Shaw’s debut single “Kiss Goodnight” reached #5 on the Canadian Adult Contemporary chart, #7 on the Canadian Hot Adult Contemporary chart, and #24 in Canada. His single “By My Side” reached #9 on the Canadian Adult Contemporary chart. Tyler Shaw’s single “Cautious” reached #8 on the Canadian Adult Contemporary chart and #10 on the Canadian Hot Adult Contemporary chart. His single “With You” reached #7 on both of those charts and his single “To the Man Who Let Her Go” reached #8 on the both of those charts. He has also had success with the Christmas singles “Baby, It’s Cold Outside” featuring Kira Isabella and “Silent Night”.