Although he took part in amateur productions with the Australian Theatre for Young People, and while his involvement led to professional work, Wyllie considers himself untrained.

[1] When he was 18, Wyllie was involved in a car accident which knocked out his front four teeth and left him with a facial scar on his mouth.

[4] His first major acting role was in the 1992 film Spotswood, alongside Anthony Hopkins, Ben Mendelsohn, Russell Crowe and Toni Collette.

In 2016 he appeared in Foxtel's political thriller, Secret City as Mal Paxton, a minister in the Australian Government.

In 2021, Wyllie appeared in Wakefield as James Matos, a businessman who continues to negotiate a property deal while a hospital patient.