After transferring from Fort Scott Community College, Jackson played 3 seasons with the Florida Atlantic Owls football team, where he amassed 240 rushing yards and 1 touchdown, while also 392 yards on 22 carries.

Jackson signed with the Winnipeg Blue Bombers on February 24, 2015, but was released before training camp on April 13, 2015.

Jackson then signed with the Montreal Alouettes on June 10, 2015, and spent the season on the practice roster.

[3] Jackson provided a spark on special teams, while also contributing as a change of pace back in six games with Edmonton; Jackson rushed three times for 25 yards, and his first career rushing touchdown, in addition to catching seven passes for 68 yards.

[4] Jackson went down with injury after six games played, but put up a combined 46 punt and kick returns for 595 yards, improving on his averages with Edmonton from the previous season.