Kendall hits the NFL Draft red carpet in Pittsburgh for a major “pinch me” moment, taking you behind the scenes from glam to game time. Then comedian and podcaster Grace O’Malley joins Kendall for a hilarious and wide-ranging conversation. They take a trip down memory lane, from meeting on spring break to Grace throwing the first pitch at a Red Sox game. Grace shares how she actually writes down her shower thoughts, the surprising rules she has for ads, and opens up about family dynamics, mental health, and the moments that shaped her sense of humor.

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