Not to be a pessimist, but I've seen some photos of Jon with fans at those fan club events, and he always has the most pained fake smile on his face, like he'd rather be anywhere else.

If I were to try to meet Jon, I would prefer to do something related to the charities he supports; he seems passionate about those, and it would make me feel good and useful to help others. While there would be no guarantee you would meet him, at least it wouldn't be in the formally-constructed fan club setting if you did.

I also know of a girl who happened to meet Jon at a club in Nashville, when he was talking to Billy Falcon off to the side of the stage. According to her, Jon was gracious and chatted with her a bit, and seemed in a good mood.