High-achieving trust fund baby Trevor is cut off from his parents upon graduating from Harvard. Determined to spend the summer in Ibiza, he makes a mockery of his job interviews, but to his own dismay is hired by the best publishing company in the United States. With one month to get fired before all dreams of travel & leisure are ruined forever, Trevor makes every possible mistake as assistant to an unorthodox executive. But in a working environment where mischief is rewarded, his goal of termination becomes more difficult than the job itself.