Chris Redd knows what it’s like to have dreams and then watch them shift in the face of reality. It happened first with the dream of being a rapper, but then Chris realized he had a knack for this comedy thing. Now, as he departs SNL and releases his first HBO standup special, Chris and Marc talk about how your dreams further shift once you’ve had some success in life. Chris also tells Marc how he overcame his stutter, how he turned a corner in his struggle with anxiety, and how he’s adjusting to having money after growing up without any.

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