What has been your biggest disappointment?

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.

You answer as yourself. Nobody on FLAPSS answers as anybody else.

Recorded Alison Steadman said elsewhere, not written here
Not making a movie with Jimmy Stewart or Cary Grant.

The Guardian, The Q&A, The Guardian, 17 January 2009 source ↗

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I bought a BMW 7 series and my best mate said: “I don’t think you should buy this, bro, it’s too cheap.” And I said: “Let’s live the dream” and put my foot down hard on the accelerator and the bottom of the engine and the gearbox blew out.
Recorded The Q&A, The Guardian, 13 December 2025 source ↗
George H. W. Bush 41st President of the United States, 1989–1993
When I lost a race for the United States Senate, I thought the world was going to end for me politically, and 18 years later I was elected President of the United States. The biggest disappointment was that I wasn't able to communicate properly to the American people — with the proper conviction and the proper ability — where the country really stood. The pessimists, the naysayers, the change-wanters overwhelmed me, and I wasn't good enough. I wasn't articulate enough to have the country understand that we weren't in a recession, that we were in a rather booming economy in the last half of my presidency. That was a personal shortcoming, a failure on my path.
Recorded Academy of Achievement interview, Williamsburg, Virginia, 2 June 1995 source ↗
Harriet Walter English actress
When I got to 40 and realised I hadn’t read all the books I needed to read to understand the world.
Recorded The Guardian, The Q&A, The Guardian, 23 December 2017 source ↗

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