Military service members belong to a unique culture identified, in part, by their clothing, language, job requirements, and relationships. Their experiences within the military set them apart in ways that are unlikely to be understood by most in the civilian employment community. When transitioning into civilian employment, veterans navigate numerous challenges including engaging in networking and questions about future work and career options, each relating to service member's need to culturally adapt from military to civilian. Veterans transitioning into civilian work must navigate their feelings, beliefs, and assumptions about what it means to no longer be identified as a member of the military culture. The purpose of this chapter is to explore the cultural adaptation challenges of infantry veterans of military service moving into civilian employment. This chapter will provide recommendations to adult educators regarding supportive strategies to assist veterans in adapting their cultural identity from military to civilian.