Singer and songwriter Loudon Wainwright III Singer and songwriter Loudon Wainwright III. He has a new CD, Last Man on Earth and a new role on the hit FOX TV series, Undeclared. He plays a dysfunctional father on the show. Loudon Wainwright III grew up in the town of Bedford in wealthy Westchester County north of New York City. He became a folk singer/songwriter in the late '60s, singing humorous and autobiographical songs. In 1972, on his Album III he scored the top-40 hit "Dead Skunk." Many of his songs have been featured on NPR Morning Edition. And many of his songs have been recorded by others including Kate (his ex-wife) and Anna McGarrigle.