Top medicare planning financial advisors 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 need a Medicare planning advisor when you're approaching age 65 or facing changes in your health coverage options. Without expert guidance, it's easy to miss enrollment deadlines or choose plans that don't fit your health needs and budget.
- Enrollment timing. Confirm how they help you avoid costly late enrollment penalties by tracking your specific eligibility windows.
- Plan comparison. Ask how they evaluate Medicare Advantage, Part D, and supplemental plans to match your medications and providers.
- Cost management. Look for advisors who consider your total out-of-pocket expenses, not just monthly premiums, to find the best value.
- Coordination with other coverage. Ensure they understand how Medicare interacts with employer insurance or Medicaid to prevent coverage gaps.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Jeffrey M
CFP®, Series 66
Shrewsbury, MA
Meenes Wealth Partners
Jeffrey Meenes specializes in Medicare planning and retirement strategies, making him well-suited to assist those navigating Medicare options in Massachusetts. His independent firm offers flat-fee financial planning with a focus on asset allocation using Modern Portfolio Theory, serving high-net-worth clients without a minimum net worth requirement, which differentiates him from advisors who may use percentage-based fees or discretionary management.
Experience: 14 years
Avg account: $2,650,105
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Penelope T
ChFC®, Series 63
Waltham, MA
Wealthy Choices (R)
Penelope Tzougros specializes in Medicare planning in Massachusetts, offering expertise in long-term care insurance and general estate and tax planning, which supports comprehensive health coverage decisions. With 39 years of experience and a flat-fee structure starting at $1,000 annually, she provides independent, personalized advice through Wealthy Choices, emphasizing a discovery-driven planning process that balances technical analysis with client control over implementation.
Experience: 40 years
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Kate C
CFP®
Salem, MA
Red Clover Wealth Management, LLC
Kathleen Cote specializes in Medicare planning in Massachusetts, offering expertise in enrollment timing, plan comparison, and cost management to help clients navigate Medicare options effectively. As a CFP®-certified independent advisor with 14 years of experience, she provides flat-fee comprehensive financial planning through her firm, Red Clover Wealth Management, which manages $30.1 million in assets for about 65 clients, emphasizing personalized service without broker-dealer affiliations.
Experience: 14 years
Avg account: $463,183
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Robert M
Series 63, Series 65
Cambridge, MA
Davinci Capital Management, Inc.
Robert Mcgowan specializes in Medicare planning and retirement income strategy, making him well-equipped to assist with Medicare enrollment timing and plan comparisons in Massachusetts. With 20 years of experience and flat-fee options ranging from $1,000 to $5,000, he offers independent advice through Davinci Capital Management, serving both individual and high-net-worth clients, which may provide a broader perspective compared to advisors focused solely on Medicare.
Experience: 21 years
Avg account: $591,127
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Samuel L
Series 65
Newtonville, MA
Levenson Wealth LLC
Samuel Levenson specializes in Medicare planning in Massachusetts, offering expertise in enrollment timing, plan comparison, and cost management tailored to high-net-worth clients. His firm, Levenson Wealth LLC, provides flat-fee, project-based financial planning with a focus on tax efficiency and globally diversified investments, distinguishing him from others by integrating comprehensive financial planning into ongoing advisory services.
Experience: 1 year
Avg account: $4,112,722
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