[2] Grady began his college career at the University of Oklahoma, He redshirted in 2003, and watched from the sidelines as starter Jason White won the Heisman Trophy.
He entered his senior season as a backup, but took over as quarterback when starter Brian Johnson suffered an injury early in the year.
[6] Grady's play during the season landed him the Arena Football League Offensive Player of the Year Award.
[7] During a July 13 game against the Cleveland Gladiators, Grady threw 12 touchdown passes, tying an AFL single-game record.
[7] Grady was assigned to the Pittsburgh Power on September 6, 2013 after he was selected in the dispersal draft of the Chicago Rush and Blaze players.
[10] On October 14, 2016, Grady was assigned to the Washington Valor during the dispersal draft after Jacksonville chose to leave the Arena Football League.
However, on November 29, 2016, Grady elected to remain with the Sharks in the newly created National Arena League for the 2017 season.
He stayed with the Empire for the 2019 season and defeated the Philadelphia Soul in ArenaBowl XXXII, giving Grady his first Arena Bowl championship.
Grady returned to Albany when a new version of the Empire joined the National Arena League (NAL) in 2021.
Following the season, he claimed the new organization had not paid his championship bonus, that the experience off-field was the worst of his career, and considered himself retired.