After finishing high school, Jon held various jobs, including working at his father's clothing store, as a cake salesman and as a sound engineer at Marquee Studios.

[2] Alongside his friend Riff Regan, Moss joined the punk band London in 1976,[3][4][5] after being tried out as a drummer with the Clash; later, he said "The mix of personalities didn't work.

He made the decision to join them after he was injured in a car crash on New Year's Eve 1977, suffering injuries that led to a week's hospital stay.

At the time, Moss was under contract with a group called Jane Aire & the Belvederes; therefore, he was credited on the original single under the pseudonym "Terry 1 & 2".

For two years the group played several concerts on the London circuit, made various television appearances and filmed one video, "Engerland", in 1997, at the former home of Hendon F.C.

[13] Moss did not appear at Culture Club's concerts in Dubai and Sydney in December 2011, due to a back injury which required surgery.

[14] Despite rumours that the reunion project had been shelved, Boy George said in a March 2012 interview with Danny Baker on BBC Radio 5 that their new album would be released in 2013.

[15] Meanwhile, Moss had been drumming with Mad Dog Bites, alongside Martin French (vocals), Godfrey Old (harmonica), Peter Noone (bass) and Conrad Blakemore (guitar).

[18] In July 2018, it was announced that the sessions had been reworked as Life and that the album was to be released on 26 October 2018[19] and credited to "Boy George and Culture Club".

In early 2018 Moss formed pop band Ridiculous together with singer-songwriter Sebastian Wocker, The Cross bassist Peter Noone and film score composer Erran Baron Cohen.