Q1: I'd most likely ask him to sign my FFXIV 1.0 Journal. Might get everyone who took part in FFXIV to sign it too if possible.

Q2: Most likely, I'd ask him if he wanted to play a co-op game with me. We would just sit side by sit or back to back and play
Rainbow Six or Dead Space. hehe. If there was a time limit say, 15 minutes. Then I would just ask him various questions like how he "really" feels about the future of FFXIV and what innovations he has in store.