Derrick first competed in Kansas City in American Ninja Warrior 9. In qualifying, he fell on the fourth obstacle, Crank It Up and did not make it into the top 30.
Derrick returned to compete in Indianapolis in American Ninja Warrior 10, where pizza from his shop was being served to Matt, Akbar, and the audience. However, he got overconfident on the course and ended up failing on Cannonball Drop, failing to stick the dismount.
Derrick returned to compete in Cincinnati in American Ninja Warrior 11. His qualifying run was cut, but he was one of many who failed on the Sling Shot. But this meant that he qualified for the city finals for the first time in his career. He placed 20th overall. His qualifying run was digested, but it was shown that he failed the Spinning Bridge and twisted his back on the dismount (in a similar fashion to Scott Willson's fall on the same obstacle in ANW 10's LA finals).