Southend United v Leyton Orient, 02 September 2008
| Score | 4-2 to Leyton Orient |
| Referee | Graham Scott |
| Competition | Johnstones Paint Trophy 1st round - southern section |
| Venue | Roots Hall |
| Attendance | 3,499 |
View Southend United v Leyton Orient head to head
Goals:
| Lee Sawyer | 13 |
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| Lee Sawyer | 34 |
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Starting lineup:
Goalkeeper
Steve Mildenhall
Defender
Peter Clarke
Defender
Osei Sankofa
Defender/Centre back
Adam Barrett
Defender/Midfielder
Simon Francis
Midfielder
Anthony Grant
Midfielder
Lee Sawyer
Forward
Lee Barnard
Forward
Kevin Betsy
Forward
Hal Robson-Kanu
Forward
James Walker
Substitutions:
| Jean-Francois Christophe for Anthony Grant | 46 |
| Damien Scannell for Hal Robson-Kanu | 76 |
| Francis Laurent for James Walker | 80 |
Cards:
| Anthony Grant | 43 | Y |
| Lee Barnard | 57 | Y |
| Lee Sawyer | 85 | Y |
On the bench:
Goalkeeper
Clark Masters
Midfielder
Damien Scannell
Forward
Jean-Francois Christophe
Forward
Paul Furlong
Forward
Francis Laurent
Goals:
| Ryan Jarvis | 20 |
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| Adam Chambers | 25 |
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| JJ Melligan | 48 |
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| Adam Boyd | 86 |
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Starting lineup:
Jamie Jones
Goalkeeper
Luke Ashworth
Defender
Andrew Cave-Brown
Defender
Jason Demetriou
Defender
Adam Chambers
Defender/Midfielder
Brian Saah
Defender/Midfielder
Aiden Palmer
Defender/Left back
JJ Melligan
Midfielder
Simon Dawkins
Midfielder/Forward
Loick Pires
Midfielder/Forward
Ryan Jarvis
Forward
Substitutions:
| Adam Boyd for Simon Dawkins | 45 |
| Paul Terry for Loick Pires | 69 |
| Bradley Gray for Jason Demetriou | 90 |
Cards:
| Aiden Palmer | 56 | Y |
| Andrew Cave-Brown | 65 | Y |
On the bench:
Goalkeeper
Glenn Morris
Defender/Midfielder
Steve Purches
Midfielder
Paul Terry
Forward
Adam Boyd
Forward
Bradley Gray