For summary comparison purposes: Barack Obama plays one of the only games it's possible to win at; plays it in a way that avoids negative expected value; and by all accounts, plays it pretty well.
John McCain is intensely dedicated to a game that is expensive to play, consumes inordinate amounts of time, and is
mathematically impossible to win over the long term. He takes this gamble, relying on superstition and hope, while the cold and brutal realities of inevitable collapse breathe chills down his unsuspecting back.
You may want to take this as a metaphor for his emphatic endorsement of Republican foreign policy towards Iraq. You may want to take this as an allegory for his decision-making processes generally. Or you may want to blow it off, figuring McCain is just a super-rich guy who doesn't mind dusting off a fat wad of cash playing a game it's impossible to win.
Which might even be true. But I wouldn't want to bet on it.