Aaron Levie Quotes, born December 27, 1984, in Boulder, Colorado, is an American entrepreneur and the visionary co-founder and CEO of Box, a cloud storage and collaboration company launched in 2005. Dropping out of USC to build Box with Dylan Smith, Levie transformed it from a consumer service to an enterprise platform, raising over $564 million and leading to a 2015 IPO. A regular speaker at tech events like Dreamforce and TechCrunch Disrupt, he’s known for his sharp insights on innovation and business strategy.
These 15 quotes—sourced from interviews, talks, and posts on X—reflect his thoughts on technology, leadership, disruption, and ambition, capturing his witty, forward-thinking spirit that drives Silicon Valley innovation.
15 Aaron Levie Quotes
- “Start with the assumption that the best way to do something is not the way it’s being done right now.” (AwakenTheGreatnessWithin, 2023)
- “I think people are always able to achieve more than they think they can. While that’s cliché, I don’t know if managers think about that enough.” (BrainyQuote, n.d.)
- “Innovation in tech favors the naive and the stubborn. If you are too rational, you won’t tackle problems that others once failed at.” (QuoteFancy, 2025)
- “Execute like there’s no tomorrow, strategize like there will be.” (QuotesLyfe, n.d.)
- “The product that wins is the one that bridges customers to the future, not the one that requires a giant leap.” (MinimalistQuotes, 2022)
- “Tip: Take the stodgiest, oldest, slowest moving industry you can find. And build amazing software for it.” (BusinessInsider, 2014)
- “If you’re waiting for encouragement from others, you’re doing it wrong. By the time people think an idea is good, it’s probably too late.” (MinimalistQuotes, 2022)
- “It turns out if you just ask ‘but why does it have to be done that way’ enough times, you’ll almost certainly get to a better outcome.” (Post on X, @levie, 2024-12-03)
- “Your product should sell itself, but that does not mean you don’t need salespeople.” (AZQuotes, n.d.)
- “Startups often win because it’s easier to see what comes next when you don’t have to worry about maintaining what came last.” (QuotesLyfe, n.d.)
- “Focus too much on the near-term and you won’t get tomorrow’s customers, focus too much on the long-term and you won’t get today’s.” (QuoteFancy, 2025)
- “Sometimes things are the way they are and can’t be changed, other times it’s because no one ever tried. Your job is to find the latter.” (AwakenTheGreatnessWithin, 2023)
- “The greatest gift you can get as a founder is someone not believing in something you’re doing. It’s a powerful motivator.” (Post on X, @levie, 2024-11-20)
- “The only barrier to entry you can create is to consistently build a great product.” (AwakenTheGreatnessWithin, 2023)
- “If you think about the market that we’re in, the kind of transition that’s happening right now from legacy systems to the cloud is literally, by definition, a once-in-a-lifetime opportunity.” (BrainyQuote, n.d.)
Aaron Levie’s quotes crackle with bold ambition, sharp wit, and a relentless drive to disrupt the status quo, inspiring us to question norms, embrace innovation, and build for the future. Whether challenging old industries or pushing teams to dream bigger, his words spark action. Which quote fires you up to rethink what’s possible? Share it in the comments and keep Levie’s entrepreneurial legacy thriving!
Emma Thompson
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