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How To Fail With Elizabeth Day

How To Fail With Elizabeth Day

Written by: Elizabeth Day and Sony Music Entertainment
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About this listen

 How To Fail with Elizabeth Day is a podcast that celebrates the things in life that haven’t gone right and what we might learn from them along the way. Every week, Elizabeth’s guest explores three failures, and what these failures have taught them about how to grow and succeed, better. We’d love to hear from you! Get in touch with Elizabeth to share your failures, problems or questions - anonymously or otherwise. She'll go through these each week with the help of her very special guests. And remember: a fail shared is a fail halved. Click here to get in touch. An Elizabeth Day and Sony Music Entertainment Original Production. Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts and follow @sonypodcasts To bring your brand to life in this podcast, email podcastadsales@sonymusic.com Guest bookings for How To Fail only come from official @sonymusic.com emails.Elizabeth Day and Sony Music Entertainment Social Sciences
Episodes
  • Richard Gadd - On Shame, Sexuality and Success

    Richard Gadd - On Shame, Sexuality and Success
    Apr 29 2026
    Richard Gadd is the creative talent behind Baby Reindeer - the Netflix show which won six Primetime Emmys, two Golden Globes and garnered 84.5 million views within its first 45 days. Gadd began in stand-up, and by 2016 he’d won a Perrier Award at the Edinburgh Fringe. His work became known for its compulsive storytelling, blending dark comedy with a kind of philosophical kink for asking audiences the most uncomfortable questions. Now Gadd returns with Half Man, a six-part drama co-production between HBO and the BBC, which Gadd created, wrote, executive produced and stars in. In this episode we talk through his childhood, how it felt to be abruptly catapulted into being the most googled man on the planet following the release of Baby Reindeer and the complexity of identity and sexuality. ✨ IN THIS EPISODE: 03:13 Fame and Self Worth 05:37 Writing Dark Truths 06:52 Baby Reindeer Explosion 08:00 Becoming Ruben 09:40 Half Man Meaning 10:57 Workaholism Origins 23:58 Family Support After Trauma 24:30 Comedy Meets Abuse Healing 26:13 Rebuking Shame 27:51 Fame And Re Triggering 29:12 Stubbornness And Casting Martha 33:03 Sexuality Beyond Labels 36:15 Grudges Empathy Forgiveness 40:13 Athlete Failure And Closing 💬 QUOTES TO REMEMBER: I never wanted fame. I just liked the idea that one day I would make a piece of art that was culturally important because then maybe I would learn to like myself. It doesn't matter your intelligence, where you come from, your upbringing, anything… it’s about the hours you put into it. Hard work trumps everything. I think actually that we have but scratched the surface of sexuality in a way... there are so many complications to it. 🔗 LINKS + MENTIONS: You can watch Half Man on BBC iPlayer every week Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Stephen Merchant - the actor, writer and director on turning 50, failure in stand-up and what he learned from Ricky Gervais when he co-wrote The Office: swap.fm/l/Lta5mlFbVnPHyFb8R1n2 Phoebe Waller-Bridge - the creator of Fleabag talks about ambition, doubt and creating bold work: swap.fm/l/gTCOCJUmXX9t22mTABSa 💌 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 Guest bookings for How To Fail only come from official @sonymusic.com emails Elizabeth and Richard answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: www.howtofail.supportingcast.fm/#content Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.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 mins
  • Rita Wilson - ‘I’m 69. I’m At My Most Unfiltered.’

    Rita Wilson - ‘I’m 69. I’m At My Most Unfiltered.’
    Apr 22 2026
    The acclaimed actor, singer and producer was born in Los Angeles to a Greek mother and a Bulgarian father who emigrated to the United States in 1949. You might know her from early roles like Bosom Buddies, where she met her future husband Tom Hanks, and from standout turns in films including Runaway Bride, It's Complicated and her unforgettable scene-stealing in Sleepless in Seattle. Behind the camera, she helped bring My Big Fat Greek Wedding and Mamma Mia! to the big screen. Alongside her film career, Wilson has built a powerful musical voice, releasing albums since 2012 and collaborating with artists like Elvis Costello and Willie Nelson. She now returns to her solo work with her sixth album, Sound Of A Woman, released on 1st May. In this episode, we talk about growing up in a traditional, private family but later living in the public eye, bringing My Big Fat Greek Wedding to the screen, her friendships with Nora Ephron and Bruce Springsteen - and how her experience of breast cancer reshaped her life and friendships. ✨ IN THIS EPISODE: 02:39 Sleepless In Seattle Scene Secrets 04:32 Finding Her Voice 07:53 Labels and Late Blooming 13:07 Privacy to Speaking Out 14:56 Greek Wedding Breakthrough 17:43 Drama School Rejections 27:57 Proving Them Wrong 29:03 Onscreen Friendship Magic 31:03 What Friendship Means 32:12 Breast Cancer and Blame 35:07 Honoring Her Father 39:55 Family Secrets and Privacy 45:50 Building Family Values 47:20 Fired as Ticket Taker 💬 QUOTES TO REMEMBER: I’ve come to a stage in my life where I’m only now just finding my voice, both metaphorically and literally. We spend so much of our lives shedding those identities that don't work for us anymore until we get to a place where I am now, which is literally the most unfiltered place you can be when you get to a certain age where you just don’t care what anybody thinks and you can tell the truth more fully. 🔗 LINKS + MENTIONS: Sound Of A Woman is out on 1st May Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Ruth Wilson – on refusing Botox, being rejected from Oxford and living with her father’s Alzheimer's: swap.fm/l/ZbkfbAmZFOX0zB2u1iiC Melanie Chisholm – the former Spice girl on mental health, identity and navigating fame: swap.fm/l/OAU4TwoXfjVLvCdrcSYY Gloria Steinem – my personal hero: on activism, ageing and redefining success: swap.fm/l/WbcOneXzQpdLfYriAQXE 💌 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 Guest bookings for How To Fail only come from official @sonymusic.com emails Elizabeth and Rita answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: www.howtofail.supportingcast.fm/#content Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.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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    52 mins
  • Emma Grede - ‘Ambition Is Something I Am Entitled to’

    Emma Grede - ‘Ambition Is Something I Am Entitled to’
    Apr 15 2026
    Today’s guest is a female billionaire: the co-founder and CEO of the Good American inclusive fashion brand and a founding partner of SKIMS, the shapewear and loungewear company. Emma Grede’s close working partnerships with the Kardashian family have led her to become an advocate for empowering women through business. Now, she’s publishing her first book, Start With Yourself, in which she explores everything from building personal resilience to developing self-forgiveness. In this episode we discuss her East London mindset, her famously controversial (!) attitude towards work-life balance, being a mother of four (her twins were born via a surrogate) and her experience of miscarriage. Female ambition, fertility, the discomfort of hard work…I’m so grateful to Emma for opening up on subjects that are so often shrouded in silence. ✨ IN THIS EPISODE: 03:02 Ambition Loves Discomfort 05:57 Growing Up East London 07:31 ‘Too Ambitious’ 08:34 East London Business Code 11:15 An Employee Mindset 19:13 Work-Life Balance Myth 26:34 Fearless Hustle Mindset 27:53 ITB Rise and Influencers 29:08 LA Office Ego Crash 31:40 Parenting as a Team 32:56 Fertility Reality Check 38:19 Good American Expansion Misstep 46:25 Mother’s Influence 💬 QUOTES TO REMEMBER: I have always thought about ambition as something that I am entitled to as long as I work for it. If you want to be extraordinarily successful… Then extraordinary work is required. You become confident because you know you can get through things and you know what's on the other side of failure. 🔗 LINKS + MENTIONS: Emma’s debut book ‘Start With Yourself’ - is available to buy now The Testaments, a new Hulu original series, streaming exclusively on Disney+ Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Melinda French Gates - another extraordinarily successful female philanthropist, who co-chaired the Bill & Melinda Gates Foundation, the world's largest private charitable organization, for 24 years: swap.fm/l/Zr3OTH30YZpvPRiXIkeX Mo Gawdat - an incredible guest who has been on How to Fail FOUR times - most recently in December last year to talk about the most common mistakes we make in love: swap.fm/l/Daw9T2DZbicGt0aOZZVX 💌 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 Emma answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: www.howtofail.supportingcast.fm/#content Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.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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    54 mins
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