Lo debuted as a member of Taiwanese boy group Four Heavenly Kings in 1996 after winning a singing and dancing competition.

They primarily put up entertainment shows for grassroots events such as weddings, in which his father hosted and his mother sang.

During the summer break of his first year in middle school, Show swam and played basketball everyday, shedding weight and reaching 80 kilograms (180 lb) within two months.

The boy group disbanded in 1998 as two members left for compulsory military service, which Show was exempted from because he has Gluteal Fibrotic Contracture.

The sudden cancellation of these variety shows left him jobless for three months, which he refers to as the bleakest moment in his career.

During this time period, he also played the male leading role in the idol drama Hi Working Girl, co-starring with Jolin Tsai.

The leading dance track "機器娃娃" (Robot Doll), is a hip hop number about the prevalence of electronic pets and on-line relationships.

In 2006, Show Lo created fashion brand STAGE which currently has branches in Taiwan, Hong Kong, and Singapore.

The lead track, "Dance Gate" (精舞门) is a cover of "James Dean (I Wanna Know)" by Daniel Bedingfield.

For the album, he sang a full length English song for the first time, "Twinkle", with Japanese singer Koda Kumi.

In 2008 Show joined forces with Gold Typhoon (Taiwan) and released his sixth album Trendy Man.

On September 19, 2009, Show represented Taiwan and performed at the 6th Asia Song Festival, held at the Seoul World Cup Stadium in South Korea.

His 2010 舞法舞天 (Dance without Limits) World Tour ran for two-and-a-half years, visiting forty-two cities and attracting 600,000 spectators.

In December 2013, Show announced his new encore world tour of "Over The Limit — Dance Soul Returns", starting from January 2014 in Kaohsiung Arena.

Show also created his artist management company, Creation, signing on Linda Chien, his co-host on 100% Entertainment, re-branding her from a children's television presenter to a singer.

In April 2020, Lo became the subject of significant controversy, for his infidelity and improper behavior with women during a long-term relationship with Chow.

Lo reportedly lost US$20 million in appearance fees and endorsements, as companies began removing him from broadcasts and advertisements, including Produce Camp 2020 and Go Fighting!.

“Wu” referred to “dance”, while “Zhuangyuan” stemmed from the title given to the first place of the ancient Chinese Imperial examination.

To introduce more oriental styles into his work, Show also added Erhu, Guzheng, and Yangqin, together with hybrid trap and boom bap rhythms, creating a collision between Eastern and Western music.

With the release of his new album, Show held his disc-signing event in Ximen Red House Plaza, Taipei, on August 3, 2024.

Such disc signing events became rare in Taiwan as more record companies chose to do online fan meetings.

For the 30th anniversary of Show’s 1995 debut, he plans to run a new round of world tours with his fans, celebrating this milestone.

Lo publicly dated Grace Chow (Zhou Yangqing), a Chinese fashion blogger, from 2015 to 2020.