[1][2] In 2006, Pickard was elected as the second mayor of the City of Joondalup, gaining 15% of the vote, and beating ten other candidates.
[11] In 2007, Pickard was elected deputy president of the Western Australian Local Government Association (WALGA).
[15] In June 2016, Pickard founded Franchise Fusion Group, which was the Western Australian master franchisee of the Bucking Bull roast meat restaurant chain.
[16] In late 2017, Pickard opened a nitro coffee shop named Primal Pantry in Brookfield Place.
[18] In January 2018, Pickard was charged with assault, with police alleging he threw a cup of coffee at his neighbour's face.
[19] In March 2019, he went on trial,[20] and in April 2019, he was acquitted, with CCTV unable to show whether Pickard's neighbour had sprayed him with a hose in the moments before.