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 Sundar Pichai said elsewhere, not written here
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

Stanford University Commencement, Google (The Keyword), 14 June 2026 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 ↗
Bill Clinton 42nd President of the United States, 1993–2001
I do think my mother had a lot to do with that. I mean, after all, you know her — it was not near as bad as having your husband die in a car wreck after — he survives World War II. They had a great life planned, and he gets killed in a car wreck, not because of a concussion, but because in a fluke, the tire blows out on his car. He’s thrown out of the car. He lands in a ditch in a field, and the ditch is full of water, and he can’t get out of the ditch before he drowns. There’s — it made it look a little whiny for me to be all bent out of shape about losing an election, and I realized that it was a weird deal. It was 1980. It was Reagan’s election. It was a period not unlike now, widespread resentment over the stagnant economy, the Iran hostage crisis, and I bet I had a hundred people coming to — I’m not exaggerating — coming to me and saying, “God, Bill, I didn’t know you were going to lose. I just voted against you to because I didn’t like some of the things you’d done.” And I remember once — one of the funniest things that ever happened to me. I was driving over to see my mother. I lived in Little Rock, and she lived in Hot Springs 50 miles away, and in the middle of the trip was a little country store owned by a guy who ran the elections in that area and was real smart, so I went in to get a Coke, and started talking to him. And this little boy came up to me in overalls, and he said, “You’re Bill Clinton, aren’t you?” I said, “Yes.” He said, “I helped to beat you. I cost you 11 votes, and it was no accident.” I said, “You did?” He said, “Yeah.” He said, “It was me, my wife, our two boys and their wives, and five of my friends. We just decked you.” I said, “Why’d you do it?” He said, “I had to because you raised my car tax. The car license.” And so we’re standing on the interstate. I said, “Look over there. You remember when I was governor? That highway broke wide open, and even big trucks were off in the ditch, and I had to send the National Guard down here to clean it up, and we had to fix it.” He said, “Yeah, I remember. I don’t care. I still didn’t want to pay it.” So I was laughing at the guy, and I said, “Let me ask you something.” I said, “If I ever ran again, would you vote for me?” He said, “Absolutely.” I said, “You would?” He said, “Sure. We’re even now.” And I went — and there were no cell phones, so I had a dime. I went and put it in the payphone, and I called Hillary, and I said, “You know, I’m not dead yet. We might have to run again.
Recorded Academy of Achievement interview 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 ↗
Mohamed ElBaradei Director General of the International Atomic Energy Agency, 1997-2009; Nobel Peace Prize 2005
No. Unfortunately, it hasn’t worked out quite that way. At that time, everybody was euphoric that we will have a new world order, you know, a world order that does not rely on nuclear weapons, nuclear deterrence. Unfortunately, it didn’t work that way. ... We still have thousands of warheads in existence. We still have more than 20 — 30 countries relying on nuclear deterrence for their own survival.
Recorded Academy of Achievement interview, 2006 source ↗

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