Gregory’s career began at The Court Theatre in 1993. His previous Court Theatre credits include The Complete History of New Zealand; The Underpants; The Hound of the Baskervilles; Niu Sila; Uncle Vanya; Easy Money; A Christmas Carol; Elling; Les Liaisons Dangereuses and The Wind in the Willows.
His other theatre credits include The Complete History of Christchurch; The Complete History of World Rugby; Howzat! The Complete History of Kiwi Cricket (CCC Summer Theatre season); Le Sud (Auckland Theatre Company); Niu Sila (Fortune Theatre) and The Complete History of the Royal New Zealand Navy (RNZN).
He wrote MAMIL (Middle Aged Man in Lycra); The Streaker; Mr & Mrs Macbeth of Dodson Valley Road and co-wrote the suffragist rock musical That Bloody Woman. His directing credits include MAMIL (Middle Aged Man in Lycra); Hamlet: The Video Game (The Stage Show); Steel Magnolias (Court Theatre), 2Graves (LAF) and the pantomimes Cinderella and Beauty & The Beast (GMG Productions).
Court Shows
- 2024 - Mr and Mrs Macbeth of Heathcote Valley Road - Director
- 2022 - Flagons and Foxtrots - Understudy – Sid Jenkins
- 2020 - Lysander's Aunty - Theseus
- 2019 - The Wind in the Willows - Ratty
- 2019 - O Le Malaga Fa’a’Atua (The Journey of the Gods) - Director
- 2019 - Les Liaisons Dangereuses - Azolan
- 2019 - Elling - Frank Asli, Poet
- 2018 - A Christmas Carol - Actor
- 2018 - Roger Hall's Easy Money - Nigel de Lacy
- 2017 - Steel Magnolias - Director
- 2017 - Hamlet: The Video Game (the stage show) - Director
- 2017 - Uncle Vanya - Telegin
- 2016 - That Bloody Woman - Co-writer
- 2016 - The Streaker - Playwright
- 2015 - MAMIL - Writer / Director
- 2015 - Niu Sila - Peter Burton
- 2014 - Rumpelstiltskin - Playwright
- 2014 - The Hound of the Baskervilles - Sherlock Holmes + others
- 2014 - The Emperor's New Clothes - Playwright
- 2013 - A Very Merry Scriptless - Director
- 2013 - Beauty and the Beast - Playwright
- 2010 - Two Fish ’n' a Scoop - Director
- 2009 - Rumpelstiltskin - Playwright/Director
- 2009 - Poe - Edgar Allan Poe
- 2008 - Pulp William - Director
- 2004 - The Underpants - Benjamin Cohen
- 2001 - Dr. Pussyfinger Says No To Tomorrow - Writer, Actor
- 2000 - I Scream - Charles
- 2000 - Sick - Actor
- 1998 - The Complete History of New Zealand (abridged) - Actor