Gerald was admitted to the NSW Bar in 2008. He has since appeared in diverse jurisdictions, including the High Court of Australia to the Court of Arbitration for Sport, and in a diverse range of cases, ranging from commercial and insurance disputes to constitutional and administrative law matters. These include two successful challenges to the constitutional validity of the National School Chaplaincy Program.
Before coming to the Bar, Gerald was an Associate to the Hon W M C Gummow AC, former Justice of the High Court of Australia, and then a solicitor at Mallesons Stephen Jaques (now King & Wood Mallesons), first in its Financial Services Group and subsequently in Dispute Resolution.
Gerald was also previously a lecturer in Federal Constitutional Law at the University of New South Wales.