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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599: They Rejected Her Idea, She Turned it into a BILLION Dollar Business | Suneera Madhani (Best of Foundr)

599: They Rejected Her Idea, She Turned it into a BILLION Dollar Business | Suneera Madhani (Best of Foundr)

Suneera Madhani built Stax from an idea her employer rejected into a $1B fintech unicorn processing over $25B in payments. In this interview, the Stax co-founder shares how she went from selling c...

23 Okt 202540min

598: (Solo) Your Brand Is Not a Logo: Why Most Founders Get Stuck Before They Even Launch

598: (Solo) Your Brand Is Not a Logo: Why Most Founders Get Stuck Before They Even Launch

Think your “brand” is a logo, font, and color palette? That’s polish—not branding. Real ecommerce branding makes customers feel understood, builds instant trust, and increases conversions across your ...

21 Okt 20259min

597: How She Built a $33M App with ZERO Ads | Tezza Barton

597: How She Built a $33M App with ZERO Ads | Tezza Barton

Tezza Barton bootstrapped the Tezza app from a two-person passion project into a 25M+ download, $33M/year creative-tech brand—with just 15 employees and zero paid ads for the first four years. In th...

16 Okt 202551min

596: (Solo) The Most Unexpected Lessons I Learned From Scooter Braun

596: (Solo) The Most Unexpected Lessons I Learned From Scooter Braun

You might expect my favorite interviews to be with Richard Branson, Tony Robbins, or Barbara Corcoran. But one that surprised me — and stuck with me more than most — was with Scooter Braun. In this...

13 Okt 202510min

TRAILER: Welcome to The Foundr Podcast with Nathan Chan

TRAILER: Welcome to The Foundr Podcast with Nathan Chan

The Foundr Podcast with Nathan Chan is where ambitious founders get real playbooks, not theory. Every week, Nathan sits down with the world’s top entrepreneurs and operators to unpack how they built, ...

13 Okt 20251min

595: She Turned Handmade Jewellery Into $10M Brand | Pia Mance

595: She Turned Handmade Jewellery Into $10M Brand | Pia Mance

Pia Mance started Heaven Mayhem in 2022 with just $900 and scaled it into a $10M accessories brand in under three years. In this interview, Pia breaks down the scrappy steps she took to launch her...

10 Okt 202553min

594: (Solo) The Mindset Lessons I’ve Learned From 100+ Founders

594: (Solo) The Mindset Lessons I’ve Learned From 100+ Founders

Most founders obsess over tactics, hacks, and strategies. But the truth? None of it matters if you don’t have the right mindset. In this episode, I share the mental frameworks I’ve learned after a de...

7 Okt 20258min

593: Phoebe Gates: Building an AI Fashion Startup Backed by Kris Jenner & Sara Blakely

593: Phoebe Gates: Building an AI Fashion Startup Backed by Kris Jenner & Sara Blakely

Phoebe Gates went from failed prototypes in her Stanford dorm room to building one of the fastest growing fashion-tech startups in the world. In this interview, the co-founder of AI shopping app Ph...

3 Okt 202549min

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