 35 years
Avg account: $693,691
-
William C
Series 65, Series 66
Boston, MA
Equitable Advisors
William Cooper specializes in retirement income strategy and Social Security optimization, making him well-suited for high-net-worth clients approaching retirement in Boston. With 15 years of experience at Equitable Advisors, a large firm serving diverse clients, he offers flexible fee structures and combines financial planning with CPA expertise, distinguishing him from advisors focused solely on investment management.
Experience: 25 years
Avg account: $570,841
-
Linda G
Series 65
Chestnut Hill, MA
Real World Financial Planning, LLC
Linda Gillespie specializes in retirement withdrawal strategies and Roth conversion, making her well-suited for high-net-worth clients approaching retirement in the Boston area. Her firm offers flat-fee, project-based financial planning with a focus on globally diversified, passive investment strategies, distinguishing her from advisors who may use active management or different fee structures.
Experience: 7 years
-
Robert S
CFP®, Series 66
Boston, MA
Prosperity - An EisnerAmper Company
Robert Scanlon specializes in retirement income strategy and tax planning for high-net-worth individuals approaching retirement in Boston, leveraging 20 years of experience and CFP® certification. His firm, Prosperity - An EisnerAmper Company, offers flat-fee and hourly financial planning with a focus on asset allocation and diversified portfolios, distinguishing him through comprehensive tax and estate planning services supported by third-party technology platforms.
Experience: 21 years
Avg account: $2,098,811
-
Ryan J
Series 63, Series 66
Boston, MA
TIAA-CREF
Ryan Jordan specializes in assisting high-net-worth individuals approaching retirement in Boston, leveraging 17 years of experience and expertise in estate planning and retirement plans for business owners. Affiliated with TIAA-CREF, a large firm known for tailored financial planning and discretionary management, he offers services with a 0.30% annual wrap fee, focusing on educators and founders, which may suit clients seeking comprehensive retirement and estate strategies.
Experience: 18 years
Avg account: $523,144
Want help finding the right advisor?
Answer a few questions to see advisors matched to you.
Advisors focused on
People also searched
Popular in Boston, MA
Find advisors by type
Not sure where to start?
We'll help you think it through—whether you ultimately need an advisor or not. Warmer helps you compare advisors clearly, so you can choose with confidence.
For advisor listings, we rely on sources including public filings and data provided by advisors, and we cannot guarantee that all information is current or accurate. Advisors are independent and may not have reviewed or updated this information. Please review an advisor's Form ADV and do your own diligence before deciding whether to work with them.
Advisor matching and referrals are provided by FinanceHQ LLC ("FHQ"), a wholly-owned subsidiary of Warmer and an SEC-registered investment adviser. We may be compensated by participating advisors. You pay no fee to use our matching service, and advisor fees are not increased because of a referral. We do not supervise advisors, manage or hold assets, guarantee performance, or provide advice about specific investments.
By using our service, you agree to the Warmer Terms of Service and FHQ Advisory Agreement, and acknowledge Warmer's Privacy Policy. Please review FHQ's ADV Part 2A and Form CRS. Logos provided by Logo.dev
© 2026 Warmer Holdings Inc. ("Warmer")