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(587)

376: $1 Billion in Exits and Still Hungry with Catch of the Day’s Gabby Leibovich

376: $1 Billion in Exits and Still Hungry with Catch of the Day’s Gabby Leibovich

Gabby started Catch of the Day in a garage with his brother in 2011. Within 4 years they were Australia’s most viewed online shopping site. Since then, Gabby and his brother have invested in 20 startu...

22 Sep 202152min

375: How to Get a Million YouTube Subscribers with Alpha M’s Aaron Marino

375: How to Get a Million YouTube Subscribers with Alpha M’s Aaron Marino

After going bankrupt and losing his business, Aaron Marino launched a men’s lifestyle YouTube channel in 2008. Now he has over 6 million subscribers and is building his channel through sponsorships an...

15 Sep 202158min

374: Finding the Glam “Gap” for Magnetic Eyelashes with Glamnetic’s Cofounders

374: Finding the Glam “Gap” for Magnetic Eyelashes with Glamnetic’s Cofounders

Ann McFerran met Kevin Gould at a photoshoot in LA and immediately connected on his shared passion to start a brand. Together they launched Glamnetic in 2019, which sells magnetic and fake eyelash ext...

8 Sep 202159min

373: Unlocking YouTube’s Audience with Ad Pro Tom Breeze

373: Unlocking YouTube’s Audience with Ad Pro Tom Breeze

Want to create successful YouTube ad campaigns? Of course you do!  YouTube boasts an audience of two billion (yes, billion) monthly users. The right ads can help you reach a big audience, build relati...

1 Sep 20211h 3min

372: Biotech Billionaire Anne Wojcicki, Cofounder and CEO of 23andMe

372: Biotech Billionaire Anne Wojcicki, Cofounder and CEO of 23andMe

You’ve heard data has the power to make or break a business. Nobody knows this more than Anne Wojcicki, co-founder of biotech giant 23andMe. After 15 years of leveraging data to build a game-changing ...

25 Aug 202153min

371: Straight Talk on Selling via Amazon with BuyBoxer’s Scott Needham

371: Straight Talk on Selling via Amazon with BuyBoxer’s Scott Needham

It’s time to get the facts straight on how you can make money selling on Amazon. Scott Needham, founder of SmartScout and co-founder of BuyBoxer, shares how he built a top 25 worldwide Amazon seller a...

18 Aug 202148min

370: How to Build a Billion-User App

370: How to Build a Billion-User App

Prerna Gupta is a serial entrepreneur who entered the tech spotlight when her Songify app hit #1 in the app store. She’s gone on to co-found several startups focused on music, dating, and short storie...

11 Aug 202152min

369: How Deputy is Scaling to Reach 1 Million Workplaces Spending $30k on a Website Domain: Ashik Ahmed of Deputy

369: How Deputy is Scaling to Reach 1 Million Workplaces Spending $30k on a Website Domain: Ashik Ahmed of Deputy

Ashik Ahmed doesn’t like the term “tech unicorn.” As the CEO and cofounder of Deputy, a homegrown workforce management solution, Ashik’s priority is creating impact for their customers. To date, the c...

4 Aug 202143min

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