A graduate of the Australian National University in Canberra, Holesgrove performed as a classical stage actor but also trained as a bulresque clown and with the Flying Fruit Flu Circus. His other TV credits include guest roles on the Australian series Water Rats and All Saints and Breakers. His stage credits include several Shakespeare portrayals, including Duncan and the drunken porter in MacBeth, Bolingbroke in Richard II, and Puck in A Midsummer Night's Dream.