Its not just his style, his content is generally suspect too. His articles tend to focus on really obnoxious and tired metaphors: Metrics for pirates: http://500hats.typepad.com/500blogs/2009/10/startup-metrics-...

Hard for a web 2.0 pimp: http://500hats.typepad.com/500blogs/2009/02/its-hard-out-he....

And in general seems to be a big proponent of that really tired "Im a rockstar ninja coder because I write facebook apps in rails" attitude. ( http://500hats.typepad.com/500blogs/2007/07/kottke-is-wrong.... )

For someone who is a self-styled "master of 500 hats", he could work to be at least a 5 or 6 in writing and text layout.