Like most others in the racing world, Wesleigh also started his career in Karting. At the age of nine, he won his first club race, in 1997. In 1998, he won the Junior Grand Prix National Championships in 1998 as well as in 1999. In 2000, he was participating in the regional championships and got his first win as well. His career was leapfrogging from one point to another and in 2000 and 2001, he was winning races in the 100 Stock Class. In 2001, he was awarded the Junior National Motor Sport colours.
In 2004, at the age of 16, he decided to pursue Karting and learned not only to race them, but also to build, fix and prepare Karts and their engines. Driving mostly in Europe, Wesleigh won the Rotax Max Challenge back home in South Africa, in 2004. He qualified to represent South Africa at the World Finals in Spain and went onto take the World Championships as well in the RM1 as well as the DD2 classes. He won the Senior National Motorsport Colours for these achievements. In the same year, Wesleigh also won the Rok championships in South Africa and when representing his country in Italy, he won the World Championship title as well.
In 2005, he successfully defended his World Rotax Max Challenge title in Malaysia in both the classes again. Invited to drive a Red Bull Formula BMW car at Estoril, Wesleigh qualified easily for the final time and not just that, he equaled the best time of the team’s works driver.
He spent most of 2006 in the ICC Challenge and competing in the Euro Challenge as well where his main role was as a works driver for CRG. He won the DD2 challenge as well as the Max Challenge Classes in the European Rotax Max Challenge in Belgium. He was the first ever driver to win both these championships in the same year. In November 2006, he joined Intrepid Racing team in Italy and was part of the European and American championships. He again represented South Africa in the Rotax Max World Finals in 2006.
In 2007, he became part of the Formula Renault series and with JL Racing team, enjoyed quite a bit of success. As part of the Rookie driver programme of the South African A1 Grand Prix team, Wesleigh was invited to test for the position along with three other drivers. He was chosen to join the team after a successful session in England. After a 2007-08 season where he mostly warmed the bench, Wesleigh will be looking forward to a more action-packed season in 2008-09.