Continuity mistake: When Ray and Claude first enter the diner, there is nothing on the door. Later in the scene, the woman asks them if they can read so well how come they missed the sign on the door that says "No Coloreds Allowed"? The sign wasn't there when they first came in and it's not there when they leave.
Factual error: When Claude is standing outside the car while waiting on the current warden to pick up the new warden, he's looking at the different styles that have come to pass while he was in jail. It it supposedly the 70s but when Claude looks at the guy with the stereo he hears Maxwell's "Fortunate" on the stereo. This song came out in 1999, not in the 70s.
Plot hole: Claude was asked to fill in as a driver for the commodore, however, this is strange considering he obviously doesn't have a driver's license and hasn't driven in over 40 years.
Continuity mistake: In the scene where Claude and Ray enter the "white only" diner, they enter leaving the door open. When the waitress asks them if they saw the sign, they look back and the door is closed. When they get ready to leave, the door is open again.
Continuity mistake: When Claude and Ray have just loaded the truck with the booze, Ray hears music and is trying to convince Claude to go to the club. Ray is holding up money and from the back it is folded up but very messy and the roll is thick, From the front it is folded very neat and the roll is thin.
Continuity mistake: When Ray and Claude are talking in the car you see Claude looking straight forward while Ray is talking to him, but when it switches to Ray´s position then you see Claude looking straight at Ray and then he starts to talk.