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Banking | Finance 2025: MONTGOMERY, JOSEPH W. ‘JOE’

MANAGING DIRECTOR, INVESTMENTS, THE OPTIMAL SERVICE GROUP OF WELLS FARGO ADVISORS, WILLIAMSBURG

Virginia Business //September 2, 2025//

Banking | Finance 2025: ASBURY, JOHN C.
Banking | Finance 2025: ASBURY, JOHN C.

Banking | Finance 2025: MONTGOMERY, JOSEPH W. ‘JOE’

MANAGING DIRECTOR, INVESTMENTS, THE OPTIMAL SERVICE GROUP OF WELLS FARGO ADVISORS, WILLIAMSBURG

Virginia Business //September 2, 2025//

Montgomery went to work at an investment firm in December 1975 — meaning he’s enjoying his 50th year in an industry for which he is ranked as Virginia’s top adviser on Forbes’ 2025 Best-in-State Wealth Advisors list, with $1.6 billion in assets under management by his team.

He credits the power of relationships and his alma mater, William & Mary, for his career success and staying power. “The trajectory of my life was determined, really, by lining up where I went to school,” Montgomery says.

A former captain of William & Mary’s football team, Montgomery was invited to the Philadelphia Eagles’ training camp after graduating with a degree in business administration but did not make the NFL team’s final cut.

Instead, Montgomery went to work in Lynchburg for an investment advisory firm managed by a William & Mary alum. After a few years, Montgomery was sent to open a new branch in Williamsburg that became The Optimal Service Group of Wells Fargo Advisors. Today, it has 13 associates. In 2019, Montgomery was inducted into Barron’s Advisor Hall of Fame.

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