305: Dropbox’s Drew Houston on Continuous Learning, Decision Making, and Fixing the Way We Work

305: Dropbox’s Drew Houston on Continuous Learning, Decision Making, and Fixing the Way We Work

By now, the story is legend. When Drew Houston boarded a bus from Boston to New York and discovered that he had—yet again—forgotten to bring his thumb drive, he was frustrated. So frustrated that he sat down and began writing the first lines of code of what would eventually become Dropbox. After over a decade of changing the way files are stored, synced, and shared, Houston is changing the way people work, once again. This time, to solve a problem that likely plagues every single knowledge worker today: our fragmented, overcomplicated workspaces. In this episode, you’ll learn more about Houston’s journey—from ideation to launch—with Dropbox Spaces, as well as the most important lessons he’s collected while building a multibillion-dollar company with over 500 million users. Key Takeaways The relatable experience that inspired Houston to come up with the idea for Dropbox Why Houston doesn’t believe there’s any “magic” involved in building a multibillion-dollar company The importance of decision making and learning continuously on the job How a conversation with a SpaceX engineer sparked the vision behind Dropbox Spaces Houston’s advice on “harvesting” versus “planting” when it comes to your business Why Houston is such a huge believer in intentionally designing your environment—at work and with your personal relationships

Episoder(586)

479: These Founders Failed. Learn How They Bounced Back.

479: These Founders Failed. Learn How They Bounced Back.

Today, instead of listening to one guest, you’re going to hear from multiple renowned founders about a specific challenge that we all face on our entrepreneurship journey. The guests will share their ...

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478: Why Hope Is a Strategy with Brad Pedersen of Pela and Lomi

478: Why Hope Is a Strategy with Brad Pedersen of Pela and Lomi

Brad Pedersen says the best gifts come wrapped in ugly paper. And he’s seen some ugly paper. From going bankrupt three times to getting fired from his company after a merger, Pedersen has persevered t...

22 Sep 202359min

477: Why Consistency Beats Recessions with Evan Goldberg of Oracle NetSuite

477: Why Consistency Beats Recessions with Evan Goldberg of Oracle NetSuite

Evan Goldberg is the founder of the very first cloud software company, NetSuite. After his first failed attempt at a tech startup, he invested $2,000 into building a cloud accounting software that eve...

15 Sep 202352min

476: Design Slow to Go Fast with Phillip Fierlinger of Upstock

476: Design Slow to Go Fast with Phillip Fierlinger of Upstock

For over 25 years, Philip Fierlinger has created digital products and experiences that have set new design, business, and technology standards. He was embedded in the Silicon Valley community since it...

8 Sep 202355min

475: TikTok Content Recipe for Founders with Talia Datt

475: TikTok Content Recipe for Founders with Talia Datt

Are you camera shy? Talia Datt says if you’re a founder, you need to be in front of the camera because it’s the most effective way to build an audience is on social channels like TikTok. In her new fo...

1 Sep 202357min

474: Why Market Uncertainty Is Good for Founders with Sebastian Siemiatkowski of Klarna

474: Why Market Uncertainty Is Good for Founders with Sebastian Siemiatkowski of Klarna

Sebastian Siemiatkowski says financial uncertainty is the best thing that can happen to you. Siemiatkowski is the CEO and co-founder of Klarna, the world’s biggest “buy now pay later” company, bringin...

25 Aug 202358min

473: From Internet Sensation to Category Contender with the Co-founders of HiSmile

473: From Internet Sensation to Category Contender with the Co-founders of HiSmile

In just nine years, Nik Mirkovic and Alex Tomic built their smile care brand into a category disruptor on track to earn over a billion in annual revenue by next year. Mirkovic and Tomic don’t want sho...

18 Aug 20231h 5min

472: Feel Worthy of Your Business with Amy Porterfield

472: Feel Worthy of Your Business with Amy Porterfield

Amy Porterfield’s first two years of starting her own business were brutal. She was burnt out, confused, and contemplating going back to her job working for Tony Robbins. 14 years later, her marketing...

11 Aug 202349min

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