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Football, Basketball, Baseball

Chuck Shepherdson was not only considered an outstanding athlete and a born leader at St. Stephen’s, but also an all-around great guy on and off the playing fields and courts. He received 11 varsity letters for four years of varsity baseball, three years of varsity basketball, three years of varsity football, and one year of varsity tennis. Chuck was the captain and quarterback of the varsity football team, as well as the captain of the varsity basketball and baseball teams his senior year.

Among his many athletic successes at St. Stephen’s, Chuck earned All-Prep, All-IAC, and All-City honors during football season his senior year. He quarterbacked two IAC Championship football teams in 1959 and 1960 and was chosen by the St. Stephen’s “Deacon” as the outstanding Player of the Year because he “...not only called the signals brilliantly, but was also the moving force behind the defense.” The 1960 football team had a perfect season with 8 wins, 1 tie, and 0 losses and was ranked 6th amongst teams in the Washington Metropolitan area by The Washington Post. The team was honored by the Alexandria Sportsman’s Club in 2002 and inducted into the St. Stephen’s and St. Agnes School Hall of Fame in 2011. Before graduation, Chuck received the St. Stephen’s School Outstanding Athlete Award given to the best overall athlete who competed in at least two varsity sports and was selected by coaches based on playing ability and overall contribution to the team.

While the newspapers talked about the “strong right arm of Chuck Shepherdson” on the football field, his teammates and fellow classmates appreciated another side of him as well. Mature in his understanding of what it meant to be a captain, he watched out for his teammates. Regardless of a player’s position he went out of his way to create a team culture to which everyone belonged. He was a leader. Teammate Bill Hunter ’62 described Chuck’s presence in the football huddle like having a coach there. He kept the team calm and focused when things got tough.    

When asked to comment on Chuck’s leadership during the 1960 IAC championship game against St. Alban’s, St. Stephen’s legendary coach, Sleepy Thompson, told the Alexandria Gazette, “Chuck called a great game. He did a masterful job as a field general. He is a real guiding light.”

Honors and Awards

Football Team Captain

Basketball Team Captain

Baseball Team Captain

1960 St. Stephen’s School Deacon Player of the Year

1960 All-Prep (football)

1960 All-IAC (football)

1960 All-City (football)

1961 SSSAS Outstanding Athlete Award

1959 & 1960 IAC Football Champions

2002 The 1960 Football Team Honored by Alexandria Sportsman’s Club

2011 The 1960 Football Team Inducted into the SSSAS Hall of Fame
Age 3-Grade 12 coed Episcopal day school in Alexandria, Virginia


List of 3 items.

  • Lower School

    Age 3-Grade 5
    400 Fontaine Street
    Alexandria, Virginia 22302
  • Middle School

    Grades: 6-8
    4401 West Braddock Road
    Alexandria, Virginia 22304
  • Upper School

    Grades: 9-12
    1000 St. Stephen's Road
    Alexandria, Virginia 22304