Born in Barnstaple, Devon,[1] Guttridge began his career as a trainee with Torquay United after playing junior football for Paignton Pilgrims.

He made his league debut whilst still a trainee as a late substitute, replacing Alex Watson in the 4–0 win against Mansfield Town on 10 April 2000.

In August 2001, McFarland, by now manager of Torquay, made a bid to bring Guttridge back to Plainmoor, but this was rejected and he remained at the Abbey Stadium.

[citation needed] This proved to be a turning point and Guttridge was a major factor in helping Southend secure the 2005–06 League One title after a 1–0 home win over Bristol City on the final day of the season.

[12] Guttridge impressed during a trial period at Northampton Town, and on 4 August 2008, after two commanding performances in pre-season friendlies, he signed a two-year contract with the club until the summer of 2010.

[25] Guttridge played in 30 games for Luton during the 2014–15 season upon his return to the Football League, scoring four goals,[26] and triggered a contract extension to keep him at the club until the summer of 2016.

[27] Guttridge made 11 appearances, scoring two goals in 2015–16,[28] but he was released by new manager Nathan Jones on 19 January 2016 after his contract was cancelled by mutual consent.

[33] He was introduced as a half-time substitute in the second leg of the play-off semi-final defeat to Forest Green Rovers, losing 3–1 on aggregate,[34] and finished the season with 30 appearances and eight goals.