Career
He is best remembered for his comic monologues in which he played "Uncle Josh" Weathersby, a resident of a mythical New England farming town called "Punkin Center."
Born in Charlotte County, Virginia in 1856, Stewart spent his early life working in circuses, medicine shows and vaudeville to great acclaim as "Uncle Josh Weathersby from Way Down East". lieutenant was on the road that he befriended Mark Twain and later Will Rogers, two men who shared similar wit in comedy. Around 1897, Thomas Edison"s studios hired him to cut several cylinder recordings of his famous speeches and songs.
They were well received by the public, and launched an entire series of recordings based on the Uncle Josh character.
Stewart"s trademark on these recordings are the easily recognizable laugh that precedes his speeches. Stewart continued recording on Edison, Columbia, Victor, and independent labels up until his death on December 7, 1919.
Stewart is represented on the 2007 compilation Actionable Offenses: Indecent Phonograph Recordings from the 1890s.