As of 2024[update] he is chief executive officer of the industry peak body QMusic [1] and Queensland music festival BIGSOUND.

From 2008 to 2011 Stewart was the resident director for the Gordon Frost Organisation in Australia for the blockbuster musical Wicked, overseeing the show artistically including casting, rehearsing and management of the local creative team.

[9][10][11] In 2019, Stewart founded and was the inaugural creative director for Curiocity Brisbane, a city-wide event that combines arts, science and technology.

[12] Through his production company Red Sand Media Partners, LLC, Stewart is one of the producers of the Obie and Drama Desk award-winning Title of Show,[13] which opened on Broadway 17 July 2008 at the Lyceum Theatre, and the feature film Red Hook (2009),[14] a teen thriller shot in NYC in 2007.

Stewart was executive director of the National Music Theatre Network, and has directed for The Production Company, State Opera of South Australia, Melbourne Theatre Company, IMG, Opera Australia and has directed multiple musicals.