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

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512: How Shay Mitchell Is Disrupting a $17B Industry

512: How Shay Mitchell Is Disrupting a $17B Industry

Shay Mitchell loves it when people approach her in public and ask about her luggage instead of a selfie. The multi-hyphenate founder never wanted her brand to be BÉIS by Shay Mitchell; she wanted her ...

17 Touko 20241h

511: How One Product Made Him $40M | Ezra Firestone

511: How One Product Made Him $40M | Ezra Firestone

Ezra Firestone’s businesses generated $70M in revenue last year, but he says he’s just “some guy.” He started his first ecommerce store in 2006, selling Marge Simpson wigs. Despite being a high school...

10 Touko 202439min

510: How to Create Pain Killer Products | Guy Kawasaki

510: How to Create Pain Killer Products | Guy Kawasaki

At 67, Guy Kawasaki is still evangelizing about products. After building a tech career at Apple under Steve Jobs, Kawasaki set out on a winding career path, including founding startups, giving viral T...

3 Touko 202455min

509: Shark Tank Winner Reveals How to Create a Million-Dollar Beauty Brand | Alicia Scott

509: Shark Tank Winner Reveals How to Create a Million-Dollar Beauty Brand | Alicia Scott

A year after filming, Alicia Scott anxiously watched her appearance on Shark Tank surrounded by friends and family. Her pitch was first on the episode, and she nailed it by securing a deal from Emma G...

26 Huhti 202449min

508: How Hexclad Hooked Gordon Ramsay as a Partner | Daniel Winer

508: How Hexclad Hooked Gordon Ramsay as a Partner | Daniel Winer

When Gordon Ramsay follows your Instagram account, you take notice. That’s how Daniel Winer, co-founder of Hexclad, started his business relationship with the superstar TV chef, which has become a ful...

19 Huhti 202445min

507: Wix Co-Founder Shares Website Tips from 250M+ Users | Avishai Abrahami

507: Wix Co-Founder Shares Website Tips from 250M+ Users | Avishai Abrahami

If you want to build a website for your business that stands out, Avishai Abrahami believes that you need to care about what your customers are trying to do. Avishai is the CEO and co-founder of the w...

12 Huhti 202454min

506: I Ignored Investors and Built a $975M Company | Joe Thomas

506: I Ignored Investors and Built a $975M Company | Joe Thomas

An investor told Joe Thomas and his co-founders that they could exit to Salesforce for millions if they made their video recording software for sales teams. Thomas and his co-founder said no. Instead,...

5 Huhti 202444min

505: “The Bear” Inspired Restaurant Owner on Anger as Fuel | Will Guidara

505: “The Bear” Inspired Restaurant Owner on Anger as Fuel | Will Guidara

How do you go from dead last to the No. 1 restaurant in the world? By channeling your anger. Listen to Nathan Chan and restaurateur-founder Will Guidara discuss the strategy behind making Eleven Madis...

29 Maalis 202445min

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