I personally had exact same life as George Clooney in the movie for a couple of years, but for globally instead of domestic. Its hard to believe that any job requesting such an intensive travelling would be so easy, walking to the meeting room with doc, no challenge. Most of work would cost you unbelieveable huge efforts to prepare in advance. Unlikely you still can have energe to have breakfast, drink in the bar in the mid of trip.
I would say that it is far away from the reality plus, although the movice focus too much on the brilliant side, which is very small piece in the real world: privilege given by hotel, airline from intensive travelling... But the movie still ends with very depressing way.