Scales became part of the Wimbledon Crazy Gang that graced the top flight of English football and that won the FA Cup in the famous 1988 final against future club Liverpool.
[3] He made his debut for the club in a 1–0 First Division defeat to Watford, who had just appointed former Wimbledon boss Dave Bassett as their new manager, on 15 August 1987.
He was soon a regular member of the side, and over the next seven years would make 240 league appearances for the club, scoring 11 goals, including five in the 1988–89 season.
In 1996, Liverpool accepted offers from Leeds United and Tottenham Hotspur for Scales, who decided to again join up with Spurs manager Gerry Francis who he had played for whilst at Bristol Rovers.
[7] In July 2000, Scales signed for new promoted Ipswich Town but made only two Premier League appearances before succumbing to injury and was released in the summer of 2001.