Chesterfield Born in
Sheffield,
South Yorkshire, He made his
first team debut after coming on as a 71st minute
substitute in a 3–1 defeat to
Port Vale on 29 April. He had a trial with
Conference Premier team
York City in July 2009 and played in the first half of a 3–3 draw with
Leeds United in a pre-season friendly. He later had his contract cancelled by the club.
Worksop Town In February 2010 he signed for
Worksop Town, initially until the end of the season this was extended. Jamie also helped the club win their first trophy in 9 years scoring 2 goals at Hillsborough in the Sheffield Senior Cup final, as Worksop came twice from behind to beat rivals Frickley 3–2 in May 2012.
Bradford Park Avenue In June 2012 Jackson joined
Bradford Park Avenue. He joined Conference Premier club FC Halifax Town following a successful trial on 29 July 2014. ==Personal life==