Ryan Bingham works for a human resources consultancy firm specializing in termination assistance. His work constantly takes him around the country, conducting company layoffs on behalf of employers. Ryan also gives motivational speeches, using the analogy, “What’s in Your Backpack?” to extol living free of burdensome relationships and material possessions.
A frequent flyer, Ryan aspires to earn ten million frequent flyer miles with American Airlines. While traveling, Ryan meets Alex, a professional woman who also flies frequently. They begin a casual relationship, meeting up in various cities as schedules allow.
Ryan is recalled to his company’s offices in Omaha, Nebraska. Natalie Keener, a young, ambitious new hire, promotes cutting costs by conducting layoffs via videoconferencing. Ryan, unwilling to give up traveling, raises concerns that the new system could be impersonal and apathetic, and argues that Natalie lacks understanding about the firing process and how to handle emotionally vulnerable people. Ryan’s boss, Craig, has Natalie accompany Ryan on his next round of terminations to observe the process.
Ryan tutors Natalie on traveling more efficiently using smaller luggage and moving quickly through airport security. As they travel together, Natalie challenges Ryan’s philosophies on life, particularly regarding relationships and love, but Ryan defends his lifestyle. During the trip, Natalie’s boyfriend unceremoniously dumps her by text message. Natalie, shattered, is comforted by Ryan and Alex. On a video termination test run, Ryan’s earlier concerns prove valid; when one laid-off person breaks down on camera, Natalie is unable to properly console him. Another employee threatens suicide.
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