Bosco's entertainment career began in 1998. He was spotted on the street by a talent-recruiter and soon appear for the first time in a lemon tea commercial and several minor modelling jobs. Recruiters offered him further opportunities but Bosco insisted on finishing his high school first. Right after high school graduation(Form 7) Bosco auditioned at TVB in 1999 at age 19. During his first few years in TVB, Bosco started off by hosting several TVB programmes and played cameo roles(celafare) in various TVB series.