Anderson grew up in the small town of Heyfield, in the Gippsland region of Victoria on a dairy farm. He attended Gippsland Grammar School in Sale and later the University of Canberra.
Anderson first became well known as host of popular Australian panel show The Glass House, both on ABC. His radio and television career has made Anderson a highly recognised comedian in Australia, but he is foremost a standup comedy performer and known for naming his solo shows with a pun on his name, such as Wilarious, Wilful Misconduct, Wilosophy and I am the Wilrus.
Anderson has appeared five times on The Little Dum Dum Club, with the first two times at live podcast recordings. His first appearance came as the second guest of the podcast's first-ever live recording, alongside Felicity Ward and Hannibal Buress. He had to leave the show prematurely in order to prepare for his comedy festival show, Man vs. Wil. This resulted in the 25th episode of the show, which was posted on April 11th, 2011.
Anderson returned to briefly cameo on the podcast's first-ever live podcast recording in Sydney at the Comedy Store, interrupting fellow triple j alumni Scott Dooley. This was the show's 94th episode, which was posted on July 9th, 2012.
He made his debut as a non-live guest on the show's 111th episode; before returning to the live realm as a part of the 2013 Sydney Comedy Festival show. Other guests included Daniel Sloss and Tom Ballard. His most recent appearance came in May 2014, alongside Chas Licciardello for the show's 186th episode.
Anderson also infamously recorded an episode of the podcast in which he was a guest in the studio sometime in 2012. However, technical difficulties ensured that this episode will never see the light of day.