He then received a bachelor's degree in Government from Colby College, where played defensive back on the football team from 1991 to 1994.
Jackson began his coaching career in football as a graduate assistant at Trinity from 1995 to 1996 as he pursued his master's degree.
Jackson was then hired by Oakland Raiders coach Lane Kiffin as the team's director of football development in 2007.
[7] In 2019, after Lynn Swann's resignation as USC AD, the Trojans were far enough along in their negotiations with Jackson that they were even exploring the details of his buyout with Villanova.
[9] When reports of a hostile work environment forced Bohn to resign under pressure in May 2023,[10] The Athletic mentioned Jackson's name, but the school chose former University of Washington AD Jennifer Cohen instead.