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Club News


22 April 2021

We look at some players past and present who have played for both Southend United and Leyton Orient.

Luke Guttridge

Southend United

  • 72 games
  • 5 goals

Leyton Orient

  • 17 games
  • 1 goal

The former midfielder began his career with Torquay United in 1999.

He joined Blues in March 2005 after five years at Cambridge United, making his debut in a 3-0 win away to Cheltenham Town.

When Steve Tilson’s side won promotion to the Championship in 2006, Guttridge's chances became more limited, and he departed on loan to Leyton Orient at the end of the year before turning the move into a permanent one in the 2007 January transfer window.

However, when the 07/08 campaign concluded Guttridge left Orient and joined Colchester United.

Craig Easton

Southend United

  • 38 games
  • 5 goals

Leyton Orient

  • 81 games
  • 6 goals

Easton started his career at Dundee United in 1996 and made over 200 appearances for The Tangerines before joining Livingston for a season. His move into English football came in 2005 when he joined Leyton Orient, despite interest from Motherwell.

Memorably he scored on the final day of the 05/06 season when Orient secured promotion to League One with a 3-2 win at Oxford United.

Easton’s Southend spell started in 2010 when Paul Sturrock brought him to the club on a pre-contract agreement, and he was made club captain.

His debut came on the opening day against Stockport County, with his first goal coming in a 2-1 defeat at Wolves in the League Cup. He would only spend a season at Blues before moving back up to Scotland for Dunfermline.

Matt Harrold

Southend United

  • 59 games
  • 6 goals

Leyton Orient

  • 79 appearances
  • 15 goals

Born in Leyton, Harrold was in the Blues youth set-up as a youngster but he had to leave to establish his career which came with the likes of Harlow Town, Brentford and Yeovil Town, along with some loan spells.

Harrold moved back to Essex and joined Steve Tilson’s Blues in 2006 on transfer deadline day.

In his first season he scored four goals, three in the league and one in the cup, and the following season after relegation to League One the striker bagged a further three goals. After two seasons, he left for Wycombe.

Harrod’s Orient days came right at the end of his playing career, signing from Crawley in 2017.

He scored on his debut against Guisley in the National League and went on to make a total of 79 appearances, scoring 15 times before retiring and becoming a first team coach for the O’s.

Jason Demetriou

Southend United

  • 178 games
  • 15 goals

Leyton Orient

  • 168 appearances
  • 5 goals

Suspension will rule former Leyton Orient defender Jason Demetriou out of playing against his former club this weekend.

The Cypriot started his career in East London with the O’s, signing his first professional contract in July 2006.

It was another former Blues and Orient midfielder, Martin Ling, who gave him a chance in the Brisbane Road outfit's first team, with his debut coming in a Football League Trophy win against Yeovil Town a few months prior to penning his pro deal.

In total he spent five seasons at this weekend's visitors, leaving to join AEK Larnaca of Cyprus in 2010, whom he was able to feature in the Europa League for.

Demetriou’s move to Blues came in 2016 when Phil Brown signed him from Walsall and he’s played as right back and midfield during his five years at the club.

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