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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World-renowned life coach, podcaster, and former Hindu monk Jay Shetty joins Michelle and Craig to dive into a listener's question about professional ambition and dating. The trio discuss money in relationships, finding balance between work and romance, and Michelle shares her advice for choosing a life partner. Is the pursuit of perfection—in work or dating—worth it?

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You can watch Jay in person as he takes his podcast On Purpose on the road. Tour tickets available HERE.

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Acclaimed actress Keke Palmer joins Michelle and Craig to answer a listener who asks why she feels so bad after a big career win. Keke reflects on how her planned breakout as a young actress went awry, and the ways that feelings of failure contributed to her career. Michelle, Craig, and Keke talk about how their perspective on meaningful work has changed over the years—and the advice that Michelle’s girls are finally starting to listen to.

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Michelle and Craig host their first live podcast recording together at SXSW! They are joined by Dr. Laurie Santos, psychology professor and host of The Happiness Lab, to answer a listener question about finding hope in hard times. The group discusses how phones have contributed to the “always on” nature of stress, strategies to harness happiness is the everyday, and how to develop resilience for future challenges.

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Filmmakers Seth and Lauren Rogen join the show to answer a listener’s question about family upheaval caused by caring for an aging parent. Seth and Lauren open up about caring for Lauren’s mother after she received an early Alzheimer’s diagnosis, and Michelle and Craig share stories about the family caretaking that shaped their childhoods. Also find out how new hobbies and ceramic bongs could help you stay sharp as you age.

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Find additional resources at the Rogens’ Hilarity for Charity’s website: https://wearehfc.org/

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Issa Rae is an acclaimed actor, producer, writer, and restauranteur—but she’s also a student of modern adult friendships. She joins Michelle and Craig to answer a question from a listener who is struggling with the unexpected end of a long-term friendship. Issa asks why male friendships are so weird and shares lessons from a friendship falling out. Michelle offers lessons on how to maintain connections throughout life, and Craig takes a stand for the fellas – who, Issa and Michelle claim, have no idea how to use emojis to express actual emotion.

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