153 Everybody Loves Rory

This week, we are thrilled to welcome legendary comedy manager Rory Rosegarten to the show. For over four decades, Rory has been guiding the careers of some of the greatest stand-up comics in the world, including Robert Klein, Ray Romano, Brian Regan, Tom Green, and many others. Rory’s influence reaches far and wide. From helping his clients land spots on iconic stages like The Tonight Show with Johnny Carson, Late Night and Late Show with David Letterman, to shaping entertainment history through Everybody Loves Raymond—produced in partnership with Letterman’s Worldwide Pants—Rory has been at the heart of comedy’s golden era. In this episode, Rory opens the vault of stories, sharing behind-the-scenes moments from his incredible career. He and Mike explore the intersections of stand-up, television, and the world of David Letterman, all wrapped in a conversation as insightful as it is entertaining. Our sponsor, Hello-Deli.com, keeps things classic! Get your official Late Show with David Letterman merchandise while you still can, courtesy of the one and only Rupert Jee. You won’t find a sandwich named after Rory (yet), but you can own a piece of TV history! We beg of you, with all the charm we can muster… Please like, share, subscribe, and leave glowing reviews for The Letterman Podcast. If not for us, then for Rory. Or Rupert. Or the comedy gods.

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