Warning: this episode may contain MIND-BLOWING moments. Stephen Grosz is a practising psychoanalyst and a personal hero of mine. He has worked with patients for more than 45 years and his first book, The Examined Life, drew on these experiences. When it was published in 2013, it caused a sensation and went straight to number one in the Sunday Times bestseller list. Since then, hundreds of thousands of readers, including me, have taken it to our hearts. Now 12 years on from his debut, Grosz is ba...
Oct 08, 2025•52 min•Season 20Ep. 108
Today, we remember and celebrate the extraordinary life of Jilly Cooper, who has sadly passed away at the age of 88. A literary icon, Jilly captured hearts and imaginations with her wit, warmth, and unmistakable voice. Her novels, especially beloved titles like Riders and Rivals, sold over 11 million copies in the UK alone and most recently inspired the hit Disney+ adaptation that introduced her work to a whole new generation. I had the immense privilege of speaking with Jilly just last October....
Oct 06, 2025•38 min•Season 20Ep. 107
Welcome back to this How to Fail special where we journey through the archive to uncover insight and revisit powerful conversations. Each week, I hand-pick moments that speak to our shared challenges - hopefully offering comfort, clarity, and a renewed sense of perspective for whatever life might be throwing your way. Your 20s are notoriously a time of instability, during which you attempt to find yourself and figure out who you are. Which is why I wanted to bring you this episode! We hear from ...
Oct 05, 2025•17 min•Season 20Ep. 106
We said goodbye to Jane Goodall, who passed away yesterday at 91 after a life that inspired millions. I feel so grateful to have had the chance to speak with her back in July 2022, a conversation I’ll never forget. Today, in honour of her incredible legacy, I want to re-share it with you. ___________________________________________________________________ The legendary Jane Goodall is a scientist, conservationist and humanitarian, whose 60-year study of wild chimpanzees in Tanzania challenged an...
Oct 02, 2025•1 hr•Season 20Ep. 105
You’ll know Letitia Wright from her standout roles in Black Panther, Wakanda Forever, Black Mirror and Top Boy. She won the BAFTA Rising Star award in 2019 and is currently starring in Not Your Superwoman at The Bush Theatre, London. But Letitia’s journey hasn’t always been lined with red carpets. Born in Guyana and raised in Tottenham, North London, she’s faced her share of challenges including depression, anxiety and experiencing the pressure to fit in from a young age. In this episode, Letiti...
Oct 01, 2025•53 min•Season 20Ep. 104
Welcome back to this How to Fail special where we revisit conversations from the archive to highlight particular themes and tap into the wisdom they contain. Each week, I select moments that can offer perspective, comfort and encouragement for whatever you might be going through. Since September is National Recovery Month, we’re exploring the theme of addiction. First, we hear from comedian, writer and actor Mae Martin, who joined me in April this year. They spoke candidly about their experience...
Sep 28, 2025•16 min•Season 20Ep. 103
Joe Locke shot to global fame as Charlie Spring in Netflix’s Heartstopper, a role that catapulted him overnight from a schoolboy on the Isle of Man to an Emmy-nominated actor with millions of followers. In this candid conversation, the Heartstopper star reflects on the whirlwind of early success, the pressure of being seen as a role model and why he once felt like he was ‘already 35’ at just 20 years old. Joe opens up about the challenges of guarding his privacy while navigating fame, learning t...
Sep 24, 2025•46 min•Season 20Ep. 102
Welcome to another special edition of How to Fail, where I revisit conversations from the How to Fail archives. Each week, we shine a light on a particular theme, hopefully offering inspiration, perspective and comfort through the words of past guests. This week’s theme is on writing - appropriately, because my new book ‘One of Us’ is out this week (25th September)! So it felt only fair that I re-shared a couple of my favourite authors who have guested on How to Fail in the past. First up, you’l...
Sep 21, 2025•24 min•Season 20Ep. 101
Content Warning: This episode contains mentions of drug use. Mark Ronson is the hitmaker behind some of the most iconic music of the past two decades. A nine-time Grammy-winning producer, DJ, and Oscar-winning songwriter (yes - he wrote “I’m Just Ken”), Ronson has collaborated with legends like Lady Gaga, Paul McCartney, Miley Cyrus and Duran Duran. He also produced Amy Winehouse’s era-defining album Back to Black, and his 2014 smash “Uptown Funk” is one of the best-selling singles in history. I...
Sep 17, 2025•51 min•Season 20Ep. 100
Welcome to the newest evolution of How to Fail! Each week, I’ll be diving into the archives to spotlight key themes that have come up throughout my conversations with How to Fail guests. I’ll be sharing bite-sized takeaways every Monday to support, inspire and help with whatever you might be going through. This week’s theme is a big one: we’re talking all about grief. First, you’ll hear a moving excerpt from my 2019 conversation with Mo Gawdat, who offered deeply validating and helpful advice fo...
Sep 14, 2025•13 min•Season 20Ep. 99
‘I didn’t think I had that confidence, so I turned those roles down.’ Robin Wright is the legendary star of The Princess Bride, Forrest Gump, House of Cards, and Amazon’s gripping new thriller The Girlfriend. An Emmy-nominated actress, Golden Globe winner and now an acclaimed director, Wright joins How To Fail to talk about fear, self-worth, womanhood, motherhood - and what it means to start over later in life. She reflects on missed chances in her 20s, turning down roles due to self-doubt, and ...
Sep 10, 2025•50 min•Season 20Ep. 98
Welcome to this brand-new concept for How to Fail – where I dive into the back catalogue of the How to Fail archives, highlighting specific themes each week to bring you bitesize takeaways! Hopefully these episodes can bring some clarity on similar issues you’re facing or great stories that you might find comfort from. This week we’re looking at heartbreak. You’ll hear a highlight from my conversation with philosopher Alain de Botton, originally released in October 2019, who shares wise and insi...
Sep 07, 2025•15 min•Season 20Ep. 97
You may know Tom Ellis as the devilishly charming lead in Netflix’s Lucifer, or as the lovable Gary in the BBC sitcom Miranda. He's also made waves in the U.S., starring alongside Gina Rodriguez in Players, and appearing in Hulu’s Tell Me Lies, created by his wife, Meghan Oppenheimer. In 2023, Tom and Meghan welcomed a daughter via surrogate, adding to his role as a proud dad of four. Now, his next big project is the star-studded film adaptation of Richard Osman’s bestselling novel The Thursday ...
Sep 03, 2025•50 min•Season 20Ep. 96
Jameela Jamil is an actor, activist, and founder of the I Weigh movement. From teaching English to starring in The Good Place, Jameela shares the highs, lows, and radical honesty that define her journey. This episode first went out in February 2021. We talk about: Her struggle to be a "good" celebrity Body image battles and self-kindness Financial missteps and learning to thrive Calling out media hypocrisy and sparking global change Packed with truth bombs and bold insight, this episode is for a...
Aug 27, 2025•59 min•Season 20Ep. 95
Author of Untamed and fierce truth-teller Glennon Doyle joins me for a raw and revelatory episode, first recorded in July 2020. We dive into: Why we chase approval instead of trusting our inner voice Her struggles with body image, love, and emotional resilience The failures that shaped her—from family breakdowns to learning self-protection Every moment is unscripted and packed with wisdom. No edits. No filters. Just Glennon, exactly as she is. Listen when you're ready for honesty that hits like ...
Aug 20, 2025•1 hr 7 min•Season 20Ep. 94
This week we revisit one of my all-time favourite guests: Chimamanda Ngozi Adichie, recorded in July 2021. Best known for Americanah and her globally resonant TED Talks, Chimamanda opens up about the profound grief of losing both her parents within a year—and the raw journey of coping in its aftermath. We talk candidly about: Her essay Notes on Grief Being a daughter and the complexities of motherhood Fertility struggles and writing through pain Her cultural influence and, yes...Kim Kardashian I...
Aug 13, 2025•1 hr 8 min•Season 20Ep. 93
Recorded with a live audience in Cambridge, this captivating conversation delves deep into the life and career of a cultural force of the last half-century. Known of course for his iconic role as Baldrick in Blackadder, Sir Tony's sharp intelligence and dry humour have had a formative influence on generations. In this candid discussion, he opens up about the unexpected turns and profound challenges that have shaped his extraordinary journey as an actor, presenter, documentary maker and writer. Y...
Aug 06, 2025•50 min•Season 20Ep. 92
In this searingly funny and deeply affecting live conversation, Elizabeth speaks to stand-up comedian, author and Taskmaster favourite Fern Brady about her autism diagnosis, her working-class roots, and the failures that shaped her award-winning memoir Strong Female Character . Fern opens up about late diagnosis, social masking, and stripping to fund her education - all delivered with the brutal honesty and whip-smart humour that’s made her one of the most exciting voices in comedy today. A powe...
Jul 30, 2025•44 min•Season 20Ep. 91
What happens when the life you thought you’d built - the one with love, money, recognition - seems to slip away? This week, Elizabeth speaks to Dorinda Medley, author, TV personality and iconic former Real Housewife of New York , about reinvention, resilience and learning to be okay with not being liked by everyone. Dorinda opens up about the loss of her husband, the loneliness that followed fame, and why her departure from Housewives was both painful and necessary. This is a raw, funny, emotion...
Jul 23, 2025•44 min•Season 20Ep. 90
As a recording artist, Vanessa Williams has earned 13 Grammy nominations and racked up over 212 million digital streams over the course of her eight albums. Her most popular hit, Save The Best For Last, was Number 1 for five weeks in 1992. She is also a highly successful stage and screen actor, appearing in Desperate Housewives and Ugly Betty. She is currently starring on the West End stage as Miranda Priestly in the musical adaptation of The Devil Wears Prada. It’s all a long way from her histo...
Jul 16, 2025•51 min•Season 20Ep. 89
In this special live edition of How to Fail, Elizabeth is joined by comedian Suzi Ruffell. Suzi has performed five sellout runs at the Edinburgh Fringe, as well as appearing on live at the Apollo and filming an Amazon special of her show ‘Dance Like Everyone Is Watching’. She was nominated for Best standup show in the National Comedy Awards and has just written her first book Am I Having Fun Now? ’, an instant Sunday Times Bestseller. Suzi opens up about her sexuality, her Kate Winslet obsession...
Jul 10, 2025•48 min•Season 20Ep. 88
I can’t believe I get to say this but…PAMELA ANDERSON! ON HOW TO FAIL! The one and only! A woman I grew up watching on TV, Pamela was an icon of a generation…But the second act of her career has been the most powerful and Anderson joins me for a vulnerable chat about her long journey of embracing beauty on her own terms, understand her self-worth, embracing self-acceptance and how it was never about being pretty for her - it was always about being brave. Together, we unpack the beauty ideals of ...
Jul 07, 2025•53 min•Season 20Ep. 87
Melinda French Gates studied computer science and economics and completed an MBA before joining a tech start-up called Microsoft, in 1987. She rose through the ranks to become Manager of Information Products and married the boss in 1994. His name was Bill Gates. Together, the couple founded and co-chaired the Gates Foundation, where, for more than two decades, she set the direction and priorities of the world’s largest philanthropic organisation. Today, a divorced French Gates heads up Pivotal, ...
Jul 02, 2025•50 min•Season 20Ep. 86
Monica Lewinsky is an activist, podcaster and producer. At the age of 24, Lewinsky, a White House intern, found herself in the eye of a global scandal. She was subjected to a mass public shaming - losing her livelihood, her anonymity and the future she had once imagined for herself. Now, 51 Lewinsky has garnered a new generation of admirers, who with the advent of social media and shifting cultural tides, have rightly reinterpreted the shocking way she was treated. Her podcast, which launched ea...
Jun 25, 2025•48 min•Season 20Ep. 85
Rapping phenomenon and Tottenham Hotspur superfan AJ Tracey joins us this week to talk about supporting his mum through her cancer journey, the pressures of staying an independent artist and what football has taught him about failure. AJ Tracey has been rapping since the age of four. He dropped out of his Criminology degree at London Metropolitan University and started uploading tracks to SoundCloud in 2011, achieving five Platinum singles and over two billion Spotify plays as an independent art...
Jun 18, 2025•51 min•Season 20Ep. 84
Cynthia Nixon joins Elizabeth to answer YOUR questions and failures including: whose failures would you most like to hear (dead or alive) how to cope with a friendship break up and how to know when to have kids. Elizabeth then takes a moment to reflect on meeting Cynthia, and everything they covered. To hear Cynthia tackling your failures join our community of subscribers here: https://howtofail.supportingcast.fm/#content Do you have something to share of your own? Click here to get in touch: ho...
Jun 12, 2025•27 min•Season 20Ep. 83
Whilst Cynthia Nixon’s versatility is beyond question, it's fair to say that she has become permanently associated with one character, Miranda Hobbs, in Sex and the City and its companion piece, And Just Like That. She won an Emmy for her performance and a generation of fans who identified with the ambitious type-A lawyer whose cynicism disguised as vulnerability has grown markedly through the decades. Nixon is also a political activist and vocal advocate for progressive causes. She even met her...
Jun 11, 2025•52 min•Season 20Ep. 83
TW: discussions around anorexia and sexual abuse. In an incredibly powerful episode (and a How To Fail first), Christine McGuinness speaks publicly about her sexuality for the first time. She reveals she had a long-term relationship with a woman before her marriage to comedian Paddy McGuinness and that she’s now dating women again. She refuses to label her sexuality - as she puts it: ‘I want love for me’. What an honour to be part of Christine’s journey to live her truth! You will already know C...
Jun 04, 2025•51 min•Season 20Ep. 82
Vicky Pattison was 22 when her life changed and she was cast in reality TV show Geordie Shore. She was on the show for nine seasons between 2011 and 2014, during which time the cameras followed her falling in love, becoming engaged, then breaking up. Now 37, Pattison has rarely been off our screens - whether it’s as a finalist on Celebrity Masterchef or winning I’m A Celebrity in 2015. She’s a radio presenter on the Heart network, is fronting a new Channel 4 dating show called The Honesty Box an...
Jun 02, 2025•56 min•Season 20Ep. 81
In her most revealing interview to date, Dannii Minogue talks openly about the pressures of fame, the relentless comparisons with her sister, Kylie, and navigating a divorce that left her broke. It’s an extraordinary conversation with a woman who found fame as a 10-year-old in her native Australia. As a teenager Dannii, signed a record deal and acted in Home and Away. In her early 20s her debut album went Gold in the UK, and she went on to have 9 top 10 singles. Over the course of her music care...
May 28, 2025•57 min•Season 20Ep. 80
