He played college football at Wisconsin and was previously an assistant coach for the Los Angeles Rams, Detroit Lions and Green Bay Packers.
Pleasant grew up in Flint, Michigan, where he attended Montrose High School and earned all-city running back honors as a sophomore.
The following year, Perry Fewell replaced Morris as DB's coach, where he and Pleasant helped with the transition of DeAngelo Hall and developments of rookies Quinton Dunbar and Kyshoen Jarrett.
[4][5] After being fired by the Lions, on November 14, 2022, Pleasant was hired by the Green Bay Packers as an offensive consultant, in order to give head coach Matt LaFleur defensive perspectives.
[7] Prior to the 2024 season, Pleasant retained the passing game coordinator position while taking on the additional title of assistant head coach.