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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313: Surviving a Failing Startup and Thriving in the Midst of Crisis, With Rippling Founder Parker Conrad

313: Surviving a Failing Startup and Thriving in the Midst of Crisis, With Rippling Founder Parker Conrad

Parker Conrad is no stranger to hard times. His first startup, Wikinvest, failed to take off during the seven years he was with the company. He then had a falling out with his co-founder, which caused...

30 Kesä 202038min

312: How HubSpot’s Dharmesh Shah Challenged The Cold Call And Introduced An Entirely New Approach To Marketing

312: How HubSpot’s Dharmesh Shah Challenged The Cold Call And Introduced An Entirely New Approach To Marketing

It’s not every day that an entrepreneur creates an entirely new industry category and a nine-figure company at the same time. But that’s exactly what Dharmesh Shah did when he started HubSpot. Before ...

23 Kesä 202041min

311: How InCountry’s Peter Yared Turns Ideas Into Companies That Sell For Millions

311: How InCountry’s Peter Yared Turns Ideas Into Companies That Sell For Millions

Peter Yared has a wealth of experience as an entrepreneur. Not only has he built and sold six different B2B enterprise companies (making more than $500 million in exits), but he’s also lived through t...

22 Kesä 202047min

310: How To Convert Your Passion Into A Profitable Online Course, With Teachable’s Ankur Nagpal

310: How To Convert Your Passion Into A Profitable Online Course, With Teachable’s Ankur Nagpal

What does it take to create, market, and sell a profitable online course? This question is likely on the minds of many people⁠, especially now that the pandemic is pushing people to turn to online cou...

16 Kesä 202054min

309: Mighty Networks Founder is Fueling the Passion Economy by Creating Opportunities for Online Course Creators

309: Mighty Networks Founder is Fueling the Passion Economy by Creating Opportunities for Online Course Creators

Gina Bianchini has always loved working with creators. That’s why she co-founded Ning, an online platform for people and organizations to create custom social networks, with Marc Andreessen in 2005. E...

10 Kesä 202047min

308: How Henrik Werdelin Built a 9-Figure Subscription Box Business for Dogs

308: How Henrik Werdelin Built a 9-Figure Subscription Box Business for Dogs

Henrik Werdelin has never been about chasing money, power, or fame. Instead, his focus has always been on creating cool things with people he enjoys being around. That’s exactly how BarkBox, now one o...

9 Kesä 20201h 9min

307: Basecamp’s David Heinemeier Hansson On What A Productive Workplace Should Look Like

307: Basecamp’s David Heinemeier Hansson On What A Productive Workplace Should Look Like

As we start thinking about re-opening our businesses and offices after Covid-19, many people are wondering what the new “normal” will look like. While co-founder of Basecamp David Heinemeier Hansson d...

2 Kesä 202059min

306: From Myspace To Jam City: Chris DeWolfe Breaks Down His 25 Years Of Experience As An Entrepreneur

306: From Myspace To Jam City: Chris DeWolfe Breaks Down His 25 Years Of Experience As An Entrepreneur

Chris DeWolfe excels at creating massive user bases—a skill he has demonstrated with two companies you’ll likely recognize: Myspace and Jam City. After DeWolfe launched the biggest social network of i...

26 Touko 202052min

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