Top financial advisors working with retirees in Charlottesville, VA

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 might seek a retired-focused advisor when you're transitioning from work to a steady income and need help managing your savings to last through retirement. A common mistake is underestimating how housing costs and local taxes can affect your retirement budget, especially in areas like Charlottesville with unique economic factors.

  • Income sequencing. Ask how they plan withdrawals to balance Social Security, pensions, and investments for steady cash flow.
  • Healthcare cost planning. Confirm they consider Medicare premiums and potential long-term care expenses in your budget.
  • Housing expense insight. Look for advisors who understand Charlottesville's housing market and its impact on your retirement spending.
  • Tax-aware strategies. Ensure they factor in state and local taxes that can influence your net retirement income.

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

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George H

Series 65

Charlottesville, VA

Chilton Investment Services, LLC

George Hamar is a financial advisor at Chilton Investment Services, LLC with 21 years of industry experience. He holds a Series 65 designation and has been with Chilton Investment Services since 2013. Outside of his advisory role, he serves as a trustee of private trusts. Chilton Investment Services, LLC provides discretionary and non-discretionary investment management, family-office support, and advisory services to private fund investors, high- and ultra-high-net-worth individuals, and institutional clients. The firm employs a long-term investment approach combining bottom-up fundamental research with top-down macro and relative-value analysis across equity and fixed-income strategies, and manages portfolios through various vehicles including separately managed accounts and sub-advised UMA accounts.

Private / alternative investments Active portfolio management Founder/Business Owner Executive
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Michael W

CFP®, Series 63

Charlottesville, VA

Solitude Financial Services, Inc.

Michael Whitney is a CFP® professional with four years of industry experience, currently serving at Solitude Financial Services, Inc. He previously worked at Albany Financial Group and LPL Financial, LLC. Solitude Financial Services provides fee-only, fiduciary investment advice and discretionary portfolio management to individual and high-net-worth clients using a financial life management framework. The firm emphasizes long-term, buy-and-hold investment strategies with model portfolios primarily composed of ETFs, mutual funds, stocks, and bonds, and employs options strategies to manage portfolio risk.

Concentrated stock management Retirement income strategy Income planning Tax-loss harvesting Passive / index investing Airline Pilot
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Margaret C

CFA®, Series 65

Charlottesville, VA

Investor FAN

Margaret Connelly is a CFA® charterholder and holds a Series 65 license, currently serving as a financial advisor at Investor FAN. She has over a year of industry experience, with prior roles at Visible Wealth Planning and Equita Financial Network, Inc. Before entering the financial advisory field, she spent 15 years with the Georgia Retirement System and three years as a full-time homemaker. Investor FAN offers investment management, financial consulting, and retirement plan advisory services to individuals, retirement plans, trusts, foundations, and charitable organizations. The firm employs a diversified investment approach incorporating Modern Portfolio Theory and various analytical methods, managing over $427 million in discretionary assets as of the end of 2024.

Private / alternative investments Retirement plans for business owners (SEP, solo 401k) Retirement income strategy Wealth management
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Shelly P

Series 66

Charlottesville, VA

Ameriprise

Shelly Pellish is a Series 66-licensed financial advisor with Ameriprise in Charlottesville, VA, with seven years of industry experience. She has been with Ameriprise and its affiliated entities since 2017, following a 15-year tenure at the Center for Christian Study. Outside of her advisory role, Pellish is the owner of Flying Squirrel, LLC, which she manages alongside her work at Ameriprise. Ameriprise offers retirement-income planning services primarily for individuals approaching or in retirement with substantial investable assets, delivering personalized recommendations that incorporate research, modeling, and tax-efficiency analysis. The firm also provides a broad range of advisory, brokerage, and insurance solutions through its affiliated companies.

Retirement income strategy Income planning Social Security optimization Retirement withdrawal strategies Approaching retirement
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Ellen D

Series 66

Charlottesville, VA

D.A. DAVIDSON & Co.

Ellen Doyle is a financial advisor at D.A. Davidson & Co. with 22 years of industry experience. She holds a Series 66 designation and previously worked at Truist Investment Services, Inc. and BB&T Securities, LLC. Outside of her advisory role, she is a member and bookkeeper of a family ceramic tile and marble installation business. D.A. Davidson & Co. provides investment advisory and brokerage services to a diverse client base, including retirement plans, individual investors, charitable organizations, and corporate clients. The firm adheres to fiduciary standards under the Advisers Act and ERISA, offering a range of services from retirement plan advisory to comprehensive financial planning and specialized private wealth programs.

Wealth management Retirement income strategy Founder/Business Owner Executive HENRY (High Earners, Not Rich Yet) Established Professionals
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Craig M

Series 63, Series 65

Columbia, SC

Capital Investment Advisory Services, LLC

Craig Mcdaniel Jr. is a financial advisor with Capital Investment Advisory Services, LLC in Columbia, SC. He holds Series 63 and Series 65 licenses and has 13 years of industry experience. He has been with Capital Investment Group, Inc. and The McDaniel Corporation since 2012. Outside of his advisory role, he is involved in life insurance sales and serves as an independent agent for annuities and related products. Capital Investment Advisory Services, LLC provides investment advisory and supervisory services to individuals, retirement plans, corporations, trusts, estates, and charitable organizations. The firm offers customized investment management through discretionary mandates, third-party managers, and private-label model portfolios, using a blend of analytical methods with ongoing portfolio monitoring.

Active portfolio management Retirement plans for business owners (SEP, solo 401k) Annuities Options & derivatives strategies Founder/Business Owner Retired
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Wesley P

Series 63, Series 66

Fort Worth, TX

Wells Fargo Clearing

Wesley Pool is a financial advisor at Wells Fargo Clearing with 15 years of industry experience. He holds Series 63 and Series 66 licenses and previously worked at JPMorgan Securities LLC for seven years. Outside of finance, he has been involved with #TagMeBro LLC and Fry Street Public House. Wells Fargo Advisors is a national securities firm serving individual, corporate, and institutional clients with investment advisory services, financial planning, and retirement plan consulting. The firm manages approximately $671 billion in assets and offers both brokerage and advisory solutions.

Retired Founder/Business Owner
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Willie M

Series 63, Series 66

Cary, NC

Equitable Advisors

Willie Myles is a financial advisor with Equitable Advisors in Cary, NC, holding Series 63 and Series 66 licenses and bringing 16 years of industry experience. He has worked at Equitable Advisors since 2016 and previously at AXA Advisors, LLC. Outside of his advisory work, he serves as co-chairman of a fundraising campaign for the nonprofit Alpha Light Fund Inc., focused on renovating the House of Alpha. Equitable Advisors serves a diverse client base including individual, high-net-worth, retirement plan, corporate, charitable, and institutional clients, offering financial planning, broker-dealer services, insurance distribution, and access to third-party asset management programs. The firm operates as both an SEC-registered investment adviser and broker-dealer, leveraging LPL-sponsored programs and endorsed TAMPs to deliver advisory and brokerage solutions.

Retirement income strategy Social Security optimization Founder/Business Owner Retired Executive Approaching retirement Baby Boomers (Born 1946-1964)
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Hassan A

Series 65, Series 63

Rockville, MD

LPL Financial

Hassan Al Kadhimi is a financial advisor at LPL Financial with two years of industry experience. His work history includes roles at J.P. Morgan Securities LLC and JP Morgan Chase Bank, N.A. He is registered with Series 65 and Series 63 licenses. LPL Financial is an SEC-registered investment adviser and broker-dealer that serves a wide range of clients, including individuals, retirement plans, banks, and charitable organizations. The firm offers financial planning, advisory programs, retirement consulting, and brokerage services through a national network of investment adviser representatives.

College savings (529s, UTMA, etc.)
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Amanda S

Series 66

Ft. Wayne, IN

Raymond James & Associates

Amanda Scheele is a financial advisor at Raymond James & Associates with 15 years of industry experience. She holds the Series 66 designation and previously worked at Wells Fargo Clearing and Wells Fargo Advisors LLC. Outside of her advisory role, she is involved with Lucky Duck, a venture she has been part of since 2025. Raymond James & Associates, Inc. is a large registered broker-dealer and SEC-registered investment adviser managing approximately $501 billion in assets. The firm serves a diverse client base, including individuals, institutions, and municipal entities, offering financial planning, non-discretionary investment consulting, and municipal advisory services.

General retirement planning Retirement income strategy Business succession planning Founder/Business Owner Executive

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