 He had loan spells with Ilkeston Town and Hucknall Town before he joined Bradford along with his brother in 2008.In 2010, he joined Accrington Stanley, before heading to Scotland in 2011, where he has played for Livingston, Kilmarnock, Dundee United and Falkirk before rejoining Livingston for a second spell in 2015.Boulding began his footballing career as a trainee at Mansfield Town in August 2006, joining the club at the same time as his brother Michael.