How To Fail With Elizabeth Day

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. https://forms.sonymusicfans.com/campaign/how-to-fail-uk-2023/ 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

Episodes

Stephen Grosz - ‘Real love is going to hurt’

October 8, 2025 • 52 mins
Warning: this episode may contain MIND-BLOWING moments. Stephen Grosz is a practising psychoanalyst and a personal hero of mine. He has worked with patients for more than 45 years and his first book, The Examined Life, drew on these experiences. When it was published in 2013, it caused a sensation and went straight to number one in the Sunday Times bestseller list. Since then, hundreds of thousands of readers, including me, have ...
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Jilly Cooper: On Failure, Love and Literature

October 6, 2025 • 38 mins
Today, we remember and celebrate the extraordinary life of Jilly Cooper, who has sadly passed away at the age of 88. A literary icon, Jilly captured hearts and imaginations with her wit, warmth, and unmistakable voice. Her novels, especially beloved titles like Riders and Rivals, sold over 11 million copies in the UK alone and most recently inspired the hit Disney+ adaptation that introduced her work to a whole new generation. I h...
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ON NAVIGATING YOUR 20s... With Phoebe Waller-Bridge and Lily Allen

October 5, 2025 • 17 mins
Welcome back to this How to Fail special where we journey through the archive to uncover insight and revisit powerful conversations. Each week, I hand-pick moments that speak to our shared challenges - hopefully offering comfort, clarity, and a renewed sense of perspective for whatever life might be throwing your way. Your 20s are notoriously a time of instability, during which you attempt to find yourself and figure out who you a...
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Jane Goodall on Optimism, Hope and Conservation

October 2, 2025 • 60 mins
We said goodbye to Jane Goodall, who passed away yesterday at 91 after a life that inspired millions. I feel so grateful to have had the chance to speak with her back in July 2022, a conversation I’ll never forget. Today, in honour of her incredible legacy, I want to re-share it with you. ___________________________________________________________________ The legendary Jane Goodall is a scientist, conservationist and humanitarian...
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Letitia Wright - ‘I was bullied… now I’m Black Panther’

October 1, 2025 • 52 mins
You’ll know Letitia Wright from her standout roles in Black Panther, Wakanda Forever, Black Mirror and Top Boy. She won the BAFTA Rising Star award in 2019 and is currently starring in Not Your Superwoman at The Bush Theatre, London. But Letitia’s journey hasn’t always been lined with red carpets. Born in Guyana and raised in Tottenham, North London, she’s faced her share of challenges including depression, anxiety and experienci...
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ON ADDICTION... With Mae Martin and Marian Keyes

September 28, 2025 • 16 mins
Welcome back to this How to Fail special where we revisit conversations from the archive to highlight particular themes and tap into the wisdom they contain. Each week, I select moments that can offer perspective, comfort and encouragement for whatever you might be going through. Since September is National Recovery Month, we’re exploring the theme of addiction. First, we hear from comedian, writer and actor Mae Martin, who joined...
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Joe Locke - ‘At 20, I Felt Like I Was Already 35’

September 24, 2025 • 46 mins
Joe Locke shot to global fame as Charlie Spring in Netflix’s Heartstopper, a role that catapulted him overnight from a schoolboy on the Isle of Man to an Emmy-nominated actor with millions of followers. In this candid conversation, the Heartstopper star reflects on the whirlwind of early success, the pressure of being seen as a role model and why he once felt like he was ‘already 35’ at just 20 years old. Joe opens up about the ch...
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ON WRITING... With Salman Rushdie and Kazuo Ishiguro

September 21, 2025 • 24 mins
Welcome to another special edition of How to Fail, where I revisit conversations from the How to Fail archives. Each week, we shine a light on a particular theme, hopefully offering inspiration, perspective and comfort through the words of past guests. This week’s theme is on writing - appropriately, because my new book ‘One of Us’ is out this week (25th September)! So it felt only fair that I re-shared a couple of my favourite au...
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Mark Ronson - The Stories Behind ‘Uptown Funk,’ Amy Winehouse & ‘I’m Just Ken’

September 17, 2025 • 50 mins
Content Warning: This episode contains mentions of drug use. Mark Ronson is the hitmaker behind some of the most iconic music of the past two decades. A nine-time Grammy-winning producer, DJ, and Oscar-winning songwriter (yes - he wrote “I’m Just Ken”), Ronson has collaborated with legends like Lady Gaga, Paul McCartney, Miley Cyrus and Duran Duran. He also produced Amy Winehouse’s era-defining album Back to Black, and his 2014 s...
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ON GRIEF… With Mo Gawdat and Bonnie Tyler

September 14, 2025 • 13 mins
Welcome to the newest evolution of How to Fail! Each week, I’ll be diving into the archives to spotlight key themes that have come up throughout my conversations with How to Fail guests. I’ll be sharing bite-sized takeaways every Monday to support, inspire and help with whatever you might be going through. This week’s theme is a big one: we’re talking all about grief. First, you’ll hear a moving excerpt from my 2019 conversation...
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Robin Wright on ageing, confidence and the myth of being ‘too late’

September 10, 2025 • 49 mins
‘I didn’t think I had that confidence, so I turned those roles down.’ Robin Wright is the legendary star of The Princess Bride, Forrest Gump, House of Cards, and Amazon’s gripping new thriller The Girlfriend. An Emmy-nominated actress, Golden Globe winner and now an acclaimed director, Wright joins How To Fail to talk about fear, self-worth, womanhood, motherhood - and what it means to start over later in life. She reflects on mi...
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ON HEARTBREAK... With Alain de Botton and Jay Shetty

September 7, 2025 • 15 mins
Welcome to this brand-new concept for How to Fail – where I dive into the back catalogue of the How to Fail archives, highlighting specific themes each week to bring you bitesize takeaways! Hopefully these episodes can bring some clarity on similar issues you’re facing or great stories that you might find comfort from. This week we’re looking at heartbreak. You’ll hear a highlight from my conversation with philosopher Alain de Bo...
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Tom Ellis - Fatherhood, Surrogacy and Years of Therapy

September 3, 2025 • 49 mins
You may know Tom Ellis as the devilishly charming lead in Netflix’s Lucifer, or as the lovable Gary in the BBC sitcom Miranda. He's also made waves in the U.S., starring alongside Gina Rodriguez in Players, and appearing in Hulu’s Tell Me Lies, created by his wife, Meghan Oppenheimer. In 2023, Tom and Meghan welcomed a daughter via surrogate, adding to his role as a proud dad of four. Now, his next big project is the star-studded ...
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Failure Throwback: Jameela Jamil

August 27, 2025 • 58 mins
Jameela Jamil is an actor, activist, and founder of the I Weigh movement. From teaching English to starring in The Good Place, Jameela shares the highs, lows, and radical honesty that define her journey. This episode first went out in February 2021. We talk about: Her struggle to be a "good" celebrity Body image battles and self-kindness Financial missteps and learning to thrive Calling out media hypocrisy and sparking global...
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Failure Throwback: Glennon Doyle

August 20, 2025 • 67 mins
Author of Untamed and fierce truth-teller Glennon Doyle joins me for a raw and revelatory episode, first recorded in July 2020. We dive into: Why we chase approval instead of trusting our inner voice Her struggles with body image, love, and emotional resilience The failures that shaped her—from family breakdowns to learning self-protection Every moment is unscripted and packed with wisdom. No edits. No filters. Just Glennon, ex...
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Failure Throwback: Chimamanda Ngozi Adichie

August 13, 2025 • 68 mins
This week we revisit one of my all-time favourite guests: Chimamanda Ngozi Adichie, recorded in July 2021. Best known for Americanah and her globally resonant TED Talks, Chimamanda opens up about the profound grief of losing both her parents within a year—and the raw journey of coping in its aftermath. We talk candidly about: Her essay Notes on Grief Being a daughter and the complexities of motherhood Fertility struggles and wr...
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Sir Tony Robinson - ‘I learned comedy as a defence mechanism’

August 6, 2025 • 49 mins
Recorded with a live audience in Cambridge, this captivating conversation delves deep into the life and career of a cultural force of the last half-century. Known of course for his iconic role as Baldrick in Blackadder, Sir Tony's sharp intelligence and dry humour have had a formative influence on generations.  In this candid discussion, he opens up about the unexpected turns and profound challenges that have shaped his extraordin...
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Fern Brady - ‘I make more money in comedy than I ever did from stripping‘

July 30, 2025 • 44 mins
In this searingly funny and deeply affecting live conversation, Elizabeth speaks to stand-up comedian, author and Taskmaster favourite Fern Brady about her autism diagnosis, her working-class roots, and the failures that shaped her award-winning memoir Strong Female Character. Fern opens up about late diagnosis, social masking, and stripping to fund her education - all delivered with the brutal honesty and whip-smart humour that’s...
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Dorinda Medley on Grief, Identity and The Real Housewives: ‘I was angry. I was lost. I felt like I got cheated.’

July 23, 2025 • 43 mins
What happens when the life you thought you’d built - the one with love, money, recognition - seems to slip away? This week, Elizabeth speaks to Dorinda Medley, author, TV personality and iconic former Real Housewife of New York, about reinvention, resilience and learning to be okay with not being liked by everyone. Dorinda opens up about the loss of her husband, the loneliness that followed fame, and why her departure from Housewi...
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Vanessa Williams - ‘It would be hard to be married to me!’

July 16, 2025 • 50 mins
As a recording artist, Vanessa Williams has earned 13 Grammy nominations and racked up over 212 million digital streams over the course of her eight albums. Her most popular hit, Save The Best For Last, was Number 1 for five weeks in 1992. She is also a highly successful stage and screen actor, appearing in Desperate Housewives and Ugly Betty. She is currently starring on the West End stage as Miranda Priestly in the musical adapt...
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