Jordan Webb

After playing youth soccer for the East York Komets in Toronto, Webb signed a two-year soccer scholarship in August 2007 with the Iowa Central Community College. During the college off season he played in the USL Premier Development League from 2007 till 2009 with the Cleveland Internationals, Springfield Demize, and Toronto Lynx. In 2009, he played for the Italia Shooters in the Canadian Soccer League.

Webb began his professional career in 2010, playing for Hougang United on the recommendation of his cousin Anthony Bahadur and breaking a college scholarship in the process. He later played for Home United, Young Lions and Tampines Rovers. With Home United he won the 2013 Singapore Cup. He helped himself to 14 goals and 11 assists in all competitions for Tampines in the 2016 S.League season, outshining the former Arsenal and Liverpool midfielder Jermaine Pennant, who was also playing for Tampines, in the process.

Warriors FC

Webb joined Warriors for the 2017 season. In March 2017, Webb claimed to be the victim of slanderous racial abuse in an S.League match, stating that Balestier Khalsa player Raihan Rahman had used a derogatory term against him. Webb scored six goals in his first seven outings for the Warriors but did not net in the S.League again until October in a 3–2 away defeat to Brunei DPMM.

Return to Tampines Rovers

Webb returned to former club Tampines Rovers after a season with Warriors FC for the 2018 Singapore Premier League season, with the Tampines Head Coach branding him as one of the best wingers in Singapore. He rejected an offer from a Portuguese 2nd tier side to re-sign for Tampines Rovers. In his second season with the club, he helped the Stags win the 2019 Singapore Cup. At the end of 2020, he left the club and Singapore and announced that he would be returning to Canada to continue his career.

Return to Canada

On 13 April…

In November 2015, he announced his desire to represent Singapore at the international level, subject to receiving a Singaporean passport. He received permanent residency status in June 2017.

Webb attended Pine Ridge Secondary School. His cousin Anthony Bahadur is also a soccer player who suggested that Webb move to Singapore to play.