How To Fail With Elizabeth Day· Staffel 20· Folge 158

Sophie Habboo - I Wish I Had More Boundaries

Mittwoch, 8. April 2026 · 47 min

MP3

Shownotes

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:

Family Roots And Motherhood

Ziggy Bay And Marathon Madness

Failure One: No Boundaries

One Day Office Job Disaster

Wedding Overwhelm And ADHD

Insecurities and Social Situations

Anxiety and Imposter Feelings

Therapy and Psychic Rituals

Sponsor Break The Testaments

Motherhood and Fear of Failing

Love Story With Jamie

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?

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👋 Follow How To Fail & Elizabeth:

Instagram: @elizabday

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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.

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