Judd Apatow on Money, Fame, and Adam Sandler (Encore)

Crazy Money with Paul Ollinger

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Judd Apatow is one of the most important figures in comedy and film today. But he just doesn’t care that much about money. This non-attachment to material goods leaves him more time to focus on what matters: writing, directing, developing talent, and getting his family together for dinner. Judd has accomplished so much in his career that, in retrospect, his success appears to have been pre-ordained. But despite his massive success in the past 20 years, he never forgets his early struggles. In this week’s encore episode from Feb ’22, I speak with the writer / director / producer behind iconic comedy films such as Anchorman, Trainwreick, This is 40, and The 40-Year-Old Virgin about:

Why Adam Sandler paid $50 more in rent than Judd when they were roommates
Why he didn’t worry too much about finances as a young comedian
How failure prepared him to handle success
Being creative during a pandemic
Buddhism and stuff

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