While with the Padres, he won the 2007 NL Cy Young Award after recording the Pitching Triple Crown that year. He was traded from the White Sox to the Red Sox in 2013 and helped them to a World Series title later that season. One year later, he was traded to the San Francisco Giants, where he also helped them win a World Series title later in the season. He became the first starting pitcher in Major League history to win two consecutive World Series with two different teams in two different leagues, including being traded by his former team at the trade deadline.

Peavy wore the number 44 throughout his career. When he was traded to the San Francisco Giants, he took number 43, as 44 was retired in honor of Willie McCovey. After struggling in the middle of the 2014 season, he changed to 22.

Peavy was drafted by the San Diego Padres in the 15th round (472nd overall) of the 1999 Major League Baseball draft out of high school (St. Paul's Episcopal School). He was named the high school player of the year in the state of Alabama. Peavy declined an offer to pitch for Auburn University in order to accept the Padres' contract offer.

Peavy pitched for the Arizona League Padres and the Idaho Falls Braves in 1999 and the Fort Wayne Wizards in 2000. In 2001, Peavy played with the Lake Elsinore Storm and the Mobile BayBears. He split the 2002 season between the BayBears and the San Diego Padres.

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