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Essay

Drew Houston's Commencement address

Key ideas

Houston tells graduates the recipe changes after school: find work that pulls you, surround yourself with people who push you, start before ready, and stop fearing failure.

  1. 1

    Find the problem that pulls you

    Houston says the happiest and most successful people he knows don't just love their work but are obsessed with an important problem, like a dog chasing a tennis ball. He felt burned out on SAT prep yet possessed by a poker bot he wrote as a break, and notes that both the bot and Dropbox began as distractions. His advice is to stop pushing yourself and keep listening for what draws you in.

  2. 2

    Choose your circle and your location

    Citing the saying that you are the average of the five people you spend the most time with, Houston credits a friend's $5 million raise with giving him the kick he needed. He argues that surrounding yourself with inspiring people is now as important as talent or hard work. He also says most fields have one place where the top people go, and that you should move there.

  3. 3

    Start instead of getting ready

    Houston calls getting ready a trap, because after school the fastest way to learn is by doing. He says he has never felt ready, recalling how sick he felt when his company's account jumped to $1.2 million. He tells graduates to find a new firehose to drink from, and says Dropbox has been his, both the most fulfilling and the most painful experience of his life.

  4. 4

    Stop keeping score on mistakes

    Houston argues that real life has no GPA, so mistakes no longer add up to a number you carry around. Pointing to the failed first companies of Bill Gates and Steve Jobs, he says you only have to be right once. He names getting too comfortable as the bigger risk.

  5. 5

    Aim for interesting over perfect

    Houston says reading that a life has 30,000 days, then working out he was almost 9,000 days in, is what calmed him down. He concludes there are no warmups or reset buttons, and says he stopped trying to make his life perfect and tried to make it interesting instead.

In Drew’s words

“the hardest-working people don't work hard because they're disciplined. They work hard because working on an exciting problem is fun.”
Drew Houston·Drew Houston's Commencement address·Read in context(opens the original in a new tab)
“If you have a dream, you can spend a lifetime studying and planning and getting ready for it. What you should be doing is getting started.”
Drew Houston·Drew Houston's Commencement address·Read in context(opens the original in a new tab)
“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.”
Drew Houston·Drew Houston's Commencement address·Read in context(opens the original in a new tab)

About this entry

Published
Jun 7, 2013
Publisher
news.mit.edu
Type
Essay
Language
English
Added
Nov 2, 2026
Source last checked
Nov 2, 2026

Cover photo of Drew Houston, not from this work: Web Summit, CC BY 2.0, via Wikimedia Commons.

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