Methinks you wayyyy underestimate him. Look what mincemeat he's making of the press. He's the sort, when he sees a landmine, he defuses it and uses the explosive charge against the enemy.
Don't forget, he's had 40+ years of actively swimming the shark-infested waters of New York City.
However, and if he makes, when he hits the "Walls" and "Landmines" of Washington he's going to have a very real and profound awakening and one he isn't going to be able to wiggle around as he's accustomed to doing...he's going to have to 'KNOW' where the cracks are to slip through what he wants done...and he simply will not have the "time" to figure those out...he will be at the mercy of those around him.
Cruz on the other hand already knows and has a team already lined up when his feet hit the ground. Thus i will remain In Cruz's court....