In early episodes, he is shown to be uncomfortable with his professional relationship with his boss, Michael Scott. Michael often forces Ryan to carry out menial tasks for him while at the same time, becoming obsessed with Ryan's personal life as well as gaining Ryan's friendship. As the series progresses, Ryan begins to display a great deal of contempt and disdain for both his coworkers and his job. This becomes more apparent when Ryan is promoted in "The Job" to work at Dunder Mifflin's corporate office in New York. This leads to Ryan becoming an egotistical braggart despite lackluster sales skills. In the season 4 finale "Goodbye, Toby", Ryan is arrested for committing fraud. He is eventually released and required to work community service.