You may have noticed that when Dan called Tucker from jail, he did not have the obligatory '555' in the number. That is because the number is the real Tucker Max's actual phone number.
The cast had a bet who would be the first to get arrested during filming. The winner - writer and producer Nils Parker, who urinated in a valet booth after a night of drinking.
The DJ at the strip club is real life Tucker Max's best friend as well as fellow producer and screenplay writer Nils Parker.
At the wedding, Tucker takes the microphone from the best man saying "I'll take it from here Slingblade." Slingblade is the pseudonym used for Drew's character in the book that the movie is based on.