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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320: Why Hinge’s Justin McLeod Decided To Rebuild His Dating App From The Ground Up

320: Why Hinge’s Justin McLeod Decided To Rebuild His Dating App From The Ground Up

It’s not easy to rebuild an entire company—especially when things are going well. But that’s exactly what Justin McLeod did with his dating app, Hinge. After Hinge first launched in 2012, it saw expon...

18 Aug 202043min

319: Chase Dimond Teaches You How To Crisis-Proof Your Email Marketing Strategy

319: Chase Dimond Teaches You How To Crisis-Proof Your Email Marketing Strategy

Email marketing is one of the most powerful tools that brands can leverage during the pandemic. With face-to-face interactions still being limited and people spending most of their time at home, there...

11 Aug 202050min

318: Global SaaS Powerhouse ActiveCampaign CEO Jason VandeBoom Talks About the Importance of Following Your Instincts

318: Global SaaS Powerhouse ActiveCampaign CEO Jason VandeBoom Talks About the Importance of Following Your Instincts

Founder and CEO of ActiveCampaign Jason Vandeboom sits down with Foundr’s Nathan Chan to discuss his journey from launching a small part-time business to running a global SaaS empire. An email marketi...

5 Aug 202046min

317: Rich20Something’s Daniel DiPiazza On Why You Need To Start A Side Hustle

317: Rich20Something’s Daniel DiPiazza On Why You Need To Start A Side Hustle

From working as a server at Longhorn Steakhouse, to multiple successful startups, making millions in his 20s, to publishing a best selling book, Daniel DiPiazza knows the entrepreneur's journey like t...

28 Juli 20201h 3min

316: Legendary Investor Ben Horowitz Talks Moving Culture, Enforcing Values, And His Favorite Rap Album

316: Legendary Investor Ben Horowitz Talks Moving Culture, Enforcing Values, And His Favorite Rap Album

Ben Horowitz is one of the most widely recognized names in the world of entrepreneurship. Not only is he the co-founder of the famous venture capital fund, Andreessen Horowitz, but he's also a respect...

21 Juli 202050min

315: From Elaborate Events to a Major Ski Resort: How the Summit Brand Expanded Into A Global Empire

315: From Elaborate Events to a Major Ski Resort: How the Summit Brand Expanded Into A Global Empire

In 2008, Jeff Rosenthal and his co-founders Elliott Bisnow and Brett Leve convinced 19 people they admired to go on a ski trip with them to Park City, Utah. They wanted to spend one-on-one time with t...

14 Juli 202056min

314: From Stay-At-Home Mom to an $845M Acquisition: How Drunk Elephant’s Tiffany Masterson Made The Leap

314: From Stay-At-Home Mom to an $845M Acquisition: How Drunk Elephant’s Tiffany Masterson Made The Leap

When Tiffany Masterson was a stay-at-home mom, she was always looking for ways to make a little extra money. So when the opportunity came around to start selling a brand of bar cleanser as a side hust...

7 Juli 202049min

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 Juni 202038min

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