Shill played junior hockey for the Toronto Young Rangers and also played amateur hockey in the Toronto area. In 1942-43 he was called up to the Boston Bruins and scored 4 goals and an assist in only seven games. Shill returned to Canada and spent time in the miltary during World War II. After the war Shill returned to the Bruins and scored 15 goals and 12 assists in 1945-46. But midway through the following season he was sent down to the minor pros and never played in the NHL again. He then retired. In the NHL, Shill played in 79 games and scored 21 goals and 13 assists.