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Rolley was raised by his mother and stepfather, Andrea Catherine Rolley and Otis Rolley, Jr. He has seven siblings. Rolley grew up in Jersey City, New Jersey. He attended Sacred Heart Catholic grammar school and Lincoln High School. At Lincoln, he participated in the Model Program, which offered challenging top tier classes to its students. In his junior year, Rolley was accepted into the Governor’s School of Public Issues, one of five Governor’s Schools of New Jersey.
