His message: Jokes! Woz is one of about three people on the face of the planet who can wear this shirt without looking like a terrible asshole. Update: Steve Woz responds.
From Woz himself, in the comments:
If it were me instead of Gray and someone did this I'd be (a) pissed if it wasn't funny, or (b) laughing if it was funny.
It's interesting that the employee who showed me an iPad for 2 minutes during the iPad launch wait got fired.