Sophie Habboo - I Wish I Had More Boundaries

Sophie Habboo - I Wish I Had More Boundaries

Author: Elizabeth Day and Sony Music Entertainment April 8, 2026 Duration: 47:18
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 Boundaries 10:23 One Day Office Job Disaster 16:01 Wedding Overwhelm And ADHD 20:52 Insecurities and Social Situations 21:53 Anxiety and Imposter Feelings 23:05 Therapy and Psychic Rituals 24:18 Sponsor Break The Testaments 26:12 Motherhood and Fear of Failing 29:36 Love Story With Jamie 33:54 A Surprise Voice Note 💬 QUOTES TO REMEMBER: I do always have imposter syndrome and maybe even as a mother... I really struggle with ‘mum guilt’. Had I been diagnosed with ADHD earlier, I would've been able to understand and have more compassion for myself. 🔗 LINKS + MENTIONS: Raising Chelsea is available to watch now on Disney+ The Testaments, a new Hulu original series, streaming April 8 exclusively on Disney+ Join the How To Fail community: www.howtofail.supportingcast.fm/#content Elizabeth’s Substack: www.theelizabethday.substack.com 📚 WANT MORE? Jamie Laing - on anxiety, insecurity and the pressure of fame. Plus his ‘failure’ to have a long-term relationship [spoiler alert: it all worked out just fine!]: swap.fm/l/QXKrzzpg5hULgBpXWMBY Dorinda Medley - on young widowhood, dealing with anger and what The Real Housewives of New York taught her: swap.fm/l/Q3MPl0zGn9MShaUdGEi4 💌 LOVE THIS EPISODE? Subscribe on Spotify, Apple or wherever you get your podcasts Leave a 5⭐ review – it helps more people discover these stories 👋 Follow How To Fail & Elizabeth: Instagram: @elizabday TikTok: @howtofailpod Podcast Instagram: @howtofailpod Website: www.elizabethday.org Elizabeth and Sophie answer listener questions in our subscriber series, Failing with Friends. Join our community of subscribers here: www.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 Production & Post Production Coordinator: Eric Ryan Engineer: Matias Torres Assistant Producer: Shania Manderson Senior Producer: Hannah Talbot Executive Producer: Alex Lawless 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

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
Charlotte Church - ‘I was totally exploited. I was a commodity’ [not-audio_url] [/not-audio_url]

Duration: 45:48
Charlotte Church is currently starring in the first ever series of BBC One’s Celebrity Traitors. But she first found global fame as the young classical singer with the voice of an angel. By 22, she had sold 10 million re…
ON BABY LOSS… With Sara Pascoe and Trinny Woodall [not-audio_url] [/not-audio_url]

Duration: 28:11
Welcome back to this How to Fail special, where we revisit powerful moments from the archive that offer insight, perspective and - hopefully - a sense of comfort during life’s more difficult chapters. This week, to mark…
Stephen Grosz - ‘Real love is going to hurt’ [not-audio_url] [/not-audio_url]

Duration: 52:23
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, d…
Jilly Cooper: On Failure, Love and Literature [not-audio_url] [/not-audio_url]

Duration: 38:07
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. H…
ON NAVIGATING YOUR 20s... With Phoebe Waller-Bridge and Lily Allen [not-audio_url] [/not-audio_url]

Duration: 17:15
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…
Jane Goodall on Optimism, Hope and Conservation [not-audio_url] [/not-audio_url]

Duration: 1:00:28
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…
Letitia Wright - ‘I was bullied… now I’m Black Panther’ [not-audio_url] [/not-audio_url]

Duration: 52:54
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 The…
ON ADDICTION... With Mae Martin and Marian Keyes [not-audio_url] [/not-audio_url]

Duration: 16:29
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, comfor…
Joe Locke - ‘At 20, I Felt Like I Was Already 35’ [not-audio_url] [/not-audio_url]

Duration: 46:20
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 co…
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…