 Bent announced his official retirement on March 23, 2006 after failing to recover from knee injuries.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.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.