Now What? with Brooke Shields

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Kal Penn on dealing with Hollywood's 'Brown Catch-22'

Kal Penn (House, Designated Survivor, Harold & Kumar Go to White Castle) opens up to Brooke about his “tragic” rejection from Yale, being pigeonholed in Hollywood because of the color of his skin, and how Harold and Kumar helped him subvert racial stereotypes and land his dream role. Then, Kal digs into the biggest pivot of his life: his decision to leave acting to go work for the Obama Administration. See omnystudio.com/listener for privacy information.

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  Katie Couric on shaking the morning show stigma

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  Brooke's husband Chris Henchy takes the hot seat

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  Jennifer Esposito on not taking no for an answer

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  Cheryl Strayed on embracing the gray area

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  Dr. Sanjay Gupta on training your brain to be resilient

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  Joan Baez on learning to confront the past

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  Cedric the Entertainer on putting fatherhood ahead of fame

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  John Stamos on sobriety and choosing to survive

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  How Sarah Silverman changed comedy’s boy’s club

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  Why Willie Geist is the anti-Anchorman

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  Bowen Yang on why he ditched a medical career for comedy

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  Erin Andrews on refusing to give up hope

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  How being a benchwarmer pushed Ellie Kemper into comedy

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  Now what do we do about women’s health?

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  Savannah Guthrie on why a little fear is a good thing

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  Michael Strahan on the importance of being seen