Andrew Pettitte is an American former professional baseball pitcher who played 18 seasons in Major League Baseball. Pettitte won five World Series championships with the Yankees and was a three-time All-Star. Pettitte was drafted by the Yankees organization in 1990, and he signed with them roughly a year later. After debuting in the major leagues in 1995, Pettitte finished third in voting for the American League Rookie of the Year Award. In 1996, he led the AL with 21 wins and was runner-up for the AL Cy Young Award.
Two years later, he was the Yankees' Opening Day starter. Pettitte established himself as one of the "Core Four" players who contributed to the Yankees' late-1990s dynasty that produced four championships. Pettitte won the 2001 AL Championship Series MVP Award in helping his team win the pennant. After spending nine seasons with the Yankees, Pettitte signed with the Astros in 2004. He rejoined the Yankees again in 2007. Pettitte's second tenure with the team lasted six seasons, and also produced a fifth World Series championship in 2009. He retired after the 2013 season.