Roger Clemens – 1997 and 1998 Syl Apps Award

Clemens signed a four-year, $40 million deal with the Toronto Blue Jays after the 1996 season and won the Cy Young Award in both his seasons with the Blue Jays, also winning the pitching Triple Crown twice. Some consider Clemens’ tenure with the Blue Jays as his best individual seasons of his career, despite the lackluster records the Blue Jays had as a team.