Strang began his career with the Department of Corrections in 2005 as a correctional officer at the Kentucky Correctional Institution for Women (KCIW). He served as a classification and treatment officer and a unit administrator I at KCIW. In 2010 Webb was promoted to unit administrator II and transferred to the Kentucky State Reformatory (KSR) where he oversaw operations in general population, special management, and the Corrections Psychiatric Treatment Unit (CPTU).
Since November 2014 Strang has been special detailed to the position of security program administrator with the Office of Adult Institutions. Additionally, Strang served on Corrections Emergency Response Teams (CERT) in varying capacities throughout his career and he was a correctional officer with the Federal Bureau of Prisons.
Strang holds degrees from Centre College and the University of Louisville, and is a Certified Protection Professional and Certified Emergency Manager.