The Barbershop Trio
Band that sings "The Ballad of the Sneak" in the cartoon (May 3, 2006) on the Homestar Runner website. The cartoon, supposedly from 1936, is a parody of old black and white cartoons from the 1920s, featuring "old-timey" versions of the main characters. The Sneak is a version of The Cheat.
Really done by real band DaVinci's Notebook.