How To Fail With Elizabeth Day

Bill Bailey is a comedian, musician, writer, actor, director and presenter, known for his brilliant live tours and panel appearances on shows including Never Mind the Buzzcocks and QI. In this episode, Bill discusses being rejected from drama school, an Edinburgh Fringe show which flopped and the death of his best friend Sean Lock. Plus: the moment he decided to cut off his legendary hair (after it got stuck in some train doors). Now, Bill is back on the road with his new UK arena tour, Bill Bailey: Vaudevillian, culminating in a two-month residency at London’s Theatre Royal Haymarket. IN THIS EPISODE 00:00 Introduction 03:05 Live Shows vs Screens 06:30 Love Letters and Marriage 10:24 Drama School Rejection 15:30 Music Teacher and Confidence 19:49 Haircut and Next Failure 22:51 Comeback Rocker Concept 23:20 Bill Best Backstory 24:28 Props Songs and Craft 25:16 Great Reviews No Crowd 25:46 One Person Audience Night 28:06 Friendship and Grief 34:22 Leaving Academia Behind 41:51 Animals Curiosity and Wallace 💬…

Bella Mackie began her career as a journalist, writing for publications including the Guardian, Vice and Vogue, before writing her bestselling debut, Jog On. The book explored how running helped her rebuild her life after the end of her first marriage triggered debilitating anxiety and panic attacks. She followed it with How To Kill Your Family, a darkly comic novel about a young woman methodically murdering her wealthy relatives. It spent 47 weeks on the Sunday Times bestseller list and is now being adapted for Netflix, starring Anya Taylor-Joy. Two more novels followed, including her latest, Claws Out - another bestseller, this time taking aim at the absurdities of North London’s liberal elite. It’s a world Mackie knows well. She grew up in North London, the daughter of journalist and campaigner Lindsay Mackie and former Guardian editor Alan Rusbridger, and still lives there today with her husband, Radio 1 DJ Greg James. In this episode we cover her OCD, how she feels she hasn’t ‘fixed’ her mental health -…

Scaramucci’s 11-day tenure as the White House Communications Chief under President Donald Trump’s first term ended in a blaze of recrimination. Scaramucci was advised by a PR consultant to disappear for five years. He refused - and reinvented his career. Now, he is the co-host of the US version of The Rest is Politics podcast alongside British journalist Katty Kay. After Harvard Law School, he joined Goldman Sachs and built a career in finance, eventually founding the investment firm SkyBridge Capital. In this revealing conversation we discuss what working on Wall Street in the 80s was like, getting fired from Goldman Sachs, his failed first marriage, not being there for his son’s birth, getting fired from The White House and rebuilding his current marriage. His book, All the Wrong Moves, looks at how three catastrophic decisions and years of ‘sh*tshow politics’ led to Trump. IN THIS EPISODE: 00:00 Introduction montage 03:22 Learning optimism and pronoia 05:02 Self forgiveness after failure 06:40 Growing up…

Luke Evans and Sarah Solemani join Elizabeth to talk about the journey of Elizabeth’s 2017 novel The Party to its new five-part ITV adaptation. Luke stars as the show’s protagonist, Martin Gilmour, and Sarah stars as his wife, Lucy… oh and she also brilliantly adapted the novel for screen. The trio discuss the making of this exciting new drama for TV, how Luke discovered the book and kick-started the process and what the show is about. They discuss themes including: sexuality, the class system in the UK, shame, women leading production, culture on sets in today’s world and friendship. This bonus episode is brought to you by @arlalactoFREE - all the taste, easier to digest. IN THIS EPISODE 00:00 Introduction 01:42 Luke Discovers the Novel 02:51 Finding the Screenwriter 04:45 Adapting Into Five Episodes 07:13 What The Party Is About 09:44 Casting Lucy and Onscreen Marriage 13:04 Collaboration and Set Rewrites 18:09 Women Leading the Production 19:35 Set Culture and Final Day Speech 21:15 Author Visits Set and…

Bonnie Garmus was 64 when her debut novel, Lessons in Chemistry, was published. It went on to sell more than eight million copies, spend almost two years on the New York Times bestseller list, was translated into more than 40 languages and become an eight-part Apple TV+ series. At its centre was Elizabeth Zott, a fiercely intelligent, forthright chemist turned 1950s TV cooking star. Bonnie and I talk about the misogyny that inspired Lessons in Chemistry, her love of dogs, working through a stutter, adopting her two daughters from China and what it took to overcome years of rejection. Her new novel, Peck & Peck, is out in the UK on 13 October. IN THIS EPISODE: 00:00 Intro 03:41 Arts Versus Science 05:44 Sexism Sparks Novel 08:58 Greed And AI Warning 12:19 Dogs Behind Characters 16:30 Childhood Failures 30:26 Living With A Stutter 31:50 Letters And Workarounds 32:53 Adoption Journey To China 36:10 What Adoption Really Means 37:23 Family Bonds And Fate 39:17 Jeopardy Husband Spotlight 40:10 98 Rejections And…

Russell T Davies has spent decades creating some of Britain’s most beloved and groundbreaking television. After studying English at Oxford, he went from writing for children’s programmes and Coronation Street to creating Queer As Folk in 1999 - a show that changed the conversation around gay representation on TV. Since then, he’s written hit after hit, from Bob & Rose and A Very English Scandal to Years and Years, It’s A Sin and his hugely successful revival of Doctor Who. He’s won four BAFTAs and was awarded an OBE in 2008. In this episode we talk about where his obsession and passion for TV came from, how his exceptionally busy mind works, losing his husband to a brain tumour, his love of Dr Who and…finding love again. His new memoir, The Queerest of Folk, is out on 8th October. IN THIS EPISODE: 00:00 Intro 02:35 TV Obsession Origins 03:24 Memoir and Andrew 08:35 AIDS and Its a Sin 10:36 Queer as Folk Shockwaves 12:37 Failure to Drive 16:45 Writing in Images 28:05 Early Illustration Gigs 28:54 Obsessed…

Sir Paul Smith is one of Britain’s most iconic fashion designers, renowned for his sharp tailoring and his sartorial flair. His clothes have an innate sense of mischief: brightly coloured linings, unexpected stripes and a determination never to take themselves too seriously. His devoted clients include Gary Oldman, Bill Nighy and Matty Healy, who wore a Paul Smith suit for his recent wedding. Behind the stripes and the suits is a man with a simple life philosophy: stay humble, work hard, be kind. On this episode we talk about the cycling accident that set him on a path to fashion and how he’s kept his global business independent for 56 years. Plus, the secret to a long marriage, what tailoring teaches him about people’s insecurities - and why he wore a suit every day during the Covid lockdowns. IN THIS EPISODE: 00:00 Intro 03:40 Tailoring for Everyone 06:48 The Pink Wall Story 08:31 Stripes and Reinvention 10:20 Turning 80 11:33 Cycling Freedom and Family 18:20 Crash That Changed Everything 24:20 Pauline…

This episode contains references to and descriptions of eating disorders. Louise O’Neill is a bestselling, award-winning Irish author whose fearless writing has helped shape modern feminism. Her fiction is taught on the Irish curriculum and Paul Mescal starred in a critically acclaimed stage adaptation of her work. Her second novel, Asking For It, catapulted her into the public eye in 2015. Now, with her eighth book, A Bigger Life, O’Neill turns that same unflinching gaze on herself. Her memoir follows the extraordinary dating experiment she embarked on in her late 30s after the end of a long-term relationship: dating a different man every night, across three cities - Paris, London and New York. What began as a challenge, inspired by something her father said, became an unexpected journey of self-discovery. In this episode we discuss topics covered in her memoir, A Bigger Life, including: finding hope after heartbreak, pressure on women, extraordinary dating experiences and recovering from a debilitating…

Nish Kumar is one of the UK’s best-known comedians, known for his impassioned political progressiveness. You might remember him as the host of the topical BBC comedy show, The Mash Report, which ran to great acclaim until it was abruptly cancelled in 2021 - one of his failures addresses this head-on. Kumar now co-hosts the popular podcast, Pod Save The UK and his 2026 tour, Angry Humour From A Really Nice Guy tackles the existential angst and political disquiet of a 40-year-old man. We talk through his failed Edinburgh show, the fact he would never consume Huel, ‘the whole bread roll Mash Report thing’, his people pleasing tendencies, how his experiences of racism led to therapy and a PTSD diagnosis…and how his friendship with Ed Gamble has changed over the years. It’s not one to miss. IN THIS EPISODE: 00:00 Intro 02:29 Immigrant Parents and Fear 04:41 Comedy Obsessed Teen 08:22 Nice Guy Angry Comic 11:31 Rage as Fuel 13:04 Edinburgh Show Failure 23:31 Bread Roll Fallout 27:20 Empathy and Comedy 27:53 The…

It was a privilege to have one of my all-time heroes, the feminist activist, writer and icon Gloria Steinem on How to Fail back in 2020 and we are heartbroken to hear of her passing at the age of 92. To celebrate her life, we’re re-releasing this very special episode. We talked about her failure to understand her mother, her failure to be at her father's deathbed and her failure to learn lessons quickly enough - yes, we go deep... She also talked to me about how (then) at the age of 86, she is joyfully outliving society's expectations of her; of how fear can often be a sign of growth (let that sink in), about how 'anger is an energy cell', about how we are 'linked not ranked', about not having children, about spending a lifetime combatting misogyny and racism and sexism and injustice, and about the counteracting forces of love and compassion and friendship which keep her going. Whoever said never meet your heroes clearly never met Gloria Steinem. We love you Gloria Steinem, rest in power. How to Fail is an…

David Sedaris is one of America’s best-loved humorists, famous for turning the absurdities of everyday life into razor-sharp, deeply human essays. He joins Elizabeth Day on How to Fail to talk about the moments that have shaped him: from dropping out of university and ending up in his parents’ basement at 20, to being thrown out by his father and growing up with a parent who seemed to actively invest in his failure. He talks candidly about heartbreak after a breakup at 32, the fear of being alone, grief at losing the people we love and his past crystal meth addiction and sobriety. We also hear about the embarrassment of dropping out of Japanese school in Tokyo at 50…and the possibility of a cameo on The Archers. IN THIS EPISODE: 00:00 Intro 03:39 How His Writing Evolved 04:27 Train Music Confrontation 07:03 Failure One: Dropping Out 10:38 A Father Rooting Against Him 13:16 Money Promises and Betrayal 18:03 Thrown Out and Self Worth 20:31 Friendship and Grief 23:22 Failure Two: Breakup at 32 27:38 Writing…

This episode with Mo Gawdat originally went out in 2019, but its message feels as relevant as ever. We’re re-releasing it to celebrate the 500th episode of How to Fail. Just occasionally, you meet someone who changes the way you think about the world. That’s what happened when Elizabeth met Mo Gawdat, former Chief Business Officer at Google X, who spent years trying to solve a problem that seemed impossible to quantify: how can one individual be happy? After 12 years of research, Gawdat developed an algorithm for happiness: happiness is greater than or equal to your perception of the events in your life, minus your expectations of how life should be. He wrote about it in his international bestseller Solve for Happy. But that algorithm was put to the ultimate test when his beloved 21-year-old son, Ali, died in tragic circumstances. Mo joins me to talk about grief and depression, happiness as a form of fitness, coping with break-ups, the isolating effects of social media, why life is like a computer game, the…

To mark 500 episodes of How to Fail! To we’re re-releasing the first ever episode with Phoebe Waller Bridge, which originally went out in July 2018. Phoebe Waller-Bridge, creator and star of Fleabag, writer of Killing Eve, superstar feminist and human embodiment of a Star Wars droid, joins How To Fail to talk about how she failed at her 20s (but got lots of brilliant material from the terrible dates she endured), failing at drama school, terrible auditions (including one for Downton Abbey) and how her female best friend is quite possibly the love of her life. She also talks about emotional vulnerability, why women fail at anger and about finding glory in one’s mistakes. There’s a great exchange about whether women should be open about whether or not they want children and a whole segue into the desirability of alabaster foreheads. Oh, and we cover the time Phoebe met Meryl Streep and embarrassed herself horribly, in what might be one of the greatest celebrity anecdotes of all time involving apple crumble. IN…

Mel Giedroyc is a comedian, writer and TV presenter who has been entertaining the nation for over 30 years. Hired in 1996 as a writer for French and Saunders (alongside best friend Sue Perkins), Mel’s career took off and she went on to co-present hit Channel 4 series Light Lunch and Late Lunch, and then the Great British Bake Off. Since then, Giedoryc has written a Sunday Times bestselling novel and fronts the podcast, Where There’s A Will There’s A Wake. Now she returns with a new book, The Comeback, a funny, big-hearted novel about second chances set in a community. In this hilarious and moving episode, we talk about how she feels she is always ‘getting away with it’, life post-Bake Off, having children, not making it to her mother’s deathbed due to a big night out, and the recurring nightmare that she has never been able to shake… IN THIS EPISODE: 00:00 Introduction 02:55 Getting Away With It 05:43 Bake Off 08:43 Life After Bake Off 09:45 The Comeback Novel 10:21 Theatre And Family Roots 17:18 Cambridge…

Andy Burnham is the first Prime Minister on How to Fail. Past leaders have run scared of doing a podcast with ‘fail’ in the title - but not this one. As he says in this conversation: ‘if you’ve not succeeded, you have to understand why it happened, and what you’re going to do about it.’ Wise words from a global leader. Burnham is now our 7th Prime Minister in 10 years, having won a decisive by-election in Makerfield and having received nominations from 94% of Labour MPs in an unopposed leadership contest. In this exclusive episode, recorded at No. 10 North, Andy talks about growing up, how his Catholic faith has shaped his outlook (and whether or not he snuck some communion wine as an altar boy). Plus: imposter syndrome, what he learned from his past failed leadership bids, friendships within politics, how his wife responded to his desire to run for PM, the meaning of ‘home’ and whether or not his dad, who suffers from Alzheimer’s, knows his son has become Prime Minister. A must-listen, even if we do say so…

Before becoming a No. 1 New York Times bestselling author, and one of the most widely read poets on Instagram, Nikita worked as a cleaner and carer while sharing her poetry online. She moved from New Delhi to Britain in her early twenties to study for a master's degree at the University for the Creative Arts, and felt she ‘disappointed’ her parents and faced repeated rejection and misogyny in the process. In this episode, she tells Elizabeth about her unusual childhood at sea, growing up in places marked by contested borders, where bomb scares at school felt routine, and the many obstacles she faced throughout her career. She also reflects on the power of poetry to connect us, why myths still resonate today and how writing became both a form of resistance and survival. IN THIS EPISODE: 00:00 Introduction 03:10 Archivist Heart 04:33 Unheard Voices 07:10 Borders Bomb Scares 09:49 Childhood 11:30 Mythical Power 13:52 Rejection To Breakthrough 25:51 Success Highs and Lows 26:31 Rejection as Return 27:45 Dating…

Miquita Oliver is a podcaster, TV presenter and all-round brilliant woman. She was just 16 when she burst onto our screens co-hosting Channel 4’s cult music show Popworld alongside Simon Amstell. Twenty-five years later, she’s still one of Britain’s most distinctive broadcasters and interviewers. She co-created Miss Me?, with Lily Allen, and now co-hosts it with musician Jordan Stephens of Rizzle Kicks. You may also know Miquita from the acclaimed BBC series The Caribbean with Andi and Miquita, in which she and her mother, Andi Oliver, travelled to Antigua to reconnect with their family, heritage and identity. We talk about Miquita surviving the 2004 tsunami in Thailand, the shame she associates with going bankrupt, her struggle with alcoholism in her thirties, love, family, and why she still can't quite conquer her driving theory test. She even opens up about her hopes and fears around motherhood. This is an essential conversation for any one who survived the noughties diet culture or who has grappled with…

What connects Barack Obama, a tabloid sting and Love Islander Alex George? Have a Blue Peter badge if you were thinking of Richard Bacon... While the broadcaster and producer is perhaps best known for the time his Blue Peter contract was terminated - following a tabloid reveal of his cocaine use - there is so much more to the man. His storied time in television led to him founding a production company and creating numerous TV shows on both sides of the Atlantic. He credits this restless creativity to his ADHD, a diagnosis he only received later in life. We discuss how neurodivergence fuels him; how the cocaine exposé in the 90s impacted who he is; his relationship with his parents; his failed move to America, landing an interview with Barack Obama... and being tracked by the Secret Service. Richard talks movingly about being an addict, going to AA, his failure to quit drinking and a near-death experience that could have been averted by a certain doctor on Love Island. Trust me, an hour with Richard Bacon is…

It was a privilege to have Bonnie Tyler on How to Fail back in 2024 - and we are heartbroken to hear of her passing today. Bonnie was open, funny and moving when she joined me on How to Fail. Total Eclipse of the Heart made her a global star, and at the time of this recording, she managed to squeeze in an hour on How to Fail between gigs and the release of her new album, In Berlin. It was also her first ever podcast interview. You might want to bring the tissues for this one, as we have a bit of a weep when Bonnie talks about losing her amazing mum. We also touched on miscarriage and a childfree life. Plus her failure at elocution lessons, the fascinating story behind her friendship with Tina Turner, performing for Putin (no, really), being a bit of a hoarder and the secret to a 50-year marriage. We love you Bonnie Tyler, rest in peace. Production & Post Production Coordinator: Lily Hambly Engineer: Gulliver Tickell and Josh Gibbs Senior Producer: Hannah Talbot Executive Producer: Carly Maile How to Fail is…

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…

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…

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…

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…

What draws an award-winning writer to the darkest corners of human behaviour? Patrick Radden-Keefe is a New York Times bestselling author and staff writer at The New Yorker. He is known for his acclaimed books, including Empire of Pain and Say Nothing - the latter was adapted into a BAFTA and Emmy-nominated drama series. Radden Keefe’s latest book, London Falling, investigates the life and untimely death of Zac Brettler, a North London teenager drawn into the criminal underworld. In this conversation, Patrick reflects on why he is so fascinated by “the bad guys”, how the extraordinary story behind London Falling unfolded and his unconventional writing process. Patrick also talks about the years of rejection that preceded his success and how it has shaped him. I hope you enjoy this conversation with one of the world’s finest narrative journalists (oh, and Patrick). JUST KIDDING. ✨ IN THIS EPISODE: 03:25 Why He Writes Bad Guys 05:12 London Falling Origin Story 08:01 Reinvention and Secret Lives 10:06 Holocaust…

*triggers: This episode includes discussion of depression and mental health crises. In 1997 Natalie Imbruglia released her first single, Torn, which sold more than 4 million physical copies worldwide. In her homeland of Australia, it became the most played song on the radio, being played an average of 75 times a day over the two decades following its release. She landed a part in Neighbours in 1985, when she was just 16 years old, and stayed on the hugely popular soap for two years before moving to London. Her first album, Left Of Middle, went multi-platinum. Five further albums followed but it wasn’t always easy: in 2009 she took a six-year break from music to concentrate on acting, appearing on stage and in film and also as a judge on the Australian X Factor. Since then, she has released further music, become a mother to a son and won The Masked Singer. Now she returns with her seventh studio album, Algorithm. We talk about how writing this album coincided with the perimenopause, reflect on her time in…

Hannah Murray found fame when she was just 17, playing the self-destructive Cassie in E4’s Skins. She juggled an English degree at Cambridge University alongside playing Gilly in HBO’s Game Of Thrones and went on to film Detroit, directed by Kathryn Bigelow. When the physical and mental stress required from these roles began to take its toll, Murray sought treatment from a reiki healer. From there, her life began to spiral as she became heavily involved with a ‘healing’ organisation whose promises of real-life magic and enlightenment were increasingly seductive. She ended up being sectioned after a psychotic break and was diagnosed with bipolar disorder. Now, she has written her first book. The Make-Believe: A Memoir of Magic and Madness is a deeply personal account of these events, written with compulsive lyricism. It takes readers on a journey to the edges of reality, where magic is possible, and where the liminal space between what is real and what is imagined becomes ever more porous. In this episode we…

*triggers: contains description of physical assault Emily Atack left school at 16, confident she wouldn’t need a GCSE for what she wanted to do: act. It turns out, she was correct. She starred as Charlotte Hinchcliffe in the smash-hit comedy The Inbetweeners when she was just 17 and is currently on our screens as Sarah Stratton in Disney+’s hit drama Rivals, as well as co-hosting a new ITV game show, Nobody’s Fool, with Danny Dyer. But it hasn’t always been easy: she faced sexual harassment and abuse from the age of 10. We talk about the impact this has had on how she now understands her own capabilities and about how her unbreakable bond with her sister, Martha, has helped her survive the toughest challenges. ✨ IN THIS EPISODE: 00:00 Introduction to Emily 03:19 Learning Boundaries 05:33 Class and Growing Up 07:39 Paul McCartney Connection 10:00 Failing to Believe In Herself 14:58 Leaving Home at Sixteen 25:10 Inbetweeners Fame Fallout 30:18 Praise for Rivals 31:23 Earning Creative Trust 32:51 Emotional…

*triggers: contains description of physical assault Katherine Parkinson is the two‑time BAFTA‑winning actor beloved for The IT Crowd, Doc Martin, Humans and most recently, Rivals, the hit Jilly Cooper adaptation that became an international Emmy winner. Fresh from her latest BAFTA win, she joins Elizabeth to reflect on the unexpected turns that shaped her life – from Surbiton to Oxford, from comedy to chaos, and from self‑doubt to a hard‑won sense of confidence. In this episode, we talk about her childhood dreams of becoming an astronaut, how her brothers are convinced she’s in MI5 (we will never know), the class anxieties that coloured her university years, her lifelong battle with disorganisation and the pressure she put on herself to “earn her place”. Katherine also opens up – for the first time – about a violent assault she minimised for years, the shame she carried and how motherhood has reframed her understanding of fear, safety and resilience. We also explore the joy she found in acting, the…

Emilia Clarke is the Emmy‑nominated actor who became a global cultural icon as Daenerys Targaryen in Game of Thrones, a role that catapulted her from fresh drama‑school graduate to one of the most recognisable faces on the planet. Since then she’s starred in everything from Me Before You to Solo: A Star Wars Story, won acclaim on the West End and now leads Ponies, a Cold War spy thriller she also produces. In this episode, we talk about her childhood love of acting, the imposter syndrome that followed early fame, her failure to master mathematics, the terror and denial surrounding her aneurysms, the shattering grief of losing her Dad, the joy of female friendships and…yes, ok…Game Of Thrones. ✨ IN THIS EPISODE: 00:00 Cheating Death Opener 00:14 Emilia Clarke Intro 02:54 Ponies And Friendship 03:39 Learning Russian Lines 06:45 Why Acting Means Failure 08:33 Failing At Maths 11:44 Early Acting Spark 14:10 Losing Her Dad 21:09 Failure At Recovery 24:30 Aneurysm In The Gym 27:10 Misdiagnosed Stroke Scare 28:01…

Aline Brosh McKenna is the brilliant writer behind some of the most iconic films and TV of our time: The Devil Wears Prada, 27 Dresses, Morning Glory and Crazy Ex-Girlfriend. Now, she’s back with The Devil Wears Prada 2. Before Hollywood, Aline studied literature at Harvard and worked as a freelance magazine writer in New York. She was 38 when everything changed with the release of The Devil Wears Prada - and she’s been creating sharp, funny, deeply relatable stories ever since. In this episode, we talk about writing for Meryl Streep (no biggie) the acting and magazine career that never happened and what life as an award-winning screenwriter *really* looks like. Plus: the motivating advice every single woman needs to hear. ✨ IN THIS EPISODE: 00:00 Introduction 03:15 27 Dresses and People Pleasing 04:24 Learning Not to Smallify 07:09 Writing Bold Characters 08:11 Devil Wears Prada Two Return 12:35 ‘Failed’ Acting Dreams 17:31 Working With Great Actors 23:20 Writing Meryl’s Big Speech 25:35 Scrappy Creativity…

Richard Gadd is the creative talent behind Baby Reindeer - the Netflix show which won six Primetime Emmys, two Golden Globes and garnered 84.5 million views within its first 45 days. Gadd began in stand-up, and by 2016 he’d won a Perrier Award at the Edinburgh Fringe. His work became known for its compulsive storytelling, blending dark comedy with a kind of philosophical kink for asking audiences the most uncomfortable questions. Now Gadd returns with Half Man, a six-part drama co-production between HBO and the BBC, which Gadd created, wrote, executive produced and stars in. In this episode we talk through his childhood, how it felt to be abruptly catapulted into being the most googled man on the planet following the release of Baby Reindeer and the complexity of identity and sexuality. ✨ IN THIS EPISODE: 03:13 Fame and Self Worth 05:37 Writing Dark Truths 06:52 Baby Reindeer Explosion 08:00 Becoming Ruben 09:40 Half Man Meaning 10:57 Workaholism Origins 23:58 Family Support After Trauma 24:30 Comedy Meets…

The acclaimed actor, singer and producer was born in Los Angeles to a Greek mother and a Bulgarian father who emigrated to the United States in 1949. You might know her from early roles like Bosom Buddies, where she met her future husband Tom Hanks, and from standout turns in films including Runaway Bride, It's Complicated and her unforgettable scene-stealing in Sleepless in Seattle. Behind the camera, she helped bring My Big Fat Greek Wedding and Mamma Mia! to the big screen. Alongside her film career, Wilson has built a powerful musical voice, releasing albums since 2012 and collaborating with artists like Elvis Costello and Willie Nelson. She now returns to her solo work with her sixth album, Sound Of A Woman, released on 1st May. In this episode, we talk about growing up in a traditional, private family but later living in the public eye, bringing My Big Fat Greek Wedding to the screen, her friendships with Nora Ephron and Bruce Springsteen - and how her experience of breast cancer reshaped her life and…

Today’s guest is a female billionaire: the co-founder and CEO of the Good American inclusive fashion brand and a founding partner of SKIMS, the shapewear and loungewear company. Emma Grede’s close working partnerships with the Kardashian family have led her to become an advocate for empowering women through business. Now, she’s publishing her first book, Start With Yourself, in which she explores everything from building personal resilience to developing self-forgiveness. In this episode we discuss her East London mindset, her famously controversial (!) attitude towards work-life balance, being a mother of four (her twins were born via a surrogate) and her experience of miscarriage. Female ambition, fertility, the discomfort of hard work…I’m so grateful to Emma for opening up on subjects that are so often shrouded in silence. ✨ IN THIS EPISODE: 03:02 Ambition Loves Discomfort 05:57 Growing Up East London 07:31 ‘Too Ambitious’ 08:34 East London Business Code 11:15 An Employee Mindset 19:13 Work-Life Balance…

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…

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…

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…

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…

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…

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]. 👋…

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…

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…

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…

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…

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…

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…

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:…

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…

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:…

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…

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:…