Downtrodden Simon James (Jesse Eisenberg) has worked at his office for seven years, but he is ignored by his boss, named The Colonel, and colleagues. From his apartment he spies on a beautiful co-worker he admires, Hannah (Mia Wasikowska), who lives in the apartment opposite him. He sees her throwing away art and secretly retrieves and admires it. One night, Simon sees a man jump to his death from the floor above Hannah's apartment. He talks to detectives, who explain that if the man had jumped a few feet to the right, he would have been badly hurt but would have survived.Simon's boss (Wallace Shawn) announces the arrival of a new employee, James Simon (also played by Eisenberg), who looks identical to Simon, which causes Simon to faint upon first glance. Assertive and charming, James is Simon's polar opposite. Much to Simon's annoyance, James not only gets respect from their co-workers but no one seems to notice that they are identical in appearance. James, on the other hand, does notice this and sees Simon's pain. Out of pity, he decides to buddy-up with Simon and give him advice about how to seduce Hannah. Hannah then asks James on a date through Simon. On the date, Simon pretends to be James, with the real James giving him instructions via earpiece. When Simon becomes nervous, the two swap places and James kisses Hannah, angering Simon. James asks Simon to take an aptitude test in his place and seduces their boss's surly, rebellious daughter, Melanie (Yasmin Paige), whom Simon was reluctantly hired to tutor.Simon gets his revenge on James by revealing to Hannah that James is cheating on her with Melanie. Furious, James blackmails Simon for his apartment keys using explicit photos he took of himself with Melanie, knowing their boss will believe it is Simon in the photos. At work, Simon accuses James of being an imposter and is fired after going on a maniacal tirade. As he is about to kill himself, he sees Hannah lying unconscious in her apartment. He calls an ambulance and accompanies her to the hospital, where it is revealed that she not only overdosed but also miscarried (she had become pregnant after a sexual encounter with James). Simon then takes Hannah back home, relieved that she has survived. Still upset, however, Hannah states that she wanted to die and she suggests that Simon kill himself. She goes through Simon's jacket pockets and discovers earrings he had bought for her and her salvaged art.