Jackson attended Florida State University and was a Human Science Major and a letterman in football.

[citation needed] Jackson was the MVP of Super Bowl XXXVII, recording two interceptions.

[10] Jackson finished his professional career with the Florida Tuskers of the United Football League.

[11][better source needed] On September 19, 2011, Dexter Jackson and former World Boxing Organization cruiserweight world champion Tyrone Booze began a new radio show called "All Sports" with Randy Harris on Clearwater, Florida's WTAN AM 1340.

[12][better source needed] The show has also aired on WDCF, WZHR and online on the Talking Sports Network.