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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416: The Power of One More with Author and Entrepreneur Ed Mylett

416: The Power of One More with Author and Entrepreneur Ed Mylett

How did Ed Mylett gain 3 million social media followers without spending a dollar on ads? Authenticity. Ed is an entrepreneur, best-selling author, performance coach, and speaker. He landed on the For...

13 Juli 202256min

415: Unplugging Fees and Amplifying Fans with Phil Hutcheon of Dice

415: Unplugging Fees and Amplifying Fans with Phil Hutcheon of Dice

Everyone kept telling Phil Hutcheon “that's just how it is” when it comes to the absurd processing fees for concert tickets. That's why Phil started Dice, a platform for fans to see the musicians they...

6 Juli 202254min

414: How BURST Oral Care Turned Dentists into Raving Fans with Cofounder Brittany Stewart

414: How BURST Oral Care Turned Dentists into Raving Fans with Cofounder Brittany Stewart

Brittany Stewart is the cofounder of BURST Oral Care, one of the fastest-growing ecommerce businesses in the United States. She met her cofounder, Hamish Khayat, through a mutual friend, and it was a ...

1 Juli 202248min

413: How Shipt Founder Bill Smith is Serving a New Generation of Renters

413: How Shipt Founder Bill Smith is Serving a New Generation of Renters

Bill Smith asked for a briefcase on his 5th birthday, and it’s been all business since. After dropping out of school at age 16, Bill started, built, and sold 3 companies over the past 15 years. His la...

22 Juni 202253min

412: How Zeb Evans Faced Death and Built Clickup into Tech Disruptor

412: How Zeb Evans Faced Death and Built Clickup into Tech Disruptor

After multiple near-death experiences, Zeb Evans decided to build a business that was net positive on the world. However, he didn’t realize that a custom internal productivity tool would become the bu...

15 Juni 202249min

411: Dream and Data Fundraising with Marco Zappacosta of Thumbtack

411: Dream and Data Fundraising with Marco Zappacosta of Thumbtack

Marco Zappacosta's only professional job has been the cofounder and CEO of Thumbtack. Marco started the home services matchmaking website straight out of university with a dream to find a better solut...

9 Juni 202246min

410: From Office Space Mushrooms to a Gardening Revolution with the Cofounders of Back to the Roots

410: From Office Space Mushrooms to a Gardening Revolution with the Cofounders of Back to the Roots

Nikhil Arora and Alejandro Velez started Back to the Roots by asking the same question in their business class–how can you grow mushrooms from used coffee grounds? So instead of taking their jobs in i...

1 Juni 202252min

409: Dying to Ego and Embracing Failure with Toni Ko of Bespoke Beauty Brands

409: Dying to Ego and Embracing Failure with Toni Ko of Bespoke Beauty Brands

Toni Ko's first beauty brand, NYX Cosmetics, made $4 million in year 1, and eventually exited to L'Oréal for $500 million. Craving a new purpose, she started a sunglasses business. It failed after 3.5...

25 Maj 202250min

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