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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Author Glennon Doyle and superstar soccer legend Abby Wambach sit down to give advice about what an IMO listener should prioritize while figuring out where to move her young family. Glennon shares why she moved her family seven times, and, as the “bonus parent,” Abby discusses what she thinks is most important to their kids’ and family’s happiness (hint: It’s not unlimited cake-pops, though she’s tried). Craig and Michelle discuss their own stories of uprooting families for careers—including a very strange move to a big house in Washington, DC.

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On this special live episode of IMO, Michelle sits down with Tina Knowles to launch her new book Matriarch. Tina goes deep on the values she learned from her childhood, how she shepherded her daughters through their iconic careers, and what she’s learned about being a mother.

Learn more about Matriarch here: https://www.penguinrandomhouse.com/books/729803/matriarch-oprahs-book-club-by-tina-knowles/

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On today’s episode, Michelle and Craig open up about how they’ve managed grieving their beloved mother, Marian Robinson. An IMO listener asks Michelle and Craig for help in navigating painful family dynamics after losing her dad. Michelle and Craig share how their parents helped them manage grief from a very young age, and offer advice to the listener for finding meaning and connection after significant loss.

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Legendary entertainers Damon and Marlon Wayans join the pod as IMO’s first sibling guests! They share hilarious stories from their childhood, open up about working together as an entertainment family, and share wisdom about raising children through challenges.

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Actress, businesswoman, and mental health advocate Taraji P. Henson joins to talk about setting boundaries, why Michelle didn't attend the inauguration, post-White House therapy, and the glories of the Real Housewives franchise. Plus Craig gets a birthday surprise!

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Actress, director, producer and businesswoman Tracee Ellis Ross joins IMO to answer a listener question from a man who has been unlucky in love but wants a partner and family. Tracee discusses how she learned to embrace being single for much of her adult life, why she feels ready to date again, and shares her dating checklist. Plus, Craig offers his thoughts on what men are looking for in their dating lives.

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Michelle sits down solo with author, businesswoman, and all around multihyphenate, Elaine Welteroth, to answer a listener's question about a dating red-flag. Elaine tells the story of past romance with her own “Br. Big,” and how it nearly set her off course from the family goals she cared most about. Michelle talks about the importance of dating before marriage and highlights a concept that should be paid more attention: being the “chooser,” not the chosen.

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