Jackson attended Riverview High School, in Sarasota, Florida, where he earned four varsity letters in football, three in basketball and four in track.
[4][5] With under a minute to go and the Bulls down 30-27 and facing a 4th and 22, quarterback Matt Grothe threw a pass to Jackson which he seemingly caught for a first down.
[5] The play was called back for offensive pass interference on Jackson, however, and the Bulls ended up losing, knocking them from #2 in the national rankings.
[4][5] He has been signed twice by the Tampa Bay Buccaneers, first as an undrafted free agent in 2008[6][7] and again as a training camp invitee in 2009.
[10][11] On April 25, 2013, Jackson was traded to the San Jose SaberCats in exchange for Aaron Garcia and Devin Clark.