What is the biggest obstacle you have faced professionally?

Originally asked

The American Academy of Achievement, to its honourees, its oral-history interviews

The Academy of Achievement repeatedly asks honorees to identify a major professional obstacle or challenge and describe confronting it.

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Recorded Hilary Swank said elsewhere, not written here
I realized that the biggest obstacle was my mind. It was the biggest obstacle, and if I could get out of the way of myself, I would grow. So every time I had that attitude, I changed it, and I’d say, “You can. Today you can, and take it one day at a time, and today, I’m going to get up and I’m not going to think about the other six days of this week. I’m going to get up right now, and I’m going to go to the gym, and I’m going to learn about my boxing, and I’m going to be in the moment.” You know, in anything, you hit a wall, and then you have to break through it, and I just had to get out of my own way.

Academy of Achievement, Academy of Achievement interview, Los Angeles, California, 1 April 2006 source ↗

Others on this question

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David Herbert Donald, Ph.D. Historian; twice winner of the Pulitzer Prize for Biography
I have generally had few setbacks and few obstacles. I have been very fortunate in that things have been handed to me rather than my going out after them. There are a few roads that I didn’t take that I maybe could have. When I was a graduate student, maybe a second-year graduate student, I worked frequently at the Illinois State Library in Springfield, and one day, the director of that library called me into his office and said, “I have some news to tell you that is still very hush-hush, but I’m resigning from this job. I’m going to the Chicago Historical Society, and I’m going to recommend that you be appointed in my place.
Recorded Academy of Achievement, Academy of Achievement interview, Cambridge, Massachusetts, 1 April 2005 source ↗
Mike Krzyzewski Basketball coach at Duke University, 1980-2022; winner of five NCAA championships
In ’91, we were playing Nevada Las Vegas, and they’d won 45 in a row. It was almost like it would be okay to lose. Everybody would say, “Oh, that’s all right.” That, to me, was the biggest obstacle. I was most proud of that game, because, as a leader, I helped my group overcome rationalization at the highest level. When we beat them, and then beat Kansas for the National Championship, everyone was saying, “Boy, you won the National Championship,” but for me, it was amazing because I got over that final hurdle, as a leader and a teacher.
Recorded Academy of Achievement, Academy of Achievement interview, Durham, North Carolina, 1 May 2001 source ↗
Tony Judt Historian and essayist
This cockroach-like existence is cumulatively intolerable even though on any given night it is perfectly manageable. “Cockroach” is of course an allusion to Kafka’s Metamorphosis, in which the protagonist wakes up one morning to discover that he has been transformed into an insect. The point of the story is as much the responses and incomprehension of his family as it is the account of his own sensations, and it is hard to resist the thought that even the best-meaning and most generously thoughtful friend or relative cannot hope to understand the sense of isolation and imprisonment that this disease imposes upon its victims.
Recorded The New York Review of Books, 14 January 2010 issue, 14 January 2010 source ↗
Christopher Hitchens Essayist, critic and journalist
Myself, I love the imagery of struggle. I sometimes wish I were suffering in a good cause, or risking my life for the good of others, instead of just being a gravely endangered patient. Allow me to inform you, though, that when you sit in a room with a set of other finalists, and kindly people bring a huge transparent bag of poison and plug it into your arm, and you either read or don’t read a book while the venom sack gradually empties itself into your system, the image of the ardent soldier or revolutionary is the very last one that will occur to you. You feel swamped with passivity and impotence: dissolving in powerlessness like a sugar lump in water.
Recorded Vanity Fair, First Person column, September 2010 issue, 4 August 2010 source ↗

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