Adult film star Diana Prince was an avid fan of Monstervision (1991) and was outspoken in a campaign to get Joe Bob Briggs another movie hosting gig. He was so flattered by her support that he gave her the role of the mail girl when Shudder picked up the show.
The premiere marathon of Joe Bob Briggs Last Drive-In on Shudder was such a huge success, AMC servers for Shudder and Sundance Now crashed 15 minutes before the launch time. The servers remained down for an entire weekend. Most fans wanting to see the return of Joe Bob Briggs had to wait till the marathon was loaded on the Shudder website as individual episodes.
It's implied that the show is being transmitted through a live feed, but it's actually prerecorded.
The show began as a one-time 24-hour live-streamed marathon on Shudder. It ultimately ran over 26-hours and was so successful that it crashed the site's servers. Joe Bob returned to host shorter Thanksgiving and Christmas marathons, and finally, weekly double-features.
Diana Prince (Darcy the Mail Girl) resides in California and has to commute to Texas, where the show is shot.