[citation needed] In 1993, Sheldon starred as the Baker in the Australian premiere of Into the Woods.
He wrote and directed The Times of My Life at the Ensemble Theatre (2006)[6] and the Adelaide Cabaret Festival for his mother, Toni Lamond.
Sheldon played more than 1,700 performances as Bernadette in Priscilla Queen of the Desert in Sydney, Melbourne, Auckland, West End (2009)[7] and Toronto prior to the Broadway premiere in March 2011.
[11] He was nominated for the Tony Award as Best Actor in a Musical for his performance in Priscilla on Broadway.
Starting in 2019 he played Grandpa Joe in the Australian production of Charlie and the Chocolate Factory until February 2020.