Jackson has mostly made his name as a non-League footballer although he has experience in League football. He was part of the Yeovil Town team which won the Conference in 2003.
Jackson joined Harrogate Town in the summer of 2006 from Weymouth.
On November 29, 2007 it was confirmed that Jackson, had joined fellow Conference North side Tamworth on loan until January 2007.
Subsequently Harrogate Town have allowed Jackson to stay on loan until the end of the season.
Jackson's time at Harrogate Town was largely disappointing and he was released at the end of the 2007-2008 season and returned to Worksop Town F.C. ahead of the 2008-2009 season. In July 2009 he signed for Sheffield F.C..
Kirk Jackson also works for Ambertrain a company which helps young people into getting a rail career