Up in the Air (2009)

Ryan Bingham (George Clooney) racks up miles flying around the country firing employees on behalf of companies. But he faces losing the job he savors to recent college grad Natalie Keener (Anna Kendrick) -- and losing the ability to escape emotional ties to anything. A connection he builds with Alex Goran (Vera Farmiga), however, might change his outlook on the future. Golden Globe winner Jason Reitman's smart comedy also stars Jason Bateman.