# How I Lost Everything to Leonardo DiCaprio

An episode of [What It Was Like](https://invisiblenetwork.ai/podcast/1614354774), 4 Jul 2026, 56 min.

Audio: https://sphinx.acast.com/p/open/s/6200ee776bcd50001215d4e7/e/6a4892652d7a15a979dbe535/media.mp3

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 Find us on TikTok: @whatitwaslikepodcast Find us on Youtube: @whatitwaslikepodcast Follow us on Instagram: whatitwaslikepodcast This is a Superreal production Hosted on Acast. See acast.com/privacy for more information.

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