Willy hopes that Biff will make something of himself, yet Biff drifts from job to job without any ambition in life. He used to work as a shipping clerk but he stole basketballs from his boss. He once spent three months in jail because he stole a suit. He failed Math so he did not graduate from high school. Now Biff works in cattle ranches and farms. At his age of 34 he should already have a wife and family and a steady job yet he just wanders from one place to another looking for jobs.