Education
He finished the 2004-2005 season with 16 appearances and one goal.
He finished the 2004-2005 season with 16 appearances and one goal.
Early career
Born in Sherburn-in-Elmet, North Yorkshire, Webster made his debut for York City against Burton Albion in the Conference National on 29 December 2004. He scored his first goal for the club in a 2–2 draw against Stevenage Borough on 8 January 2005. He made four appearances in all competitions in the 2005-2006 season.
He signed his first professional contract with York in July 2006.
He made four appearances in the 2006-2007 season, before being released in February 2007 at his own request. He signed for Conference North side Harrogate Town in the same month and made his debut against Scarborough in a 1–0 home defeat on 3 February 2007.
Whilst being registered with Harrogate, he played three games for Whitby Town in the Northern Premier League Premier Division. He ended the season with nine appearances for Harrogate.
FK Baník Most
He signed a one-year contract with Gambrinus liga club FK SIAD Most (known as FK Baník Most from 2008 onwards) in August 2007, with an option of an extension until 2010.
He made his debut in a 5–2 defeat against Baník Ostrava on 11 August 2007. The 2007-2008 concluded with Most suffering relegation to the Czechoslovakian 2. Liga, although Webster signed a new two-year contract with the club
He started a trial spell at Scottish Premier League side Motherwell in December 2008.
The club entered negotiations over a deal for Webster to sign on loan for the rest of the 2008-2009 season. Doncaster Rovers
Webster had a trial with Bury in July 2009, before leaving to trial with Doncaster Rovers.
He gave a "composed performance" in a pre-season friendly against Wolverhampton Wanderers and Doncaster manager Sean O"Driscoll was looking to complete a deal for him to sign for the club He eventually signed for the Championship club on an initial two-year contract for an undisclosed fee on 5 August 2009.
Webster made his Doncaster debut in a 1–0 victory away to N ottinghamshire County in the League Cup first round on 11 August 2009.
He joined League Two club Hereford United on a one-month loan on 18 November 2010. Northampton Town
Webster joined League Two side Northampton Town on loan until the end of the 2010-2011 season on 17 March 2011. On 17 May 2011 Webster was released by Doncaster and on the same day Northampton signed him permanently on a two-year contract.
Yeovil Town
On 4 July 2012, Webster"s contract with Northampton Town was terminated by mutual consent and later that day signed for League One side Yeovil Town on a two-year contract.
He scored his first goal for Yeovil in 2–1 victory over Bury, after an attempted clearance from a corner struck him, sending it into the goal. He finished the 2012-2013 season with 53 appearances and five goals for Yeovil.
Webster made 45 appearances and scored four goals in the 2013-2014 season as Yeovil were relegated to League One. Millwall
Webster turned down a new contract with Yeovil to sign a two-year contract with Championship club Millwall on 24 June 2014.
On 19 February 2015, Webster returned to Yeovil on loan until the end of the 2014-2015 season.
Webster was educated at Sherburn High School and was able to complete a BTEC National Diploma during his footballing career.