Jimmy Wilkins, JR. - 2022 Sports Breakfast Hall of Fame
James R. Wilkins, Jr., athlete, philanthropist, and entrepreneur, is the living example of how many of us would like to be considered in our home towns. A past-president of Apple Blossom, 1977 and 1978, Jimmy continues to sit on the Executive Board. He brings knowledge, savvy business acumen, and Festival history to the table. Always open to a chat about all things Festival, Wilkins gives advice to Festival committees as a guide, mentor, and coach.
An abbreviated overview of Wilkins life is best begun as an eighth grader at John Handley High School in Winchester. The year is 1959 and Coach Jimmy Omps noted there were only three athletic teams for males; football, basketball, and track and field. Coach Omps, himself, was a Handley graduate and knew intimately the grass football field, the “cracker box” basketball gym, and the 440-yard cinder track. Omps recognized in junior varsity Wilkins a competitive spirit and outstanding athletic ability. “Without a doubt,” said Omps, “he is one of the best all-round athletes ….” Omps noted that as a youngster, Jimmy had large hands and is proud that he has used those hands to bestow his financial gifts on his community.
Jimmy, the outstanding athlete, made All-State teams in all three of Handley’s sports, was inducted into Handley’s Hunter Maddex Hall of Fame and received in 1966 the first Handley “Medal of Honor” for service to the school system. Wilkins’ fond memories of Handley High as the quarterback of the 1960s, are reflected in the football field being named the James R. Wilkins, Jr. Stadium in 2009.
Returning home after college (with a cross-country record or two), he worked with his father in real estate and was President of Wilkins ShoeCenter, Inc. founded in 1947. Son, James R. “Ritchie” Wilkins III works with his father in the family businesses. Jimmy is married to Veronica “Roni” Flett.
Wilkins serves on the Shenandoah Battlefield Preservation Foundation, the Bank of Clarke County Foundation, Winchester Equipment Corporation Board and Handley High Centennial Committee. Over the years, Wilkins has received many leadership, community service, retail, and realty awards. He also has fire department awards and forestry/tree farmer awards. He served on Winchester’s Common Council for two terms and served on various bank boards. A public event was dedicated to James R. Wilkins, Jr. by the French & Indian War Foundation. The topic was “Handley High School: The Jeffersonian Soul of Winchester.”
Additionally, Jimmy has been dedicated to Shenandoah University where the Wilkins family has been known and celebrated since his father, James R. Wilkins, Jr., was instrumental in having the college move from Dayton, VA to Winchester. Now, the newest, largest, most impressive sports and event center in the region is opened: James R. Wilkins, Jr. Athletics and Events Center. The huge 77,000 square foot facility, opened in 2017 will serve the university and the community. Wilkins was awarded the SU President’s Medal for service to the university in 2018.
Marjorie Lewis, Chair of the SU Board of Trustees, told the audience at the naming ceremony for the center that Jimmy’s “got a huge love and commitment to sports.” She added that he was generous and wonderful, but it was not his money but rather his years of “time, dedication, and energy” which earned him the honor. And it is now one of the most used facilities for Festival events.















