Cowan presented Scottish football comedy TV show Offside. He has also taken to live stand-up comedy by taking "Offside" to the stage in 2002. The show was recorded live at the King's Theatre, Glasgow for DVD. In February 2010, Cowan presented It's Never Too Late, a six-part documentary series for STV on literacy and numeracy difficulties among adults. Cowan was also a guest presenter for STV's overnight interactive strand The Nightshift and rejoined the station on Tuesday 20 September 2011 as a main co-presenter for the lifestyle magazine show The Hour, alongside Michelle McManus. The programme was axed four weeks after a move to a weekly prime time slot and a revamp of the programme led to low ratings.
For 16 years Cowan was a restaurant critic and reviewer, and additional columnist with the Daily Record newspaper. He moved to their rival newspaper, The Scottish Sun, in March 2014.
Cowan presents the comedy football radio show Off the Ball on BBC Radio Scotland, along with Daily Record journalist and good friend Stuart Cosgrove. Cowan was temporarily dropped from Off the Ball in 2013 for allegedly sexist remarks made about women's football in his Daily Record column.