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.

#Volume

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In the second installment of this two-part episode, we dive into the future of sports betting strategy, artificial intelligence, and the battle between prediction markets and traditional sportsbook operators. Betting expert Chad Millman and professional gambler Simon Hunter discuss the changes in tax laws for sports bettors after the One Big Beautiful Bill Act, and how prediction markets’ unlimited liquidity has impacted the sports betting marketplace. We also hear about how A.I. has made life both easier and harder for gamblers in the last 12 months. And finally, Chad and Simon look into their crystal ball to predict what the next decade holds for the industry. #Volume

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Subscribe to Sharp or Square for gambling advice, best bets, and predictions from sports betting experts Chad Millman and Simon Hunter.

Follow on all platforms:

https://www.instagram.com/sharporsquare/

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See omnystudio.com/listener for privacy information.

In the first of a two-part episode, we dive into the future of sports betting, online gambling and prediction markets like Kalshi with the help of a special guest. Betting expert Chad Millman and professional gambler Simon Hunter are joined by Chris Gerlacher of Prediction News as they update the audience on everything that has transpired in the last 12 months.

Since joining us last summer, Gerlacher provides updates on the many legal and regulatory challenges Kalshi and other prediction markets have faced across the country. We also touch on prediction market scandals and "insider trading" accusations from within the federal government. Kalshi is a platform that has enjoyed tremendous growth since accepting contracts on sports last January, but will this growth continue? Will the CFTC continue to serve as the regulatory body for the prediction market industry? And what can we expect over the next few years? #Volume

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Subscribe to Sharp or Square for gambling advice, best bets, and predictions from sports betting experts Chad Millman and Simon Hunter.

Follow on all platforms:

https://www.instagram.com/sharporsquare/

https://x.com/SharporSquare_

See omnystudio.com/listener for privacy information.