Yankees pitcher Andy Pettitte will announce his retirement Friday, ending a career filled with big wins and memorable moments. Here is a look back at some of Pettitte’s biggest moments throughout his 16-year career.
Neil Miller
2 of 18
In his second year in the big leagues, Pettitte won the World Series when the Yankees upset the Atlanta Braves in six games. Pettitte, who finished second in AL Cy Young voting that season, famously outdueled John Smoltz in Game 5 of the World Series.
Charles Wenzelberg
3 of 18
Even though the Yankees were bounced from the postseason by the Cleveland Indians in 1997, Pettitte won 18 games and finish fifth in Cy Young voting.
New York Post
4 of 18
Pettitte celebrates after the Yankees swept the San Diego Padres in the 1998 World Series.
New York Post
5 of 18
After a 1999 that saw Pettitte notch the worst ERA of his career, he bounced back in the playoffs and helped the Yankees defeat the Braves in the World Series for the second time in four years.
New York Post
6 of 18
In 2000, Pettitte turned in another stellar campaign, finishing 19-9 and was fourth in Cy Young voting.
New York Post
7 of 18
After winning the Subway Series in 2000 and his third straight World Series with the Yankees, Pettitte videotapes the crowd as his float heads up Broadway.
New York Post
8 of 18
Pettitte made his second All-Star team in 2001.
New York Post
9 of 18
Pettitte was named the Yankees Opening Day starter in 2002. Despite missing some time due to injury, Pettitte managed to put up a 13-5 record in 22 starts.
New York Post
10 of 18
Pettitte entered the 2003 season as an impending free agent. He tied a career-high by winning 21 games and struck out a career-best 180 batters.
New York Post
11 of 18
Pettitte tips his cap as he leaves the game in the ninth inning of Game 2 of the World Series against the Marlins. Little did Yankees fans know that Pettitte would leave the Yankees for the Astros in the offseason.
Jeff Zelevansky
12 of 18
Pettitte joined his hometown Houston Astros in 2004. His first season in Houston was marred by an injury that limited him to 15 starts.
Getty Images
13 of 18
Pettitte was a true winner, evidenced by his success with two franchises. In 2005, his second season with the Astros, the team made the World Series, where it lost to the White Sox.
Getty Images
14 of 18
It wasn’t long before Pettitte made his return to the Yankees. After a three-year hiatus, Pettitte rejoined the club in 2007.
Anthony J. Causi / New York Post
15 of 18
In one of the lowest points of his professional career, Pettitte apologized to the world after being implicated in the Mitchell Report as an HGH user.
Reuters
16 of 18
Later that season, Pettitte struggled, finishing with a 14-14 record and a 4.54 ERA.
Charles Wenzelberg
17 of 18
Pettitte will go down in history as one of the best big-game pitchers of all-time. The veteran led the Yankees in the 2009 playoffs, winning every series-clinching game for the World Champions.
Getty Images
18 of 18
In what would become his final season as a major-league baseball player, Pettitte was en route to having one of the best seasons of his career. At 38 years old, Pettitte went 11-2 with a 3.28 ERA in 22 starts but missed two months with a groin injury.
AP
