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Sharp or Square - Gambling Stories & the Future of Hollywood with Screenwriter Allan Loeb
The Herd with Colin Cowherd›
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Episode Notes
Today, hosts Chad Millman and Simon Hunter welcome back a very special guest. Allan Loeb is a longtime Hollywood writer and producer with credit spanning over a dozen feature films, including Things We Lost In The Fire, Here Comes The Boom, Wall Street: Money Never Sleeps, and the popular 2008 blackjack film 21 starring Kevin Spacey. Chad and Simon talk to Allan about his time in Hollywood and the future of artificial intelligence in the entertainment industry. We also hear about Allan's arduos history with gambling, including the time he accidentally left $100,000 in cash on an airport train car, outlined in his terrific recent essay in The Free Press here.
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"Sharp or Square - Gambling Stories & the Future of Hollywood with Screenwriter Allan Loeb" is an episode of The Herd with Colin Cowherd. Runtime 50 min. Published June 30, 2026. Hit play above to stream it here, or open the free Spot Sports app for background play and offline downloads.
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- When was this episode published?
- June 30, 2026.
- How long is this episode?
- 50 min.
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- The Herd with Colin Cowherd. Browse the full back catalog on the show page.
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- The Herd with Colin Cowherd covers general sports. This episode runs on the show's regular cadence.
