[1] In 2012, aged 15, Chen won Melbourne International Comedy Festival's "Class Clowns", a national competition for high-school children, and after this started performing in pubs around Sydney.
[3] In 2017, Chen performed his debut solo show The Infinite Faces Of Chenny Baby, appearing at the Melbourne and Sydney Comedy Festivals and touring nationally, earning good reviews and selling out his shows and earning Best Newcomer awards at both.
[4] In the same year, he unintentionally caused controversy in the Australian soccer world by appearing as an unconventional interviewer at a football game,[4] a friendly between English Premier League club Liverpool F.C.
[4] From 2021, Chen has played probate clerk and Webmaster, George, in Kitty Flanagan's ABC sitcom about a law firm, Fisk.
[8] In 2024, Chen served as the assistant on the Australian version of Guy Montgomery's Guy Mont-Spelling Bee,[9] and participated as a contestant on the third series of Taskmaster Australia, alongside Concetta Caristo, Mel Buttle, Peter Helliar and Rhys Nicholson.