Jacky entered New Talent Singing Awards Vancouver Audition 1998 and won. He then represented Vancouver in the International Finals and ended first runner-up. After finishing school he then moved to Taiwan to continue his singing career and was signed by Universal Music Taiwan. He released a solo album called "Telling" (告解) in 2003; however, the album did not sell well and Jacky was dropped from the label. In 2005, he was signed by Warner Music Taiwan and was attached to the male singing quintet, 183 Club.
Dismissal from 183 Club
On 9 June 2007, it was reported that Jacky has been dropped from 183 Club and its management company due to Jacky's image being battered by his heavy late night partying and crazy love life. 183 Club group manager De-Rung Sun (孫德榮) confirms the dismissal saying, "183 Club is a group; it does not belong to a single person. I know there has not been previous cases [of dropping members from musical groups] before in the entertainment industry [in Taiwan], but for everyone's good, merely limiting his workload is not enough. Hence I directly kicked him out of 183 Club." ("183 Club是團隊,不是哪一個人的,我知道在演藝圈沒這個先例,但為了大家好,光是冷凍他也不行,我直接踢他出183 Club。")[1]