Career
Rupp started his National Hockey League career with the New York Rangers. He would also play with the Toronto Maple Leafs, Minnesota North Stars, and the Pittsburgh Penguins. His National Hockey League career would last from 1963 to 1973.
After playing the 1973-1974 season with the Hershey Bears of the American Hockey League (AHL), Rupp played for two seasons with the Vancouver Blazers/Calgary Cowboys in the World Hockey Association before concluding his career in 1977 with the Rochester Americans of the AHL. Since his retirement as a player, he has owned a sporting goods shop in Pittsburgh.