Growing up in Florida, Josh Grady dreamed of playing football at one of the big three schools in the state. Playing at Seffner Armwood, Grady saw several of his teammates gain offers from those big instate schools but when it came time for him to pick a college, he was still waiting.
Grady transferred to Armwood as a junior and started two seasons at quarterback. As a senior he completed 182-of-256 pass attempts for 2,109 yards and 24 touchdowns.
Grady chose to play football at Vanderbilt. He hoped to play quarterback for the Commodores, the position he played in high school, and was told that much by the coaching staff.