Born in
Chelmsford, Webb joined the
Colchester United Academy at the age of 11. He featured regularly in Colchester's senior youth sides prior to his 16th birthday and finished as top scorer in both of his apprenticeship years with the club. His willingness and ability saw him awarded a professional contract in the summer of 2007, signing a deal alongside fellow youth-team products Tom Devaux,
Medy Elito and
Anthony Wordsworth. Webb made his first and only first-team appearance for Colchester during an injury and suspension crisis during their second-ever season in the
Championship, featuring as a substitute at the first-ever competitive fixture at
Shrewsbury Town's
New Meadow stadium on 14 August 2007. In February 2008, Webb was sent on loan for one month to
Folkestone Invicta. He was then released at the end of the
2007–08 season as Colchester were relegated from the Championship to
League One. He was released alongside Tom Devaux,
Danny Granville,
Luke Guttridge and
Kevin Watson, while
Aidan Davison and
Teddy Sheringham retired. Following his release from Colchester, Webb travelled to Spain to join the
Glenn Hoddle Academy, before joining
Harlow Town. He then signed for
Halstead Town prior to the
2009–10 season. He signed for
AFC Sudbury in May 2010, scoring two goals in 21 appearances prior to his release from the club in January 2011. Webb then returned to the club in March 2011, where he remained until the end of the season. Summer 2011 saw Webb depart Sudbury, joining
Tilbury, with whom he stayed until the end of the
2011–12 season. He once again returned to Sudbury for the beginning of the
2012–13 season, but yet again departed to Tilbury in December 2012. ==References==