Jackson accepted an appointment to the United States Air Force Academy, and he participated in football and indoor track and field as a student-athlete.

In front of the largest crowd in Navy-Marine Corps Memorial Stadium history, undefeated and #16 ranked Air Force traveled to Annapolis and defeated Navy 10–7.

Following his senior football season, Jackson was selected by his teammates as a permanent team captain and recipient of Air Force football's highest honor, the Brian Bullard Award, as the player who displays unselfishness, pride in his role, total team commitment, and 110 percent effort.

His duties included serving as the U.S. Government point man in negotiations with three foreign government agencies in support of international treaty agreements On February 17, 2017, Jackson was hired as an assistant coach with the Atlanta Falcons of the National Football League (NFL).

He is the winningest (percentage) head football coach at Kentucky State since 1945 (WWII) minimum 20 games.

Jackson arrived at Kentucky State with the football program in the midst of a downward spiral that culminated in a 0–10 season in 2018.

[5] During his time as a college scout with the Seattle Seahawks, the organization drafted future NFL All-Pro players Richard Sherman, Bobby Wagner, and Russell Wilson.

Less than one month into his first season at Kentucky State, Jackson had multiple historic victories including the 36th-annual Circle City Classic.