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How To Fail With Elizabeth Day

Elizabeth Day and Sony Music Entertainment
How To Fail With Elizabeth Day
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374 episodes

  • How To Fail With Elizabeth Day

    Amy Jackson Westwick - I Was A Magnet For Narcissists

    01/04/2026 | 55 mins.
    Amy Jackson Westwick is a major Bollywood film star with some 14 million followers on social media. Yet she grew up in a working class family in Liverpool. So how did a teenager from Merseyside become one of the most recognisable British actors working in Bollywood?

    Today on How To Fail, she tells us her story.

    We discuss growing up too fast, how she broke free from a cycle of narcissistic relationships and how she now manages a blended family (Amy has two sons - one with her husband, the actor Ed Westwick, and one from a previous partner). Plus: what she learned from her years in Bollywood and why she’s ’a petty cow’.

    ✨ IN THIS EPISODE:

    00:00 Intro

    03:13 Chasing Security Not Fame

    04:08 Finding Yourself Again

    06:35 Growing Up Too Fast

    06:50 Liverpool Childhood Roots

    11:27 Pageants to Bollywood Break

    24:04 Perfect Family Fantasy

    25:21 Romanticising Love

    26:40 Back To Back Relationships

    27:30 People Pleasing Patterns

    29:06 Narcissists And Boundaries

    31:53 Leaving And Healing

    36:39 Blended Family Reality

    39:52 Step Parenting Rules

    47:05 Listening To Yourself

    💬 QUOTES TO REMEMBER:

    Security comes in so many different forms - and for me it's peace of mind.

    If it doesn't feel right, then it's not right... you've got to actually know how you're feeling and not be afraid to voice it.

    [On narcissistic relationships]: I confused controlling behavior for somebody who was loving and caring, and in actual fact it was the complete opposite.

    🔗 LINKS + MENTIONS:

    Amy’s podcast ‘What’s the Tea Amy?’ is out now

    The Testaments, a new Hulu original series, streaming April 8 exclusively on Disney+

    Join the How To Fail community: www.howtofail.supportingcast.fm/#content

    Elizabeth’s Substack: www.theelizabethday.substack.com

    📚 WANT MORE?

    Lily Allen - on early fame, mistakes, relationships and motherhood: swap.fm/l/8Otj3tpmbH5SF4xjVHTJ

    Gillian Anderson - on body image, rebellion and refusing to fit in with other people’s expectations: swap.fm/l/7NyZMzkfVOpGyDtlB6k0

    💌 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 Amy 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 [email protected]

    _________________________________________________________________________

    Learn more about your ad choices. Visit podcastchoices.com/adchoices
  • How To Fail With Elizabeth Day

    ON FINDING THE ONE… With Miranda Hart, Celeste Barber and Glennon Doyle

    29/03/2026 | 24 mins.
    This is a special episode, sponsored by Bumble, taking a look at all the different ways we can meet someone: whether you meet young, in your 50s, or post-divorce. The three women in this episode (and four if you count me!) - are here to show us that finding the love of your life isn’t always straight-forwards, or linear.

    First up, you'll hear from the brilliant and hilarious Miranda Hart, who got married when she was 51, and talks through her first date with her now husband. Then Australian comedian Celeste Barber talks about meeting her ‘hot husband’ young, and quickly becoming a step-mum to two young children. Finally, American author Glennon Doyle talks about leaving her marriage for the love of her life, Abby – and co-parenting her three children with her ex-husband in a blended family.

    I hope this episode brings you as much laughter, reassurance and warmth as each of those guests have brought me. And hopefully it inspires you to refresh your Bumble profile, or download Bumble now!

    Listen to Miranda’s full episode here: swap.fm/l/oTScN30b80GflJtO4rgu

    Listen to Celeste’s full episode here: swap.fm/l/qLmwfjyeSolWuFeaHGdt

    Listen to Glennon’s full episode here: swap.fm/l/Nd3ZzVy73FXUMupJ4i1q

    🔗 LINKS + MENTIONS:

    Elizabeth’s Substack: https://theelizabethday.substack.com/

    Join the How To Fail community: https://howtofail.supportingcast.fm/#content

    💌 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: @howtofailpod @elizabday

    TikTok: @howtofailpod @elizabday

    Website: www.elizabethday.org

    Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.com

    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 [email protected]

    Learn more about your ad choices. Visit podcastchoices.com/adchoices
  • How To Fail With Elizabeth Day

    Chris Appleton - ‘I Felt Shame Before I Felt Love’

    25/03/2026 | 45 mins.
    Celebrity hair stylist Chris Appleton has a slew of devoted clients including Kim Kardashian, Kris Jenner and Martha Stewart, as well as millions of Instagram followers and a regular slot offering advice on The Drew Barrymore Show. His memoir, Your Roots Don’t Define You, is a New York Times bestseller.

    But growing up was hard on Appleton: he was the middle of five children and struggled with undiagnosed dyslexia at school. He was bullied by his classmates for being gay - something he didn’t yet understand about himself. At 16, he left school to work full-time and began a serious relationship with his colleague, Kate. By 19, he was a father.

    In this episode we discuss imposter syndrome, the darkest moments of his life, shame and the work he’s done to overcome the hurdles he’s faced. And, of course, we talk about the Kardashians.

    ✨ IN THIS EPISODE:

    02:33 Imposter Syndrome as Fuel

    04:24 Red Carpets and Online Pressure

    05:27 Hair as Celebrity Identity

    07:15 Memoir and Health Wake Up

    08:48 Dash the Dog and Comfort

    11:02 Shame Coming Out and Healing

    22:26 Kids First After Divorce

    23:05 Holiday Triggers and Boundaries

    24:31 Success Doesn't Heal

    25:18 Inner Child Healing Work

    27:22 Envy Into Mentorship

    30:08 Kardashians on Failure

    31:25 Hair Identity and Change

    35:18 Comparison and Social Media

    💬 QUOTES TO REMEMBER:

    It’s okay to make mistakes, but I love learning from them and understanding why we make those decisions.

    Hair is such a big part of people's identity. It tells who you are.

    You can externally excite yourself... But if you're not aligned internally, you still have that sad and lonely feeling.

    I think imposter syndrome to an extent is healthy... It keeps me turning up to jobs prepared. I treat every job like it's the first time I've done it.

    🔗 LINKS + MENTIONS:

    Chris Appleton’s book Your Roots Don’t Define You, is out now

    Join the How To Fail community: www.howtofail.supportingcast.fm/#content

    Elizabeth’s Substack: www.theelizabethday.substack.com

    📚 WANT MORE?

    Rylan Clark - on public breakdowns, surviving divorce and rebuilding his sense of self.

    Dawn French - on comedy, adoption and finding confidence later in life.

    💌 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 Chris 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 [email protected]

    _________________________________________________________________________

    Learn more about your ad choices. Visit podcastchoices.com/adchoices
  • How To Fail With Elizabeth Day

    Mel Schilling - ‘She was the embodiment of vibrant life’

    24/03/2026 | 1h 19 mins.
    I never thought I would have to write these words, but here we are. In the wake of my dear friend’s passing, I wanted to reflect on the life of one of the most radiant people I’ve ever met: Mel Schilling. I never quite understood the truth of the phrase ‘she lights up a room’ until I met Mel. It wasn’t just the sparkling smile or the sequins she loved wearing or the glittery eyeshadow; it was deeper than that: she wanted others to shine, to feel special and to be loved. To believe themselves worthy of love.

    To be in Mel’s company was to feel anything was possible. 

    I wanted to re-release this very special episode of How to Fail because it shows so much of the woman she was. It was also the first time I met Mel in person after admiring her for years from afar on our TV screens. I’m so lucky to have known her.

    Please enjoy getting to know my friend Mel.

    And if you want to hear more of her extraordinary insights and wisdom, you can listen to her on How To Date [link here: swap.fm/l/92EWhbCOZtcpVjwW1ZhD]. 

    👋 Follow How To Fail & Elizabeth:

    Instagram: @elizabday

    TikTok: @howtofailpod

    Podcast Instagram: @howtofailpod

    Website: www.elizabethday.org

    Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.com 

    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 [email protected]

    _________________________________________________________________________

    Learn more about your ad choices. Visit podcastchoices.com/adchoices
  • How To Fail With Elizabeth Day

    ON STARTING OVER AFTER GRIEF… With Stanley Tucci and Geri Halliwell-Horner

    23/03/2026 | 20 mins.
    Starting over can feel heartbreaking and overwhelming, especially after losing a loved one, and the idea of rebuilding a life can seem impossible. In this episode, Stanley and Geri show us that sometimes moving forward isn’t about letting go of the past, but learning to carry it with you in a way that allows life to continue.

    Stanley Tucci speaks with brave honesty about the death of his first wife, Kate – the guilt he felt as he tried to move on and the difficult choices he faced while creating a new life for his children.

    Geri Halliwell Horner reflects on losing her father as a teenager, how that loss shaped her ambition and how writing her novel unexpectedly helped her make sense of long‑held grief.

    This episode explores love, loss and the resilience that allows us to keep going after such events. I hope it brings you a sense of solidarity or confirmation that we don’t need to erase what came before; sometimes, it becomes the very force that helps us begin again.

    Listen to Stanley’s full episode of How to Fail here: http://swap.fm/l/WCW054IGNZnSnTzEXPTN

    Listen to Geri’s full episode of How to Fail here: swap.fm/l/a7i32bvmHld3JFuDmShl

    🔗 LINKS + MENTIONS:

    Bereavement support: https://www.cruse.org.uk/

    Elizabeth’s Substack: https://theelizabethday.substack.com/

    Join the How To Fail community: https://howtofail.supportingcast.fm/#content

    💌 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: @howtofailpod @elizabday

    TikTok: @howtofailpod @elizabday

    Website: www.elizabethday.org

    Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.com

    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 [email protected]
    Learn more about your ad choices. Visit podcastchoices.com/adchoices

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About How To Fail With Elizabeth Day

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 [email protected]
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