1n 1997 at the age of 10, Jon began his racing career with go karts. Jon racked up several wins locally before moving onto the WKA national level winning the 1999 International Championships at Charlotte Motor Speedway as well as the North American championship that same year. In 2000 at age 13, Jon moved up to 750cc and 1200cc minisprints.
Jon had several top five finishes and won the 2000 "Rookie of the Year" award at Whipcity Speedway in Westfield Mass. In 2001 at 14, Jon moved into NASCAR style late model stock cars and competed on a limited schedule throughout the South East. Jon's focus, determination and racing skills earned him several top finishes and respect from competitors. For the 2006 season Jon teamed up with Sellers Racing out of Danville, Virginia. The team pursued a championship at the famed South Boston Speedway, after two wins a very successful season and leading the points for majority of the year, the team suffered some bad luck towards the end to place a respectable six place. The 2007 season started off rough and a team switch took place in June, Jon finished the 2007 season with Jody James as crew chief working out of Clarksville, Virginia. Jon won four races at Orange County Speedway and ran very well at many other tracks while teamed with James Racing.