A talented artist, his secondary school graduating artwork topped the state, and was exhibited at the NSW Art Gallery, and was awarded the Julian Ashton drawing scholarship.

[5] He was short-listed to the final few for the role of Harry Potter in the series of feature films and was notably the only Australian actor to be flown to Leavesden Studios in England to screen-test.

[6] He continued acting through school, and a few weeks after graduating university, Witt made his musical theatre début at the Sydney Opera House in The Lincoln Centre's production of South Pacific.

[7] The production was the highest selling show in the opera house's history, and was directed by Bartlett Sher and starred Teddy Tahu Rhodes and Lisa McCune.

[16] Other theatre roles during this time include John Hinckley in the Australian tour of Sondheim's Assassins,[17] Danny in Baby at the Hayes Theatre, Leaf Coneybear in William Finn's The 25th Annual Putnam County Spelling Bee, originating the role of Chandler Bing in the Australian production of Friends: the Musical, and Young Buddy in the acclaimed concert production of Sondheim's Follies – opposite Philip Quast, Debra Byrne, Lisa McCune, and David Hobson.