James Mickens (previously) has a well-deserved reputation for being the information security world's funniest speaker, and if that were all he did, he would still be worth listening to.
In Not Even Close: The State of Computer Security, a talk given at the Norwegian Deveopers' Conference, Microsoft Research's James Mickens gave the most acerbic, funny, terrifying security talk I can remember seeing (and I've seen a lot of 'em!).
The term "gonzo journalism" gets thrown around pretty loosely, generally referring to stuff that's kind of shouty or over-the-top, but really gonzo stuff is completely, totally bananas. Case in point is James Mickens's The Slow Winter [PDF], a wonderfully lunatic account of the limitations of chip-design that will almost certainly delight you as much as it did me. — Read the rest