Drew Houston

“Dropbox was a category-defining product...the company then spent too long trying to actually build a business in the consumer space, before finally realizing that the only way to make money with what was ultimately a productivity product was by selling to enterprise.”

“Referenced alongside news of Houston stepping down, May 2026.”

“When the Boston VC firm found out that Sequoia was interested, their opinion of Dropbox changed so fast that they probably gave themselves whiplash. They sent Drew, the founder, a term sheet. They faxed it to him... with a blank valuation. Let us invest.”