Top medicare planning financial advisors in Chicago, IL

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 timing and options for enrollment to avoid costly penalties. A common mistake is missing enrollment windows or choosing plans that don't fit your health needs and budget.

  • Enrollment timing expertise. Confirm how they guide you through initial and special enrollment periods to prevent coverage gaps.
  • Plan comparison skills. Ask how they evaluate Medicare Advantage, Part D, and supplemental plans based on your prescriptions and preferred providers.
  • Property tax impact. Since Illinois has no tax on retirement income but high property taxes, check how they factor this into your overall retirement budget.
  • Coordination with other benefits. Medicare often interacts with employer or VA benefits; ensure they consider these in your planning.

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

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Edgar G

Series 63, Series 66

Chicago, IL

J.P. Morgan Securities

Edgar Giron Ramos is a financial advisor at J.P. Morgan Securities with 18 years of industry experience. He holds Series 63 and Series 66 designations. His career includes roles at J.P. Morgan Chase Bank, N.A. since 2018 and J.P. Morgan Securities since 2012. J.P. Morgan Securities LLC provides investment consulting and advisory services primarily to institutional clients and retirement plan sponsors through its Institutional Consulting Services program. The firm combines quantitative asset-allocation modeling with centralized due diligence and applies an ESG eligibility framework when recommending investment strategies.

Wealth management Executive Founder/Business Owner
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Charisma L

Series 63, Series 65

Chicago, IL

Transamerica Financial Advisors

Charisma Lariosa is a financial advisor at Transamerica Financial Advisors with five years of industry experience. She holds Series 63 and Series 65 licenses and has worked with World Financial Group, INC. and Evolve Healthcare LLC. Outside her advisory role, she provides physical therapy services through Select Rehabilitation. Transamerica Financial Advisors serves a diverse client base including individual investors, pension plans, trusts, and corporations. The firm offers both advisory and broker-dealer services, utilizing proprietary and third-party model portfolios with discretionary and non-discretionary program options.

ESG / Sustainable investing Concentrated stock management Wealth management Founder/Business Owner
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Johnel M

Series 63, Series 65

Chicago, IL

Primerica Advisors

Johnel Mayberry is a financial advisor with Primerica Advisors in Chicago, IL, holding Series 63 and Series 65 licenses and having two years of industry experience. His career includes roles at PFS Investments Inc. and self-employment, as well as prior positions in healthcare and academic settings. He is also involved in selling loan products and home-related services through affiliated companies. Primerica Advisors is a large-scale firm managing a wrap-fee asset management program primarily for individual investors, including both non-HNW and high-net-worth clients, as well as corporate and charitable entities. The firm utilizes model-delivery strategies developed by third-party asset managers and offers custody and trade execution through Pershing, focusing on advisory services rather than institutional portfolio management.

ESG / Sustainable investing Tax-loss harvesting Income planning
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Mario B

Series 63, Series 66

Chicago, IL

LPL Enterprise

Mario Bear is a financial advisor with LPL Enterprise in Chicago, IL, holding Series 63 and Series 66 credentials and over 11 years of industry experience. His career includes roles at firms such as The Prudential Insurance Company of America, PNC Bank, Fifth Third Securities, JPMorgan Chase, and BMO Harris Bank. Outside of advisory work, he is involved with FinBe USA, promoting relationships with automotive dealerships, and serves as a real estate agent for non-investment residential transactions. LPL Enterprise provides investment advisory and brokerage services to a diverse client base including individuals, high-net-worth investors, retirement plans, banks, and charitable entities. The firm emphasizes model-driven investment implementation and offers access to third-party asset managers alongside affiliated insurance and trust services.

Tax-loss harvesting
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Nahal S

Series 63, Series 66

Chicago, IL

Apollon Wealth Management, LLC

Nahal Sabbagh Kermani is a financial advisor at Apollon Wealth Management, LLC with 11 years of industry experience. She holds the Series 63 and Series 66 licenses and previously worked at Goldman Sachs and JPMorgan Chase Bank. Apollon Wealth Management is a multi-team SEC-registered adviser serving individuals, high-net-worth clients, families, trusts, businesses, charitable organizations, and retirement plans. The firm combines centrally managed model strategies with locally managed portfolios and offers a range of services including financial planning, portfolio management, sub-advisory, and consulting across various asset classes and investment vehicles.

ESG / Sustainable investing Tax-loss harvesting Private / alternative investments Business exit / sale strategy Retirement plans for business owners (SEP, solo 401k) Founder/Business Owner

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 holds a Series 66 license, with 15 years of industry experience. He is the sole advisor at Meenes Wealth Partners in Shrewsbury, MA, and has worked at Blueprint Financial Planning, LLC since 2010. Meenes Wealth Partners provides flat-fee, fiduciary wealth management and comprehensive financial planning services primarily to pre-retiree and retiree households. The firm follows an evidence-based investment approach emphasizing global diversification, cost efficiency, and tax-aware portfolio management, operating on a non-discretionary basis with a small, hands-on client base.

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

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