Flat-fee, medicare planning financial advisors in Bridgeport, CT
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 or helping a loved one navigate enrollment, you need an advisor who understands the timing and coverage nuances that can affect your benefits and costs. A common mistake is missing enrollment windows or choosing plans that don't align with your health needs, leading to unexpected expenses.
- Enrollment timing expertise. Confirm how they guide you through initial and special enrollment periods to avoid costly penalties.
- Plan comparison clarity. Look for advisors who explain differences between Medicare Advantage, Part D, and supplemental plans in plain terms.
- Coordination with other benefits. Ask how they integrate Medicare with your existing employer or retiree health coverage.
- Flat-fee transparency. These advisors charge a set fee, so you know upfront what you’ll pay regardless of plan complexity.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Kyle M
CFP®
Danbury, CT
Matson Financial Advisors, Inc.
Kyle Matson offers Medicare planning expertise with a flat-fee structure ranging from $1,250 to $5,000, providing clear cost expectations. Based in nearby Danbury, CT, he brings a CFP® certification and a comprehensive approach that includes retirement income strategy and Social Security optimization, serving high-net-worth clients with collaborative, plan-driven portfolio construction.
Experience: 1 year
Avg account: $2,244,473
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Nicholas B
Series 65
Naugatuck, CT
Craft Wealth Services
Nicholas Bruno offers Medicare planning with a flat-fee structure ranging from $500 to $2,500, making costs transparent for clients near Bridgeport, CT. His firm, Craft Wealth Services, serves both individual and high-net-worth clients using a value-oriented, long-only investment approach, and he also specializes in Social Security optimization and retirement plans for business owners, providing a broader financial planning perspective.
Experience: 0 years
Avg account: $534,872
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Legrand R
CFP®, Series 63, Series 65
Stamford, CT
Asset Management Group, Inc.
Legrand Redfield Jr. offers Medicare planning expertise with a flat-fee structure ranging from $2,500 to $10,000, suitable for those approaching or in retirement. With 47 years of experience and leadership at Asset Management Group, Inc., he combines comprehensive financial planning and discretionary portfolio management, using diverse analytical methods to tailor strategies beyond Medicare needs.
Experience: 47 years
Avg account: $3,427,069
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Jeffrey R
CFP®, Series 63, Series 65, Series 66
Port Jefferson Station, NY
Aventine Financial Group
Jeffrey Roberto specializes in Medicare planning and offers a flat-fee comprehensive financial plan, which suits those seeking clear cost expectations in Bridgeport, CT. With 23 years of experience and CFP® certification, he serves high-net-worth clients through Aventine Financial Group, which uses both fundamental and technical analysis for long-term investment strategies, differentiating him from advisors focusing solely on Medicare enrollment timing.
Experience: 23 years
Avg account: $1,125,540
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Gilbert D
Series 65
Fairfield, CT
GCD Financial Planning and Advisory Services
Gilbert Donovan III specializes in Medicare planning and offers flat-fee financial planning services, which can help clients in Bridgeport, CT, navigate enrollment timing and plan comparisons effectively. His firm serves a diverse client base with customized, fee-only advice and emphasizes asset allocation and diversified fund-based strategies, distinguishing him from others by combining Medicare expertise with a broad financial planning approach and transparent fixed fees.
Experience: 4 years
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