The entire part about how to scale to $100mm business sounds like it comes from a person who actually knows how this works and it’s refreshing. Here’s the summary:
I worked on Google AdSense for three years and have seen YouTube monetization scale from 2007 to now. You need not just inventory but headcount and infrastructure. You need brand and agency relationships which move from their experimental budgets to endemic spend.
I suspect the high hurdle of $100M is a challenge that’s been given by Tumblr’s board.