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Uber is a $3.5 billion lesson in building for how the world *should* work instead of optimizing for how the world *does* work

Aaron Levie

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Aaron Levie
Age: 39
Born: 1985
Born: December 27
Entrepreneur
Seattle
Washington
Doe
Optimizing
Work
Uber
World
Billion
Lesson
Billions
Lessons
Instead
Building

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Companies have never won. You're always either fighting for survival, or fighting for relevance.
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What happens to the Microsofts, Oracles and IBMs of the world is that when they get big enough, they don't think they need to bring that same level of focus and energy to the end-user experience.
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The business models in enterprise have changed pretty dramatically. A huge problem with enterprise software traditionally has been usually you sell to the customer and then they adopt the technology. The great thing about 'freemium' and the new way enterprise software is being sold is you get to try it first and then buy it.
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I don't use many apps. I use naps.
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Do things that incumbents can't or won't do because it's economically or technically infeasible.
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Go after the customers that are working in the future, but haven't totally lost their minds.
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We're enamored with the concept that there's always a price. But sometimes, your goal is to build a great company, not sell it.
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If you don't go to every level of your company, you distance yourself from the marketplace and from your people.
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The chance of failure is almost always better than the guarantee of never knowing.
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There's a lot of pride that business owners have. It's actually really critical that pride and ownership extends to everyone in the organization. I think of everyone is in the same boat in driving the company forward.
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When you're doing something you're passionate about, stress becomes a featurenot a bug.
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Look for new enabling technologies that create a wide gap between how things have been done and how they can be done.
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The benefit to building a startup is that customers don't have the same kind of friction when they adopt new technology.
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In the enterprise you want to start intentionally small.
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Modularize, don't customize. Build a platform as opposed to building all of the custom technology and custom vertical experiences.
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Start with something simple and small, then expand over time. If people call it a 'toy' you're definitely onto something.
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If every customer is using your product correctly, you'll never learn anything interesting about what to do next.
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Your product should sell itself, but that does not mean you don't need salespeople.
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Startups often win because it's easier to see what comes next when you don't have to worry about maintaining what came last.
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I think people are always able to achieve more than they think they can. While that’s cliche, I don’t know if managers think about that enough. You have to set your sights extremely high.
Aaron Levie