Stand-up comedian, actress and writer Wanda Sykes joins IMO to discuss her hilarious encounter with Michelle at the 2009 White House Correspondents dinner. She also shares stories about her time spent at the National Security Agency, the peculiarities of aging, and more about her new special Legacy.

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Actor, comedian, writer and producer Will Ferrell joins the show for a laugh-out-loud conversation about his upbringing, comedy career, fatherhood, and more. Ferrell opens up about what he was like in high school, the sketches that landed him a spot on Saturday Night Live, and how he and his wife first met. Plus, we hear all about Ferrell’s upcoming Netflix series, The Hawk, which is out July 16th. 

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Emmy-award winning actress, producer and writer Quinta Brunson joins Michelle and Craig for a conversation during the opening of the Obama Presidential Center. Quinta talks about her early days in comedy, how she broached the topic of her career with her parents, and reveals the one surprising situation that gives her imposter syndrome.

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Comedian and actor Kevin Hart talks about why he put down the basketball shoes and picked up the mic to pursue a long running career in comedy and entertainment. He opens up about his fatherhood journey and the crucial lessons he learned from his mother and a fateful run in with his own father. 

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On this episode of IMO, actress, host, and podcast veteran Jessica Williams joins the show! She discusses what it was like to have Jon Stewart as a mentor during her early tenure at The Daily Show, how she has had to approach her acting career as a tall Black woman in Hollywood, and the surprising crafting projects she’s picked up in her down time. Plus, Jessica shares her favorite stories from behind the scenes of Shrinking.

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Grammy Award-winning artist Anderson .Paak joins the show today! He talks to Michelle and Craig through his music career, including his early days as “Breezy Lovejoy,” the devastating moment he thought his career was over before it started, and his big break with Dr. Dre. 

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 This week, Michelle and Craig are joined by one of the most influential filmmakers in the history of cinema, Steven Spielberg! On only his third-ever podcast appearance, the legendary filmmaker opens up about his childhood, his craft, and his new movie Disclosure Day. Plus, he shares which actor almost played the iconic role of Indiana Jones, and how the moviegoing experience can build community. 

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Today’s episode of IMO features two very talented (and funny) costars: Ayo Edebiri and Don Cheadle! The two star in the Broadway revival of Proof, co-produced by Higher Ground. They discuss what it’s like starring on Broadway for the first time, their childhood experiences on the stage, and the friendship they’ve developed through the show. Plus, a surprise appearance from a bug sends the whole group reeling…

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 In this special live IMO episode, tennis legend Serena Williams joins Michelle to talk about all things motherhood. They swap stories about their fertility journeys, experience raising daughters, and the lessons they learned from their own moms. Plus, Serena shares what it was like to win a grand slam while pregnant!

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Legendary comedian Dave Chappelle joins Michelle and Craig from WYSO, the public radio station in Dave's hometown, Yellow Springs, Ohio. Dave dishes about growing up with a double life -- one in a small town and one in a city -- what he's learned about himself as a dad, how crucial it is to live in community, and how his mom taught him to not fear being great.

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