Webb issued at least one card in every game he refereed in the 2002–03 and 2004–05 seasons. The first red card he showed in the Premier League was to Michael Svensson of Southampton for a second bookable offence in a 0–0 draw at Bolton Wanderers on 8 November 2003. The 2003–04 season saw Webb issue his highest proportion of red cards yet: nine in 34 games. Between 17 February and 17 March 2007, he showed five red cards all in the 90th minute of matches.