Rich broke into the film world with the 1991 film Straight Out of Brooklyn, which was financed by credit cards and donations. Rich also plays Larry Love, a major character in the film. The low-budget independent film grossed $2.7 million at the box office and only cost $450,000 to make. Rich was only 19 years old at the time, he wrote the film as a short story at age 17, and first filmed it as an 8-minute short for himself and high school students, the film was critically acclaimed and Rich won many awards, including an Independent Spirit Award.