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The question

What disappointment has stayed with you longest?

Originally asked

The Guardian, to a different person each week, The Q&A

This exact question recurs in The Guardian's institutional Q&A pool.

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Others on this question

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Dawn O'Porter British writer, director, and television presenter
Not winning Celebrity MasterChef. I am still gutted, despite many months of pretending to be fine with it.
Recorded The Guardian, The Q&A, The Guardian, 15 August 2026 source ↗
Jenna Coleman English actress
Receiving a letter saying I didn’t get into drama school. I felt like Billy Elliot. It was a crushing moment.
Recorded The Guardian, The Q&A, The Guardian, 16 February 2019 source ↗

More from Serena Williams

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Question What made you stop something you were known for, and how did you know it was time? Time & hindsight
I have never liked the word retirement. It doesn't feel like a modern word to me. I've been thinking of this as a transition, but I want to be sensitive about how I use that word, which means something very specific and important to a community of people. Maybe the best word to describe what I'm up to is evolution. I'm here to tell you that I'm evolving away from tennis, toward other things that are important to me.
Recorded First-person essay, Vogue September 2022 issue, 9 August 2022 source ↗

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Jonnie Peacock, Ian Wright, Danny Cipriani, Mo Farah, Ivan Lendl, Boris Becker

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