| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 16 Nov 1968 |
Southend United
|
9–0 |
|
H | ENG · FA Cup Round 1 |
| 04 Sep 1968 |
Wolverhampton Wanderers
|
1–0 |
|
H | ENG · League Cup Round 2 |
| 13 Aug 1968 |
Bournemouth
|
1–6 |
|
A | ENG · League Cup Round 1 |
| 13 Dec 1967 |
Brighton & Hove Albion
|
1–0 |
|
H | ENG · FA Cup Round 1 |
| 13 Sep 1967 |
Southend United
|
1–2 |
|
A | ENG · League Cup Round 2 |
| 23 Aug 1967 |
Southend United
|
1–0 |
|
H | ENG · League Cup Round 1 |
| 26 Nov 1966 |
Watford
|
1–0 |
|
H | ENG · FA Cup Round 1 |
| 31 Aug 1966 |
Gillingham
|
2–0 |
|
H | ENG · League Cup Round 1 |
| 24 Aug 1966 |
Southend United
|
0–0 |
|
D | ENG · League Cup Round 1 |
| 22 Jan 1966 |
Rotherham United
|
3–2 |
|
H | ENG · FA Cup Round 3 |
| 04 Dec 1965 |
Southend United
|
2–1 |
|
H | ENG · FA Cup Round 2 |
| 13 Nov 1965 |
Southend United
|
3–1 |
|
H | ENG · FA Cup Round 1 |
| 22 Sep 1965 |
Reading
|
5–1 |
|
H | ENG · League Cup Round 2 |
| 06 Sep 1965 |
Southend United
|
3–1 |
|
H | ENG · League Cup Round 1 |
| 01 Sep 1965 |
Newport County
|
2–2 |
|
D | ENG · League Cup Round 1 |
| 14 Nov 1964 |
Luton Town
|
1–0 |
|
H | ENG · FA Cup Round 1 |
| 14 Oct 1964 |
Stoke City
|
3–1 |
|
H | ENG · League Cup Round 3 |
| 28 Sep 1964 |
Southend United
|
3–1 |
|
H | ENG · League Cup Round 2 |
| 22 Sep 1964 |
Hull City
|
0–0 |
|
D | ENG · League Cup Round 2 |
| 02 Sep 1964 |
Brentford
|
0–2 |
|
A | ENG · League Cup Round 1 |
| 16 Nov 1963 |
Yeovil Town
|
1–0 |
|
H | ENG · FA Cup Round 1 |
| 16 Oct 1963 |
Swindon Town
|
3–0 |
|
H | ENG · League Cup Round 3 |
| 25 Sep 1963 |
Southend United
|
2–1 |
|
H | ENG · League Cup Round 2 |
| 24 Nov 1962 |
Southend United
|
0–2 |
|
A | ENG · FA Cup Round 2 |
| 03 Nov 1962 |
Southend United
|
2–1 |
|
H | ENG · FA Cup Round 1 |
| 26 Sep 1962 |
Southend United
|
2–3 |
|
A | ENG · League Cup Round 2 |
| 04 Nov 1961 |
Southend United
|
0–2 |
|
A | ENG · FA Cup Round 1 |
| 13 Sep 1961 |
Southend United
|
0–1 |
|
A | ENG · League Cup Round 1 |
| 26 Nov 1960 |
Gillingham
|
3–2 |
|
H | ENG · FA Cup Round 2 |
| 05 Nov 1960 | FC Clacton | 1–3 |
|
A | ENG · FA Cup Round 1 |
| 25 Oct 1960 |
Rochdale
|
5–2 |
|
H | ENG · League Cup Round 2 |
| 05 Dec 1959 |
Southampton
|
3–0 |
|
H | ENG · FA Cup Round 2 |
| 14 Nov 1959 |
Southend United
|
6–0 | Oswestry Town | H | ENG · FA Cup Round 1 |
| 21 Nov 1958 |
Yeovil Town
|
1–0 |
|
H | ENG · FA Cup Round 1 |
| 15 Nov 1958 |
Southend United
|
0–0 |
|
D | ENG · FA Cup Round 1 |
| 08 Jan 1958 |
Southend United
|
2–3 |
|
A | ENG · FA Cup Round 3 |
| 04 Jan 1958 |
Liverpool
|
1–1 |
|
D | ENG · FA Cup Round 3 |
| 11 Dec 1957 |
Southend United
|
2–1 |
|
H | ENG · FA Cup Round 2 |
| 07 Dec 1957 |
Torquay United
|
1–1 |
|
D | ENG · FA Cup Round 2 |
| 16 Nov 1957 | Trowbridge Town | 0–2 |
|
A | ENG · FA Cup Round 1 |