Pittman Jr. attended Oaks Christian School in Westlake Village, California, where he excelled in football and track and field. He went on to play college football at the University of Southern California (USC), where he continued to showcase his skills as a top-tier wide receiver. In his final year at USC, Pittman Jr. recorded 101 receptions for 1,275 yards and 11 touchdowns, solidifying himself as a top prospect in the 2020 NFL Draft.