Top retirement income strategy financial advisors 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 need a retirement income strategy advisor if you're planning how to draw down your savings without running out of money, especially in a high-cost area like Boston where taxes can add up. A common mistake is underestimating how taxes and market fluctuations affect your income over time.
- Tax-aware planning. Confirm how they incorporate local tax rules, like the 'Millionaire's tax' surtax, into your income projections.
- Withdrawal sequencing. Ask how they decide which accounts to tap first to balance growth and income needs.
- Longevity risk management. Check if they plan for income that lasts through a potentially long retirement, not just the next few years.
- Social Security timing. See how they evaluate the best age to start benefits to maximize your lifetime income.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Rebecca C
Series 63, Series 65, Series 66
Boston, MA
VOYA Financial Advisors, Inc.
Rebecca Chiccino offers expertise in retirement income strategy with 29 years of experience in Boston, supported by her Series 63, 65, and 66 licenses. Working at Voya Financial Advisors, a large firm providing diverse services including financial planning and retirement plans, she offers flat fees for planning and negotiable hourly consulting, distinguishing her with flexible fee options and broad client service capabilities.
Experience: 30 years
Avg account: $236,678
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Alec R
CFA®
South Boston, MA
D.B. Root & Company, LLC
Alec Root specializes in retirement income strategy and business owner retirement plans, offering flat-fee and independent advisory services in South Boston. His firm manages substantial assets with a multi-advisor team approach, providing tailored asset allocation and ongoing portfolio monitoring, which may appeal to clients seeking comprehensive retirement planning with transparent fees and experienced support.
Experience: 4 years
Avg account: $1,147,610
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Bernard G
Series 63, Series 65
South Boston, MA
Empower Advisory Group
Bernard Gillis specializes in retirement income strategy and Social Security optimization, making him well-suited for managing retirement income in Boston's high-cost environment. Working with Empower Advisory Group, a large firm offering flat-fee and subscription pricing, he supports employer-sponsored retirement plans and individual clients, providing integrated planning focused on long-term portfolio returns and savings rates.
Experience: 3 years
Avg account: $565,063
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Michelle W
CFA®
Needham, MA
Darrow Wealth Management
Michelle Wells specializes in retirement income strategy and options & derivatives strategies, bringing 27 years of experience to clients near Boston. Her firm, Darrow Wealth Management, offers flat-fee advisory and project-based consulting, focusing on discretionary portfolio management with a macroeconomic approach using low-cost ETFs, which may appeal to high-net-worth individuals seeking independent, seasoned guidance.
Experience: 27 years
Avg account: $3,216,565
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Cory S
Series 66
Boston, MA
Ashton Thomas Securities, LLC
Cory Schauer specializes in retirement income strategy with 16 years of experience and expertise in passive/index investing and options strategies, making him well-equipped to handle Boston's complex tax and withdrawal sequencing challenges. Operating independently with a flat-fee structure at Ashton Thomas Private Wealth, he serves a diverse client base including business owners and executives, offering personalized planning and portfolio management tailored to longevity risk and Social Security timing.
Experience: 16 years
Avg account: $814,843
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