Dane Cook tells Bert how he worked out his brother stole his money

Dane Cook walked Bert Kreischer through the exact moment he worked out his brother Daryl had taken his money, on Bertcast 730. The episode is built around Cook's documentary Funny Money, which is on video on demand now and headed to Netflix, something Cook says he is contractually not allowed to say.

The realisation arrived by email. Cook says his business manager Rich Feldstein wrote that Daryl was away on a family emergency, and that was the moment it clicked.

"That's when I sat up and I go, I think my brother stole all my money. I said it out loud and I got up, put on whatever was close and I ran to that bank."

How it got that far

Cook's explanation for how he missed it is the part that lands. He says he never saw the money move at all. No checks, no settlements, no closeouts, because somebody else handled all of it. The documentary's forensic audit goes back 12 years. Asked about the scale, Cook says it is "easily over 20. Over 20 for sure."

He also traces the resentment back to childhood. Cook describes a house where his stepbrother's father was no longer in the picture and Cook, by his own description anxiety riddled and sensitive, was getting most of the attention. The early tell, he says, was that Daryl never got competitive. Beat him at a Nintendo game and nothing came back, but the passive aggressive stuff was there underneath.

Bert pushes on the aftermath

Kreischer's read is that the theft rewired how Cook does friendship. He tells him straight that he will not let anybody in, that the guys around him are trying to be his friend and he is not allowing it.

The episode also covers the lighter history. Vince Vaughn giving Cook pep talks in character as Trent at Dublin's, promising he was the peanut butter to Cook's jelly. Cook on being early to MySpace and Napster, announcing from stage that the conversation continued online back when the crowd did not know what MySpace was.

Cook also mentions his next Netflix special, which he says he has to shoot by 2027. Bert plugs the Bertcast 5K, in Nashville on April 10, tickets at twobears5k.com.