Former basketball player Dwyane Wade and actress Gabrielle Union join the podcast to answer a listener question about supporting their sibling’s child through a hard time. The group discusses how to build healthy communication strategies with siblings in adulthood, how to offer meaningful help while respecting boundaries, and what a spouse can do to support their partner's family during hard times.

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On this week’s episode, college basketball coach and former player Dawn Staley joins the show to answer a listener question about leadership. She shares her own journey through the fledgling WNBA, her childhood growing up in North Philly, and what helped her to learn how to lead. Plus, Dawn shares her surprising true crime obsession.

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Dating coach and behavioral expert Logan Ury joins the podcast to discuss all things dating and love. She shares her go-to strategies for a first date, why you shouldn’t care so much about whether there’s a “spark,” and how to find an authentic connection in a dating world mediated by technology and phones. Plus, Michelle shares how she and Barack first fell in love.

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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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