Andy Dwyer takes a job as a shoe-shiner at Boston City Hall.
Sir Andrew Maxwell `` Andy '' Dwyer KBE [ ˈdwaɪ.ər ] is a fictional character in the NBC comedy Parks and Recreation portrayed by Chris Pratt . He appears in the first season as Ann Perkins ' unemployed slacker boyfriend , then takes a job as a shoe-shiner at Pawnee City Hall in the second season .