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This month, the chat show vet has been the topic of much backchat, following the publication of new book Letterman: The Last Giant of Late Night by Jason Zinoman.
According to the book, despite the comedian's warm on-screen personality and sparkling wit, those who worked with him say they knew a different man: A glowering, insecure figure whose fiery temper scared away many of those close to him.
Looking jovial, the veteran chat show host wore a black windbreaker, skinny jeans, shades and a flat cap for his outing out, which saw him grabbing a cup of coffee with his longtime assistant Mary Barclay.
As he was: He has previously told The Hollywood Reporter that he'd become 'sick and tired' of shaving every day for television so had decided long ago that as soon as he retired, he would grow a beard The unidentified brunette woman left a Starbucks with the TV star and strolled down the New York street, each sipping on a take out cup.
He retired from his notorious Late Show in May 2015 and opted to try out a new look.
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