Cover of How To Fail With Elizabeth Day

How To Fail With Elizabeth Day

How To Fail With Elizabeth Day

By: Elizabeth Day and Sony Music Entertainment
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Every success story you've ever been told is incomplete. How To Fail with Elizabeth Day is the part they leave out. Each week, Sunday Times #1 bestselling author Elizabeth Day sits down with someone extraordinary - and asks them about the moments that didn’t go according to plan and how these failures shaped them. Kate Winslet on body image. Malala Yousafzai on rewriting her story. Pamela Anderson on refuting shame. Phoebe Waller-Bridge on creativity. Salman Rushdie on survival. Emilia Clarke on fame. What happens when the people you most admire stop performing and start telling the truth? Five hundred episodes in, we're still finding out. With sold-out nights at the London Palladium and Sydney Opera House, millions of listeners worldwide, and a British Podcast Award to its name, How To Fail is one of the UK's most successful podcasts. And yes, we're aware of the irony. Pick an episode. Start anywhere. An Elizabeth Day and Sony Music Entertainment production. All guest booking is managed from an official Sony Music email address. Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts and follow @sonypodcastsTo bring your brand to life in this podcast, email podcastadsales@sonymusic.comElizabeth Day and Sony Music Entertainment Social Sciences
Episodes
  • Bill Bailey - ‘Rejection Made Me A Better Performer’

    Bill Bailey - ‘Rejection Made Me A Better Performer’
    21 Oct 2026
    Bill Bailey is a comedian, musician, writer, actor, director and presenter, known for his brilliant live tours and panel appearances on shows including Never Mind the Buzzcocks and QI. In this episode, Bill discusses being rejected from drama school, an Edinburgh Fringe show which flopped and the death of his best friend Sean Lock. Plus: the moment he decided to cut off his legendary hair (after it got stuck in some train doors). Now, Bill is back on the road with his new UK arena tour, Bill Bailey: Vaudevillian, culminating in a two-month residency at London’s Theatre Royal Haymarket. IN THIS EPISODE 00:00 Introduction 03:05 Live Shows vs Screens 06:30 Love Letters and Marriage 10:24 Drama School Rejection 15:30 Music Teacher and Confidence 19:49 Haircut and Next Failure 22:51 Comeback Rocker Concept 23:20 Bill Best Backstory 24:28 Props Songs and Craft 25:16 Great Reviews No Crowd 25:46 One Person Audience Night 28:06 Friendship and Grief 34:22 Leaving Academia Behind 41:51 Animals Curiosity and Wallace 💬 QUOTES TO REMEMBER: Being on stage in front of an audience - there's nothing quite like it. There isn't really anything that replicates that experience. You have to cherish every moment. Cherish those friendships that you have. Cultivate them. Cultivate relationships with everyone that you feel a bond with, because you never know when they're not gonna be around. 🔗 LINKS + MENTIONS: Get tickets for Bill’s tour, Vaudevillean, here: www.billbailey.co.uk/live Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Stephen Merchant - swap.fm/l/Lta5mlFbVnPHyFb8R1n2 Miranda Hart - swap.fm/l/oTScN30b80GflJtO4rgu 💌 LOVE THIS EPISODE? Subscribe on Spotify, Apple or wherever you get your podcasts Leave a 5⭐ review – it helps more people discover these stories 👋 Follow How To Fail & Elizabeth: Instagram: @elizabday TikTok: @howtofailpod Podcast Instagram: @howtofailpod Website: www.elizabethday.org Elizabeth and Bill answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://lnk.to/7i0moR Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: askhowtofail.com Production & Post Production Coordinator: Eric Ryan Engineer: Matias Torres Assistant Producer: Shania Manderson Senior Producer: Hannah Talbot Executive Producer: Alex Lawless How to Fail is an Elizabeth Day and Sony Music Entertainment Production. Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts To bring your brand to life in this podcast, email podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    49 min
  • Bella Mackie - ‘I Will Never “Fix” My Mental Health’

    Bella Mackie - ‘I Will Never “Fix” My Mental Health’
    19 Oct 2026
    Bella Mackie began her career as a journalist, writing for publications including the Guardian, Vice and Vogue, before writing her bestselling debut, Jog On. The book explored how running helped her rebuild her life after the end of her first marriage triggered debilitating anxiety and panic attacks. She followed it with How To Kill Your Family, a darkly comic novel about a young woman methodically murdering her wealthy relatives. It spent 47 weeks on the Sunday Times bestseller list and is now being adapted for Netflix, starring Anya Taylor-Joy. Two more novels followed, including her latest, Claws Out - another bestseller, this time taking aim at the absurdities of North London’s liberal elite. It’s a world Mackie knows well. She grew up in North London, the daughter of journalist and campaigner Lindsay Mackie and former Guardian editor Alan Rusbridger, and still lives there today with her husband, Radio 1 DJ Greg James. In this episode we cover her OCD, how she feels she hasn’t ‘fixed’ her mental health - and perhaps never will, her ‘failure’ to leave home and what it’s like to be married to someone painfully level-headed. This bonus episode is brought to you by @arlalactoFREE - all the taste, easier to digest. IN THIS EPISODE 00:00 Intro 02:51 True Crime Origins 04:11 Rewriting Crime Tropes 07:17 Funny Draft Fail 10:37 Success Fuels Anxiety 14:57 Living With OCD 22:02 Childfree Choice Backlash 30:41 Cozy Season Sponsor Break 31:35 Failure to Launch Confession 32:15 Living Near Mum and Dad 33:48 Therapy Rejection and Detachment 34:43 Anxiety and Codependency Roots 37:31 Privilege Nepotism and Validation 39:26 Tony Blair as the Adult 44:01 Driving Cycling and Creative Life 💬 QUOTES TO REMEMBER: Anyone else’s mental health is an island you can’t get to. OCD is like Pokemon, you can catch them all. Greg [my husband] lies down on me when I have an intrusive thought and does a chicken dance on me to make me laugh. 🔗 LINKS + MENTIONS: Bella’s novel, Claws Out, is available to buy now: harpercollins.co.uk/products/claws-out-bella-mackie?variant=56397858537851 Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Dolly Alderton - swap.fm/l/XM98joc3GFEMTsLfkEfR Caitlin Moran - swap.fm/l/CaitlinMoran 💌 LOVE THIS EPISODE? Subscribe on Spotify, Apple or wherever you get your podcasts Leave a 5⭐ review – it helps more people discover these stories 👋 Follow How To Fail & Elizabeth: Instagram: @elizabday TikTok: @howtofailpod Podcast Instagram: @howtofailpod Website: www.elizabethday.org Join our community of subscribers here: https://lnk.to/7i0moR Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: askhowtofail.com Production & Post Production Coordinator: Eric Ryan Engineer: Matias Torres Assistant Producer: Shania Manderson Senior Producer: Hannah Talbot Executive Producer: Alex Lawless How to Fail is an Elizabeth Day and Sony Music Entertainment Production. Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts To bring your brand to life in this podcast, email podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    50 min
  • Anthony Scaramucci - My Biggest Failure? Working For Donald Trump

    Anthony Scaramucci - My Biggest Failure? Working For Donald Trump
    14 Oct 2026
    Scaramucci’s 11-day tenure as the White House Communications Chief under President Donald Trump’s first term ended in a blaze of recrimination. Scaramucci was advised by a PR consultant to disappear for five years. He refused - and reinvented his career. Now, he is the co-host of the US version of The Rest is Politics podcast alongside British journalist Katty Kay. After Harvard Law School, he joined Goldman Sachs and built a career in finance, eventually founding the investment firm SkyBridge Capital. In this revealing conversation we discuss what working on Wall Street in the 80s was like, getting fired from Goldman Sachs, his failed first marriage, not being there for his son’s birth, getting fired from The White House and rebuilding his current marriage. His book, All the Wrong Moves, looks at how three catastrophic decisions and years of ‘sh*tshow politics’ led to Trump. IN THIS EPISODE: 00:00 Introduction montage 03:22 Learning optimism and pronoia 05:02 Self forgiveness after failure 06:40 Growing up and getting to Tufts 11:58 Why he wrote the book 14:03 Fired then rehired at Goldman 25:23 Money mindset and marriage cracks 30:48 Work Taxes Burnout 31:26 Marriage Neglect Regrets 34:07 Conflict Avoidance Trap 34:55 Affair Self Forgiveness 37:46 Fatherhood After Divorce 40:44 Trump Ego Decision 45:00 Firing from The Whitehouse 57:03 Rebuilding and Looking Ahead 💬 QUOTES TO REMEMBER: When bad things happen, take a step back, and get into a channel that is the adult channel. Act in a rational way. I trained my brain to be optimistic. If you’re not careful, wealth can make you very depressed and lonely. Trump's bullying reminded me of my dad… but I was better prepared for it. 🔗 LINKS + MENTIONS: Anthony’s book, All the Wrong Moves, is available to buy now: www.penguin.co.uk/books/476667/all-the-wrong-moves-by-scaramucci-anthony/9781847929235 Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Bernie Sanders - swap.fm/l/pH8V6cBejDnhH47ega6D Andy Burnham - swap.fm/l/IpwatiJ5cM1h0UfcyFiA 💌 LOVE THIS EPISODE? Subscribe on Spotify, Apple or wherever you get your podcasts Leave a 5⭐ review – it helps more people discover these stories 👋 Follow How To Fail & Elizabeth: Instagram: @elizabday TikTok: @howtofailpod Podcast Instagram: @howtofailpod Website: www.elizabethday.org Elizabeth and Anthony answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://lnk.to/7i0moR Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: askhowtofail.com Production & Post Production Coordinator: Eric Ryan Engineer: Matias Torres Assistant Producer: Shania Manderson Senior Producer: Hannah Talbot Executive Producer: Alex Lawless How to Fail is an Elizabeth Day and Sony Music Entertainment Production. Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts To bring your brand to life in this podcast, email podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    1 hr and 7 min
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