Gene Wilder portrays Skip Donahue, a down-on-his-luck playwright who, along with his friend, finds themselves mistakenly sent to prison.
Richard Pryor plays Harry Monroe, Skip's best friend who teams up with him to survive the comical misadventures in prison.
Georg Stanford Brown takes on the role of Rory Schultebrand, a fellow inmate who becomes entangled in Skip and Harry's escapades.
JoBeth Williams portrays Meredith, a character who interacts with Skip and Harry outside the prison walls, adding an interesting dynamic to the story.
Miguel Ángel Suárez plays Jesus Ramirez, a key figure in the prison who impacts Skip and Harry's experiences behind bars.
Craig T. Nelson takes on the role of Deputy Ward Wilson, a law enforcement officer who plays a part in the humorous events that unfold.
Barry Corbin portrays Warden Walter Beatty, adding authority and humor in his interactions with the inmates.
Charles Weldon portrays the character Blade, one of the colorful personalities in the prison that Skip and Harry encounter.
Nicolas Coster takes on the role of Warden Henry Sampson, another authoritative figure within the prison walls.
Joel Brooks plays Len Garber, a character who contributes to the comedic situations that Skip and Harry find themselves in.
Jonathan Banks portrays Jack Graham, a character who interacts with Skip and Harry, adding to the humorous events that transpire.
Erland van Lidth takes on the role of Grossberger, a larger-than-life character whose presence in the prison adds to the movie's comedic moments.
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