| 09 Oct 1990 |
Southend United
|
1–2
|
Crystal Palace
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 25 Sep 1990 |
Crystal Palace
|
8–0
|
Southend United
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 04 Sep 1990 |
Aldershot Town
|
2–2
|
Southend United
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 28 Aug 1990 |
Southend United
|
2–1
|
Aldershot Town
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 18 Nov 1989 |
Aylesbury United
|
1–0
|
Southend United
|
H
|
ENG · FA Cup
Round 1
|
| 04 Oct 1989 |
Southend United
|
3–2
|
Tottenham Hotspur
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 20 Sep 1989 |
Tottenham Hotspur
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 29 Aug 1989 |
Southend United
|
2–1
|
Colchester United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 22 Aug 1989 |
Colchester United
|
3–4
|
Southend United
|
A
|
ENG · League Cup
Round 1 · Leg 1
|
| 19 Nov 1988 |
Bristol City
|
3–1
|
Southend United
|
H
|
ENG · FA Cup
Round 1
|
| 11 Oct 1988 |
Southend United
|
1–2
|
Derby County
|
A
|
ENG · League Cup
Round 2 · Leg 2
|
| 28 Sep 1988 |
Derby County
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 07 Sep 1988 |
Brighton & Hove Albion
|
0–1
|
Southend United
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 30 Aug 1988 |
Southend United
|
2–0
|
Brighton & Hove Albion
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 17 Nov 1987 |
Walsall
|
2–1
|
Southend United
|
H
|
ENG · FA Cup
Round 1
|
| 14 Nov 1987 |
Southend United
|
0–0
|
Walsall
|
D
|
ENG · FA Cup
Round 1
|
| 27 Oct 1987 |
Ipswich Town
|
1–0
|
Southend United
|
H
|
ENG · League Cup
Round 3
|
| 07 Oct 1987 |
Derby County
|
0–0
|
Southend United
|
D
|
ENG · League Cup
Round 2 · Leg 2
|
| 22 Sep 1987 |
Southend United
|
1–0
|
Derby County
|
H
|
ENG · League Cup
Round 2 · Leg 1
|
| 25 Aug 1987 |
Southend United
|
4–2
|
Brentford
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 18 Aug 1987 |
Brentford
|
2–1
|
Southend United
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 10 Dec 1986 |
Northampton Town
|
3–2
|
Southend United
|
H
|
ENG · FA Cup
Round 2
|
| 05 Dec 1986 |
Southend United
|
4–4
|
Northampton Town
|
D
|
ENG · FA Cup
Round 2
|
| 15 Nov 1986 |
Southend United
|
4–1
|
Halesowen Town
|
H
|
ENG · FA Cup
Round 1
|
| 08 Oct 1986 |
Manchester City
|
2–1
|
Southend United
|
H
|
ENG · League Cup
Round 2 · Leg 2
|
| 23 Sep 1986 |
Southend United
|
0–0
|
Manchester City
|
D
|
ENG · League Cup
Round 2 · Leg 1
|
| 02 Sep 1986 |
Brentford
|
2–3
|
Southend United
|
A
|
ENG · League Cup
Round 1 · Leg 2
|
| 26 Aug 1986 |
Southend United
|
1–0
|
Brentford
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 16 Nov 1985 |
Southend United
|
0–1
|
Newport County
|
A
|
ENG · FA Cup
Round 1
|
| 03 Sep 1985 |
Gillingham
|
2–0
|
Southend United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 20 Aug 1985 |
Southend United
|
1–1
|
Gillingham
|
D
|
ENG · League Cup
Round 1 · Leg 1
|
| 21 Nov 1984 |
Colchester United
|
3–2
|
Southend United
|
H
|
ENG · FA Cup
Round 1
|
| 17 Nov 1984 |
Southend United
|
2–2
|
Colchester United
|
D
|
ENG · FA Cup
Round 1
|
| 05 Sep 1984 |
Southend United
|
0–0
|
Leyton Orient
|
D
|
ENG · League Cup
Round 1 · Leg 2
|
| 28 Aug 1984 |
Leyton Orient
|
2–1
|
Southend United
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 22 Nov 1983 |
Plymouth Argyle
|
2–0
|
Southend United
|
H
|
ENG · FA Cup
Round 1
|
| 19 Nov 1983 |
Southend United
|
0–0
|
Plymouth Argyle
|
D
|
ENG · FA Cup
Round 1
|
| 13 Sep 1983 |
Wimbledon
|
6–4
|
Southend United
|
H
|
ENG · League Cup
Round 1 · Leg 2
|
| 29 Aug 1983 |
Southend United
|
1–0
|
Wimbledon
|
H
|
ENG · League Cup
Round 1 · Leg 1
|
| 24 Jan 1983 |
Sheffield Wednesday
|
2–1
|
Southend United
|
H
|
ENG · FA Cup
Round 3
|
