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How To Fail With Elizabeth Day

How To Fail With Elizabeth Day

By: Elizabeth Day and Sony Music Entertainment
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About this listen

How To Fail with Elizabeth Day is a podcast that celebrates the things in life that haven’t gone right and what we might learn from them along the way. Every week, Elizabeth’s guest explores three failures, and what these failures have taught them about how to grow and succeed, better. We’d love to hear from you! Get in touch with Elizabeth to share your failures, problems or questions - anonymously or otherwise. She'll go through these each week with the help of her very special guests. And remember: a fail shared is a fail halved. https://forms.sonymusicfans.com/campaign/how-to-fail-uk-2023/ An Elizabeth Day and Sony Music Entertainment Original Production. Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts and follow @sonypodcasts To bring your brand to life in this podcast, email podcastadsales@sonymusic.comElizabeth Day and Sony Music Entertainment Social Sciences
Episodes
  • Dorinda Medley on Grief, Identity and The Real Housewives: ‘I was angry. I was lost. I felt like I got cheated.’
    Jul 23 2025
    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, emotional conversation with a woman who’s lived many lives - and isn’t afraid to talk about all the ways they’ve fallen apart. ✨ IN THIS EPISODE: 00:00 Intro 02:12 Life After Reality TV 03:30 Authenticity and Public Perception 06:37 Dealing with Grief and Loss 14:06 Finding Strength in Vulnerability 19:14 The Impact of Fame 21:56 Housewives' First Visit to Blue Stone Manor 23:03 Behind the Scenes Drama 23:32 Staying Connected with Castmates 25:36 Dealing with Trolls and Haters 29:00 Coping with On-Screen Conflicts 31:19 Reflecting on the Housewives Experience 32:48 Blue Stone Manor Tag Sale 35:57 Life Lessons and Moving Forward 💬 QUOTES TO REMEMBER: “A lot of people mourn by crying. I was angry. I was lost. I felt like I got cheated.” “If you want to love me, great. If you don’t, I’m okay with that.” “There’s a difference between missing Housewives and wanting to do it again.” 🔗 LINKS + MENTIONS: 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 Join Elizabeth at an upcoming one-off show at Cadogan Hall on 21 Sep for her new novel One of Us: ⁠https://www.fane.co.uk/elizabeth-day Watch How To Fail on YouTube: https://www.youtube.com/@HowToFailPodcast Instagram: @howtofailpod / @elizabday TikTok: @howtofailpod / @elizabday Elizabeth’s Substack: https://theelizabethday.substack.com/ 💌 LOVE THIS EPISODE? Subscribe to How To Fail on Spotify, Apple or wherever you get your podcasts Leave us a 5⭐ review – it helps more people discover these conversations Share this episode with someone navigating grief or reinvention 📚 WANT MORE? Stanley Tucci on grief, identity and the taste of memory https://listen.sonymusic-podcasts.link/pbegMUD1?at=1010l396Y Miriam Margolyes on fame, failure and finally giving fewer f*cks https://listen.sonymusic-podcasts.link/PJdd42Bp?at=1010l396Y Mo Gawdat on how to solve for happiness https://listen.sonymusic-podcasts.link/RhEwJYA2?at=1010l396Y Production & Post Production Coordinator: Eric Ryan Studio Engineer: Sam Bair Sound Engineer: Matias Torres Assistant Producer: Suhaar Ali Senior 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 podcastchoices.com/adchoices Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    46 mins
  • Vanessa Williams - ‘It would be hard to be married to me!’
    Jul 16 2025
    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 historic crowning as the first African-American Miss America in 1983 - she was later forced to resign after unauthorised photos taken when she was a student were leaked without her consent. Vanessa joins us for an honest, hilarious and no-holds-barred conversation about her childhood, her romantic relationships, and - in a How To Fail first - why she regrets sending her daughter to boarding school. Elizabeth and Vanessa answer YOUR questions in our subscriber series, Failing with Friends. Join our community of subscribers here: https://howtofail.supportingcast.fm/#content 00:00 Intro 02:47 Overcoming Scandal and Achieving Success 06:24 The Joys and Challenges of Stage Performance 10:31 Reflecting on Miss America 18:30 Family and Personal Reflections 23:40 Looking at Transparency and Shared Struggles 24:11 The Impact of Losing a Mother 26:00 A Mother's Influence on Trust and Relationships 28:51 Navigating High School Friendships and Trust Issues 30:07 Romantic Relationships and Parental Approval 34:58 Coping with Parental Loss and Family Dynamics 43:41 Musical Legacy and Family Bonds Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.com I have an upcoming one-off show at Cadogan Hall on 21 Sep for my new novel One of Us. Full show details here: ⁠https://www.fane.co.uk/elizabeth-day Production & Post Production Coordinator: Eric Ryan Studio & Sound Engineer: Matias Torres Assistant Producer: Suhaar Ali Senior 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 podcastchoices.com/adchoices Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    53 mins
  • Suzi Ruffell - ‘I didn’t know I was gay until I saw Titanic’
    Jul 10 2025
    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 and talks about her totally relatable failures in this entertaining and hilarious, but moving episode. Elizabeth and Suzi answer YOUR questions in our subscriber series, Failing with Friends from a live audience in Cardiff. 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 I have an upcoming one-off show at Cadogan Hall on 21 Sep for my new novel One of Us. Full show details here: https://www.fane.co.uk/elizabeth-day Production & Post Production Coordinator: Eric Ryan Live Sound Engineer: Will Kontargyris Studio & Sound Engineer: Matias Torres Assistant Producer: Suhaar Ali Senior 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 podcastchoices.com/adchoices Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    50 mins
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such great podcasts with so many interesting people. changed my view on a few people. great questions and inspirational.

brilliant

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Well, she's a podcasters dream cos she talks so much but honest and eloquent with it. Elizabeth Day as ever, a dream. I hope I'm like her.

Probably the highest word count!

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In a world where we always compare the outtakes im of our own story everyone else’s finished reel (not my quote, but I like it), I have found this podcast series utterly comforting and inspiring. People who have found incredible success have also encountered failure, setbacks. A notion that it’s never wasted, if you’ve learned something from it. I don’t believe that what doesn’t kill you makes you stronger, but I do believe it gives you the permission to reflect and reassess in terms of what you really want from life. The Geena Davis episode was so enlightening, and Im now hooked! Thank you Elizabeth Day for your courage to bring this perspective to life.

Breaking down the illusion of the social media perfection

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Love love love this podcast! Elizabeth Day interviews with such understanding and sensitivity and is so in tune with her guests, it is a joy to listen to. The structure around failures means guests reveal their vulnerabilities, as does Elizabeth. I have binge listened to most episodes since discovering this podcast and now look forward to each new episode.

Love love love!

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