Michelle Wolf is probably best known for being the comedian who roasted Sarah Huckabee Sanders to her face at the White House Correspondents’ Dinner in 2018. Seven years later, her only regret is that she wasn’t meaner. In this episode, Wolf reflects on how much—and how little—has changed since, from Donald Trump’s escalating attacks on comedians to her new identity as mom of two, which she explores in her new Netflix special ‘The Well.’ She discusses her complicated reasons for turning down the Riyadh Comedy Festival, explains how her short-lived talk show ‘The Break’ predicted Trump 2.0, and shares her take on the fragile state of late-night TV. And later, Wolf reveals how she ended up writing Kim Kardashian’s SNL monologue after the reality star decided Amy Schumer’s jokes weren’t funny enough. 

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