Simon Cowell - ‘I often think: what gives me the right to judge people?’

Simon Cowell - ‘I often think: what gives me the right to judge people?’

Author: Elizabeth Day and Sony Music Entertainment May 7, 2025 Duration: 59:58
Simon Cowell has built an entertainment empire on his ability to say exactly what he thinks and an uncanny ability to judge the public mood. From launching Pop Idol in 2001, The X Factor in 2004 and the cultural behemoth Britain’s Got Talent in 2007, he has been at the helm of primetime around the world for over a quarter of a century. His TV shows and Syco record label have shaped the careers of everyone from One Direction to Little Mix, Susan Boyle and Leona Lewis. But his success hasn’t come without its struggles. For the first time, Cowell opens up about his biggest failures and regrets - an extraordinary thing to hear from one of the most successful men on the planet. We chat about fame, bankruptcy, loss, being ‘obnoxious’ and whether he has any regrets. Plus: what breaking his back and a near-death experience taught him and why he thinks we needs another referendum on Brexit. ✨ IN THIS EPISODE: 00:00 Intro 01:46 Early Life and Career 06:52 The Impact of a Life-Altering Accident 18:19 Facing Bankruptcy and Lessons Learned 22:16 The Influence of Simon's Parents 28:29 Reflections on Wealth and Success 29:37 Reflecting on Wealth and Happiness 30:27 The Impact of COVID-19 on Production 31:58 The Birth of Britain's Got Talent 33:29 The Struggles and Success of BGT 38:20 Understanding Fame and Its Challenges 40:35 The Formation of One Direction 47:20 Lessons from Professional Failures 56:10 Final Thoughts and Advice for Success Britain’s Got Talent is currently airing on ITV, and America’s Got Talent celebrates its 20th year this summer on NBC. ‘The biggest risk is being safe’ - Elizabeth and Simon answer YOUR questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://howtofail.supportingcast.fm/#content Have something to share of your own? I'd love to hear from you! Click here to get in touch: howtofailpod.com 🌎 Get an exclusive 15% discount on your first Saily data plans! Use code [howtofail] at checkout. Download Saily app or go to to https://saily.com/howtofail ⛵ Production & Post Production Coordinator: Eric Ryan Mix Engineer: Josh Gibbs Producer: Hannah Talbot Executive Producer: Carly Maile 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 Learn more about your ad choices. Visit podcastchoices.com/adchoices

There's a quiet revolution happening in how we think about success, and How To Fail With Elizabeth Day is right at the heart of it. This isn't about schadenfreude or wallowing in misfortune. Instead, Elizabeth Day has created a space where the most interesting conversations begin with a simple, radical premise: our lowest moments are often our greatest teachers. Each episode, a guest-from celebrated artists and thinkers to everyday people with extraordinary stories-sits down to examine three significant failures from their own life. The magic lies in the excavation, as Elizabeth guides the discussion toward the unexpected wisdom and resilience that emerged from those setbacks. You'll hear the raw honesty in their voices, the laughter that comes with hindsight, and the profound clarity that failure can uniquely provide. This podcast, presented by Elizabeth Day and Sony Music Entertainment, digs into the messy, human stuff of life that connects us all, transforming shared vulnerability into a source of collective strength. It’s a reminder that the path to any meaningful achievement is rarely a straight line, but a series of instructive detours. The show actively invites listeners to reflect on their own stories, fostering a genuine community around the idea that we can all succeed better by understanding where we've previously stumbled. Tune in for conversations that are as comforting as they are challenging, and which might just change your perspective on what it means to live a well-lived life.
Author: Language: English Episodes: 100

How To Fail With Elizabeth Day
Podcast Episodes
ON WRITING... With Salman Rushdie and Kazuo Ishiguro [not-audio_url] [/not-audio_url]

Duration: 24:18
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 t…
ON GRIEF… With Mo Gawdat and Bonnie Tyler [not-audio_url] [/not-audio_url]

Duration: 13:28
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 takeaw…
Robin Wright on ageing, confidence and the myth of being ‘too late’ [not-audio_url] [/not-audio_url]

Duration: 49:50
‘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-nom…
ON HEARTBREAK... With Alain de Botton and Jay Shetty [not-audio_url] [/not-audio_url]

Duration: 15:17
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 b…
Tom Ellis - Fatherhood, Surrogacy and Years of Therapy [not-audio_url] [/not-audio_url]

Duration: 49:40
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…
Failure Throwback: Jameela Jamil [not-audio_url] [/not-audio_url]

Duration: 58:34
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 fir…
Failure Throwback: Glennon Doyle [not-audio_url] [/not-audio_url]

Duration: 1:07:01
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 b…
Failure Throwback: Chimamanda Ngozi Adichie [not-audio_url] [/not-audio_url]

Duration: 1:08:02
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 lo…
Sir Tony Robinson - ‘I learned comedy as a defence mechanism’ [not-audio_url] [/not-audio_url]

Duration: 49:45
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,…