I think that Obama will never show up, just because the media would blow this whole thing up, and he doesnt want to be associated with gambling too much.
Note that we all know poker is a skill game, in the eyes of the public, poker is like slots..
But personally I think obama should become a team pokerstar pro, which would make pokerstars into fishtank no. 1 within days.
I would also like to see obama on HSP, raising his 86 vs lederers AK. I guess it would kill thousends of people, due to epicness overload.