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Jacky Cheung, Hair Chaotic 2002 Live online

In 1995, Cheung staged his record-breaking 100-show world tour titled "Yau Hok Yau" (友學友), literally a pun of "friendship Jacky Cheung" reusing the same Chinese characters found in his name.[20] The tour started with 34 shows from April 8 to June 9 at the Hong Kong Coliseum. Then the tour continued at Perth Brisbane Australia and returned back to Taipei and mainland China. It then expanded to Madison Square Garden in the US, different parts of Europe, Singapore, India, Malaysia and Japan.[21] He was regarded as the new Michael Jackson by Business Week.

His successful music and acting career has made him one of Hong Kong's icons. Cheung was elected by Time Magazine as one of the "25 most influential people in the New Hong Kong" in 1996.

In 1999, he was named one of the 10 Outstanding Young Persons of the World by the Junior Chamber International, a worldwide federation of young professionals and entrepreneurs. In 2000 he was awarded by RTHK, the Golden Needle Award. This award, the equivalent of a lifetime achievement award, recognized outstanding contributions to the music industry.

Cheung won the Best Selling Cantonese Album Award in the Hong Kong IFPI Awards of 2005 with his live album, Jacky Live Performance. In the fast-changing scene of canto-pop, Cheung has been able to maintain his popularity and sales power for more than 20 years after his debut, which is unparalleled in the history of Hong Kong pop music.

In 2007, Cheung staged his "Year of Jacky Cheung World Tour 2007". The tour started on 18 February 2007 at The Colosseum at Caesars Palace in Las Vegas. When the tour ended in Hong Kong on 3 February 2008 after touring 58 cities around the world, a total of 105 shows had been given, attracting more than 2 million fans. 105 became the highest number of shows in a tour by a Chinese artist, breaking the previous record of 100, which was also set by Cheung previously.