While a secondary student at Elanora State High School in 2005 she canvassed fellow students to form a teen pop group, Operator Please. Alongside Wilkinson on lead vocals and guitar were Tim Commandeur on drums, Sarah-Jane Gardiner on keyboards, Stephanie Joske on violin and Ashley McConnell on bass guitar, who were all aged from 17 to 19. They entered and won a local Battle of the Bands competition, soon after Joske was replaced by Taylor Henderson on violin. As a member of Operator Please, Wilkinson co-wrote most of their tracks for both studio albums, Yes Yes Vindictive (2007) and Gloves (2010), and the associated singles and extended plays. She also co-produced Gloves with Justin Tresidder.
