Flat-fee, medicare planning 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.
If you're approaching Medicare eligibility, you need an advisor who understands the complex enrollment windows and coverage options that can affect your healthcare costs and benefits. A common mistake is missing deadlines or choosing plans that don't align with your health needs or financial situation. Flat-fee advisors charge a set price, so you know what to expect without surprise commissions.
- Enrollment timing expertise. Confirm how they help you navigate initial and special enrollment periods to avoid costly penalties.
- Plan comparison clarity. Ask how they evaluate Medicare Advantage, Part D, and supplemental plans based on your prescriptions and providers.
- Income-related tax impact. Since Massachusetts has a 'Millionaire's tax' surtax, check how they integrate your Medicare choices with your overall tax picture.
- Cost transparency. Flat fees mean you can discuss services openly without worrying about hidden charges tied to specific plan recommendations.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Penelope T
ChFC®, Series 63
Waltham, MA
Wealthy Choices (R)
Penelope Tzougros specializes in Medicare planning with 39 years of experience, offering flat-fee project pricing between $4,000 and $6,000, which provides cost transparency for Medicare enrollment and plan comparisons. Based in nearby Waltham, MA, she also brings expertise in long-term care insurance and tax planning, supported by a discovery-driven process that emphasizes client control and personalized advice.
Experience: 40 years
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Kate C
CFP®
Salem, MA
Red Clover Wealth Management, LLC
Kathleen Cote specializes in Medicare planning with 14 years of experience and offers flat-fee comprehensive financial planning at $400 per month, making her well-suited for navigating Medicare enrollment and coverage options near Boston. As the sole advisor at Red Clover Wealth Management, she provides independent, CFP®-certified guidance with discretionary portfolio management for individuals and small businesses, managing $30.1 million across 65 clients.
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 offers flat-fee Medicare planning services in the Boston area, leveraging 20 years of experience and expertise in Social Security optimization and retirement income strategy. His firm serves both individual and high-net-worth clients, providing asset management and retirement plan consulting with transparent flat fees ranging from $1,000 to $5,000, distinguishing him from advisors with commission-based models.
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 with a flat-fee, project-based pricing model ranging from $4,000 to $9,000, suitable for high-net-worth clients in the Boston area. His firm emphasizes tax-efficient, globally diversified investments and comprehensive financial planning, differentiating him with a background that includes consulting experience and a focus on integrating tax considerations into Medicare decisions.
Experience: 1 year
Avg account: $4,112,722
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Renato M
Danvers, MA
Healthview Asset Management, Inc.
Renato Mastrogiovanni specializes in Medicare planning with a flat-fee structure, offering expertise in healthcare cost projections and retirement planning tailored to Boston-area clients. His firm uses actuarial algorithms and combines fundamental and technical analysis, differentiating him through a healthcare-centered investment approach and leadership roles in retirement income organizations.
Experience: 11 years
Avg account: $580,006
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