Year 1999 (In chronological order)

December -
i) Nominated as One of the Top20 Most popular Actors in Star Awards
ii)Release of his Debut Album "Thinking of Her" .

October - Performed in MediaCorp Charity Show.On that night, Jerry danced to the beat of "Wild Wild West" together with Christopher Lee and Florence Tan.

June - Debut screening of Jerry very first sitcom "Don't Worry Be Happy" and he was highly praised for his natural performance.

April - Jerry was chosen as the new cast of "Don't Worry Be Happy" after the Departure of the lead actor, Chew Chor Meng .

February - Start filming his third Serial "From the Courtroom" (Co-stars:May Phua,Constance Song and Huang Bi Ren).