Earlier quoted context omitted.
I believe he has decided to take the opposite position to pg on every point about how to start a business and see how well he can argue it. Which is a healthy thing for Hacker News, I think, getting other perspectives.
Actually there wasn't anything in DHH's talk that I really disagreed with, except the use of the word "startup" for the kind of company he was describing. There's already a word for companies like Italian restaurants: businesses. A startup is a very specific kind of business: one that starts small but could grow very large. Only a fraction of the 30 million businesses in the US are startups. I think what made people…
Zappos was also a poor choice. It wasn't as if Zappos was a small time shoe store that decided to put up a web storefront and somehow magically scaled up its operations into a billion dollar business in the course of 5 years. Zappos was started buy a guy who had 250 million dollars from selling a software startup to Microsoft. It was specifically started to corner the online shoe market, in the same way Amazon was started to corner the online book market. It was also funded by Sequoia capital, further making it more like a "startup" startup than a DHH work-life-balance startup.