Windy City Heat (2003, Bobcat Goldthwait)

Perry Caravello is a local celeb comedian with Steven Wright hair and a high hoarse voice who gets involved in various challenges and pranks. Here he has called in all his comedy buds for a fake fake-documentary in which his frenemies Don and Mole get him cast as the star of a film that everyone but Perry knows isn’t real. But I don’t get this, because within the scope of this film, it seems real, and the rug is never pulled out even after the successful premiere. What’s the point in telling us it’s a ruse if we never see the ruse, like watching straight episodes of The Truman Show without ever seeing backstage or anything breaking down.

Everyone on set has stolen names, like a mistreated assistant named Burt Ward, and director Goldthwait is amusing as… the director of Windy City Heat. And there is a lot of yelling.