Comedian Dane Cook has opened up about the shocking financial betrayal involving his half-brother, Darryl McCauley, who also served as Cook’s business manager. McCauley was responsible for managing ...

The PEOPLE-exclusive trailer for the documentary ‘Funny Money: The Dane Cook Story’ poses burning questions: “Where is he? What has he done? How does this end?” courtesy Upstream Flix Dane Cook’s new ...

A new documentary, FUNNY MONEY: THE Dane Cook STORY, is set to arrive on VOD and all leading digital platforms on September 29, 2026.

In 2010, Dane Cook's brother was ordered to pay the comedian $12 million after he and his wife pleaded guilty to embezzling the money. Darryl McCauley was sentenced to six years in prison on charges ...