To be human is to fail – period. And not just to fail once, but to fail a lot. As the author Samuel Beckett said: “Fail again. Fail better.” This saying means a lot to me and my family – so much so that my daughter got a tattoo of it. Why are we, and so many others, so deeply concerned by failure? And if it’s something we all do so often, why are we so afraid of it – especially those of us here in win-at-all-costs America? In this podcast, I sit down with successful, thoughtful people like B ...
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The journalist Maureen Dowd has many notches in her belt, from feats like winning a Pulitzer Prize and writing pivotal profiles on some of the world’s most powerful people. She shone light on Elon Musk before DOGE and Uma Thurman’s emotional struggle with Quentin Tarantino, all of which is captured in her latest book, Notorious. Even for her, thoug…
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Lewis Hyde is one of those contemporary authors whose work I think about a lot. He’s spent years reflecting on and writing about topics of great interest to me, like forgetting and forgiveness, but the true trademark of his work is how he processes concepts and describes them. He approaches his work like chasing a butterfly (a lifelong hobby of his…
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Jonathan Roumie is a genuinely charismatic individual, which is understandable given his acclaimed portrayal of Jesus in the immensely popular Christian historical drama The Chosen. However, long before embodying arguably the most significant main character in history, Jonathan was, to borrow the familiar lyric, “just a slob like one of us.” He spe…
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It’s finally here: the one-year anniversary of the launch of Fail Better. This moment brought out a lot of feelings and jokes about what it’s meant to make this show and have the conversations I’ve had, and you get to hear me talk about that here. Then I play one of my favorite interviews I’ve had, with the one and only Rosie O’Donnell, who enthusi…
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After an illustrious tennis career, of course Chris Evert cherishes the wins and broken records. Yet, the sting of defeat is also etched in her memory, marked by days secluded in hotel rooms with the worst missteps replaying in her mind. Life as a high-profile athlete began for Chris as a teenager, and it opened her up to intense scrutiny from tabl…
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As a founding member of the band Toto, Steve Lukather is well aware of the song you probably know him for. But Steve, known to most as “Luke”, has plenty of other claims to fame. Luke is a seriously talented guitarist and writer with more than a dozen albums to his name from Toto alone, not to mention an almost infinite number of credits and Grammy…
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This week, we’re offering another peek at the kinds of things you might hear in Lemonada Premium. At the end of each regular episode, there’s a snippet of my thoughts about the conversation, but those are just snippets. My post-mortems are much longer than that, and we publish the full versions exclusively for Lemonada Premium subscribers. Today, w…
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Graydon Carter, the editor whose two decades at the helm of Vanity Fair transformed the publication, sure knows how to curate. He made the magazine into the cultural touchstone it is today (think: the much-photographed Vanity Fair Oscars Party, the viral celebrity lie-detector tests), though not without trial, error, and lots of nerves. He and I ta…
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In 1999, the musician Bree Sharp released a single titled “David Duchovny,” off her debut album, A Cheap and Evil Girl. Despite it being the early days of the internet, the song — with its refrain “David Duchovny, why won’t you love me?” — found its way to me, as did the surprise music video that a bunch of people came together to make for our X Fi…
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To me, there are few sitcom characters more memorable than Steve Urkel on Family Matters. So getting to talk to the actor Jaleel White — about his approach to acting, his take on Hollywood in the ‘90s and now, and what it’s meant to have a character follow him into adulthood — was as illuminating as I’d expected. As a pillar of show business and an…
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Check it Out: “Use a Messy Closet, a 3-Hour Rule for Difficult People & Renowned Judy Blume on Reading”
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This week I’m excited to share an episode of the podcast Happier, hosted by past guest Gretchen Rubin. Gretchen’s podcast, on the Lemonada Media network, explores how we can live a more fulfilling life. In this episode, Gretchen addresses the common feeling of not having enough time to cross all the things off your to-do list, and she offers a usef…
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Peter Singer has a pretty simple mission: minimize the suffering of all living creatures. But a seemingly straightforward objective can lead to some surprisingly thorny questions. As a philosopher and professor, he’s spent decades pondering the ethical dilemmas that come with living in the modern world. His books have ignited movements — from anima…
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Failure-ish with Kenya Barris
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1:01:38Kenya Barris, the creator of "Black-ish", knows a thing or two about resilience. Eighteen failed pilots before he finally struck gold? That's dedication — and, as it turns out, a family value. I’d always been drawn to Kenya’s humor and storytelling, but during our conversation it really clicked how much his experience as a father — and, as he openl…
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Kara Swisher Is So Much More Than the World’s ‘Musk-splainer’
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1:17:55As someone who knows tech giants like Elon Musk more deeply than most reporters, Kara Swisher doesn’t have a ton of patience for them. But that doesn’t mean she doesn’t have empathy. Reflecting at this pivotal moment, she’s stripping away the facades of these powerful men to reveal their true characters (typically, cringeworthy pretenders). She and…
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Failure, Freedom, and ‘Friends’ with Maggie Wheeler
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1:05:26While Maggie Wheeler is known by millions as the iconic Janice on ‘Friends’, she has been my real-life friend for even longer. Back in the late 80s, we made our film debuts together, playing former lovers, which is a distinction we shared in real life, even at that time. And we’ve stayed close even as our lives and careers went off in the various w…
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This week, I’ve got some more behind-the-scenes content for you. As you know, at the end of each episode you hear a little snippet of my thoughts from after the interview wrapped up. What you might not know is that I share the full version of those thoughts with our Lemonada Premium subscribers each week. Today, I’m giving you all a chance to hear …
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The author of In Praise of Failure, Costica Bradatan, joins me from Romania to share his wisdom on all things lack and loss. We talk about the true meaning of humility, the benefits of clumsiness, and just how broken democracy is — and has been — across time and place. Plus, we discuss quite possibly the biggest failure of all, the one none of us c…
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As the presidential administration turns over, it feels like an important time to revisit the family dynamics that brought about Donald Trump. His niece, Mary Trump, has long lived in the shadow of her family’s name. And as she writes in her memoir, Who Could Ever Love You, the darkness of that shadow affected generations of Trump children long bef…
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Throughout his long and varied career, Rob Lowe has become an expert at reinventing himself. He left behind his bad-boy image from iconic 80s movies to work on a clever mix of dramatic and comedic TV roles. But I’ve known Rob for a while, and he’s a very layered individual. We look back at how Rob has pursued his passions and how he and his wife, S…
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I’m no self-help guru. And while I don’t think Gretchen Rubin would identify as one, she’s dedicated her work to figuring out just what the hell it means to live a full life. As a writer and former lawyer, Gretchen has spent years trying to understand happiness, the ways she can access it herself, and how to bring others in on the wisdom she’s gain…
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As 2024 comes to a close, I’m feeling grateful for the conversations this show has allowed me to have, including the one that started it all. In honor of the growth (and growing pains) since the show launched earlier this year, I’m sharing the first episode of Fail Better, featuring the one and only Ben Stiller. It was my first-ever interview, and …
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The actor Alec Baldwin has spent a lot of time at life’s intersections. He came of age with challenging circumstances on one side and larger-than-life role models on the other. And when you look at how he works or how he parents (he’s now a father of eight), you’ll see that the duality has stuck around. He and I talk about how it’s possible to feel…
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As the United States Surgeon General, Dr. Vivek Murthy is dedicated to keeping the public healthy and safe. But these days, that involves much more than just cigarette warning labels. Dr. Murthy knows health should be looked at holistically, and he’s used his position to spotlight topics you might not think of as health crises, like gun violence, l…
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Jack Halberstam, the author of The Queer Art of Failure, is someone I’ve wanted to talk to since I first started this podcast. As a professor and scholar, Jack has dedicated his career to dissecting the often-radical undertones of popular cultural media. Together, we look at how animated kids’ movies like Shrek, Finding Nemo, and Chicken Run offer …
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It was a real magic moment to connect with Aimee Mann, a musician I’ve listened to for decades. She indulges my curiosities about lyric choices and instrumental training, and I learn how much goes on behind the scenes of an Aimee Mann production. We talk about the traumas of her past, which hardships do and do not influence her work, and why there …
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Catching Up with Gillian Anderson
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1:03:42Gillian Anderson and I share a connection unlike any other. The Dana Scully to my Fox Mulder, we are the only ones who understand what the other was going through during those X-Files years. But so much was left unsaid — until now. We got a chance to open up about the ways we might have failed one another during that wild ride, and we both examine …
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Jia Tolentino has the internet to thank for some of her biggest successes. In the 2000s, it offered her connections beyond her strict religious community and gave her a place to share her writing with her millennial peers. Her “online” insights carved out a niche at The New Yorker, and her 2019 essay collection, Trick Mirror: Reflections on Self-De…
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I go on the record with my opinions on the election. Not surprisingly, given this podcast, I find some major connections to failure. See omnystudio.com/listener for privacy information.Από τον Lemonada Media
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Nate Silver is a risk taker. On top of boldly and publicly forecasting elections as part of his website FiveThirtyEight, he’s a regular poker player, and in just one season of basketball, he bet nearly 2 million dollars on games. He still doesn’t have the foolproof winning formula figured out – even though that’s the ultimate forecaster’s promise –…
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I’ve known Jason Beghe for 50 years and counting, ever since we met one fateful day in a high school biology class. I watched as this rambunctious and rebellious kid grew up and carved his own path, never following trends. But when Jason became heavily involved in the Church of Scientology, we drifted apart — and I felt like I’d failed him as a fri…
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Rosie O'Donnell’s famous friends tell her she’s no good at being a celebrity. And if she’s honest, she’s never really felt like one. Despite her iconic roles and mass appeal, Rosie says she always identified more with the viewers at home rather than the stars she was interviewing on her long-running talk show. We got together in person to discuss a…
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You can get even more Fail Better with Lemonada Premium, where I share the extended thoughts I have after each interview. Here’s a free peek at what you could be getting: My conversation with Lisa Loeb, that came out earlier this week, really unlocked some things for me. Plus, it dovetailed well into some of the thoughts I was having after talking …
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Lisa Loeb has the mind of a student — a straight-A, Grammy-winning student. As we talk, she moves between earnest curiosity and a dogged determination to succeed, and it’s clear to me that Lisa’s robust musical career (extending way beyond her hit song “Stay (I Missed You)”) has a lot to do with how hard she fought to open the doors that were close…
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When a young Andy Cohen sat in front of his family’s TV watching hours and hours of soap operas, his mother grew increasingly concerned about his future: Was he destined to become an “airhead”? But Andy’s obsession with melodrama paid off. He’s defined modern television as executive producer of the Real Housewives reality show franchise, and he’s s…
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As a veteran late-night guest, I know a phony host when I see one — and Seth Meyers is as genuine as they come. He’s been a professional funny guy on TV for decades, first joining the cast of Saturday Night Live in 2001, then hosting his own late-night talk show since 2014. Over the years, he’s learned the hard way what works and what doesn’t, stum…
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Here’s something a little different this week, before I come back next week with more interviews. At the end of each episode, you hear a snippet of my thoughts on the interview, usually a day or so later after I’ve had time to sit with it. I share the full version of those freeform, reflective monologues with our Premium subscribers, and today I wa…
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I recently sat down with organizational psychologist Adam Grant for an episode of his podcast, ReThinking. Even though he was the one interviewing me, he shared some of his own valuable insights from the world of academic research. In our conversation, we discuss the importance of accepting your failures, how falling short of your goals can be a go…
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Being “indie famous” is complicated, and Kathleen Hanna isn’t here to water it down. Her career making feminist punk music — most notably in the band Bikini Kill — meant she was attacked for her activism by some and objectified as a symbol by others. But Kathleen and her bandmates continued to fight for respect and wrangle messy topics into punchy …
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When I first met Kumail Nanjiani, we were on set on the X-Files, chasing down the shape-shifting Were-Monster. Since then, I’ve seen Kumail undergo his own transformation — into a leading man and big-screen superhero, playing memorable characters with depth, heart and humor. Only, he doesn’t always see it that way. We chat about his love of the X-F…
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Mary Trump, niece of former president Donald Trump, has long lived in the shadow of her family’s name. And as she writes in her new memoir, Who Could Ever Love You, the darkness of that shadow affected generations of Trump children long before it took hold of the world. We talk about her grandfather, Fred Trump, the business-minded, manipulative pa…
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This week I’m sharing a neat episode of Freakonomics Radio, hosted by past guest Stephen Dubner. His acclaimed podcast recently put out a series that really resonated with me — a series about failure, which is part of why I was so excited to talk with Stephen in the first place. You get to hear the first episode of that series, How to Succeed at Fa…
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The nephew of Joan Didion and John Gregory Dunne, and son of Dominick Dunne, becoming anything other than a writer feels almost sacrilegious. Yet Griffin Dunne only recently became an author, publishing his family memoir “The Friday Afternoon Club” after spending decades in other fruitful and wide ranging creative pursuits. The actor and producer, …
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“Who can explain the athletic heart?” These are the words Sally Jenkins’ father would ask, driving her to follow in his footsteps and become a groundbreaking sportswriter. From eating a cheeseburger alongside golf legends as a child, to writing memoirs of the world’s top athletes and coaches, Sally has had a unique look into the lives and minds (an…
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Jeremiah Fraites, co-founder of The Lumineers, says he’s not a lyricist. Yet he matches me quote for quote as we discuss creativity, grief, and giving up control. The conversation takes us a lot of places – like to the free-throw line, and to church. As a fellow father and musician, it’s a treat to see so many sides of Jeremiah, as is getting to re…
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Fred Armisen grew up idolizing trailblazing musicians, from The Beatles to The Clash and The Talking Heads. But spending his twenties drumming in bands never seemed to land him further than moderate crowds and endless nights loading his gear into the van. In need of a change, he turned to comedy, honing the craft of creating characters we know and …
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This week I wanted to share this interview I did with my friend Samantha Bee on her show Choice Words. Read more about our discussion below, and happy listening. We’ll be back next week. When actor David Duchovny was teaching his daughter to ride a bike, he made the questionable choice of taking her to the top of a grassy hill at Pepperdine Univers…
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I may not know a lot about skateboarding, but I can recognize the type of relentless drive that fuels Tony Hawk. He’s left his mark on a sport that thrives on risk, which means he’s soared high and fallen hard. On the 25th anniversary of Tony landing the first “900” — a trick where he somehow spins 900 degrees in mid-air — we discuss the years of t…
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There are few actors left who embody the ethos of old Hollywood. Sean Penn is one of them. We got together at his place for a face-to-face exploration of Sean’s life and career. We discussed how his childhood in Malibu helped him create the iconic Jeff Spicoli, and how his first acting coach still shapes him today. We speak of his friends — Brando,…
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Patric Gagne and the Art of Sociopathic Zen
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1:01:51When I first heard about Patric Gagne, a diagnosed sociopath with a buzzy new memoir, I was intrigued. If she lives without the social emotions that often hold us back — embarrassment, jealousy, and shame — does she actually have a superpower? What can she teach us about failure, and does she fear it like the rest of us do? After tearing through he…
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Stephen Dubner, host of Freakonomics Radio, has done more than change the way we think about economics — I consider him a spiritual guide of our time. But for all his success, he’s got a laundry list of careers he’s left behind, from rising-star musician to New York Times writer. We debate the merits of expecting the worst versus hoping for the bes…
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