The premise of the film began with a can of beef ravioli, chef boyarde. The original Bill stole it from the director's apartment, convincing him that Bill had not changed, and he would never change.
The hardest role to fill for the film was the role of April Morgan, a simply attractive girl that rejects Ramone. After several months of casting calls and replacements, the role was given to Christy Edwards, the wife of newscaster Chris Edwards.
After failing to find the right spot to film the Tyler book signing scene at the Henry Ford Museum, the directors started calling every book store on a Sunday to film the scene at. Luckily, Books Connection in Livonia graciously allowed them to film.
While filming at Books Connection, director Michael Fields made a cameo as a customer. One line he says to Tyler is, "So your nephew's name is Cockman?" During one take of the shoot, a kid walked behind him and listened as he uttered the line, causing the rest of the crew to burst out laughing for several minutes.
Auditions for the film were held at a Comfort inn & Suites hotel meeting room, where the director used to work.