Matches led by K. Bond · Southend United
← Coach
03 Sept 19
Leyton Orient
2 – 0
Southend
EFL Trophy
31 Aug 19
Southend
0 – 3
Rochdale
League One
27 Aug 19
Southend
1 – 4
Milton Keynes Dons
League Cup
24 Aug 19
Wycombe
4 – 3
Southend
League One
20 Aug 19
Southend
0 – 2
Peterborough
League One
17 Aug 19
Lincoln
4 – 0
Southend
League One
13 Aug 19
Stevenage
1 – 2
Southend
League Cup
10 Aug 19
Southend
1 – 3
Blackpool
League One
03 Aug 19
Coventry
1 – 0
Southend
League One
04 May 19
Southend
2 – 1
Sunderland
League One
27 Apr 19
Rochdale
1 – 0
Southend
League One
22 Apr 19
Southend
3 – 2
Burton Albion
League One
19 Apr 19
Walsall
1 – 1
Southend
League One
13 Apr 19
Southend
0 – 2
Wycombe
League One
06 Apr 19
Fleetwood Town
2 – 2
Southend
League One