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Leonardo Dicaprio Reveals His Biggest Career Regret

Leonardo DiCaprio Recalls Passing On ‘Boogie Nights’ Role As His “Biggest Regret”

Although Leonardo DiCaprio is beloved for playing Jack Dawson in 1997's 'Titanic', he regrets passing up on the role of Dirk Diggler that year.

· 1d · on MSN

Leonardo DiCaprio reveals passing on this role as his 'biggest regret'

Movie Maker on MSN · 2d

Leonardo DiCaprio Tells Paul Thomas Anderson His ‘Biggest Regret’: Not Doing Boogie Nights

· 22h

Leonardo DiCaprio Says He's 'Emotionally 35' — And The Internet Has Thoughts

“Even in his mind, he’s still older than his girlfriends,” writer Elizabeth Gulino quipped in an article for The Cut.

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Leonardo DiCaprio says there is only one movie of his that he will rewatch, and reveals his biggest career regret

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One of Leonardo DiCaprio’s Biggest Oscar Snubs is Finally Streaming for Free

11m

Leonardo DiCaprio Has Unexpected Response to Criticism of His Dating Habits

Leonardo DiCaprio is 50 going on ... 33? The Titanic star recently sat down with Esquire for a Q&A with filmmaker Paul Thomas Anderson. The interview covered a variety of topics, but things sure got interesting when Anderson shared that the men's magazine wanted him to ask DiCaprio about

In their heads, Leonardo DiCaprio and Paul Thomas Anderson are just a couple of cool guys in their 30s

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.

3don MSN

Leonardo DiCaprio Watches ‘The Aviator’ More Than Any of His Other Films: It Was ‘Such a Key Part of My Growing Up in This Industry’

Leonardo DiCaprio loves re-watching 'The Aviator' because it represents a moment of his growth in the entertainment industry.

3don MSN

Leonardo DiCaprio tells Paul Thomas Anderson that turning down “Boogie Nights ”is his biggest regret

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."

3don MSN

Leonardo Dicaprio Reveals His Biggest Career Regret

Leonardo DiCaprio Has Unexpected Response to Criticism of His Dating Habits

In their heads, Leonardo DiCaprio and Paul Thomas Anderson are just a couple of cool guys in their 30s

Leonardo DiCaprio Watches ‘The Aviator’ More Than Any of His Other Films: It Was ‘Such a Key Part of My Growing Up in This Industry’

Leonardo DiCaprio tells Paul Thomas Anderson that turning down “Boogie Nights ”is his biggest regret

Leonardo DiCaprio Says He Feels 'Emotionally' in His 30s as He Reflects on Turning 50

Every Paul Thomas Anderson Movie, Ranked

Leonardo DiCaprio, Paul Thomas Anderson Film Pushed to September - Variety