Jolin TsaiJolin Tsai

On July 23, 2002 Jolin Tsai signed with Sony Music (then called 新力音樂 in Chinese, now 索尼音樂). On March 7, 2003 the fifth studio album "看我72變" was released. On February 27, 2004 the sixth studio album Castle was released. Producers included 王治平 (Bing Wang), 李偲菘 (Peter Lee), Jay Chou, 薛忠銘 (Jamie Hsueh), Huang Yi and G-Power. On April 25, 2005 the seventh studio album "J-Game" was released. On September 28 the same year Show Lo released "Destined Guy", sung with Jolin Tsai.

On February 16, 2006 Jolin Tsai signed with EMI Music. The Chinese Wikipedia records five nominations for best female Mandarin singer at the Golden Melody Awards, and a first win with the 2006 album "舞孃".

On February 17, 2007, at the "中國中央電視台春節聯歡晚會", Jolin Tsai sang "今天妳要嫁給我" with David Tao. On September 21 the ninth studio album "特務J" was released. The production team included Lars Quang, Nik Quang, RnG, 阿弟仔, 李偉菘, 林邁可, 馬毓芬 and 薛忠銘. On November 21 Kylie Minogue released the single "In My Arms", made with Jolin Tsai. On October 31, 2008 the cover album "愛的練習語" was released, and a book of the same name at the same time. On December 16 Jolin Tsai signed with Warner Music.

On August 13, 2010 the 11th original studio album "Myself" was released. On November 15, 2014 the 13th original studio album "呸" was released. On February 26, 2016 Jolin Tsai voiced the character Judy in the Taiwan Chinese version of the animated film "Zootopia". On September 30 Alesso released the single "I Wanna Know", made with Jolin Tsai. On October 31 陳星翰 (Starr Chen) released the single "Ego-Holic", made with Jolin Tsai. On June 20, 2017 Hardwell released the single "We Are One", made with Jolin Tsai.

In 2017, while performing the suite "時代歌後·幸福記憶" at the 54th Golden Horse Awards, the Chinese Wikipedia records that the singing of "甜蜜蜜" went off pitch, and that because several songs sat low and did not match the middle-to-high range Jolin Tsai is good at, the performance as a whole was criticized.

On December 26, 2018 the 14th original studio album "Ugly Beauty" was released. In September 2019 Gap released four long-sleeve pullover hoodies designed by Jolin Tsai. On April 3, 2020 the single "Fight as One" was released with Eason Chan. The Chinese Wikipedia records that record sales passed 25 million, and that Jolin Tsai is the highest-selling female singer in Taiwan since the 2000s.

On July 25, 2025 the 15th original studio album "Pleasure" was released. The production team included Jolin Tsai, 陳星翰, Richard Craker, Nick Lee, Ross Golan, Ojivolta, Jenna Andrews and Stephen Eric Kirk. The disc takes the seven deadly sins as its core theme and was nominated for nine Golden Melody Awards. At the 37th Golden Melody Awards, with that disc, which Jolin Tsai helped produce, Jolin Tsai a second time took best female Mandarin singer, and also the album of the year and best vocal recording album. Jury chair 黃韻玲 pointed out that the first two were won in the first round. The previous best female Mandarin singer award was in 2007, and this win came again after 19 years.

Jolin Tsai thanked the jury and the fans, and said: "I feel that my performance is constantly being drafted. From every performance, and every performance, I can freely put the values I choose to believe in into my performance." Jolin Tsai also said, "This album, for me, is the most important album of my own career as a singer." In an interview after the ceremony Jolin Tsai said the award was icing on the cake, that writing was still going on, and that the "Pleasure" tour was preparing an encore at the Taipei Dome.

On March 27, 2026 the Philippine boy band SB19 released the album Wakas at Simula, of which the song "Emoji" was made with Jolin Tsai.