I met him once when we were both in Seattle for a conference, and a group of us went out to eat. He definitely gave off an odd vibe, but at the time I attributed it to the typical not very socially adjusted nerd stuff.
But with the benefit of hindsight his conviction is not really that surprising now. Way back in the day he used to argue about age of consent laws on the forums a lot.
I never met her in person but I only had positive online interactions with his then wife. What a horrible thing for her.