How To Fail With Elizabeth Day

This week we are joined by podcasting royalty, Sophie Habboo! Habboo found fame on Made In Chelsea, E4’s structured-reality show following the lives of affluent 20-something Londoners where she met fellow cast-mate Jamie Laing in 2017. The two began dating - and then launched a media empire. Their podcast, NearlyWeds was an instant hit and was rebranded as NewlyWeds when they got married in 2023. Habboo now runs the hugely successful JamPot podcast production company with her husband and the two served as executive producers on Raising Chelsea, a new three-part Disney+ documentary following the couple as they face the messy, scary and comic reality of becoming parents for the first time. In this episode Sophie talks openly about her feelings of overwhelm and anxiety in the run up to their wedding, her ADHD diagnosis, the challenges of being a new mum and the importance of setting boundaries. ✨ IN THIS EPISODE: 03:50 Family Roots And Motherhood 06:39 Ziggy Bay And Marathon Madness 08:35 Failure One: No Boundaries 10:23 One Day Office Job Disaster 16:01 Wedding Overwhelm And ADHD 20:52 Insecurities and Social Situations 21:53 Anxiety and Imposter Feelings 23:05 Therapy and Psychic Rituals 24:18 Sponsor Break The Testaments 26:12 Motherhood and Fear of Failing 29:36 Love Story With Jamie 33:54 A Surprise Voice Note 💬 QUOTES TO REMEMBER: I do always have imposter syndrome and maybe even as a mother... I really struggle with ‘mum guilt’. Had I been diagnosed with ADHD earlier, I would've been able to understand and have more compassion for myself. 🔗 LINKS + MENTIONS: Raising Chelsea is available to watch now on Disney+ 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? Jamie Laing - on anxiety, insecurity and the pressure of fame. Plus his ‘failure’ to have a long-term relationship [spoiler alert: it all worked out just fine!]: swap.fm/l/QXKrzzpg5hULgBpXWMBY Dorinda Medley - on young widowhood, dealing with anger and what The Real Housewives of New York taught her: swap.fm/l/Q3MPl0zGn9MShaUdGEi4 💌 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 Sophie 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

In this debut preview episode of History’s Greatest Fails, Elizabeth Day and Dan Jones argue that the story of Richard’s rise and fall (and rise again) is much more modern that you’d first believe. Not least because of the reality-TV-style discovery of his remains under a Leicester council car park in 2022.  To listen to the full mini-series, head to This is History: History’s Greatest Fails wherever you listen to podcasts and on YouTube.  And more about this episode: In many ways, Richard’s alleged ‘failures’ — which include allegedly killing the Princes in the Tower and overseeing the demise of Plantagenet rule — overshadow Richard III as the reformer that also existed. He introduced trial by jury and translated many laws into English. But those facts are not often what’s associated with him. He’s more likely to be seen as the villainous caricature of Shakespeare’s Richard III.  He died at the Battle of Bosworth in 1485. And we haven’t been able to stop talking about him since.  Yes, it’s time to consider the story of England’s last Plantagenet king, Richard III — a centuries-old tangle involving alleged murder, Shakespeare, vanquish and one mighty rediscovery.  – A 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 megaphone.fm/adchoices  –– Presented by Dan Jones and Elizabeth Day  Producer - Alan Weedon  Senior Producer - Dominic Tyerman Researcher - Phoebe Joyce  Executive Producer - Simon Poole  Executive Producer for Daylight Productions - Elizabeth Day   Executive Producer - Dan Jones Production Manager - Jen Mistri Production coordinator - Eric Ryan Head of content - Chris Skinner  Special thanks to Alex Lawless, Hannah Talbot, and Selina Ream Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 podcastadsales@sonymusic.com _________________________________________________________________________ Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 podcastadsales@sonymusic.com _________________________________________________________________________ Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 podcastadsales@sonymusic.com _________________________________________________________________________ Learn more about your ad choices. Visit podcastchoices.com/adchoices

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 podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices

Natasha Hamilton was 16 when she signed a record deal with the girl band, Atomic Kitten. The group went on to sell over 10 million records and achieve three UK Number One singles including Whole Again and The Tide Is High. But the pressures of fame affected her mental health and made her feel isolated and judged. After five years and the birth of her first son, Hamilton quit the band. Today, Hamilton tells that story - the one that existed behind the headlines. We talk about the toxicity of 90s and early Y2K media, surviving postnatal depression and financial catastrophe after divorce. Plus we talk about why she set up her own record label, Morpho, to focus on nurturing and empowering young talent rather than - as she puts it - ‘moulding them into a product’. An amazing woman whose resilience should be an inspiration to us all! Natasha Hamilton’s new single Fantasy is out now. ✨ IN THIS EPISODE: 00:00 Introduction 03:15 Forties And Clarity 04:47 Writing Numb 06:03 Morpho Records And Duty Of Care 08:11 Bullied But Born To Sing 14:13 Fame Tabloids And Numbness 21:40 Whole Again And Industry Bias 29:37 Making Peace With The Band 31:17 Rebuilding Sisterhood Again 31:37 Losing Pop Star Identity 32:43 Shock Pregnancy And Isolation 35:17 Postnatal Breakdown And Help 38:12 CBT And Taking Control 40:40 New Career In Beauty 46:00 Divorce Money Chaos And Recovery 💬 QUOTES TO REMEMBER: From the age of 16 I was constantly told who to be: what to do, how to look, how to act - I’d never been given the reins of my own life before. There is no wrong decision, if it works it works. I thought: everyone’s judging me for not being thin enough. Fame was so isolating. If you’re struggling - talk to someone. It’s incredible what can happen when you back yourself. 🔗 LINKS + MENTIONS: Natasha Hamilton’s new single, Numb, is out now If you need someone to talk to, the Samaritans are available 24 hours a day: www.samaritans.org or call on 116 123 Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Vicky Pattison - on Geordie Shore, self-worth, PMDD and family addiction: swap.fm/l/kUiBIHEkL1y3C9moLdsx Louise Thompson - on how severe trauma after childbirth, chronic illness and the loss of her former identity forced her to rebuild her life with self-compassion: swap.fm/l/LouiseThompson 💌 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 Natasha 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

Motherhood is often portrayed purely as a joyful, magical chapter of life – and while it certainly can be – we rarely speak openly about the hard, exhausting and deeply challenging truths. In this episode, singer‑songwriter Jessie Ware reflects on becoming a parent while building a career in the public eye. She talks about the pressure she felt to prove she could do everything at once, the exhaustion that followed and the grounding process of learning to be present rather than perfect. We also hear from novelist Francesca Segal, who shares the story of her twins’ premature birth and the unexpected reality of early motherhood inside a neonatal ward. She describes the chasm between the idealised story of birth and the lived experience many mothers face. I hope this episode brings comfort to anyone navigating the complexities of motherhood. May it remind you that every journey is different, that there is no single right way to parent and that you are never alone in this experience. Listen to Jessie’s full episode of How to Fail here: http://swap.fm/l/8cUuwGs4vc7tAXiPcDab Listen to Francesca’s full episode of How to Fail here: swap.fm/l/MsPtRFvgP8z18GLPgpdL 🔗 LINKS + MENTIONS: Maternal Support: https://maternalmentalhealthalliance.org/ https://mothersformothers.co.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 podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices

Rosamund Pike! What a woman. Famed for her portrayals of razor-sharp, morally complex and deliciously unpredictable characters, she brings that same intriguing duality to this conversation. Thoughtful and quietly rebellious, she reflects on a career that has defied neat narratives from the very beginning. After taking a year out from studying English at University of Oxford to pursue acting, she graduated and stepped straight into the global spotlight as Bond girl Miranda Frost in Die Another Day. From there came a string of unforgettable movies: Pride & Prejudice, Jack Reacher, A Private War and Saltburn. Her chilling performance in Gone Girl earned her an Oscar nomination and she took home a Golden Globe for I Care a Lot. In 2025, she returned to the stage for the first time in 15 years in the National Theatre’s production of Inter Alia. In this episode, she talks about her ‘failure’ to get married, the realities of raising two sons and her decision not to read a single review of her work for the past 25 years. Plus why she’s ‘constantly in battle’ with her own fear, her failure to be an action movie hero, her miserable attempt to cook a rabbit and whether or not she’s ‘cool’. ✨ IN THIS EPISODE: 00:00 Intro 03:18 No reviews rule 06:57 Early perfectionism and stage craft 07:58 Inter Alia and modern womanhood 10:09 Luminate meditation mask 12:42 Failure to learn Chinese 19:09 Onstage mishaps and acting roles 28:59 What Cool Really Means 29:26 Cool Girl vs Amy 32:21 Failing at Being An Action Star 36:52 Failure to Get Married 45:17 Mothering Two Boys 47:28 Smells and Teen Hygiene 48:44 Rabbit Dinner and Being Enough 💬 QUOTES TO REMEMBER: Failure is usually pretending to be someone you’re not. I don’t think you ever regret having a big love affair - even if goes to shit. I’m quite a coward. I like to play brave people because I’m not. I’m constantly in battle with my own fear. Cool means that you can go your own way. You don't give too many, f***s... you can think originally. I didn’t want to be the sex symbol. 🔗 LINKS + MENTIONS: Inter Alia is on at the Wyndham’s Theatre: 19 March - 20 June 2026 Rosamund’s Meditation App is: www.lumenate.co Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Glennon Doyle - on wildness, the end of people-pleasing and why we can all do hard things swap.fm/l/Nd3ZzVy73FXUMupJ4i1q Phoebe Waller Bridge - on creative control, perfectionism and the fear of being misunderstood 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 Elizabeth and Rosamund 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

In this one‑off special, Elizabeth sits down with author Rebecca Coxon to discuss family, fertility and the secrets that have shaped her life: after uploading her DNA to an ancestry site, Rebecca discovered that the man who raised her was not her biological father – a revelation that sent her on a remarkable search for the truth about her origins. Her memoir Inconceivable launches Elizabeth’s new imprint, Big Day Books. Rebecca writes with clarity and compassion about being a donor‑conceived IVF triplet, later donating her own eggs and facing fertility treatment herself – a story of family secrets, shame, resilience and deep love. You don’t need personal experience of IVF or DNA surprises to be moved by this conversation. Rebecca is thoughtful, emotionally perceptive and quietly courageous. She speaks about having her identity reshaped overnight, the coexistence of gratitude and grief, and the invisible threads that bind us across generations. This is a discussion about truth, belonging and the ethics and emotions of creating new life – and about redefining family not by biology alone, but through love, choice and understanding. A deeply honest, intimate and ultimately hopeful discussion – and a very special moment for How to Fail. ✨ IN THIS EPISODE: 00:00 Intro 01:15 Donor Conceived Truth 02:52 Test Results Moment 05:26 Endometriosis Reality 07:57 Choosing Egg Donation 08:36 US Donor Market 10:26 Recipient Letter Impact 13:58 Dating And Time Pressure 15:53 James And IVF Collapse 20:50 Meeting Donor Rodney 30:47 Pregnancy After Book 💬 QUOTES TO REMEMBER: The experience of watching your friends have babies. Every milestone in their lives feels like a splinter in mine. I'm still on the shoreline waiting for my time, and I'm standing alongside people who are struggling." — Rebecca describes the mindset she had while finishing her book, just before discovering she was pregnant. 🔗 LINKS + MENTIONS: Rebecca’s new book Inconceivable is available to buy now: www.bigdaybooks.co.uk/inconceivable 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 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

Toni Laites made history last year as the first American to win Love Island, but her journey to the villa was anything but ordinary. Discovered in Las Vegas working as a cabana girl by the show’s creative director, Toni was persuaded to fly 6,000 miles to Mallorca. The rest, as they say, is history. But you don’t need to be a Love Island superfan to love this episode. Toni is funny, emotionally intelligent and disarmingly honest. She opens up about living with the chronic illness Ulcerative Colitis, her pattern of choosing the wrong men in the past, working through anxious attachment and the hard-won strength it takes to forgive yourself. This is a conversation about resilience, self-awareness and what it really means to back yourself - even when the odds (and the public vote) are against you. ✨ IN THIS EPISODE: 03:18 Vegas Sales to Villa Casting 05:36 Saying Yes to Love Island 07:21 Life Inside the Villa 08:33 Votes, Outcasts and Forgiveness 10:57 The Big Three Friendship 14:18 Health Scare and Ulcerative Colitis 28:10 Tourist In London 28:43 Toxic Dating Patterns 32:22 Pressure On Her Relationship 34:57 Fame And Social Media 37:34 Family And Attachment 44:28 Self Criticism And Hate 49:44 Plan For The Future 💬 QUOTES TO REMEMBER: There is value in doing nothing and taking a step back and waiting for good things to come. I always say not all disabilities are visible and people don't really understand what that's like. 🔗 LINKS + MENTIONS: Join the How To Fail community: https://howtofail.supportingcast.fm/#content Elizabeth’s Substack: https://theelizabethday.substack.com/ 📚 WANT MORE? Olivia Attwood - on heartbreak, public scrutiny and building a successful career after Love Island. Jessel Taank - on infertility, identity and The Real Housewives of New York. 💌 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 Toni answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://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

Ambition can be a powerful force: it propels us forward, sharpens our focus and pushes us to dream bigger. But it can also whisper that we are only as good as our latest achievement - and these two brilliant former How to Fail guests explore what it really means to live a driven life. Gillian Anderson reflects on her lifelong drive to prove herself, the guilt she feels when stepping back from work and the tension between motherhood and a demanding career. Munroe Bergdorf shares how rejection and gatekeeping in fashion shaped her ambition. Once treated as a token gesture, she has become a leading voice for representation, speaking openly about resilience, self‑worth and creating space for others to follow. An episode about striving and self‑belief – and about whether ambition truly supports us, or whether we end up chasing it at our own expense. Listen to Gillian’s full episode of How to Fail here: swap.fm/l/7NyZMzkfVOpGyDtlB6k0 Listen to Munroe’s full episode of How to Fail here: swap.fm/l/tu153m3gHYreWBZSrcY1 🔗 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 podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices

Few filmmakers have a style as bold, romantic and unmistakable as Baz Luhrmann. From his breakout debut Strictly Ballroom to the glittering spectacle of The Great Gatsby starring Leonardo DiCaprio, and the fever-dream energy of Elvis, Luhrmann has built a career on transforming familiar stories into cinematic events. In this episode, he takes us inside one of his most iconic creative decisions: the unforgettable fish tank scene in his 1996 adaptation of Romeo + Juliet - and reveals how that moment came to life. We also explore his latest project, EPiC: Elvis Presley in Concert, a return to Elvis Presley through newly uncovered footage from the legendary Las Vegas residency. Beyond the films, Luhrmann reflects on the journey that shaped him. Raised in Herons Creek, a tiny rural town in New South Wales, Australia, he grew up surrounded by performance and storytelling: his father ran a quirky petrol station and cinema, while his mother owned a dress shop and taught ballroom dancing. We discuss the setbacks that tested him, his unconventional audition process, his enduring creative partnership with his wife and the viral TikTok moment that sent the internet into a frenzy. I hope you enjoy this candid, wide-ranging conversation with one of modern cinema’s great showmen. ✨ IN THIS EPISODE: 02:28 Creativity as Self‑Medication 05:52 Why Elvis? 09:22 The Romeo + Juliet Fish Tank Origin Story 11:01 Everybody’s Free to Wear Sunscreen: The Accidental Hit 13:56 Failure #1: Losing Instincts, Depression and Finding the Way Back 26:16 Casting Without Auditions: Baz’s Workshop Method 27:58 Creating a Fear-Free Room 28:47 The Big Break That Became a Public Flop 30:56 Rebounding with Strictly Ballroom 32:19 Choosing Collaborators 33:36 Marriage and Deep Trust 35:42 Criticism and Staying Humble (Plus the Viral TikTok Moment) 40:38 Future-Focused Filmmaking & Final Reflections 💬 QUOTES TO REMEMBER: I see my job as keeping fear out of the room. I take the fear on in the morning when I get up. I was embarrassed about being this geek from a small country town... I was ashamed that I liked people - and that just didn't seem cool enough. I always made my films for the future, not to be sort of hip in the moment... I want them to have a universality and I want them to move through time and space. 🔗 LINKS + MENTIONS: EPiC: Elvis Presley in Concert is in cinemas now THAT TikTok: https://www.tiktok.com/@god_worthy/video/7374740069866884368?lang=en Join the How To Fail community: https://howtofail.supportingcast.fm/#content Elizabeth’s Substack: https://theelizabethday.substack.com/ 📚 WANT MORE? Stanley Tucci - On grief, cancer…and failing to swim swap.fm/l/WCW054IGNZnSnTzEXPTN Phoebe Waller-Bridge - On creative risk-taking, ambition and what happens after a cultural phenomenon like Fleabag 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 Elizabeth and Baz answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://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

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. This week we look at two guests who have learned self acceptance: first, we hear from actress and global icon Pamela Anderson. She reflects on the toll that being in the public eye had on her body image and the long road to self-acceptance. Rylan Clark then takes us back to his childhood, where he opens up about growing up feeling different, navigating his sexuality and surviving bullying, which left him with a fractured skull. Rylan’s resilience is a reminder that truly owning who we are not only empowers us, but also shapes the individuals we are meant to become. I hope this episode provides understanding, solidarity and light to anyone who may be struggling or supporting someone they love. Listen to Pamela Anderson’s full episode of How to Fail here: swap.fm/l/zmy4u62s9lEvccugjBY6 Listen to Rylan Clark’s full episode of How to Fail here: swap.fm/l/GHulEMW6rrAc9o5qEv5O 🔗 LINKS + MENTIONS: Self Esteem Guidance: www.supportline.org.uk/problems/self-esteem-and-self-confidence Mental Health Charity: www.mind.org.uk Elizabeth’s Substack: 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 podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices Learn more about your ad choices. Visit podcastchoices.com/adchoices

This episode includes discussion of eating disorders, including anorexia and bulimia. Listener discretion advised. This might be one of the most powerful conversations I’ve ever had on How To Fail. I don’t say that lightly - I’ve had some amazing guests - but there’s something about how Jennette puts the female experience into words that I find truly electrifying. Raised Mormon in Orange County, Jennette had a difficult, abusive childhood which she chronicled with unflinching honesty in her 2022 memoir, I’m Glad My Mom Died - a book that spent more than 90 weeks on the New York Times bestseller list. Her new novel, Half His Age, follows 17-year-old Waldo as she embarks on an affair with her 40-year-old creative writing teacher. It’s a startling, powerful story about discomfort, agency and self-determination and it became a Sunday Times Number One bestseller in its first week! In this episode, we talk about her upbringing, her experience of disordered eating, the writing process and the grounding partner she’s been with for nine years (who I was lucky enough to meet). Plus: setting boundaries, finding your voice, rage, recovery and autonomy. Recorded in our London studio. ✨ IN THIS EPISODE: 00:00 Introduction 03:27 Speaking Up and Setting Boundaries 04:15 Reception of 'Half His Age' 07:22 Exploring Mormonism and Guilt 14:36 Failures and Creative Process 30:09 Calorie Restriction Lessons from My Mother 30:58 First Encounter with Anorexia 32:45 The Turning Point: Mother's Death and Recovery 32:58 Struggles with Bulimia 35:41 Therapy and the Road to Recovery 36:47 Understanding the Value of Eating Disorders 38:59 Healing Through Relationships 42:58 Finding My Voice and Inner Peace 💬 QUOTES TO REMEMBER: I think oftentimes a woman is perceived as difficult if the person around her can't meet her standards. It’s time that women start speaking up in any capacity - and not worrying about being 'too much'. There is nothing more powerful than a woman's intuition. I believe our bodies have inherent knowledge... denying our bodies is nothing but a disservice to a better life path for ourselves. If you feel resentment, it's time to set a boundary. 🔗 LINKS + MENTIONS: Jennette’s new book Half His Age is available to buy now Join the How To Fail community: https://howtofail.supportingcast.fm/#content Elizabeth’s Substack: https://theelizabethday.substack.com/ 📚 WANT MORE? Dolly Alderton – writing personal truth and navigating public scrutiny swap.fm/l/XM98joc3GFEMTsLfkEfR Matt Haig – mental health and transforming suffering into storytelling swap.fm/l/amHeyBr7x2jg3Isw3JxG Jameela Jamil – body image, disordered eating and unlearning harmful conditioning swap.fm/l/D0j8oJQ52OwiJu6W3T4o 💌 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 Jennette (who is a naturally brilliant agony aunt) answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://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

Families are fascinating: how those first bonds shape our understanding of love, security and ourselves. In this episode, we revisit episodes with Bella Freud and Danny Dyer, who each open up about the simultaneous beauty and complexity of family life. Bella Freud, speaks about losing both of her parents to cancer within a week. As the great granddaughter of Sigmund Freud and the eldest sibling, she reflects on a complex childhood, the responsibilities she carried and how grief reshaped her sense of identity. Secondly, we hear from Danny Dyer, who shares what it was like growing up on a council estate with a single mother. He discusses the shock of discovering his father had another family and how the absence of love in his early years shaped the devoted parent he is today. Family dynamics can feel messy and taboo, but I hope this episode offers reassurance, validation and insight into the ties that form us first and stay with us for life. Listen to Bella Freud’s full episode of How to Fail here: swap.fm/l/mQntNELQPRhZ9CjFQO77 Listen to Danny Dyer's full episode of How to Fail here: swap.fm/l/L192dU5DZHQnCUjFWuX8 🔗 LINKS + MENTIONS: Family Support: www.family-action.org.uk Elizabeth’s Substack: theelizabethday.substack.com Join the How To Fail community: 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 podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices Learn more about your ad choices. Visit podcastchoices.com/adchoices

Mo Gilligan started out working in retail (think Jo Malone and Levi’s) but quit in 2018 when his online comedy videos went viral. The leap paid off - sell-out tours across the UK, a late-night entertainment show on Channel 4 and his own breakout format The Lateish Show with Mo Gilligan, which earned him the first of three BAFTA wins. Netflix specials, world tours, primetime TV and a podcast soon followed. Now in 2026, Gilligan is launching the biggest year of his career to date with a global tour, a major new partnership with Netflix and a feature documentary which will offer a glimpse behind the scenes of the 37-year-old at the top of his game. In this episode, Mo opens up about being a dad to his six-month-old daughter and two-year-old son, the pressure of representing the Black British community in stand-up and the debt that shadowed him for years. ✨ IN THIS EPISODE: 00:00 Introduction 03:51 Retail Experience and Its Influence 06:11 Audience Interaction and Respect 09:13 School Struggles and Dyslexia 18:14 Family, Fatherhood and Financial Lessons 25:19 The Standup Struggle 26:37 Credit Card Chaos 31:12 The Viral Breakthrough 33:35 Touring Triumphs and Tribulations 36:04 Code Switching and Representation 39:43 Handling Success and Praise 45:51 Family and Future Plans 💬 QUOTES TO REMEMBER: I really wanna make people feel cool. I think it’s the nicest feeling ever. Knowing that I am my children’s universe... That is such a gift that I didn’t know I needed to have. I find it hard to listen to praise about myself. I find it very, very hard... I'm always trying to move on to the next one. 🔗 LINKS + MENTIONS: Get Mo’s tour tickets here: mogilligan.com/mo-live Mo’s new Netflix show is available to watch now: Mo Gilligan - In the Moment Join the How To Fail community: https://howtofail.supportingcast.fm/#content Elizabeth’s Substack: https://theelizabethday.substack.com/ 📚 WANT MORE? Ashley Walters - on growing up fast, struggling with self-destruction and how accountability, therapy and fatherhood helped him rebuild his life and career. Fun fact: Ashley and Mo both went to the same school and had the same inspirational drama teacher! swap.fm/l/ksDRiLDV1iOXHRTTsdJ5 Miranda Hart - on public embarrassment, private anxiety and chronic illness. Plus: how learning to accept herself became her greatest success swap.fm/l/oTScN30b80GflJtO4rgu Fern Brady - another stand-up who has experienced the precariousness of the industry and battled debt early in her working life swap.fm/l/cmeompBv7EHK20enmwbS 💌 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 Mo answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://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

We’re taught that love should happen early, and if it doesn’t, something’s gone wrong. But what if that’s not true? In this episode, we hear from past How to Fail guests who found love later, or in their own time. Luke Evans reflects on meeting his soulmate in his forties and Dolly Alderton talks about heartbreak, celibacy to reassess the role of sex and romance in her life and learning that sitting with uncertainty can be the bravest choice. I met my husband in my late thirties and I've found that trusting your own timing is often what leads to real love. I hope this is helpful for those unsure of what’s next. Listen to Luke Evan’s full episode of How to Fail here: swap.fm/l/2AAJhVeDNGdKIJGdznR9 Listen to Dolly Alderton’s full episode of How to Fail here: swap.fm/l/XM98joc3GFEMTsLfkEfR 🔗 LINKS + MENTIONS: Elizabeth’s Substack: theelizabethday.substack.com Join the How To Fail community: 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 podcastadsales@sonymusic.com Learn more about your ad choices. Visit podcastchoices.com/adchoices Learn more about your ad choices. Visit podcastchoices.com/adchoices

A few years ago, Shabaz Ali was a chemistry teacher in Blackburn. Today, he’s one of the internet’s most beloved creators, best known as Shabaz Says, with millions of fans and a knack for skewering the most outrageous (and often tasteless) displays of online excess. Since quitting the day job, Shabaz has launched a podcast, performed at the Edinburgh Fringe and published his book I’m Rich, You’re Poor. Beneath the humour though, there’s always been something more serious at play: a sharp commentary on the psychological erosion that comes from spending too much of our lives online. In this episode, we talk about Shabaz’s upbringing, being bullied at school, how his taxi-driver Dad didn’t even realise his son was famous until recently and why no-one should ever spend £10,000 on an outfit. ✨ IN THIS EPISODE: 00:00 Introduction 03:03 The Impact of Social Media on Youth 05:14 Navigating Imposter Syndrome and Success 10:53 Embracing Authenticity and Overcoming Criticism 12:46 Growing Up in Blackburn 15:45 Challenges of Intersectional Identity 22:36 Family Perspectives and Cultural Expectations 24:04 Struggles with Poverty 25:20 Empathy 30:15 From Teacher to Social Media Star 31:24 Unexpected Career in the Hospital Morgue 33:38 Finding Viral Success Online 37:16 Representation and Finding Your Voice 💬 QUOTES TO REMEMBER: You can be a man and still speak up for women's rights. You don't have to be a black person to speak up for black people. You don't have to be trans to speak up for trans rights. How you present yourself is always how the world's going to treat you. [Death] definitely gave me an appreciation for life. It gave me appreciation for human beings... I have so much love to give for humanity. I don’t care if I’m palatable for you. 🔗 LINKS + MENTIONS: Shabaz’s book, I'm Rich, You're Poor - is out now Join the How To Fail community: https://howtofail.supportingcast.fm/#content Elizabeth’s Substack: https://theelizabethday.substack.com/ 📚 WANT MORE? John Bishop - on how insecurity, self-doubt and feeling like an outsider shaped both his comedy and his life. Plus: almost getting divorced but then changing his mind swap.fm/l/wRGKwuonJFQoujFlmDHI Celeste Barber - on using humour to challenge impossible beauty standards, early struggles with rejection and how embracing authenticity changed her life swap.fm/l/qLmwfjyeSolWuFeaHGdt 💌 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 Shabaz answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://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