It’s safe to say that Matt Roberts got the entire Letterman experience. He started out as an intern, made his way to segment producer and writer, and finished his Worldwide Pants tenure as the last head writer Late Show would ever have. Oh, and of course he was a monster fan to begin with. To say Matt’s career working for David Letterman was a dream come true is quite the understatement. His fingerprints are all over the franchise, and he and Mike (along with a sentimental appearance by Don Giller) have a wonderful trip down memory lane discussing some of the specifics. This is a super-sized episode that explores many topics from analyzation of the content Matt helped create to very personal revelations he had as he grew in age and experience working for the show. He also spearheaded the Weekend Late Show, introducing the world to Bruce and Linda.

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