Top medicare planning financial advisors in San Mateo, CA

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 or enrolled in Medicare, you need an advisor who understands how to navigate its complex enrollment rules and coverage options. A common mistake is missing enrollment deadlines or choosing plans that don't align with your health needs and budget.

  • Enrollment timing expertise. Confirm how they help you avoid penalties by managing your initial and special enrollment periods.
  • Plan comparison skills. Ask how they evaluate Medicare Advantage, Part D, and supplemental plans to fit your specific medical and financial situation.
  • Tax impact awareness. Since California has high income taxes, check how they integrate Medicare costs with your overall tax planning.
  • Property tax considerations. For homeowners, see if they factor in Proposition 13 limits when advising on long-term healthcare expenses.

Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.

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Melissa E

Series 63, Series 65

San Mateo, CA

Alexander Beard (USA) Inc.

Melissa Eugenio is a financial advisor at Alexander Beard (USA) Inc. with 25 years of industry experience. She holds Series 63 and Series 65 licenses and has worked at Alexander Beard since 2018, following prior roles including five years at ABD Retirement Services, Inc. Outside of her advisory work, she is a Bikram yoga instructor, teaching weekly classes at Being Yoga. Alexander Beard (USA) Inc. provides advisory services primarily to individuals and retirement plans, focusing on UK citizens or former UK residents living in the U.S. with UK-based pension accounts. The firm offers pension consulting, portfolio management, and financial planning, tailoring advice to client goals and working with pension trustees to facilitate pension transfers and flexible arrangements.

Retired
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Anatoly V

Series 63, Series 65

San Mateo, CA

OSAIC Institutions, INC.

Anatoly Vilderman is a financial advisor at OSAIC Institutions, Inc. with 16 years of industry experience. He holds Series 63 and Series 65 designations and has worked at Osaic Investments, Inc. since 2023. His prior experience includes roles at San Mateo Credit Union and CUSO Financial Services, LP. OSAIC Institutions, Inc. is an SEC-registered investment adviser serving individuals, ERISA retirement plans, trusts, estates, and corporate clients. The firm offers customized advisory services, financial planning, ERISA plan services, and access to alternative investments through a hybrid adviser/broker-dealer structure.

Annuities Tax-loss harvesting Founder/Business Owner Executive
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David F

Series 66

San Mateo, CA

LPL Financial

David Fung is a financial advisor at LPL Financial in San Mateo, CA, holding a Series 66 designation with three years of industry experience. Prior to joining LPL Financial in 2025, he worked at NEXT Financial Group, Inc. and held engineering roles at Applied Materials and Lam Research. Fung is also employed as an engineer at TSMC outside of his advisory work. LPL Financial is an SEC-registered investment adviser and broker-dealer serving individuals, retirement plans, financial institutions, corporations, and charitable organizations through a national network of investment adviser representatives. The firm offers a range of advisory programs, financial planning, and brokerage services, utilizing both discretionary and non-discretionary management supported by research from internal and third-party sources.

College savings (529s, UTMA, etc.)
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Kent G

CFP®, Series 63

San Mateo, CA

Grealish Investment Counseling LLC

Kent Grealish is a CFP® professional with 25 years of industry experience. He is the sole advisor at Grealish Investment Counseling LLC, which he joined in 2024 after spending nine years at Garrett Investment Advisors, LLC/CGA Advisors. Grealish Investment Counseling LLC provides investment counseling to individual clients, focusing on investment planning, portfolio construction, retirement cash-flow planning, and supplementary financial planning related to investments and retirement. The firm employs a long-term, primarily passive buy-and-hold strategy using low-cost equity index funds and fixed-income ETFs, and operates on a time-based/project fee model without discretionary trading authority or asset custody.

General retirement planning Income planning
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Hasnain K

CFA®

San Mateo, CA

Kilimanjaro Capital, LLC

Hasnain Karim is a CFA® charterholder and the sole advisor at Kilimanjaro Capital, LLC, an independent firm based in San Mateo, CA. He has 16 years of industry experience and has been with Kilimanjaro Capital since 2009. Kilimanjaro Capital manages discretionary investment accounts primarily for individuals using two principal strategies: a long/short strategy and a long-only strategy. The firm employs an opportunistic, value-oriented approach that includes hedging, derivatives, and short-selling in its long/short strategy, with a focus on securities trading below intrinsic value and a typical investment horizon of one to five years.

Active portfolio management Options & derivatives strategies Concentrated stock management

Charles P

Series 63, Series 65

Easton, MD

Merrill

Charles Pritchett is a Senior Financial Advisor with Merrill Lynch Wealth Management. He focuses on developing personalized financial plans that address clients' unique ambitions, including education funding, retirement lifestyle planning, and long-term family goals. His approach emphasizes simplicity and transparency in investment management to help clients navigate the complexities of wealth planning. Mr. Pritchett holds both a Bachelor's and a Master's degree from Salisbury University. He holds the designation of Personal Investment Advisor (PIA). Outside of his professional work, he enjoys baseball, gardening, and spending time with his family.

College savings (529s, UTMA, etc.) General retirement planning Medicare planning Wealth management
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Mark P

Series 66

Conneaut Lake, PA

Lakeland Investor Services, Inc.

Mark Petro is a financial advisor at Lakeland Investor Services, Inc. in Conneaut Lake, PA, with 24 years of industry experience. He holds a Series 66 designation and has worked at the firm since 2002. He is also president of Lakeland Insurance Services, LLC, a business he established to handle insurance sales and related operations. Lakeland Investor Services provides fee-based wealth advisory and investment management services to individuals, multi-generational families, high-net-worth clients, small non-profit organizations, small businesses, and qualified retirement plans. The firm offers comprehensive financial planning, portfolio management, and uses a variety of analytical approaches including fundamental, technical, and Monte Carlo modeling.

Social Security optimization Retirement income strategy Annuities
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David D

Series 65

Bellevue, WA

Leverage Planners Wealth Management, LLC

David Donhoff is a financial advisor at Leverage Planners Wealth Management, LLC in Renton, WA, with nine years of industry experience. He holds a Series 65 designation and has been with Leverage Planners since 2017. Prior to this, he has been involved with No Bull Financial LLC since 2001, where he also engages in insurance sales and services on a limited basis. Leverage Planners primarily serves individual clients, offering discretionary asset management along with comprehensive financial planning and consulting. The firm emphasizes educational outreach through newsletters and public seminars, and employs a combination of fundamental, technical, and cyclical analysis in investment decisions, supported by a third-party sub-advisor for portfolio implementation and tax-efficient strategies.

Retirement income strategy Medicare planning General retirement planning Annuities General tax planning
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Thomas V

Series 63, Series 65, Series 66

Hancock, NH

Monadnock Retirement Solutions, LLC

Thomas Villeneuve is a financial advisor with Monadnock Retirement Solutions, LLC, holding Series 63, 65, and 66 licenses and bringing 18 years of industry experience. He has held prior roles at Citizens Securities, NYLIFE Securities, New York Life Insurance Company, and Baltimore Life. Outside of advisory work, he serves as a part-time instructor providing basic financial education at UNH Cheshire Academy of Lifelong Learning. Monadnock Retirement Solutions offers comprehensive financial planning and investment management to individual and high-net-worth clients, focusing on written financial plans and ongoing portfolio oversight. The firm manages client assets primarily on a non-discretionary basis and incorporates insurance and long-term care reviews, 401(k) evaluations, and tailored model portfolios through third-party sub-advisers.

General retirement planning Income planning Medicare planning College savings (529s, UTMA, etc.)
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Jeffrey M

CFP®, Series 66

Shrewsbury, MA

Meenes Wealth Partners

Jeffrey Meenes is a CFP® and Series 66 licensed financial advisor with 14 years of industry experience. He has worked at Blueprint Financial Planning, LLC since 2010. Meenes operates as the sole advisor at Meenes Wealth Partners in Shrewsbury, MA. Meenes Wealth Partners provides flat-fee, fiduciary wealth management and comprehensive financial planning primarily for pre-retiree and retiree households. The firm emphasizes evidence-based investment strategies focused on global diversification, tax-aware management, and client-approved, non-discretionary portfolio implementation.

General retirement planning Retirement income strategy Social Security optimization Medicare planning Tax-loss harvesting Retired Approaching retirement Retired

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