Anderson became the youngest ever scorer in the Scottish Premier Division, when he scored with a penalty at the age of 16 for Dundee against Hibernian. In 1999 he had a trial at Chelsea. His trickery, pace and powerful right foot earned him a move to the French side Toulouse, where he continued his career. In 2000 Anderson was taken on loan by then division 2 side, Preston North End. Anderson scored two goals for the club in his loan period and set many more up for another loan player, Brett Angell. Together, they are widely credited with cementing Preston North End's promotion to division 1 His successful loan spell earned him a then club record £500,000 permanent move to Preston North End in July 2000, and he scored a number of high quality goals for the club, most notably against Wolverhampton Wanderers and Manchester City. Anderson was famed for cutting inside whilst playing on the left-wing and unleashing powerful efforts at goal. He was also useful from set pieces and surprisingly good in the air for a winger. His time at Preston was marred firstly by injuries and then by a change in manager, which saw Craig Brown replace David Moyes at the helm. Brown did not approve of Anderson's predominantly attacking play, and criticized him for his lack of defensive awareness. It is commonly thought that Anderson became unmotivated under Craig Brown and lost his focus. He was involved from the start in Preston North End's infamous victory in the Championship play-offs against Birmingham City. Anderson also set up Richard Cresswell for Preston North End's goal against Chelsea in the FA Cup, whipping in a cross from a free kick, which Cresswell headed past Carlo Cudicini. Subsequently, he was loaned out to Tranmere Rovers, then Grimsby Town. He eventually moved from Preston North End permanently and rejoined his former club, Dundee. He then moved to St Mirren, however in March 2007 his contract with the club was terminated by mutual consent, due to numerous injuries. He has since played for Ross County, Ayr United, Elgin City and Clydebank.
Retirement
Anderson retired from football aged 31 in 2009 due to personal reasons.
