[5] After graduation, he began his professional career as a solicitor at the Melbourne law firms Barker Harty and Co, and Holding Redlich and Co, and then at the Fitzroy Legal Service.

Faine began his professional career practising as a solicitor in various Melbourne law firms, combining work with his love of cars by serving as a motoring reporter for a lawyers' magazine.

[citation needed] He acted pro-bono for the Australian Democrats in a number of Court of Disputed Returns matters in the late 1980s with success.

From 1996 to 2019, Faine hosted ABC's local radio morning program, from 8:30 am to 12:00 noon in Melbourne, including the Conversation Hour which was heard across Victoria from 11:00 am.

His highest ratings peaked in September 2002 and in 2003 he received the ABC Local Radio "Broadcaster of the Year" award.

Together with his son Jack, who was aged 19 at the time, Faine used his long service leave in 2008 to drive overland from Melbourne to London, United Kingdom.