The title refers to a provision in all military service contracts that says a service member can be involuntarily extended beyond their discharge (from active duty) date, and at times beyond their final discharge from service date, according to the needs of the service.
The younger brother of co-writer and director Kimberly Peirce served in the military after 9/11. She IM'd him regularly from the day he landed in Iraq and learned what his everyday life was like. This gave her a window into the young men signing up, their training and aspirations, their experiences in Iraq, and what happened when they came home.
Joseph Gordon-Levitt, Channing Tatum, and Rob Brown all appeared in the 2013 comedy-drama Don Jon. Tatum and Brown also worked together in 2005's sports drama Coach Carter. Tatum and Gordon-Levitt reunited in the 2009 action film G.I. Joe: The Rise of Cobra.
Kathryn Tait, who played one of the Biker Chicks, almost wasn't going to be a biker chick. When Bam Rubenstein showed up, Kathryn and Bam talked for a while and decided that Kathryn would ride on Bam's motorcycle. Because of that both Bam and Kathryn were shot mounting, riding, dismounting, entering a bar and playing pool.