Jay and Jolin dated before but are said to have gone their separate ways when Jay got involved with news anchor Patty Hou.
Friends of the couple started choosing sides, with Show making headlines when he decided to side with Jolin.
In 2005, Tsai won the Golden Melody Award for Best Mandarin Female Singer Award for her album Dancing Forever Tour In 2008, Tsai released her first English cover album Love Exercise.
In 2012, she released the album Xposed, and won a Hong Kong Top Sales Music Award for the Best Sales Local Female Vocalist. She then became a professional singer at the age of 16. In September 2016, she released her photobook "25 Looks" and an EP, which includes four re-mixed songs. M released her first documentary "G-Force", which was directed by Nick Wickham.
Tsai's success as a singer continued with the release of her 3rd album, 'Castle.
Tsai's J1 World Tour included countries across Asia and North America.