He's every bachelor's hero. He lives in airports, airplanes, and five-star hotels. He makes a big salary and has an unlimited expense account. His only goal is to attain 10 million airline miles.
He is as high as it goes on airlines, car rentals, and hotel perk lists.
Ryan doesn't keep in touch with members of his immediate family, let alone go after a serious relationship with anyone.
The only women who appeal to him are available female versions of himself. His latest find is in the hotel bar and she's played by Vera Farmiga. The two have everything in common, including collecting as many company credit cards as they can.
Without giving it away, this little runaway relationship has an unusual flight plan. And actually, his career goes off course just a tad. A young techie fresh out of college has a program that can fire people, with actual people on line, how fun is that? Ryan doesn't think very, especially since this grounds his flying around with attached perks.
Ryan's new junior colleague is played by Anna Kendrick. They butt heads at first but each have valid points. She doesn't know anything about what and how things are done at Ryan's company, and he doesn't know anything about relationships.
After spending a few days on the road together, they learn a few things from each other... no, not that.
One of the movie's more interesting things, while Ryan goes around firing folks he does an occasional motivational seminar, and even though it's not suggested, it's possible that some of Ryan's fire-ees are in attendance.
There are funny parts and sad parts and great acting from Clooney and Kendrick, in a film that suggests both follow your dream, but nothing's more important than family. And the movie's ending, no surprise, it's up in the air.