Calum got his start in football in his hometown of Crieff, Perthshire, where he played football at all youth levels throughout school. He got his first break at senior level with Crieff Amateur at the age of sixteen, before moving to Comrie Rovers three years later, where he settled as a striker, having previously played on the left wing.
Following a spell in Glasgow, Calum moved North to Tain in 2002, when he began attending training for the now defunct Tain St Duthus, then run by Malky Macdonald. Playing a handful of games as a sub throughout the winter, he found more regular action with the town’s summer club, Tain Thistle. Under Gordon Burry, Calum notched 7 goals in his first campaign, with a club who, at the time, were propping up the Ross-shire Welfare league. Indeed, Calum made history, by scoring a hat trick in his debut, against the Rigger on May 25th, 2002.
Calum continued to set standards in 2004, when he scored an impressive 18 goals under new manager Bill Russell before breaking the season goal scoring record for the club, by netting 21 times in 2005. The following winter, seasoned second XI campaigners Balintore signed Calum for what would become their first league-winning season in fifteen years. However, despite playing in four Welfare cup finals, Calum was yet to win a medal with Tain Thistle.
The striker’s recurrent knee problems hampered his consistency in 2006, before he eventually left Tain to work in Norway, despite a brief return in 2007.
Despite the setback, Calum made a return to action in 2009 to contribute 7 goals in 12 appearances (often commuting from Perth to Tain) to win his first medal with Tain Thistle, playing as a substitute in the club's Cordiner Cup win. His successful return was capped off with a league winners medal as Thistle trotted towards their first ever Ross-shire league championship in July that year.