Asana

Andrew bootstrapped Flow vs billionaire-backed Asana and lost $10M

Andrew built productivity software Flow, choosing to bootstrap like Basecamp, but Facebook co-founder Dustin Moskovitz's well-funded Asana out-built and out-marketed them; Andrew publicly revealed he lost $10 million on it.

“So the story was basically we started productivity software called Flow. I decided to bootstrap it like Basecamp, and we had a big competitor, Asana. And Asana was run by a billionaire, the co-founder of Facebook. He raised a shitload of money. And originally I was like, oh no, we've got a better product. And then they just made their product better and they outspent us on marketing and we got killed.”