Earlier quoted context omitted.
I agree with your comment about the wrong conclusion. Google didn't have a monetization plan, it launched in 1998 and didn't do adwords(ads) until 2000. It's always better to have positive cashflow, however, enough capital lets you have more runway. At the end of the day you do need someone who will pay. Not that I dislike attorneys but they could have been a client. If you can show that a doctor didn't prescribe the…
It's not 1998 anymore is the thing. It's obviously better to have positive cash flow but unless you come up with something that is that huge of a hit, in a market where people both understand your product, but also there aren't entrenched competitors to squash you, there's a lot of hard work to get to a place where your product is worth something your customers. Which is expensive, in both time and money. Both of whi…
One thing I did notice is that he was the sole founder. This is the number one mistake according to Paul Graham: http://www.paulgraham.com/startupmistakes.html oddly enough I'm interviewing for a position that is using the same inputs as the OP but with slightly different outputs and we have a corporate buyer lined up.