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Southend United 16th, English Div 3 |
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| League Record 1998-1999 [for the same period] |
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| Pld | W | D | L | F | A | GD | GFA | GAA | | PpG | Pts | Rank |
| Home Record | 23 | 8 | 6 | 9 | 24 | 21 | 3 | 1.04 | 0.91 | | 1.30 | 30 | 20 |
| Away Record | 23 | 6 | 6 | 11 | 28 | 37 | -9 | 1.21 | 1.60 | | 1.04 | 24 | 13 |
| Overall Record | 46 | 14 | 12 | 20 | 52 | 58 | -6 | 1.13 | 1.26 | | 1.17 | 54 | 18 |
| English Div 3 |
| No. | Date | Ven | Opponent | Result | HT | Attend |
| 1 | 07-Aug-99 | H | Plymouth Argyle | W | 2-1 | (0-1) | 4,981 |
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| 2 | 14-Aug-99 | A | Rochdale | L | 0-2 | (0-2) | 2,253 |
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| 3 | 21-Aug-99 | H | Mansfield Town | W | 1-0 | (1-0) | 3,533 |
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| 4 | 28-Aug-99 | A | Swansea City | L | 1-3 | (0-1) | 4,757 |
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| 5 | 30-Aug-99 | H | Leyton Orient | D | 1-1 | (0-1) | 5,980 |
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| 6 | 04-Sep-99 | A | Hartlepool United | W | 2-1 | (0-0) | 1,980 |
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| 7 | 11-Sep-99 | A | Macclesfield Town | W | 2-1 | (2-1) | 2,059 |
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| 8 | 18-Sep-99 | H | Halifax Town | W | 4-1 | (3-0) | 4,533 |
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| 9 | 25-Sep-99 | H | Peterborough United | L | 0-1 | (0-1) | 6,187 |
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| 10 | 02-Oct-99 | A | Carlisle United | D | 1-1 | (0-1) | 2,800 |
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| 11 | 09-Oct-99 | A | Cheltenham Town | L | 1-2 | (0-1) | 3,118 |
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| 12 | 16-Oct-99 | H | Shrewsbury Town | W | 3-2 | (3-1) | 3,963 |
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| 13 | 19-Oct-99 | H | Lincoln City | D | 2-2 | (2-1) | 3,556 |
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| 14 | 23-Oct-99 | A | Peterborough United | L | 0-1 | (0-0) | 5,860 |
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| 15 | 02-Nov-99 | H | Brighton & Hove Albion | W | 2-1 | (0-1) | 4,927 |
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| 16 | 06-Nov-99 | A | Exeter City | W | 1-0 | (1-0) | 2,353 |
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| 17 | 12-Nov-99 | H | Hull City | L | 1-2 | (0-0) | 4,940 |
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| 18 | 23-Nov-99 | A | Chester City | D | 0-0 | (0-0) | 1,906 |
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| 19 | 27-Nov-99 | H | Darlington | L | 1-2 | (0-2) | 4,134 |
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| 20 | 04-Dec-99 | A | Plymouth Argyle | L | 1-3 | (0-2) | 4,679 |
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| 21 | 10-Dec-99 | H | Barnet | L | 1-3 | (1-1) | 3,521 |
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| 22 | 17-Dec-99 | A | York City | D | 2-2 | (1-0) | 2,233 |
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| 23 | 26-Dec-99 | H | Northampton Town | D | 2-2 | (0-0) | 5,449 |
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| 24 | 28-Dec-99 | A | Torquay United | W | 1-0 | (0-0) | 3,138 |
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| 25 | 03-Jan-00 | H | Rotherham United | L | 1-2 | (1-2) | 4,788 |
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| 26 | 08-Jan-00 | A | Barnet | L | 1-2 | (1-2) | 3,057 |
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| 27 | 15-Jan-00 | H | Rochdale | D | 3-3 | (0-3) | 3,190 |
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| 28 | 22-Jan-00 | A | Mansfield Town | L | 1-3 | (1-2) | 2,215 |
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| 29 | 29-Jan-00 | H | Swansea City | W | 2-1 | (1-1) | 3,860 |
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| 30 | 05-Feb-00 | A | Leyton Orient | L | 1-2 | (1-1) | 5,972 |
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| 31 | 12-Feb-00 | H | Hartlepool United | W | 2-1 | (1-1) | 3,337 |
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| 32 | 19-Feb-00 | A | Darlington | L | 0-1 | (0-0) | 4,391 |
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| 33 | 26-Feb-00 | A | Halifax Town | D | 0-0 | (0-0) | 2,068 |
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| 34 | 03-Mar-00 | H | Macclesfield Town | W | 1-0 | (1-0) | 3,725 |
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| 35 | 07-Mar-00 | H | Exeter City | L | 1-2 | (0-0) | 3,122 |
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| 36 | 11-Mar-00 | A | Brighton & Hove Albion | L | 0-1 | (0-0) | 5,844 |
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| 37 | 18-Mar-00 | H | Chester City | W | 3-1 | (2-1) | 3,483 |
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| 38 | 21-Mar-00 | A | Hull City | D | 0-0 | (0-0) | 4,150 |
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| 39 | 25-Mar-00 | A | Northampton Town | L | 0-2 | (0-1) | 5,426 |
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| 40 | 01-Apr-00 | H | York City | D | 0-0 | (0-0) | 3,364 |
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| 41 | 08-Apr-00 | A | Rotherham United | D | 0-0 | (0-0) | 4,327 |
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| 42 | 22-Apr-00 | A | Shrewsbury Town | L | 1-2 | (1-0) | 3,540 |
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| 43 | 24-Apr-00 | H | Carlisle United | W | 2-0 | (0-0) | 3,053 |
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| 44 | 29-Apr-00 | A | Lincoln City | L | 0-1 | (0-1) | 2,556 |
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| 45 | 02-May-00 | H | Torquay United | L | 0-2 | (0-0) | 2,563 |
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| 46 | 06-May-00 | H | Cheltenham Town | W | 2-1 | (1-1) | 4,977 |
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| English FA Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 1 | 30-Oct-99 | A | Torquay United | L | 0-1 | (0-0) | 2,520 |
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| English League Cup |
| Round | Date | Ven | Opponent | Result | HT | Attend |
| 1 L1 | 10-Aug-99 | H | Oxford United | L | 0-2 | (0-0) | 2,618 |
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| 1 L2 | 24-Aug-99 | A | Oxford United | L | 0-1 | (0-0) | 4,162 |
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| Pld | W | D | L | F | A | GD | GFA | GAA | | PpG | Pts | Rank |
| August | 5 | 2 | 1 | 2 | 5 | 7 | -2 | 1.00 | 1.40 | | 1.40 | 7 | 15 |
| September | 4 | 3 | 0 | 1 | 8 | 4 | 4 | 2.00 | 1.00 | | 2.25 | 9 | 3 |
| October | 5 | 1 | 2 | 2 | 7 | 8 | -1 | 1.40 | 1.60 | | 1.00 | 5 | 16 |
| November | 5 | 2 | 1 | 2 | 5 | 5 | 0 | 1.00 | 1.00 | | 1.40 | 7 | 11 |
| December | 5 | 1 | 2 | 2 | 7 | 10 | -3 | 1.40 | 2.00 | | 1.00 | 5 | 15 |
| January | 5 | 1 | 1 | 3 | 8 | 11 | -3 | 1.60 | 2.20 | | 0.80 | 4 | 19 |
| February | 4 | 1 | 1 | 2 | 3 | 4 | -1 | 0.75 | 1.00 | | 1.00 | 4 | 17 |
| March | 6 | 2 | 1 | 3 | 5 | 6 | -1 | 0.83 | 1.00 | | 1.16 | 7 | 17 |
| April | 5 | 1 | 2 | 2 | 3 | 3 | 0 | 0.60 | 0.60 | | 1.00 | 5 | 21 |
| May | 2 | 1 | 0 | 1 | 2 | 3 | -1 | 1.00 | 1.50 | | 1.50 | 3 | 9 |
Home and away results against each team, listed in the current league table standings
| Home | 1998-1999 | Team | 1998-1999 | Away | Pts |
| W 2-1 | [2-0] | Swansea City | [1-3] | L 1-3 | 3 |
| L 1-2 | [3-0] | Rotherham United | [2-2] | D 0-0 | 1 |
| D 2-2 | - | Northampton Town | - | L 0-2 | 1 |
| L 1-2 | [2-1] | Darlington | [1-2] | L 0-1 | 0 |
| L 0-1 | [2-0] | Peterborough United | [1-1] | L 0-1 | 0 |
| L 1-3 | [2-3] | Barnet | [2-0] | L 1-2 | 0 |
| W 2-1 | [1-1] | Hartlepool United | [4-2] | W 2-1 | 6 |
| W 2-1 | - | Cheltenham Town | - | L 1-2 | 3 |
| L 0-2 | [0-0] | Torquay United | [0-2] | W 1-0 | 3 |
| D 3-3 | [1-1] | Rochdale | [0-1] | L 0-2 | 1 |
| W 2-1 | [3-0] | Brighton & Hove Albion | [2-0] | L 0-1 | 3 |
| W 2-1 | [1-0] | Plymouth Argyle | [3-0] | L 1-3 | 3 |
| W 1-0 | - | Macclesfield Town | - | W 2-1 | 6 |
| L 1-2 | [0-1] | Hull City | [1-1] | D 0-0 | 1 |
| D 2-2 | - | Lincoln City | - | L 0-1 | 1 |
| | Southend United | | |
| W 1-0 | [1-2] | Mansfield Town | [0-0] | L 1-3 | 3 |
| W 4-1 | [0-0] | Halifax Town | [1-3] | D 0-0 | 4 |
| D 1-1 | [2-2] | Leyton Orient | [3-0] | L 1-2 | 1 |
| D 0-0 | - | York City | - | D 2-2 | 2 |
| L 1-2 | [0-0] | Exeter City | [1-2] | W 1-0 | 3 |
| W 3-2 | [2-1] | Shrewsbury Town | [1-3] | L 1-2 | 3 |
| W 2-0 | [0-1] | Carlisle United | [0-3] | D 1-1 | 4 |
| W 3-1 | [0-1] | Chester City | [1-1] | D 0-0 | 4 |
| Leading Scorers |
League Cup |
| Carruthers | | 19 | |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |
| Tolson | | 10 | |  |  |  |  |  |  |  |  |  |  |
| Coleman | | 5 | |  |  |  |  |  |
| Houghton | | 4 | |  |  |  |  |
| Connelly | | 2 | |  |  |
| N Jones | | 2 | |  |  |
| Pepper | | 2 | |  |  |
| Roget | | 2 | |  |  |
| S Jones | | 2 | |  |  |
| Beard | | 1 | |  |
| Campbell | | 1 | |  |
| Roach | | 1 | |  |
| (own goals) | | 2 | |  |  |
Score distributions by match - goals scored by row, and goals conceded by column. Each box shows the number of this season's matches with the resulting scoreline.
| League | Cup |
 | 0 | 1 | 2 | 3 |
| 0 | 5 | 5 | 3 |
| 1 | 4 | 2 | 8 | 4 |
| 2 | 1 | 7 | 3 |
| 3 | | 1 | 1 | 1 |
| 4 | | 1 |
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 | 0 | 1 | 2 |
| 0 | | 2 | 1 |
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When the goals have been scored and conceded this season