Born in 1969, Bennetto spent his formative years amongst the fragrant meadows and blossoming malls of Greensborough, Melbourne.

He made his way to university, procured a BA and worked variously as a proofreader, a copywriter, an IT specialist and as the lead singer in the band Skin, which garnered national commercial airplay for their 1994 EP, Waking Up With You.

As part of the ‘Drowsy Drivers’ project, in 2004 Casey wrote a musical theatre biography of former Australian Prime Minister Paul Keating for the Melbourne International Comedy Festival, KEATING!.

In late 2008, Casey premiered a new project as part of the Melbourne International Arts Festival: A Largely Fanciful History Of The Spiegeltent, in which he also starred; he also wrote and performed in 2009's Evening and provided the songs for the ever-threatening Christmas pantomime The Terminativity in 2010–11. He served as dramaturge on Eddie’s Shane Warne: The Musical as well as making contributions to Company B’s The Adventures Of Snugglepot And Cuddlepie and Die Roten Punkte’s Super Musikant and Kunst Rock.

He scored both series of Amanda Brotchie and Adam Zwar's Lowdown and was nominated for an AACTA with Shellie Morris and Tim Cole for work on the 2014 musical documentary Prison Songs. He appeared with Alan Brough as underappreciated alternative rock icons The Narelles in 2015, and has hosted A Swingin' Bella Christmas for the past five years. He has hosted The Show Of The Year for the Wheeler Centre since the show's inception in 2013.

Most recently, he scored the ABC TV series Get Krack!n and is currently working on several things at once, obviously to the detriment of all of them.

Casey has also hosted a regular show on 3CR, worked extensively for PBS FM and made many appearances on 774 ABC Melbourne as host, co-host and guest.

His appearances on ABC TV’s Spicks And Specks resurface occasionally to shame him.