Skip to content
Drew Houston

Co-founder and chief executive of Dropbox

Recorded said elsewhere, not written here
No one has a 5.0 in real life. In fact, when you finish school, the whole notion of a GPA just goes away. When you're in school, every little mistake is a permanent crack in your windshield. But in the real world, if you're not swerving around and hitting the guard rails every now and then, you're not going fast enough. Your biggest risk isn't failing, it's getting too comfortable.

MIT 147th Commencement, MIT News (Massachusetts Institute of Technology), 7 June 2013 source ↗

Others on this question

View all 69 →
John Lewis U.S. Representative from Georgia, 1987–2020; Chairman of the Student Nonviolent Coordinating Committee 1963–1966
I never thought that we would fail or that I would fail. I knew from time to time we may make some blunders. We may make some mistakes, but we were not going to fail.
Recorded Academy of Achievement interview, Chicago, 10 June 2004 source ↗
Mike Krzyzewski Basketball coach at Duke University, 1980-2022; winner of five NCAA championships
The world would say it was failure. But the difference was so small between us. They played great, but they lost.
Recorded Academy of Achievement interviewer, Academy of Achievement interview, Durham, North Carolina, 1 May 2001 source ↗
Whitney Wolfe Herd Founder and chief executive of Bumble
Don't be scared of the ‘what ifs,’ because the truth is, the only failure is not trying. That's the only way you can fail. Trying and having it not work out isn't failure.
Recorded CNBC Make It interview, conducted 2019, 11 February 2021 source ↗
Warren Buffett Chairman and chief executive of Berkshire Hathaway, 1970–2025
My first mistake, of course, was in buying control of Berkshire. Though I knew its business - textile manufacturing - to be unpromising, I was enticed to buy because the price looked cheap. Stock purchases of that kind had proved reasonably rewarding in my early years, though by the time Berkshire came along in 1965 I was becoming aware that the strategy was not ideal. If you buy a stock at a sufficiently low price, there will usually be some hiccup in the fortunes of the business that gives you a chance to unload at a decent profit, even though the long-term performance of the business may be terrible. I call this the "cigar butt" approach to investing. A cigar butt found on the street that has only one puff left in it may not offer much of a smoke, but the "bargain purchase" will make that puff all profit. Unless you are a liquidator, that kind of approach to buying businesses is foolish.
Recorded Berkshire Hathaway annual shareholder letter, Berkshire Hathaway Inc., 2 March 1990 source ↗

More from Drew Houston

View profile →
Question In the last five years, what new belief, behaviour, or habit has most improved your life? Daily life
That night, I realized there are no warmups, no practice rounds, no reset buttons. Every day we're writing a few more words of a story. And when you die, it's not like “here lies Drew, he came in 174th place.” So from then on, I stopped trying to make my life perfect, and instead tried to make it interesting. I wanted my story to be an adventure — and that's made all the difference.
Recorded MIT 147th Commencement, MIT News (Massachusetts Institute of Technology), 7 June 2013 source ↗
Question What bad recommendations do people in your field repeat too often? Craft & work
I was going to say work on what you love, but that's not really it. It's so easy to convince yourself that you love what you're doing — who wants to admit that they don't? When I think about it, the happiest and most successful people I know don't just love what they do, they're obsessed with solving an important problem, something that matters to them.
Recorded MIT 147th Commencement, MIT News (Massachusetts Institute of Technology), 7 June 2013 source ↗

More on failure & regret

Also answered this

N. R. Narayana Murthy, Melanie Perkins, Tony Fadell, Sheryl Sandberg, Steve Jobs, Brian Chesky

Search the directory for somebody in particular.

Explore further

Report this answer