Kendrick was born in Houston, Texas but attended high school in Mount Vernon, Washington. While growing up, he was greatly influenced by his father, from whom he developed his composure when pitching. Upon graduation, Kendrick turned down a scholarship to play college football, instead signing a contract to begin his pro baseball career with the Phillies. After a slow ascent through Minor League Baseball (MiLB), he made his MLB debut in , and was a member of the starting rotation of the 2008 World Series Championship team.