Charlie Liffiton was the son of a jeweler and grew up in a family of one sister and six brothers. He worked in his father's jewelry and confection store in
Montreal, but preferred playing hockey. During the
1899–1900 season of the
Canadian Amateur Hockey League Charlie was the second best scorer for his Montreal Hockey Club and the league's eighth leading scorer posting 8 goals in 8 games. However, during the
1901–02 season, he helped the Montreal HC win the CAHL championship and later defeat the
Winnipeg Victorias and capture the
Stanley Cup. He was also one of the top ten league scorers for the third season in a row. in the 1906–07 season. Liffiton played only one game of the
1902–03 season for Montreal, before traveling to
Pittsburgh, Pennsylvania to help the Pittsburgh Bankers win the Western Pennsylvania Hockey League championship. The WPHL was a professional league and by playing there, Charlie became a professional player. Over the next two season, he played for the Bankers and at least one match for the
Montreal Wanderers. In 1904 the Portgage Lakes Hockey Club of
Houghton, Michigan lured him away from the Wanderers to play the remainder of the season for $1350. He was reported to be the highest paid player in the International Professional Hockey League that year. Statistics from his hockey career show he was active through the 1906–07 professional exhibition season with the
Toronto Professionals. ==Family==