Actor Milo Ventimiglia sits down with Bobby and shares what he learned working alongside Will Smith, then breaks down the TV breakthroughs that changed his life—from getting on the map with Gilmore Girls to launching into a whole new stratosphere with This Is Us. He also gets real about the “99 no' before a yes” grind, how he memorizes lines, and when you’re allowed to ad-lib (and when a set won’t let you change a single word). Plus, the unexpectedly hilarious side of Milo: Blue Angels stories, “chirping,” and why he has very strong opinions about passing out mid-flight and what it was like learning to sing for a new role when vocals weren’t even in his bag of tricks.

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