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Leap Year combines many of JESS3’s favorite things: the internet, entrepreneurs, and drama. The online series, sponsored by Hiscox USA, tells the story of a few friends who lose their job; instead of collecting unemployment and hitting the want ads, these characters take their lives into their own hands and try to become successful entrepreneurs. The ten-minute webisodes chronicling the group’s antics concluded last night as the show finished its first season. I sat down with Wilson Cleveland, the producer and actor in the series (Derek) to get a behind the scenes look at the first season, their partnership with Hiscox, and a sneak peak at what’s to come.