"The Gregg Russell Story" showcases the legacy of a man who has dedicated his life in the entertainment and care for thousands of families through his performances and humanitarian generosity. After working as a street musician at Disney World, Gregg Russell was invited to pick up his guitar and perform a show in Hilton Head, South Carolina, under a 300-year-old oak tree. Forty-seven years later, you can still find him there, strumming his guitar and bringing laughter and song to generations of families. Hear about the life and legacy of Gregg Russell from people like Jim Nantz (Legendary Sportscaster), Jay Demarcus (Grammy Award Winner and Member of Rascal Flatts) and Stan Smith (Legendary Tennis Player).

A friendship develops when 12-year-old Annie is coerced to stay with her Grandpa Donald.