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The Diary of a CEOThe Diary of a CEO

Jessie J: I Quit Music, Deleted An Album, Then Changed My Mind | E139

This episode is part of our USA series, over the coming weeks you will get to see some incredible conversations with guests the likes of which we’ve never seen before. Bringing more value, more incredible stories, and more world-beating expertise. Jessie J is a singer and songwriter who has been singing professionally since she was 11 years old. In 2010 she shot to fame with the release of her first single, Do It Like A Dude. She has since sold millions of records, performed at the closing ceremony of the London Olympics, and been a judge on the talent shows The Voice and The Voice Kids. 00:00 Intro 01:36 My childhood and health problems 11:18 Growth in moments of sadness and pain 19:21 Finding out about your fertility problems 27:42 What would you say to your old self? 31:32 Not knowing who I was 34:24 Were record labels defining who you were? 38:25 Finding the right team for you 49:23 Why did you disappear? 57:11 How did the pandemic impact you? 01:00:16 Jamal Edwards' passing 01:07:56 Your miscarriage 01:20:38 Your bodyguard's passing 01:31:48 Do you let people in? 01:34:58 Love and relationships 01:42:44 What’s your next chapter? 01:44:35 Our last guest's question Jessie: https://twitter.com/jessiej https://www.instagram.com/jessiej Our Clips channel: https://www.youtube.com/channel/UCnjg... Listen on: Apple podcast - https://podcasts.apple.com/gb/podcast/the-diary-of-a-ceo-by-steven-bartlett/id1291423644 Spotify - https://open.spotify.com/show/7iQXmUT7XGuZSzAMjoNWlX FOLLOW ► Instagram: https://www.instagram.com/steven/ Twitter: https://twitter.com/SteveBartlettSC Linkedin: https://www.linkedin.com/in/steven-bartlett-56986834/ Sponsors: Huel - https://my.huel.com/Steven Myenergi - https://bit.ly/3oeWGnl Location courtesy of The Nightfall Group: www.nightfallgroup.com

Steven BartletthostJessie Jguest
May 1, 20221h 49mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Jessie J On Losing Everything, Finding Purpose, And Rewriting Her Future

  1. Jessie J sits down with Steven Bartlett to unpack the most pivotal and painful chapters of her life: chronic childhood illness, a teenage stroke, infertility and miscarriage, the deaths of close friends and her bodyguard, and the mental toll of global fame.
  2. She explains how her upbringing, with emotionally open parents and a social-worker father, shaped her empathy and her ability to balance deep pain with humor on and off stage.
  3. The conversation explores how fame eroded her sense of safety and self, why she nearly quit music and even asked to be dropped by her label, and how grief has clarified what she wants from her career, her team, and her personal life.
  4. Emerging from loss, she’s deleting an entire finished album, rebuilding from instinct, and designing a new chapter centered on truth, emotional alignment, a one‑woman show, and becoming a mother with the right partner by her side.

IDEAS WORTH REMEMBERING

5 ideas

Early adversity can seed lifelong empathy and perspective if you refuse to be defined by it.

As a child, Jessie spent long stretches in hospital with a serious heart condition, heavy medication, seizures, and later a stroke at 17. Her parents refused to treat her as “the sick kid,” which stopped illness becoming her identity. Instead of focusing on her own pain, she remembers watching other patients, worrying if they’d eaten or needed company. That outsider focus and her father’s mental‑health background forged the empathic lens she now uses in her music and on stage.

Your body will often force the breaks you refuse to take with your mind.

Jessie reframes her recurring health crises—heart issues, stroke, Meniere’s disease, going deaf in one ear, throat damage, reproductive problems—not as curses but as a protective feedback loop. Every time her career spiked and life sped up, her body “shut down” and forced her to pause. She now treats every health flare as a signal to ask, “What am I not listening to?” and adjusts diet, pace, and choices instead of only chasing medical fixes or powering through for the show.

Unchecked fame without emotional tools can create a prison of hyper‑vigilance and anxiety.

At the height of her fame (around 2014–2016), Jessie describes feeling constantly watched, criticized, and misrepresented, to the point she struggled to do basic tasks like filling her car with petrol. She became paranoid about being filmed eating, going to the beach, or saying no to photos. Without peers to normalize it, she spiraled into isolation, stayed in hotel rooms, bought hats to hide, and even briefly leaned into the “diva” caricature the press projected because fighting it felt exhausting.

Creative integrity sometimes means walking away from success, even after the work is done.

After a hectic third album where she wrote only two deeply personal tracks and felt misaligned with big pop hits she didn’t write, Jessie nearly quit music in 2016 and asked her label to drop her. Later, during the pandemic, she wrote a full album she’s now shelving because she doesn’t “see the audience” for it and hears other artists in those songs instead of her unique voice. Despite years of work, she’d rather restart from instinct than release something that doesn’t feel undeniably her.

Grief can clarify non‑negotiables: who you keep, what you make, and where you sit.

The miscarriage, followed closely by the death of her close friend Jamal Edwards and earlier the death of her long‑time bodyguard Dave, ripped open layers of unprocessed grief. She realized Jamal embodied courage and self‑belief for her, while Dave embodied safety—two qualities that now feel missing. Their loss pushed her to stop sitting at “tables where you’re not being fed,” demand more from her career, and find those qualities within herself instead of outsourcing them to others.

WORDS WORTH SAVING

5 quotes

I felt like I'd been given everything I've ever wanted and then someone had gone, 'But you can't have it.' I've never felt so lonely in my life.

Jessie J

You grow in moments of sadness and pain. My body has always kept my feet on the ground, even when it was shutting down.

Jessie J

I just felt like I had no one I could talk to that had experienced it to guide me, to go, 'You're okay. You're safe.'

Jessie J

Life is too short to sit anywhere other than where you're supposed to be. If you're sitting at a table where you don't feel like you're being fed, even if you're bringing a plate of food, you politely just leave.

Jessie J

The only thing in life that is important is to act on your instincts. If something doesn’t feel right, it’s because it’s not.

Jessie J

Childhood health struggles, hospital experiences, and early empathyEmotional impact of fame, anxiety, and loss of privacyChronic illness, infertility, miscarriage, and women’s health advocacyGrief for Jamal Edwards, security guard Dave, and compounded lossIdentity, boundaries, and the Jessica vs. Jessie J “brand” dynamicCreative control, scrapping an album, and redefining her music careerSupport systems, management failures, and her vision for a new team and future

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