Willy and Bobo are Walter’s friends who represent another failure for Walter to be the man of the household and achieve personal success. Willy, Bobo, and Walter plan on opening up a liquor store in the south side of Chicago, and in order for Walter to chip in his share, he needs money from his father’s life insurance policy that Mama is planning on using for a new house. Mama reluctantly gives Walter the money even though she knows that Willy is a shady character and is not to be trusted. However, Mama wants to help her son feel like he is able to achieve his dream to control his own life and be the main contributor to the family. Walter’s job as a chauffeur is a dead end job and doesn’t allow for any advancement. Walter feels emasculated as a chauffeur and wants to get out of working for a white man. Late in the play, Bobo tells Walter that Willy has run off with the money. This is devastating for Walter who once again feels he has failed his family in providing for them. However, Mama’s ability to buy a small home brings the family back together in achieving the American dream of success and happiness.