Released by Norwich as a 13 year old, Jackson joined Cambridge United. At the age of 15, he was signed by Blackburn's academy after he had impressed on trial with Manchester United.

He won his first international cap in November 2010 when he played for England's Under-18s in a 3-0 win over Poland.

In July 2012, Jackson trialled with Colchester United, signing for them on a one year contract on 30th July 2012. He was released at the end of the 2012/13 season and joined Cambridge City on 14th August 2013.

Ramm transferred to Kings Lynn Town in May 2014.

He moved to Wroxham in September 2015 and made his debut against Aveley but conceded a penalty and was sent off in the 5-2 defeat.

He switched to Ryman League rivals Dereham in September 2016.