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Chuck has his pick of the best CIA agents for an undercover operation, but he has only one girl in mind for the job; Sarah. Casey, Morgan and Awesome team up to help Chuck win her back.
Chuck learns that his latest solo mission will be a final test to see if he is ready to be a spy. Chuck needs to put everything he has learned into action to avoid going back to his old life while Sarah and Shaw observe his every move.
Chuck, Sarah and Shaw reunite to find the Ring operative behind the death of Shaw's wife. Sarah has faith that Shaw is ready for the mission but Chuck is worried about his emotional stability. Meanwhile, Morgan considers leaving the Buy More.
After downloading the Intersect 2.0, Chuck finally chooses to be a spy, to Sarah's chagrin. Six months later after failing spy school, he is fired from the CIA and also lost the love of his life. CIA Agent Daniel Shaw takes over Team Bartowski to aid Chuck's journey into becoming a spy.