Mesa Solar Sox
On December 3, 2015, Hessman was named the hitting coach for the Short-Season A Connecticut Tigers for the 2016 season. He was named the hitting coach for the Class A West Michigan Whitecaps for the 2017 season, and coached the Mesa Solar Sox of the Arizona Fall League after the regular season. In 2018, Hessman was the hitting coach for the Erie SeaWolves. Hessman served as a hitting coach for the Toledo Mud Hens beginning with the 2019 season. On June 12, 2021, Hessman was promoted to assistant hitting coach for the Detroit Tigers.