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.

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

Recorded Larry Ellison said elsewhere, not written here
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

Academy of Achievement, Academy of Achievement interview, San Francisco, California, 1 May 1997 source ↗

Others on this question

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John M. Martinis Physicist; Nobel laureate in Physics, 2025
I would say there are many challenges, and that's kind of what's hard about it. And my particular thesis, since leaving Google and doing my own company, is that building a quantum computer is a little bit harder than the scientists think about because of the system engineering. Building a powerful computer is hard. So what we're particularly working on is the manufacturing of qubits and doing that much better than what people are doing right now. I really enjoyed being in academia, and even at Google working on that. But I really enjoy right now trying to think very practically about what we have to do to get this to work. And what kind of people we have to collaborate with in order to put all the pieces together and build a quantum computer in a cost effective, economic way that makes business sense.
Recorded Adam Smith, Telephone interview recorded shortly after the prize announcement, October 2025, Nobel Prize Outreach, 1 October 2025 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 ↗
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 ↗

More from Larry Ellison

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Question How has a failure, or apparent failure, set you up for later success? Do you have a favourite failure? Failure & regret
Oh, absolutely. I think most overachievers are driven, not so much by the pursuit of success, but by the fear of failure. Unless failure gets very close and very nearby that fear doesn’t reach profound levels, but it drives us. It drives me to work very hard.
Recorded Academy of Achievement, Academy of Achievement interview, San Francisco, California, 1 May 1997 source ↗

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