
Drew Houston's Interviews
Dropbox CEO drops in & Softbank's $40B OpenAI bet
It's been almost 20 years since Drew Houston founded Dropbox in an effort to solve the problem of forgotten USB sticks. But how is the company innovating in a now much busier market? Plus Softbank makes a $40billion investment in OpenAI, while a new book allegedly tells the inside story of Sam Altman's 2023 (temporary)
Drew Houston, Founder & CEO, Dropbox
In today's episode we talk with Drew Houston, founder and CEO of Dropbox. We've known Drew for a long time (YC funded Dropbox in 2007) and he's extremely candid about the many challenges he faced, and overcame, in the journey from building something that solved his own problem to serving as an essential part of the fou
Drew Houston is the co-founder and CEO of Dropbox. Under his leadership, Dropbox has grown from a simple idea to a service used by over 700 million registered users globally, with a valuation exceeding $9 billion. Drew has led Dropbox through multiple phases, from explosive viral growth, to battling all the tech giants
In Retrospect - How I Built Dropbox Into a $12B Unicorn | Drew Houston
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 changi
EP 119: Drew Houston (CEO, Dropbox): Reflections on the 17+ Year Battle Against Big Tech
Drew Houston has now been CEO of Dropbox for over 17 years. In my latest conversation, he opens up about the pivotal leadership lessons he's learned, the mistakes that shaped the company, and the true challenges of going head-to-head with big tech. We also dive into the highs and lows of fundraising, how valuations can
Dropbox CEO Drew Houston wants you to embrace AI and remote work
At the absolute most basic, Dropbox is cloud storage for your stuff — but that puts it at the nexus of a huge number of today’s biggest challenges in tech. As the company that helps you organize your stuff in the cloud itself goes all remote, how do we even deal with the concept of “your stuff?” Today I’m talking with
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