In 2000, Singleton began his coaching career at the United States Air Force Academy, his alma mater, as a prep assistant.

[1] In his two seasons with Indianapolis, Singleton helped Frank Gore amass 1,986 rushing yards, the ninth-most in the NFL during that span.

[3] On January 7, 2021 Singleton was hired by the University of Kentucky as their running backs coach and special teams coordinator.

[5] He was part of the coaching staff that won Super Bowl LIX over the Kansas City Chiefs.

In 1999, Singleton graduated from the United States Air Force Academy with a bachelor's degree in social sciences.