In Episode 1, we sit down with Chauncey Leopardi—best known as Squints from The Sandlot—for a nostalgic and wide-ranging conversation that spans his entire journey through 90s pop culture.
Chauncey shares behind-the-scenes stories from the making of The Sandlot, including what it was like filming iconic scenes, how the cast bonded off-camera, and the movie’s surprising staying power with young athletes and families even today. He opens up about what it meant to be part of a film that became a rite of passage for kids who loved baseball—and how he's still approached by players and fans who grew up with The Sandlot as part of their childhood.
We also dive into his time as a child actor in the 90s, including his role on the short-lived but beloved series Freaks and Geeks, and what it was like navigating Hollywood as a young performer. From working with Chuck Norris to gaming on classic consoles, Chauncey reflects on the joys and chaos of coming of age during one of the most iconic decades in entertainment.
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