Chatmon began playing music as a child, occasionally with his family's string band, as well as the Mississippi Sheiks. Sam launched his own solo career in the early '30s. While he performed and recorded as a solo act, he would still record with the Mississippi Sheiks and with his brother Lonnie. Throughout the '30s, Sam travelled throughout the south, playing with a variety of minstrel and medicine shows. He stopped travelling in the early '40s, making himself a home in Hollandale, Mississippi, where he worked on plantations.
For the next two decades, Sam Chatmon was essentially retired from music and only worked on the plantations. When the blues revival arrived in the late '50s, he managed to capitalize on the genre's resurgent popularity. In 1960, he signed a contract with Arhoolie and he recorded a number of songs for the label. Throughout the '60s and '70s, he recorded for a variety of labels, as well as playing clubs and blues and folk festivals across America. Chatmon was an active performer and recording artist until his death in 1983. ~ Jim O'Neal, Rovi