I think it's a style. He's not literally being (or trying to be) an asshole. If you substract the style, he writes with substance. Frankly, I'd love to see more written in his style than some of the pompous/formal blowhards I've seen elsewhere on the web. Dave also was a "working stiff" before he got PayPal bank, I believe, which differentiates his perspective and style a bit more from the standard blueblood VC/bankster type.