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.

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

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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

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My guest today has been an integral part of my feminist awakening. Celeste Barber’s instagram posts - which parody the unattainable standards of the fashion and beauty industry - are both hilarious and revolutionary. Her work has helped a generation of women to feel better about their bodies - and made her a star in the process. (Plus she’s been blocked by a few celebrities. Lol.)

Barber began her account in 2015 as a jobbing actor. She now has almost 10 million followers, including Reese Witherspoon, Chelsea Handler and designer Tom Ford who ended up hiring her for a fashion campaign. We talk about imposter syndrome, ADHD, standing up to bullies and her Janet Jackson obsession.

Toxic relationships, dealing with a narcissist and how to come back from ‘rock bottom’ - Elizabeth and Celeste 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: Richie Lee

Producer: Hannah Talbot

Executive Producer: Carly Maile

Head of Marketing: Kieran Lancini

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 [email protected]

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This episode of How To Fail was recorded in front of a live audience at Dublin’s Bord Gáis Energy theatre.

Emma Dabiri is a broadcaster, historian, and bestselling author whose work delves into the complexities of identity, culture, and race through art history and current affairs. She's now written a number of books - culture shifting works which are a radical re-imagining of what we consider to be beauty. Her first book was an Irish Times bestseller and inspired a conversation around race that led to change regulations in schools and in the British Army. It was later adapted into an award-winning documentary. She's a fellow in African studies at London, SOAS and is the mother of two boys.

Over on Failing with Friends, Emma talks about advice for someone in the audience who feels their singleness is a failure; what success looks like; when to know when to stop fertility treatment, and Elizabeth and Emma’s thoughts on Botox among other things!

To hear Emma tackling your failures 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: Richie Lee

Live Engineer: Will Kontargyris

Producer: Hannah Talbot

Executive Producer: Carly Maile

Head of Marketing: Kieran Lancini

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 [email protected]

Learn more about your ad choices. Visit

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

This episode of How To Fail was recorded in front of a live audience at London’s Barbican Theatre.

Sally Phillips has appeared in a string of the most influential and hilarious comedy series of all time - from Smack The Pony, Miranda, The Thick of It and Veep. Not forgetting, of course, her star turn as Bridget Jones’s best friend, Shazza, in the hugely popular movie franchise.  Alongside her professional success, Phillips has also been an important voice in the neurodivergent community. Her eldest son, Olly, has Down syndrome and Sally is a tireless campaigner for disability rights.

So why, then, does she never feel she’s made it as a ‘serious’ actress? And why is she so obsessed with Clown School? And - pressing question - why have she and Colin Firth never been a thing?

Over on Failing with Friends, Sally answers questions from the live audience at the Barbican: they discuss red and green flags in partners, and what Hugh Grant is REALLY like and whether Sally and Renée Zellweger really are friends or whether she might just be making it up?

To hear Sally tackling your failures 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

Engineer: Matias Torres Sole & Gulliver Lawrence-Tickell

Live Engineer: Will Kontargyris

Producer: Hannah Talbot

Executive Producer: Carly Maile

Head of Marketing: Kieran Lancini

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 [email protected]

Learn more about your ad choices. Visit

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Over on Failing with Friends this week, Mae Martin talks about self-care, how to stop pushing people away and we tackle a listener’s failure to be messy in their twenties. To hear Mae Martin's brilliant advice, join our community of subscribers: https://howtofail.supportingcast.fm/#content

Canadian comedian, writer, producer and singer/songwriter Mae Martin joins Elizabeth to talk about making music, the importance of pronouns and being diagnosed with ADHD. We also discuss their hit Netflix show Feel Good, going to rehab as a teenager and their borderline addiction to escape rooms (they've done 50 in three years...absolutely zero judgement here).

Mae Martin’s new album ‘I’m a TV’ is out now.

🌎 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 ⛵

Have something to share of your own? I'd love to hear from you! Click here to get in touch: howtofailpod.com

Production & Post Production Coordinator: Eric Ryan

Studio and Mix Engineer: Matias Torres Sole & Gulliver Lawrence-Tickell

Senior Producer: Selina Ream

Executive Producer: Carly Maile

Head of Marketing: Kieran Lancini

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 [email protected]

Learn more about your ad choices. Visit

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Over on Failing with Friends this week, JVN and I get into relationship therapy and the perfect length of shorts on a man. To hear JVN tackling your failures, join our community of subscribers here: https://howtofail.supportingcast.fm/#content

Jonathan Van Ness, one fifth of Netflix’s hit show Queer Eye,  three-times New York Times bestseller, podcaster, business magnate and all-round icon is on the pod this week. JVN joins us to talk about TV show cancellations, almost getting cancelled, business failures and learning that validation is an inside job. Plus: the Queer Eye makeover they still regret. And: what would JVN do to Donald Trump's hair?

To check out JVN’s hair products go to: https://www.spacenk.com/uk/brands/j/jvn-hair

Have something to share of your own? I'd love to hear from you! Click here to get in touch: howtofailpod.com

Production & Post Production Coordinator: Eric Ryan

Studio and Mix Engineer: Matias Torres Sole & Gulliver Lawrence-Tickell

Senior Producer: Selina Ream

Executive Producer: Carly Maile

Head of Marketing: Kieran Lancini

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 [email protected]

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

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

For this bonus episode, Elizabeth and Mel open up the post bag to answer the burning questions YOU have when it comes to dating… And, let’s just say, we cover A LOT of ground.

After you’ve listened, you can get all the resources and worksheets discussed at www.thepodclass.co.uk

Mel and Elizabeth are on a mission to revolutionise the world of dating! We want to make it a safe, fun and rewarding experience for everyone. If you’d like to join us, we’ve put together our very own How To Date Good Dating Pledge, consisting of 10 simple ‘Dating Commandments’. Have a look and sign up for free now at www.thepodclass.co.uk

If you don’t want to wait each week for new episodes join our wonderful community of subscribers where you can binge all episodes now, ad free, all at once. Follow the link to sign up:

https://howtofail.supportingcast.fm/ 

A Daylight and Sony Music Entertainment Production.

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Morrisons buy 6 or more bottles of alcohol offer - Majority of stores, max 36. Excludes Scotland & Morrisons Daily. More Card/app required. Selected 75cl bottles. Online varies. Ends 21/04. Please drink responsibly.

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

Over on Failing with Friends - Sam Ryder talks about panic attacks, how to forgive, and (in a How To Fail first) why he likes to cut his toenails outdoors. To hear Sam tackling your failures join our community of subscribers here: https://howtofail.supportingcast.fm/#content

Sam Ryder is a British singer-songwriter who started posting covers on TikTok during the pandemic that ended up catching the eye of Sia, Elton John and Justin Bieber. He represented the UK at the Eurovision Song Contest in 2022, placing second only to Ukraine. It was our highest-scoring entry in 24 years. In one of my favourite ever episodes, Sam talks about the pressures of fame, the challenge of keeping ego in check, the transformative power of gratitude and why he thinks Dolly Parton is ‘the supreme being’.

We also talk about tracks from Sam Ryder’s upcoming album, including his single ‘White Lies’ out 21st March.

Have something to share of your own? I'd love to hear from you! Click here to get in touch: howtofailpod.com

Production & Post Production Coordinator: Eric Ryan

Studio and Mix Engineer: Matias Torres Sole & Gulliver Lawrence-Tickell

Senior Producer: Selina Ream

Executive Producer: Carly Maile

Head of Marketing: Kieran Lancini

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 [email protected]

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

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

For the final episode of How To Date (sob!) Mel and Elizabeth look at the most important relationships any of us can have in our lives: the one with ourselves. 

We unpack what this means in practical terms. How do we nurture a healthy sense of self-respect - and why can this sometimes feel so challenging? How can we ensure interdependence rather than co-dependence? We explore why being clear about your own worth is a fundamental building block in any sustainable relationship with another person. And we are joined by two VERY special guests who offer unique insights into what Mel and Elizabeth are actually like in a relationship…

After you’ve listened, you can get all the resources and worksheets discussed at www.thepodclass.co.uk

Mel and Elizabeth are on a mission to revolutionise the world of dating! We want to make it a safe, fun and rewarding experience for everyone. If you’d like to join us, we’ve put together our very own How To Date Good Dating Pledge, consisting of 10 simple ‘Dating Commandments’. Have a look and sign up for free now at www.thepodclass.co.uk 

If you don’t want to wait each week for new episodes join our wonderful community of subscribers where you can binge all episodes now, ad free, all at once. Follow the link to sign up:

https://howtofail.supportingcast.fm/

A Daylight and Sony Music Entertainment Production.

_______________________________________________________________________

Morrisons terms & conditions

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Wine or Fizz offer excludes Scotland and Morrisons Daily. Majority of stores, max 36. More Card/app required. Selected 75cl bottles. Online varies. Ends 30/3. Please drink responsibly.

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

Olivia Attwood first appeared on our TV screens in 2017 as a contestant in the third series of Love Island, and instantly became a star due to her dry humour and gobby relatability. You might also know her as a regular panellist on Loose Women or from her hit documentaries for ITV. Last year, she launched her podcast, Olivia Attwood’s So Wrong It’s Right, which promptly went to Number 1 in the UK charts. On today’s episode, we talk about everything from reality tv to her diagnosis with ADHD; from her love of gay clubs and medi-spas to failed relationships, the lessons friendship has taught her, the fact she hasn’t always loved being the centre of attention (no, honestly) and why she’s never watched herself back on Love Island. An absolute gem of an episode with a true woman’s woman.

Have something to share of your own? I'd love to hear from you! Click here to get in touch: howtofailpod.com

Production & Post Production Coordinator: Eric Ryan

Studio and Mix Engineer: Gulliver Lawrence-Tickell

Producer: Hannah Talbot

Executive Producer: Carly Maile

Head of Marketing: Kieran Lancini

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 [email protected]

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

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