Act Two (Charley's Office, Present Day):
Bernard, now mature, sits in Charley's office. Willy talks to Bernard, who tells him that he's going to leave for Washington soon. Willy tells Bernard about the deal with Bill Oliver, and asks Bernard his secret. Willy wonders why Biff's life ended after the Ebbets Field game. Bernard asks why Willy did not tell Biff to go to summer school so that he could pass math. Around that time, Biff disappeared for a month to see his father in New England, and when he came back he burned his UVA sneakers. Bernard wonders what happened in New England.
Charley enters and tells Willy that Bernard is going to argue a case in front of the Supreme Court. Charley gives Willy some money. Willy complains about Howard firing him, but Charley says that things like naming a child do not matter: the only thing that matters is what you can sell. Charley offers him a job again, even though he admits that he does not like Willy and Willy does not like him. Willy refuses once more, and Charley realizes that the sticking point is jealousy. Charley gives him money for insurance, and Willy remarks that a person is worth more dead than alive. Willy tells Charley to apologize to Bernard for him, and, on the verge of tears, tells Charley that he is his only friend.
Miller juxtaposes the unsuccessful Willy Loman with the great successes of Bernard and Charley in this segment. Miller continues to develop Willy Loman as a pathetic and deranged character who hallucinates and shouts to himself as he walks through the hallway of an office building. Bernard, in contrast, is a successful man, esteemed in his profession and content with his private life.
The portrayal of Bernard that Miller offers in this segment is ironic, considering Willy's previous comparisons of Bernard to his sons. While Willy believed that Bernard's more serious behavior and lack of "personality" would hobble him once he entered the business world, the opposite seems to be the case. While Happy is at best moderately successful and unhappy, and Biff is an outright failure, Bernard, whom Willy believed to have skills not applicable to the business world, is an obvious success. Bernard himself even seems to realize that Willy's expectations for his sons have been thwarted, and holds back from telling Willy the reason why he is going to Washington in order to avoid embarrassing him.
Bernard also serves to elucidate the development of the relationship between Willy and Biff Loman. Bernard can pinpoint a turning point in their relationship, citing a specific time after which Biff's attitude toward his father changed. Bernard seems to attribute this occurrence to Biff's current failure, claiming that Biff never wanted to go to summer school or graduate high school after visiting his father in New England. Miller makes it clear that Willy is directly responsible for Biff's failures. According to Bernard's interpretation of the event, Biff is nearly self-destructive, ruining his chances for a stable future in order to spite his father.
Charley also represents a degree of success and serenity that Willy is unable to achieve. It is Charley who best identifies the problem with Willy's philosophy of business: Willy wrongly believes that it is personality and intangible factors that are critical to success, while Charley knows that it is in fact more concrete factors such as sales that determine whether a man is successful. Charley also realizes the degree to which Willy is jealous of him and his son; he believes that this is the reason that Willy will not accept a job from him.
The relationship between Charley and Willy is not based on affection, but rather on custom and a developed sense of obligation. Charley admits that he does not like Willy and Willy dislikes him in return, but Charley is in fact Willy's only friend. This declaration is one of the few moments in the play in which Willy seems to realize and acknowledge his own pathetic state. This is accompanied by Willy's claim that a person is worth more dead than alive, which emphasizes Willy's suicidal state and foreshadows events to come.