After battling shoulder injuries, including a torn rotator cuff in 1995, Key made the announcement in 1999.
During his 15-year career, the lefty won two World Series titles and was a five-time American League All-Star. Key spent his entire career in the American League East. The southpaw pitched with the Toronto Blue Jays, Yankees, and Baltimore Orioles.
From 1993-96, Key pitched in the Bronx and helped restore the Yankees to glory after helping lead the Blue Jays to a title in 1992. Key was essentially the top ace, sure thing with a winning pedigree in 1993, striking out a career-high 173 batters.