ON MOTHERHOOD… with Jessie Ware and Francesca Segal

ON MOTHERHOOD… with Jessie Ware and Francesca Segal

Author: Elizabeth Day and Sony Music Entertainment March 16, 2026 Duration: 19:11
Motherhood is often portrayed purely as a joyful, magical chapter of life – and while it certainly can be – we rarely speak openly about the hard, exhausting and deeply challenging truths. In this episode, singer‑songwriter Jessie Ware reflects on becoming a parent while building a career in the public eye. She talks about the pressure she felt to prove she could do everything at once, the exhaustion that followed and the grounding process of learning to be present rather than perfect. We also hear from novelist Francesca Segal, who shares the story of her twins’ premature birth and the unexpected reality of early motherhood inside a neonatal ward. She describes the chasm between the idealised story of birth and the lived experience many mothers face. I hope this episode brings comfort to anyone navigating the complexities of motherhood. May it remind you that every journey is different, that there is no single right way to parent and that you are never alone in this experience. Listen to Jessie’s full episode of How to Fail here: http://swap.fm/l/8cUuwGs4vc7tAXiPcDab Listen to Francesca’s full episode of How to Fail here: swap.fm/l/MsPtRFvgP8z18GLPgpdL 🔗 LINKS + MENTIONS: Maternal Support: https://maternalmentalhealthalliance.org/ https://mothersformothers.co.uk/ Elizabeth’s Substack: https://theelizabethday.substack.com/ Join the How To Fail community: https://howtofail.supportingcast.fm/#content 💌 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: @howtofailpod @elizabday TikTok: @howtofailpod @elizabday Website: www.elizabethday.org Have a failure you’re trying to work through for Elizabeth to discuss? Click here to get in touch: howtofailpod.com 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
Vanessa Williams - ‘It would be hard to be married to me!’ [not-audio_url] [/not-audio_url]

Duration: 50:33
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…
Suzi Ruffell - ‘I didn’t know I was gay until I saw Titanic’ [not-audio_url] [/not-audio_url]

Duration: 47:35
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 sp…
Monica Lewinsky - ‘I would have liked a more normal life’ [not-audio_url] [/not-audio_url]

Duration: 47:50
Monica Lewinsky is an activist, podcaster and producer. At the age of 24, Lewinsky, a White House intern, found herself in the eye of a global scandal. She was subjected to a mass public shaming - losing her livelihood,…