Sheckler was raised in a family of three children—his two younger brothers are named Shane and Kane. Sheckler was introduced to skateboarding when he discovered his father's skateboard at the age of two years. Sheckler's father provided encouragement by revealing that he had learned his first kickflip when he was approximately six years of age. In a 2012 interview for the internet-based channel Network A, Sheckler revealed that the San Clemente skate park is the location where he began skateboarding with his best friend Jered Marburger and that he was present at the opening of the park.