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What do you do when you encounter the unexpected? That make-or-break moment that leaves you crying in front of strangers or quitting your job to pursue your true passion. Now What? with Brooke Shields dives deep into the world of redos, resets, and forward fails: From career pivots and personal missteps to moving through grief (or just plain moving on). Join Brooke as she sits down with authors, experts, and celebrity guests to hear their ‘now what?’ moments and learn what they’ve done (or are still doing) to get through it.


Now What? with Brooke Shields

Legendary broadcast journalist Katie Couric joins our final episode to share lessons she's learned from her extraordinary career. Katie tells Brooke how she responded when CNN’s president questioned her talent, what she took from her history-making turn at CBS Evening News, and how she fought to shake the “morning news albatross.” Speaking candidly about the lingering pain from her husband and sister’s deaths, Katie also shares how standing up to cancer has become her life’s mission.

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Katie Couric on shaking the morning show stigma

Brooke’s hubby Chris Henchy makes his “Now What?” debut! The couple swap details about their meet-cute on the Warner Brothers lot, their parenting skills and favorite family traditions, and how Chris’ dedication to his Irish granny helped convince Brooke he was "the one." Chris also opens up about his journey from finance bro to comedy writer, and shares how he moved on from the failure of his first movie to one of his greatest successes to date.

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Brooke's husband Chris Henchy takes the hot seat

Writer, director, and actress Jennifer Esposito stops by to talk about her critically acclaimed new film, Fresh Kills, and shares how making her dream project helped her heal from years of abuse from industry heavyweights. Brooke and Jennifer discuss the importance of self-advocacy, Jennifer’s life-long struggle with celiac disease, and the power of art to breed greater empathy and understanding.

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Jennifer Esposito on not taking no for an answer

Author, advice columnist, and all-around badass Cheryl Strayed joins Brooke for a wide-ranging conversation about parenting, childhood poverty, and what it means to be rich in love. Cheryl gets candid about the years leading up to her famous trek on the Pacific Crest Trail, and shares why she’s in need of another life-changing journey. Plus, the one thing Cheryl keeps in mind whenever she gives advice.

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Cheryl Strayed on embracing the gray area

Neurosurgeon, podcast host, and CNN’s Chief Medical Correspondent Dr. Sanjay Gupta chats with Brooke about why some brains respond more positively to “now what” moments than others, what his mom’s refugee journey taught him about resilience, and why his pivot into broadcasting was one of the biggest challenges of his life. Plus, Brooke and Sanjay share the advice they’d give their 25-year-old selves.

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Dr. Sanjay Gupta on training your brain to be resilient

Singer, songwriter, and activist Joan Baez chats with Brooke about her new documentary “I Am Noise,” and shares why she chose now to reveal intimate new details about her personal life and music. Joan also reflects on some of the biggest moments of her 60-year career (including her performance at The March on Washington), how our voices shape our identity, and what it means to be courageous.

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Joan Baez on learning to confront the past

Cedric the Entertainer chats with Brooke about his new novel Flipping Boxcars, the origins of his "dapper style," and his pre-comedy career at State Farm. Cedric also opens up about how the industry has evolved for non-white performers and shares why he pivoted his career to be closer to his family.

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Cedric the Entertainer on putting fatherhood ahead of fame

Have mercy! John Stamos and Brooke take a trip down memory lane as they reminisce about their young Hollywood days and their struggle to find legitimacy as actors. John opens up about his early “hatred” of Full House, his past alcohol addiction, and how love letters from his parents inspired him to write a memoir.

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John Stamos on sobriety and choosing to survive

Actress and comedian Sarah Silverman bonds with Brooke over their own parents' "sick" sense of humor, and discusses how her struggle with bedwetting as a kid made her less afraid of bombing onstage. Sarah also talks about the comedy boy’s club of the '90s, the evolution of her own material, and how aging forced her to embrace "the other parts" of herself.

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How Sarah Silverman changed comedy’s boy’s club

Brooke’s good friend and long-lost brother Willie Geist (Morning Joe, Sunday Today) joins the pod and shares the ways in which living in the South for 10 years changed his worldview, the moment he got (and then subsequently lost) a dream job, and what his father’s Parkinson’s diagnosis taught him about gratitude. Brooke and Willie reminisce about the origins of their friendship, including the show-stopping way Brooke first met his family (spoiler: it involves theft.)

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Why Willie Geist is the anti-Anchorman

Actor, comedian, and podcaster Rosie O’Donnell joins Brooke for a wide-ranging conversation about having a family member who suffers from addiction, the ways they learned to practice tough love, and what it’s like to come into your own in the public eye. Rosie opens up about her early stand-up career (including stealing Jerry Seinfeld’s jokes!), her controversial turn as a co-host on The View, and why producers of a cult-classic film pushed her to hide her sexuality.

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How Rosie O’Donnell learned to embrace controversy

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