HOW TO FAIL MORE

Ad Free + Extra Eps + Binge All of 'How To Date.'

$3.99/mo or $39.99/yr after trial

How To Fail With Elizabeth Day

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.com

  1. Charlie Mackesy – ‘Grief propelled me into work that saved me’

    6d ago

    Charlie Mackesy – ‘Grief propelled me into work that saved me’

    In this episode, I sit down with bestselling author‑illustrator Charlie Mackesy, whose work – The Boy, the Mole, the Fox and the Horse – has become a global touchstone for kindness, vulnerability and hope. Yet Charlie’s path was anything but straightforward: he grew up feeling inherently at fault, shaped by the pressures of competitive schooling and the emotional weight of carrying the painful stories readers now share with him. He talks about failing his driving test four times and the devastating loss of his best friend, Jamie, in a car crash – a grief that propelled him to London and sparked the first moment he began drawing compulsively, with music as solace. Charlie reflects on not achieving what he calls “conventional success” through marriage or children, the underrated importance of friendship and the power of kindness and self‑compassion. We also explore his years of not earning a living as an artist – a period he now sees not as failure, but as an essential process. Charlie urges us to create without fear, to let go of perfection and to live fully in the imperfect present. ✨ IN THIS EPISODE: 00:00 Intro 03:44 Feeling at Fault 04:30 Outsider and School Years 05:55 Carrying Others Stories 13:57 Animals and Ducklings 17:08 Driving Test Failure 18:06 Loss and Aftermath 20:05 Grief Fuels Art 23:14 Bottling Emotions 25:07 Remember Mothers Word 28:28 Mum’s Tactile Reading 29:44 Dementia and Story Comfort 33:21 Redefining Success 37:46 Friendship Essentials 40:37 Kindness and Self Talk 46:09 Failing as an Artist 💬 QUOTES TO REMEMBER: “When people tell you their weight, their sadness, anything, their failings, whatever it is they tell you, treat it like they’re giving you gold.” “I just wrote a book about a mole who likes cake and friends who are journeying in a difficult way with each other… but I think people just want to be heard and seen.” “None of us get out of here alive, so why not try? What have you got to lose?” 🔗 LINKS + MENTIONS: Charlie’s latest book, Always Remember: The Boy, the Mole, the Fox, the Horse and the Storm, is available from all major UK booksellers. Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Jacqueline Wilson - this episode explores how Jacqueline Wilson’s life and career never followed a predictable path. She didn’t become a bestseller until her 40s and the setbacks she faced helped shape the writer she became. It reflects on the imagination and resilience behind unforgettable characters like Tracy Beaker, her ability to reinvent herself, most recently with The Primrose Railway Children and the creativity and determination that have sustained a career spanning more than 100 books. Ultimately, it’s about a woman interrogating creativity, perseverance and the determination required to keep going: swap.fm/l/PawxjS1dFBaohoKZXfpL 💌 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 Charlie answer listener questions in our subscriber series: 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 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

    54 min
  2. Anastacia – All My Songs Have Been Good Therapy

    Jul 1

    Anastacia – All My Songs Have Been Good Therapy

    Anastacia has released eight albums and sold over 50 million records worldwide. She has collected a total of 227 gold and platinum certifications and counts Elton John as one of her biggest fans. In 2000, she released "I'm Outta Love", her debut single, which quickly topped charts worldwide and paved the way for her first album, Not That Kind. This year sees her embark on a major arena tour to celebrate that album’s 25th anniversary. In this episode we talk about her experience with breast cancer - she underwent a double mastectomy in 2013 after being diagnosed for the second time, dealing with sexism in the music industry and being a mother beyond the traditional sense. ✨ IN THIS EPISODE: 00:00 Intro 02:32 Brodie Joins the Studio 03:15 Day Jobs Before Fame 04:16 Not That Kind at 25 05:31 Finding Her Sound 08:25 Celebrity Gig Stories 11:34 Failures Tech and Glasses 26:04 Dream Glasses Partnership 26:57 Tinted Lenses Origin Story 28:31 Sexism and Image Pressure 31:45 Redefining Femininity 32:32 Cancer Advocacy Fire 37:40 Self Care Birthday Hack 41:44 Writing Singable Songs 44:22 Mothering Beyond Biology 💬 QUOTES TO REMEMBER: Give yourself a self-care birthday - go and get a mammogram There are so many different ways to be a mother  So the word cancer, I didn't like it, but I looked at the first three letters 🔗 LINKS + MENTIONS: Anastacia is celebrating 25 years since the release of her debut album ‘Not That Kind’ and is taking her #NTK2026 on the road Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Shania Twain - took us back to her childhood, where she felt she grew up too fast, singing in smoke-filled bars at a young age. There are some real similarities between these two episodes - see what you think: swap.fm/l/JyU54nvq2muyBpNFq3B9 💌 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 Anastacia answer listener questions in our subscriber series: 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 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

    54 min
  3. Mel Giedroyc and AJ Odudu on Body Confidence, Midlife Reinvention and Female Friendship

    Jun 29

    Mel Giedroyc and AJ Odudu on Body Confidence, Midlife Reinvention and Female Friendship

    Welcome to the FIRST EVER How To Fail Roundtable - a format we enjoyed so much we might just keep it. Today, Elizabeth is joined by broadcaster, actor, author and comedian Mel Giedroyc, and presenting powerhouse AJ Odudu for a candid conversation about body confidence, midlife reinvention and self-acceptance. Brought to you by Dove Whole Body Deodorant, they discuss navigating public scrutiny, aging, personal experiences of the menopause and the importance of friendship.  Together, they explore how honesty, resilience and everyday rituals can help us feel more confident and comfortable in our own skin. ✨ IN THIS EPISODE:  00:00 Intro 02:39 Mel on body confidence 05:50 AJ on self appreciation 06:53 Freshness and shoot day hacks 09:08 Mel career and live TV 11:46 Screen scrutiny and representation 18:05 Midlife reinvention begins 22:15 The Power of Invisibility 23:51 Slowing Down to Go Deeper 24:58 AJ on Reinvention and Grief 27:32 Daily Rituals as Survival 28:45 Perimenopause Reality Check 30:47 HRT and Finding Relief 33:46 Owning ‘No’ and the Crone Era 35:42 Women Supporting Women Finale 💬 QUOTES TO REMEMBER: Mel: Body confidence, to me, is literally getting closer to the mirror. AJ: We don't worship ourselves and honour our bodies in the way that we should.  Elizabeth: Everything is data acquisition about the thing that went wrong… you can do better next time or make different choices. 🔗 LINKS + MENTIONS: Dove Whole Body Deodorant: www.dove.com/uk/collections/whole-body.html Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 💌 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 Production & Post Production Coordinator: Eric Ryan   Engineer: Matias Torres Assistant Producer: Shania Manderson Senior Producer: Hannah Talbot Executive Producer: Alex Lawless 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

    45 min
  4. Kristin Scott Thomas – ‘Having children allowed me to see where I’d gone wrong’

    Jun 24

    Kristin Scott Thomas – ‘Having children allowed me to see where I’d gone wrong’

    In a career spanning four decades, Dame Kristin Scott Thomas has become one of Britain’s most celebrated actors: Four Weddings and a Funeral, The English Patient, The Horse Whisperer, Tell No One and Slow Horses, alongside acclaimed stage work including her Olivier‑winning performance in The Seagull. Yet her path was far from straightforward: discouraged at drama school, she moved to Paris as an au pair and rebuilt her training from scratch. Her childhood had already been shaped by profound loss after the deaths of her father and stepfather in near‑identical accidents. She has now channelled these experiences into her directorial debut, My Mother’s Wedding, which she also co‑wrote and stars in, alongside Scarlett Johansson, Sienna Miller and Emily Beecham. We talk about her early grief, the emotional armour she built as a teenager, the chaotic experience of filming with Prince, making My Mother’s Wedding, the power of women writing women, her unforgettable Fleabag monologue and the joy and clarity she has found in her 60s. ✨ IN THIS EPISODE: 00:00 Intro 03:15 Reclaiming a Tragic Narrative 04:59 Joy in her 60s 06:22 Co Writing With Her Husband 07:03 Animation and Childhood Memory 09:07 Casting and Creative Reunions 12:23 Failure One: Prince Film Debut 17:06 Fame Theater and Radical Roles 24:09 Under the Cherry Moon Lessons 25:28 Failure Two: Teenage Grief 26:24 Childhood Losses 27:58 Eldest Sibling Burden 28:37 Acting Through Sadness 29:59 English Patient Reflections 33:19 Four Weddings Role 36:39 Therapy and Healing 43:41 Grief Advice and Faith 45:45 Football and Identity 49:16 Aging and Gratitude 💬 QUOTES TO REMEMBER: “I wanted to take my past and make it into something positive.” “If people enjoy what you do, it’s not bad.” “Having children allowed me to see where I’d gone wrong and where I was beating myself up.” 🔗 LINKS + MENTIONS: Kristin’s directorial debut, My Mother’s Wedding, is now available in UK cinemas and streaming platforms such as Amazon Prime and Apple TV Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Rosamund Pike - this episode explores how her career has resisted tidy narratives, how she’s navigated fame without reading reviews for 25 years and how her so‑called “failures” – not getting married, struggling with fear, raising two sons while working, even a disastrous attempt at cooking a rabbit – have shaped her. It’s ultimately about a woman interrogating identity, courage and the stories she tells herself:http://swap.fm/l/tePOA4HZ2PoaBBwudnv7 💌 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 Kristin answer listener questions in our subscriber series: 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 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

    53 min

Trailers

Shows with Subscription Benefits

HOW TO FAIL MORE

Ad Free + Extra Eps + Binge All of 'How To Date.'

$3.99/mo or $39.99/yr after trial

4.7
out of 5
797 Ratings

About

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.com

More From How to Fail

You Might Also Like