Originally from Tasmania, Earl relocated to Melbourne to focus on his musical comedy, both solo and in collaboration with former expat Tasmanian Justin Heazlewood, aka The Bedroom Philosopher.
In 2012, Earl released a four-track EP entitled Buzz Buzz, consisting of original songs performed solo and acoustic. This was followed by a collection of demos entitled Demo Moore. In 2013, Earl was announced as the host of the re-vamped Spicks and Specks.
To date, Earl has appeared on The Little Dum Dum Club nine times. His first appearance came in the show's 20th episode, which was published on March 7th, 2011. In November of that year, Earl returned for the show's 59th episode alongside Ronny Chieng. The episode was posted on November 16th, 2011. Josh would not appear again until July 2012, where he appeared alongside Tegan Higginbotham. This was followed by an episode with Eddie Perfect in January 2013, one with Celia Pacquola in June and one with Dave Callan in October. The following month, he made a brief cameo at the show's third birthday show; where he performed the Rad Dad theme song live and announced that he was having a second child.
Josh's 2014 appearances included an episode with fellow Spicks and Specks castmate Ella Hooper and being part of a MICF live show with David O'Doherty, Ronny Chieng and Scott Dooley. He also appeared on the show's 199th episode with Adelaide rapper and former stand-up comedian Allday.