Brian Little gave him his one and only appearance when he replaced Paul Linwood in the 80th minute of the final League One game of the 2005–2006 season against Doncaster Rovers.
In July 2007, James left Tranmere and signed for Conference National side Forest Green Rovers under the guidance of manager Jim Harvey.
James went on to make 29 appearances for Witton in his first spell before leaving at the end of the 2009–10 season to spend time playing local amateur football.
In August 2013, James was confirmed as a registered player for Hinckley United, playing in either central defence or midfield.
Post football, Oliver is now a top performer in a sales role while his image resembles x-factor star Shane Ward.