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| George Clooney | Ryan Bingham |
| Vera Farmiga | Alex Goran |
| Anna Kendrick | Natalie Keener |
| Jason Bateman | Craig Gregory |
| Danny McBride | Jim Miller |
| Melanie Lynskey | Julie Bingham |
| Amy Morton | Kara Bingham |
| Sam Elliott | Maynard Finch |
| J.K. Simmons | Bob |
| Zach Galifianakis | Steve |
| Chris Lowell | Kevin |
An idea from a young, new co-worker would put an end to the constant travel of corporate downsizer Ryan Bingham, so he takes her on a tour to demonstrate the importance of face-to-face meetings with those they must fire. While mentoring his colleague, he arranges hookups with another frequent-flier, and his developing feelings for the woman prompt him to see others in a new light.
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