According to the report, Paul Thomas Anderson wanted to cast DiCaprio in 1997 film Boogie Nights after watching his performance in The Basketball Diaries

The most interesting stuff, from a historical counterfactuals point of view, pops up early, when Anderson opens by asking DiCaprio if he has any big regrets, and immediately gets back “not doing Boogie Nights ” in response.

How do you get the actor talking? Put him in a room with. During hours of conversation, two era-defining men—on the record together for the first time—went deep. They cracked some jokes, too.

When asked by Anderson — who interviewed DiCaprio for the outlet while promoting their upcoming film, One Battle After Another — if he has any regrets over his 35+ years in the entertainment industry, the actor doesn't hold back his truth "even though you're here."

Leonardo DiCaprio fights many battles in the trailer for Paul Thomas Anderson ‘s latest film, One Battle After Another. DiCaprio shared the film’s trailer to his own brand-new YouTube channel ...

Is ‘There Will Be Blood’ better than ‘The Master’? Are the ’70s vibes stronger in ‘Boogie Nights’ or ‘Licorice Pizza’? If we’re being honest, it’s dealer’s choice

Leonardo DiCaprio, Paul Thomas Anderson’s Movie Moves to September; ‘The Bride’ Delayed Until March 2026 Warner Bros. has also set new release dates for Zach Cregger's next horror film and ...

Leonardo DiCaprio opened up to Paul Thomas Anderson for 'Esquire' about turning 50 and feeling 'emotionally' in his 30s.