I think there is a lot of inadvertent irony/lack of awareness in:

"Google, Craigslist and others are (mostly) in the new high-intent advertising market. It's an entirely different type of market based on an entirely different type of moment. The reason newspapers are losing here is because you aren't even in this market to begin with."

Not even in the market? Surely anyone who reads about the newspaper business has heard about the role of classifieds, and how they propped up newspapers until Craigslist came along?

I heard somewhere that the Craigslist guy first went to newspapers with his ideas and he was basically laughed out of the room

So, they didn't identify it as their market. But it clearly was, with hindsight.