During the third season finale of the AMC drama Mad Men, Donald Draper, Roger Sterling, Bert Cooper and Lane Pryce decide to sever their ties with advertising agency Sterling Cooper and embark on a path of their own design. “Well, it’s official,” Roger Sterling quips in regards to the decision. “Friday, December 13, 1963—four guys shot their own legs off.” Subsequent seasons of Mad Men thus include the efforts of these men and their associates as they follow the American Dream of building a business and the inherent obstacles that lie along the way.
In the dramedy webseries Leap Year, five friends find themselves on a similar path when they suddenly lose their jobs and figuratively have their own legs shot off. In lieu of searching for a new means of employment, Aaron Morrison, Jack Sather, Derek Morrison, Olivia Reddox and Bryn Arbor instead decide to take the same leap as Don Draper and his colleagues on Mad Men. While the award-winning AMC series is an exploration of an historical turning point in the evolution of the United States through the eyes of advertising executives in the 1960s, however, Leap Year is a comedy that spotlights the fears, risks and inherent obstacles involved in starting one’s own business in the Twenty First Century through a natural form humor that envelopes the entire narrative.