Born 1987, Wang Weiliang's parents divorced when he was a toddler. He and his older brother were raised by their mother, a coffeeshop assistant-turned-office cleaner. At 14, he dropped out of Monfort Secondary School to help with his family's household expenditure. A former teen gangster, his previous jobs included pasar malam hawker and alarm clock salesman.

Speaking predominantly in Hokkien and Mandarin, Wang debuted as a getai singer in 2009 before trying his hand as a getai host in 2011, after local veteran getai performer and mentor Wang Lei gave him a stage costume.

In 2012, he was picked to star in Jack Neo's movie Ah Boys to Men, and has gained popularity and fame due to its success. Since then, he has played key roles in the Ah Boys To Men series. He also sang the original Soundtrack "牵着我" for The Lion Men (2014).

After national Service, he took on two jobs – as a renovation contractor and used car salesman. Although he was making good money, he was besieged by restlessness. He finally found that life-changing sense of belonging on the getai stage.

In 2014, he received rave reviews for reprising his role as the street-smart recruit Bang "Lobang" Lee Onn win the Ah Boys To Men: The Musical.