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Home » The Diary Of A CEO: Simon Cowell on Failure and Resilience (Transcript)

The Diary Of A CEO: Simon Cowell on Failure and Resilience (Transcript)

Here is the full transcript of world-renowned record producer Simon Cowell’s interview: ‘From Bored Schoolboy to Music Mogul’ on The Diary Of A CEO Podcast with host Steven Bartlett, June 10, 2024.

Brief Notes: Steven Bartlett sits down with music mogul Simon Cowell for an unusually vulnerable conversation about grief, work, and the cost of success, beginning with the “most devastating” moment of his life: losing both of his parents and wondering what he had left to live for. Cowell retraces his climb from bored schoolboy and broke 30-year-old who moved back in with his mum and dad, to record executive betting everything on acts like Sinitta, WWF wrestlers, and eventually Westlife and One Direction.

He opens up about depression, breaking his back in three places, how his son Eric forced him to redraw his boundaries, and why manners, respect, and making people feel important remain non‑negotiable values he inherited from his parents. Finally, Simon reflects on the rise of bullying and social media pile‑ons, his regrets around One Direction—especially not owning the band’s name and not giving them more creative control—and his belief that legacy now matters more than ratings or chart positions.

The Early Years: A Happy But Bored Childhood

STEVEN BARTLETT: Simon, in order to understand the man that sits with me today, what is the early context that I must know about that will help me to understand the Simon Cowell that all of us know so well? What is that early context, the oven that you were cooked in?

SIMON COWELL: Well, I had a happy childhood. I was always bored, though, really bored at school. I always wanted to have a life where I would be interested and have fun.

When I was told the school days are the best days of your life, I’m thinking, “Oh my God, this is terrible,” because I hate school.