Charles H. Stapleton Jr. was born on June 1st, 1929. He played basketball for three seasons from 1945-1947, scoring 605 points. He led his team to three District Championships in 1945, 1946, and 1947, and a Regional Runner-Up in 1947. He hit a game winning shot to beat the eventual State Champions Maysville on the road 43-41 in double-overtime. Charles was selected to the All-10th Region Team, Courier-Journal All-State Honorable Mention, and selected to the Kentucky East-West All-Star Game in 1947.
Charlie did not plan on playing college basketball, so he declined to play in the 1947 Kentucky All-Star game. However, He suggested to Coach Diddle of Western Kentucky to pick his friend Joe B. Hall of Cynthiana to play in his place.