Andy Pettitte’s Top Wins as a New York Yankees Pitcher

Lefty Has Third-Most Wins of Any Yankee, Most Postseason Victories All-Time

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With 250 Wins, Andy Pettitte Deserves a Place in Cooperstown... Eventually

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Andy Pettitte decided it was time to don the Pinstripes once again.

Andy Pettitte broke into the major leagues with the New York Yankees in 1995, and the left-hander has been going strong during a 17-year career that has produced 244 victories, including 207 as a Yankee.

That total is third on New York's all-time list, trailing only Whitey Ford (236) and Red Ruffing (231). Those three are the only 200-game winners in the Yankees' long history.

Where Pettitte has really made his mark, though, is in October. His 19 postseason victories are the most in Major League Baseball history, and 18 of those wins have come during 12 postseasons with the Yankees.

Here are Andy Pettitte's five biggest wins as a New York Yankee:

1. The winningest money pitcher ever (Game 6, 2009 World Series)

Pettitte got the ball as the Yankees returned home for Game 6 of the World Series against the Philadelphia Phillies holding a three-games-to-two lead.

Pettitte wasn't outstanding in the game. But with the Yankees using a three-man rotation for the duration of the playoffs in 2009, he earned his fourth win of the postseason by working into the sixth inning before leaving with a 7-3 lead in a game the Yankees would go on to win 7-5.

It was Pettitte's fifth career series-clinching victory, breaking a record he had shared with Catfish Hunter, Dave Stewart and Roger Clemens.

2. Taking down the best AL team ever (Game 5, 2001 American League Championship Series)

The Seattle Mariners took apart the American League in 2001, breaking the Yankees' league mark set in 1998 by winning 116 games. But the M's ran into a buzzsaw in the three-time defending World Champions in the American League Championship Series.

Pettitte, starting Game 5 of the series with the Yankees leading three games to one, got more than enough offensive support. By the time Seattle finally scored three runs off Pettitte in the top of the seventh, the lefty departed with a 9-3 lead and earned the victory as the Bronx Bombers closed out the Mariners in a stunning upset.

3. Back to the World Series (Game 5, 1996 American League Championship Series)

It had been 18 years since the Yankees had won a World Series and 15 since they had even played in the Fall Classic. Leading the Baltimore Orioles three games to one in the ALCS, Pettitte got the ball for Game 5 of the series at Oriole Park at Camden Yards.

He was dominant in New York's 6-4 win, holding the O's to two runs on just three hits in eight innings before handing it over to the bullpen in the ninth. The victory clinched New York's first pennant since 1981.

4. The House that Andy Closed (Final game at Yankee Stadium, Sept. 27, 2009)

Andy Pettitte won 95 regular-season games at Yankee Stadium but none could have been as special as a 4-2 win over the Boston Red Sox in late September 2009.

Pettitte worked the first six innings, allowing two runs on seven hits, to earn the final victory at the stadium that had been the Yankees' home since 1923.

5. The Beginning of the Run (Game 4, 1998 World Series)

Pettitte pitched 7 1/3 shutout innings as the Yankees closed out a four-game sweep of the San Diego Padres 3-0. It was the Yankees' second World Series title in three years and the first of a run of three straight championships from 1998-2000.

Phil Watson is a longtime New York Yankee fan who has covered baseball for more than 20 years.

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