Roosevelt Franklin refers to 2 artists, consisting of a Sesame St character and a hip-hop duo.: 1. Roosevelt Franklin appeared on Sesame Street from Season 1 (1970) to Season 6 (1974). The precocious Roosevelt Franklin attended Roosevelt Franklin Elementary School, where he taught the class as often as not. He taught concepts like family, pride, respect, and not drinking poison. Roosevelt was a cool kid who loved to scat, rhyme, and sing the blues. His mother was proud of him, but often could not find him.