Yet to make a first-team appearance he left Salop staying in the Midlands.
Riley eventually made his senior debut for Kidderminster Harriers and was often partnered by ex-reds defender Mark Creighton, who we would later link up with at Wrexham.
68 league games later he moved south to join Football League side Cheltenham Town with whom he spent a single season.
Upon his release from the Robins, Riley went on to join Mansfield Town for his first spell.
He reached the play-off semi-final of the Conference Premier, eventually losing to winners York City.
In July 2012 Riley joined Wrexham for his first spell at the club, linking up with former team-mate Creighton.
However the ‘Beast’ suffered what would go on to be a career ending injury leading the way for Chris Westwood to partner him.
A successful season saw Riley play at Wembley twice in the FA Trophy win of 2013 and play-off final defeat to Newport County.
He left after one season to return to newly promoted to Mansfield Town.
Two years with the Stags led to a move back into non-league with Tranmere Rovers, with a season of injuries restricting his game time, he re-signed for the reds in the summer of 2016.
Home: Spirit of '78
Away: Shropshire Reds