Garrett attended University School in Hunting Valley, Ohio, where he earned a varsity letter in football, basketball, and track.
He was selected first-team All-state and received the Cleveland Touchdown Club's Lou Groza Award which is given to the Most Valuable Player in Northeast Ohio.
He played fullback for the freshman team, leading them in rushing, receiving, scoring and kickoff return yards.
Following his father's resignation after Columbia's 0–10 1985 season, although none played varsity for different reasons, Judd and his brothers, Jason and John, transferred to Princeton University.
[1] Garrett sat out the 1986 season because of the transfer rules, while playing on the scout team that included his brothers.
Following his senior season, Garrett was awarded the Asa S. Bushnell Cup which is given to the Ivy League Player of the Year, and he was selected to the Division I-AA All-American team.
In his first season in London, he led the league in receptions with 71, while helping the team amass an 11-1 record and the first ever World Bowl Championship.
On June 13, 1991, he was signed as a free agent by the Buffalo Bills,[10] but was released before the start of the season on August 21.
[13] Garrett spent the 1993 season on the Dallas Cowboys practice squad,[14] earning a Super Bowl ring.
Jason is the former head coach of the Dallas Cowboys and John is the current General Manager for Player Personnel for the football program at Duke University.