Mike Sweeney started writing for Conan O’Brien 30 years ago and has been right there by his side ever since. His work has fueled not only the host’s two big late-night shows—with a tumultuous stint on the ‘Tonight Show’ in between—but also his recent gig hosting the Oscars and his newest project, the travel show ‘Conan O’Brien Must Go,’ which arrives Thursday, May 8 on Max. In this episode, Sweeney discusses this particularly momentous time in O’Brien’s career, including how Donald Trump’s takeover of the Kennedy Center threatened to derail his acceptance of the Mark Twain Prize for American Humor (streaming Sunday, May 4 on Netflix). Instead, like with so much of their other work together, Sweeney and O’Brien found a way to marry a hopeful outlook on the world with deeply silly jokes.

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Brett Goldstein got so famous for his Emmy-winning role as Roy Kent on ‘Ted Lasso’ that most people have no idea he has been a professional stand-up comedian for nearly 20 years. Now, that is all about to change when he debuts his first-ever stand-up special, ‘The Second Best Night of Your Life,’ on HBO this Saturday night, April 26. In this episode, Goldstein talks about why he resisted putting his live show on tape for so long, how fans of his TV work are often surprised by the real him, and how his comedy serves as a much-needed counterweight to the toxic “manosphere” trend. He also discusses his accidental acting career in both ‘Ted Lasso’ and ‘Shrinking,’ why he’s just as surprised as everyone else that he’s returning as Roy Kent, and addresses the swirling rumors that he is dating his upcoming rom-com co-star Jennifer Lopez.

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Comedian Robby Hoffman is having a moment. This month alone, she appears in prominent, memorable roles on two critically acclaimed TV shows—‘Hacks’ and ‘Dying for Sex.’ And, as Hoffman reveals in this episode, she is on the verge of some very big announcements regarding the future of a comedy pilot about her life and a high profile stand-up special. Of course, all of this comes after what has become her biggest claim to fame as one half of a queer power couple with reality TV star Gabby Windey, who she secretly married earlier this year. During our conversation, Hoffman breaks down how she went from a Hasidic Jewish family of 10 siblings to the alt-comedy world, why she has rejected the opportunity to perform stand-up on late-night TV, and why she would never follow in her wife’s footsteps to compete on ‘The Traitors.’

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‘The Daily Show’ has undergone a lot of turmoil in the two and half years since Trevor Noah shocked even his closest colleagues by giving up the host chair. And even Michael Kosta can’t quite believe that he has emerged as one of four rotating hosts—along with Jon Stewart on Monday nights. In his return to the podcast, Kosta talks about his experience taking the reins of the long-running political late-night show every few weeks and how he’s striving to make it more than just a mouthpiece for the #Resistance. Kosta also discusses learning Jon Stewart, the backlash to his recent appearance on Joe Rogan’s podcast, and his new memoir ‘Lucky Loser,’ which tells the story of how he went from a semi-successful professional tennis player to achieving his wildest comedy dreams.

But Michael Kosta’s ‘Lucky Loser: Adventures in Tennis and Comedy’

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Riki Lindhome spent her 20s and 30s as one half of the musical comedy duo Garfunkel and Oates. Now that she is solidly in her 40s the comedian is finally going solo with a debut album ‘No Worries if Not,’ which tackles the unique challenges of being a “middle aged” woman, as she put it. In this episode, Lindhome breaks down the process of turning real-life struggles into comedy songs and shares what it has been like to perform music for the first time without her longtime bandmate Kate Micucci. She also talks about the surreal experience of attending ‘SNL50’ as a “plus one” with husband Fred Armisen, the moment in her career where she had to choose between pursuing ‘SNL’ or sticking with Garfunkel and Oates, and how bizarre it was when the first movie she ever appeared in won the Oscar for Best Picture.

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The Last Laugh listeners, please enjoy this excerpt from the latest episode of The Daily Beast Podcast! Comedian Amber Ruffin joined hosts Joanna Coles and Samantha Bee to talk about how she planned to pregame for comedy’s toughest gig and least receptive audience, and the challenge of roasting both sides in D.C. Shortly after this interview dropped, the White House Correspondents’ Association fired Ruffin as host of its annual dinner—and now won’t be having a comedian performer at all.

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‘The Majority Report’ host Sam Seder has been a political commentator for more than two decades. But nothing he has done in his long career has brought him quite as much attention as a new video in which he was forced to debate 20 hardcore Donald Trump supporters one by one as part of Jubilee Media’s increasingly popular “Surrounded” series. In this episode, Seder breaks down the surreal experience of systematically schooling the shockingly young and diverse MAGA adherents on everything from Social Security to DEI to the prospect of a full-on American theocracy. He also has some choice words for California Governor Gavin Newsom, who has taken a very different approach to engaging with the other side. Later, Seder talks about getting his start in political media at Air America, the current state of MSNBC, his long-running voice role on ‘Bob’s Burgers’ and the unexpected benefits of appearing on ‘Sex and the City’ 25 years ago.

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Andrew Schulz knows that hosting Donald Trump on his Flagrant podcast would make everyone think he’s a “right-wing MAGA lunatic.” But, as he makes clear in this episode, his politics are more complicated than what meets the eye. Schulz, who just put out a surprisingly vulnerable Netflix stand-up special called ‘Life’ about his experience with fertility and fatherhood, opens up in this conversation about the backlash he has received for being part of the Joe Rogan-led podcast manosphere, how he thinks this new Trump era could actually be bad for comedy, why he believes his triumphant set at the ‘Roast of Tom Brady’ marked the night “wokeness died”—and his inspired idea for which “GOAT” Netflix should roast next. We also go deep on his controversial Trump interview, the “Rorschach test” reactions from the two ends of political spectrum, why he declined an invitation to attend Trump’s inauguration, his biggest disappointment in the administration so far, and a lot more.

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