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The question

What is the biggest professional obstacle you have faced?

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.

SP
Sundar Pichai

Chief executive of Alphabet and Google

Recorded 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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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.
Recorded Academy of Achievement, Academy of Achievement interview, Los Angeles, California, 1 April 2006 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 ↗
Richard Feynman Theoretical physicist; Nobel laureate in Physics, 1965
At Cornell, I’d work on preparing my courses, and I’d go over to the library a lot and read through the Arabian Nights and ogle the girls that would go by.  But when it came time to do some research, I couldn’t get to work.  I was a little tired; I was not interested; I couldn’t do research!  This went on for what I felt was a few years, but when I go back and calculate the timing, it couldn’t have been that long.  Perhaps nowadays I wouldn’t think it was such a long time, but then, it seemed to go on for a very long time.  I simply couldn’t get started on any problem: I remember writing one or two sentences about some problem in gamma rays and then I couldn’t go any further.  I was convinced that from the war and everything (the death of my wife) I had simply burned myself out.
Recorded Excerpt from “Surely You’re Joking, Mr. Feynman”, Engineering and Science / Caltech Magazine, 1985 source ↗

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