Craft & work

What is the biggest obstacle you have faced professionally?

23 answers answered between 1985 and 2026

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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On the record

Public figures who have answered a question like this elsewhere. Quoted from the source shown, not written for FLAPSS.

Mario Molina Atmospheric chemist; Nobel laureate in Chemistry, 1995
In terms of this issue of these industrial gases affecting the environment, at the beginning the road was not easy, because we were suggesting that society had to change, that industries had to do something different than they were doing at that time. And of course, initially we did not meet with a good reception to these ideas from industry. And even from the scientific community — even though our ideas were well received in the small group of specialists in what we were doing — it was not necessarily well received by the scientific community at large. So we really had to continue doing as good a science as we could, and at the same time trying to well communicate our conviction that it was something important, something that had to change in the way society was functioning.
Recorded Academy of Achievement interview, Sun Valley, Idaho, 29 June 1996 source ↗
Larry Ellison American businessman
There were lots of times, especially in the early days, that were very, very difficult. I think the most difficult experience I had was in 1990 when Oracle had its only loss quarter in history. We’d been in business for 20 years, and after 20 years we lost money one quarter. We had a very difficult time. We had virtually doubled our sales every year for ten years. Nine out of ten years, ten out of eleven years. It was really quite an amazing run. We were the fastest growing company in history
Recorded Academy of Achievement, Academy of Achievement interview, San Francisco, California, 1 May 1997 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 ↗
Steve Jobs Co-founder and chief executive of Apple; co-founder of NeXT; chief executive of Pixar
At Pixar when we were making Toy Story, there came a time when we were forced to admit that the story wasn't great. It just wasn't great. We stopped production for five months.... We paid them all to twiddle their thumbs while the team perfected the story into what became Toy Story. And if they hadn't had the courage to stop, there would have never been a Toy Story the way it is, and there probably would have never been a Pixar.
Recorded Betsy Morris, Fortune interview, Kona, Hawaii, 7 March 2008 source ↗
Tom Lubbock Art critic
For me, no word comes without prior thought. No sentence is generated without effort. No formulation is made automatically. I am faced continually with a mystery that other people have no conception of, the mystery of the generation of speech. There is no command situation, it goes back and back and back. Where the self lies at the heart of the utterance, the speaker generating the word, is always clouded. This is true for everyone, but for most people this is not something to think about. The generation of words is automatic. For me, that automatic link is broken. Word generation involves strain, guesswork, difficulty, imprecision.
Recorded The Observer, from the journals he kept between 2008 and 2010, 7 November 2010 source ↗
Sundar Pichai Chief executive of Alphabet and Google
The second filter is to gravitate towards working on hard things. I’d love to tell you I was an immediate success after leaving Stanford… I wasn’t. Even a decade later, I felt like I wasn’t on the right path, and it took me a while to find my footing. Until I applied to Google. I had my final interview there in 2004, it was April Fool’s Day and the day Gmail launched. So when my interviewers asked me about it, I wasn’t sure if it was a joke or a real product. That’s because at the time, one gigabyte of free storage for everyone felt super ambitious, and almost impossible. A couple years into the job, I got my chance to work on a seemingly impossible problem, too. It was around this time that the internet was moving into a new phase. The web was evolving from simple web pages to rich applications. There was a group of us that felt we could reimagine the browser to be much better and faster, and we had an early prototype that we thought was pretty good. Internally there was a consensus that building a browser would be incredibly difficult, requiring hundreds of engineers; we had a group of about ten. The consensus was right. It was going to be really hard. In some ways we were naive, and it's good to be a bit irrational when you approach new things. And in 2008, we launched what we thought was a great browser. We had eight million users in the first twenty-four hours, and the reviews were really positive. And then user growth stagnated. After a year, we had around two percent share. I remember Steve Ballmer, the CEO of Microsoft, made fun of Chrome in an interview and called it a rounding error. It could have been demoralizing. But with that California optimism, I told the team that the fact he went out of his way to dismiss us meant we were doing something right. We kept going, setting highly aggressive stretch goals to keep the team pushing. We rapidly iterated, shipping the browser every six weeks while others shipped one maybe every six months to a year. Success began to follow. Working on hard things has taught me a lot: It typically attracts other great and optimistic people. And even if you miss meeting the high goals you set, you’ll still achieve something great. So when you have the choice to work on something hard — say yes. Do what excites you
Recorded Stanford University Commencement, Google (The Keyword), 14 June 2026 source ↗

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