He was a three-sport standout in football, basketball, and baseball at Mount Vernon High School in Mount Vernon, Washington. Kendrick turned down the opportunity to play quarterback at Washington State University.
Before the 2008 season, the Phillies (led by pitcher Brett Myers) pulled a prank on Kendrick by telling him that he was traded to Japan for a player named Kobayashi Iwamura. When Kendrick realized it was only a prank, he was relieved and Myers repeatedly shouted that he got "punked," referring to the popular TV show on MTV, Punk'd.