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How I Lost Everything to Leonardo DiCaprio

July 4, 2026 · 56 min

Show notes

In 1995, Dale Wheatley had just written and produced Don's Plum starring his friends Leonardo DiCaprio and Tobey Maguire. The film was quickly snapped up for a 3-picture deal. But then Leo decided he didn't want it released. Overnight, he and Tobey buried the film and dismantled Dale's friendships. As he explains, it’s a moment he’s never recovered from.

You can watch Don's Plum on Dale’s YouTube here

Dale's memoir, Too Real, is also available on his website here


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