I went to HOPE 2006 in NYC a few years ago, and ran into him while heading to a lecture about Asterix PBX use. As a huge admirer of GNU tools and the GNU/Linux operating system in particular, it was thrilling to finally get to meet one my heroes. For about a few seconds.
I shook his hand and somewhat shyly asked him to sign one of the few paper-based items I had in my bag, a copy of (surprise surprise!) PG's "ANSI Common Lisp". He refused outright, claiming it was not "free" in its licensing and printing.
I shit you not. The man is that much of an asshole.
I just goggled at him for a moment, and wandered away in a daze.
Don't get me wrong, I love his ideas. Information wants to be free. But to be so mindlessly pedantic about little things like what he is signing detracts from his cause.