Though it would be kinda cool to have some kind of member meetup, these kinds of things pretty much never come together very well, even in incredibly organized circles. Usually the best you can do is announce you're going to some kind of convention (QuakeCon, Comi Con, PAX, etc) and hope at least one other person on that particular forum will be there and meet up while you're there/for drinks/lunch. But I'm pretty sure PWiz and Cal would never attend themselves.
'Cause they're actually sentient robots that never have to rest, (they directly convert subscription fees into battery power) and they don't want to blow their cover.
This does give me an idea, though. I'm totally going to try and set up a CH Secret Santa this year. I've done a few of them on other forums and they've always gone over well, especially with smaller communities much like ours.