Bent was really close to signing a long-term contract with FC Copenhagen in 2001. But later in the year Bent signed with Plymouth Argyle helping the team win the English Third Division Championship in 2002, and the English Second Division Championship in 2004.
He was a member of the 2000 CONCACAF Gold Cup winning squad,[5] but did not play because of injury. In 2002, Bent also scored a decisive penalty kick against Martinique in the 2002 Gold Cup quarter-finals where Canada finished in third place.
His final international was a November 2003 friendly match against Republic of Ireland,[1] in which Bent suffered a serious knee injury. For two full years he spent every day in physiotherapy, but nothing could be done to save his career. Bent announced his official retirement on March 23, 2006, after failing to recover from knee injuries.[1][6]
Coaching career
Jason started his managerial career in 2008 as assistant coach of TFC Academy, after the academy's inaugural season in the Canadian Soccer League Bent took over as the head coach of the U-18 program.[7] He served as the academy's U-18 manager until 2011 with two players, Doneil Henry and Nicholas Lindsay graduating into Toronto FC first team. On February 22, 2011, it was announced that Bent would become assistant coach to the Toronto FC first team joining newly appointed manager Aron Winter and first assistant Bob de Klerk.[8] Jason was named the new head coach of Toronto FC's new USL Pro team on November 20, 2014.[9]
In 2018, he returned to the first team to serve once more as an assistant coach to Greg Vanney.[10] In 2021, he was named an assistant coach for the third time under Greg Vanney this time with the LA Galaxy.[11]