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Directed by John Feldman, Who the Hell is Bobby Roos? is a wholly improvised film based on the real-life experiences of co-screenwriter and star Roger Kabler. Kabler's career as a widely acclaimed comedic impressionist wobbled slightly in the early '90s, when he began to feel overwhelmed by his own subject matter. Likewise, the character of Bobby Roos (Kabler) rises quickly through the comedy circuit, becoming well-known for his impressions of Robert De Niro, Robin Williams, and Al Pacino. However, Roos' professionalism teeters precariously when he begins to continue his impressions outside of the comedy club. Some of his antics include beating a heckler as he believes De Niro would have in Taxi Driver, and pursuing a romantic relationship exclusively in his De Niro persona. It takes a snowbound experience in a New England cabin to snap Roos out of his daze and force him to embrace his true identity.