Jackson is 14 years old and has been racing USAC .25 Midgets since he was 7. In his rookie year, Jack won over half of the features in which he raced, and was ultimately awarded the Capitol Quarter Midgets Rookie of the Year. Jackson earned the nickname "The Real Diehl" from USAC announcer Butch Lamb in his second year after sweeping the heat races at the USAC .25 Nationals at Chicagoland Speedway. Jack is a two-time USAC .25 National Champion (Senior Honda, Formula Mod), and a five-time Midwest Thunder Series champion. He is also a proud recipient of the 2019 Dave Darland Sportsmanship Award.
Jack is known his smart, hard, and clean driving style. He has a knack for putting his car in a position to win races, whether or not he has the fastest car.
Off the track, this Granger Indiana native is a straight A student who wants to study engineering in college. He runs cross country, and has competed in triathlons. He enjoys playing video games, especially racing games, with friends.