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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.

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

Barack Obama

44th President of the United States, 2009–2017; United States Senator from Illinois 2005–2008

Recorded said elsewhere, not written here
If you ask me where has been the one area where I feel that I've been most frustrated and most stymied it is the fact that the United States of America is the one advanced nation on earth in which we do not have sufficient common-sense, gun-safety laws. Even in the face of repeated mass killings. … And for us not to be able to resolve that issue has been something that is distressing. But it is not something that I intend to stop working on in the remaining 18 months.

Jon Sopel, BBC News interview, the White House, 24 July 2015 source ↗

Others on this question

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At university in the 60s, I thought social justice was going to improve exponentially. How wrong I was.
Recorded The Q&A, The Guardian, 28 February 2026 source ↗
Rob Lowe American actor
That I wasn't able to stay on The West Wing longer.
Recorded The Guardian, The Q&A, The Guardian, 26 August 2011 source ↗
Jeremy Kyle English radio and television presenter
My ears – disappointments that grow bigger each year.
Recorded The Guardian, The Q&A, The Guardian, 3 July 2010 source ↗

More from Barack Obama

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Question What part of your job would surprise outsiders because it takes up so much of your time? Craft & work
Nothing comes to my desk that is perfectly solvable. … Otherwise, someone else would have solved it. So you wind up dealing with probabilities. Any given decision you make you'll wind up with a 30 to 40 percent chance that it isn't going to work. You have to own that and feel comfortable with the way you made the decision. You can't be paralyzed by the fact that it might not work out.
Recorded Michael Lewis, Vanity Fair, October 2012 issue, 11 September 2012 source ↗
Question What are you unwilling to optimise? Values & belief
There are some things about being president that I still have difficulty doing. … For example, faking emotion. Because I feel it is an insult to the people I'm dealing with. For me to feign outrage, for example, feels to me like I'm not taking the American people seriously. I'm absolutely positive that I'm serving the American people better if I'm maintaining my authenticity. And that's an overused word. And these days people practice being authentic. But I'm at my best when I believe what I am saying.
Recorded Michael Lewis, Vanity Fair, October 2012 issue, 11 September 2012 source ↗
Question What accomplishment matters most to you? Craft & work
One of the things that Michelle and I are proud of is that we came through the White House with our souls intact. Everybody has heard: Power corrupts. I do think if you are placed in such an artificial situation, and your office has great importance, there is a tendency for people to want to please you. To not be as honest with you. We fought against that.
Recorded Ben Tiggelaar, Forward Thinking Leadership, Amsterdam, Ben Tiggelaar, 28 September 2018 source ↗
Question What fills you with the most pride? Identity & self
What makes me proudest about them is that they also don't get cynical about it. They have not assumed because their side didn't win, or because some of the values that they care about don't seem as if they were vindicated, that automatically America has somehow rejected them or rejected their values.
Recorded Christi Parsons, James S. Brady Press Briefing Room, the White House, The White House (Obama administration archive), 18 January 2017 source ↗

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