Mad Men — "Waldorf Stories"
Mad Men has used many well-timed flashbacks, but this one, which shows how Don Draper launched his career at Sterling Cooper, takes the cake. After salesman Don sells Roger Sterling a fur for his mistress (Joan!), Don pitches a few ad ideas in hopes of winning a job. Roger balks, so Don shows up at the office and takes Roger out for a multiple-martini lunch. When Don shows up for work the next day, Roger is confused, but Don insists that Roger offered him the job. Was Don lying? We may never know, since Roger was sauced. Talk about a self-made man!