Longtime friends, podcasters and performers Bowen Yang and Matt Rogers join the show! They discuss the Las Culturistas Culture Awards, how they’ve navigated their friendship through the ups and downs of their careers, and the fights that have made them grow closer to each other. Plus, Michelle shares the surprising new Bravo show she’s been watching.

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Grammy-winning artist Victoria Monét joins Michelle and Craig to help a listener who’s falling out of love with her dream job. Victoria talks about the twists and turns it took to set up her own career and how she refused to give up motherhood along the way. She and Craig connect over the embarrassment that can come with telling others about your ambitious goals and how to separate your work identity with your purpose. 

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Former President of the United States Barack Obama sits down with Michelle and Craig to answer a listener’s question about raising emotionally intelligent young men. President Obama shares how being raised by a single mother impacted his definition of manhood and how a formative experience in Indonesia taught him about self-sufficiency. Michelle and Craig reflect on the example of masculinity their own father set, and the group shares why community is key to raising boys in today’s day and age. Plus, he shares why he’s optimistic about the next generation.

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Legendary actress and comedian Julia Louis-Dreyfus joins the podcast to discuss the importance of building community in adulthood. Michelle talks about how she’s approaching life in her 60s, the surprising strategy she used to maintain her friendships while in the White House, and Julia shares the women who inspire her most. Plus, the group answers a listener's question about finding adult friends at every stage in life. 

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Social psychologist and best-selling author Jonathan Haidt (“The Anxious Generation”) sits down with Michelle and Craig to talk about the damage that smartphones and social media are doing to our kids. Jon lays out the four ways you can tackle the problems kids are having with their phones, create a play-based childhood, and resist giving kids access to social media before they’re ready. Plus, this week’s listener asks how to deal with screen addiction.

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Michelle and Craig sit down with famed radio host, podcaster, newly-minted golfer, and “Voice of New York,” Angie Martinez. As the mother of two sons, Angie offers her opinions to a listener struggling with raising a son in a volatile culture filled with bad examples of masculinity. Michelle and Craig talk about adolescent social pressure, and Angie shares her best trick for connecting with sons. 

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Legendary musician Bruce Springsteen joins Michelle (Craig is out sick!) to answer a question from a listener who is struggling with her relationship to her father. Bruce talks about therapy and how it helped him become a better father to his kids. Michelle talks about the joy of having an adult relationship with her children, and Bruce shares advice on how to accept the limits of other people. Plus! A special musical interlude from Michelle.

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Michelle and Craig sit down with entrepreneur and “Diary of a CEO” host Steven Bartlett to discuss what role money should play in your life, why it’s important to be transparent with your kids about your finances, and how Steven went from financial instability to a serial entrepreneur. They also answer a listener's question on how best to deal with financial anxiety and debt.

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On this week’s episode, OB/GYN (and close friend!) Dr. Sharon Malone joins the podcast to talk about the urgent issues plaguing women’s healthcare in the U.S. and how women can safely navigate a medical system that is not built for them. Plus, the group answers a listener question from a woman looking to freeze her eggs. 

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This week Airbnb’s co-founder and CEO, Brian Chesky, joins Michelle and Craig at the table to discuss everything from boosting a business out of the startup phase to dating in search of deep connection. Brian shares stories about Airbnb’s early keys to success (hint: it has to do with breakfast cereal), the evolving responsibility of tech companies in the modern age and how young entrepreneurs can navigate the current tech landscape. Plus, Michelle presses Brian on the dating advice he received from a surprising source during the pandemic. 

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