Top general retirement planning financial advisors working with gen x clients 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.
You might be thinking about retirement but still juggling mortgage payments, college tuition, or career changes typical for Gen Xers. Without a clear plan, you risk running out of money too soon or missing out on key savings opportunities.
- Cash flow balancing. Look for advisors who help you manage ongoing expenses alongside retirement savings, not just investment growth.
- Social Security timing. Ask how they guide you on when to claim benefits to maximize your lifetime income.
- Healthcare cost planning. Confirm they consider future medical expenses, including long-term care, in your retirement budget.
- Debt and savings coordination. Ensure they integrate paying down debt with building your retirement nest egg, reflecting your unique Gen X challenges.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Ian R
CFP®, CFA®
Medfield, MA
Slate Peak Financial Services, LLC
Ian Rea specializes in general retirement planning for Gen X clients in Massachusetts, offering expertise in cash flow management and college savings strategies. With 17 years of experience, CFP® and CFA® designations, and a background working at major firms like Fidelity and Goldman Sachs, he brings a strong investment and financial planning foundation. His fee structure includes a 1% AUM fee and negotiable hourly rates, and he serves high-net-worth individuals, distinguishing him from advisors with different client focuses or fee models.
Experience: 17 years
Avg account: $427,743
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Kerry O
CFP®, EA
Walpole, MA
Ellevest
Kerry O'Brien specializes in general retirement planning for Gen X clients in Massachusetts, integrating investment strategy, tax planning, and retirement design into a cohesive approach. With 17 years of experience and CFP® and EA designations, she offers flat-fee services and focuses on high-net-worth individuals, differentiating herself through a disciplined, tax-aware strategy that aligns equity compensation and real estate decisions.
Experience: 17 years
Avg account: $2,336,029
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Chris C
CFP®
Newton, MA
Insight Financial Strategists
Chris Chen specializes in general retirement planning for Gen X clients in Massachusetts, offering 18 years of experience and a CFP® certification. He provides flat-fee engagements and serves high-net-worth individuals, integrating tax-aware strategies and collaboration with legal and tax advisers. His background in international business and fluency in French distinguish him from other advisors, adding a global perspective to his retirement planning approach.
Experience: 18 years
Avg account: $1,205,161
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Jason L
CFP®, CFA®
S. Yarmouth, MA
XYPN Sapphire
Jason Lilly specializes in general retirement planning for Gen X clients in Massachusetts, offering expertise in retirement timing, income planning, and tax efficiency. His flat-fee structure with a $5,000 minimum and CFP® and CFA® designations distinguish him from others, while his personal commitment to helping clients build lasting financial security reflects a deep understanding of Gen X challenges like balancing debt and savings.
Experience: 5 years
Avg account: $1,302,587
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Kathleen K
CFP®
Woburn, MA
KATAPULT Financial Planning LLC
Kathleen Kenealy specializes in general retirement planning for Gen X clients in Massachusetts, offering expertise in wealth management and tax-loss harvesting. She provides flexible fee options including flat fees, hourly rates, and asset-based fees, with project-based planning fees ranging from $4,000 to $10,000. With 11 years of experience and a CFP® certification, Kathleen focuses on helping high-net-worth individuals balance cash flow and plan for retirement expenses effectively.
Experience: 11 years
Avg account: $1,681,959
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