Dearmon began his coaching career as a student assistant at his alma mater Bethel in 2007 working with the defensive backs. He was hired to be the offensive coordinator at his high school alma mater Vigor High School in Alabama, while also working at the school as a math teacher.[1] He was named the head coach at B. C. Rain High School in Mobile in 2011, where he compiled a 5–15 record in his two seasons there before accepting an off-the-field coaching role at Auburn.[2] He was part of a trio of high school football coaches hired as analysts at Auburn in 2013 under first-year head coach Gus Malzahn.[3] He left Auburn in 2014 to accept the offensive coordinator position at Arkansas Tech.[4]
Bethel (second stint)
Dearmon was named the head coach at his alma mater Bethel in 2018.[5] In his lone season as the program's head coach, he compiled a 10–1 record and won a Mid-South conference championship.
Kansas
Dearmon left Bethel in 2019 to accept a senior offensive analyst position at Kansas under Les Miles.[6] He was promoted to offensive coordinator and quarterbacks coach midway through the season after Les Koenning was fired.[7]
Middle Tennessee State
Dearmon was named the offensive coordinator and quarterbacks coach at Middle Tennessee in 2021.[8]
North Alabama
He was announced as the head coach for the University of North Alabama on December 3, 2022.[9]