Jackson attended Wayne County High School in Jesup, Georgia, where he was a two-sport star in both track and football, where he was a two-way lineman.
[4] Jackson originally committed to Georgia Tech in October 2010, but changed his mind after getting offers from Miami (FL) and Florida State late in the season.
After Jackson agreed to an official visit to Florida State, Georgia Tech head coach Paul Johnson rescinded his scholarship offer.
[6] In his first year at Florida State, Jackson was expected to redshirt, especially after a groin injury caused him to miss the first five games of the season.
But injuries to several Seminoles offensive linemen eventually moved him into the rotation, primarily on special teams but also at guard.
[7] He eventually started all 14 games as a sophomore and earned the second-highest season grade among Seminoles offensive linemen, second only to Bryan Stork.
The Seminoles finished the season 14–0 while setting school and conference season records for total offense (7,267 yards), points per game (51.6) and yards per play (7.67), and the national record for points (723), as freshman quarterback Jameis Winston became the youngest player ever to win the Heisman Trophy.
[25] After the dissolution of the AAF in April 2019, Jackson signed with the Massachusetts Pirates of the National Arena League (NAL) on May 17, 2019.