Matches led by G. Waddock · Southend United
← Coach
22 Oct 19
Southend
1 – 7
Doncaster
League One
18 Oct 19
Tranmere
1 – 1
Southend
League One
12 Oct 19
Southend
1 – 4
AFC Wimbledon
League One
05 Oct 19
Gillingham
3 – 1
Southend
League One
01 Oct 19
Southend
0 – 2
Brighton U21
EFL Trophy
28 Sept 19
Southend
0 – 1
Accrington ST
League One
21 Sept 19
Milton Keynes Dons
0 – 1
Southend
League One
17 Sept 19
Shrewsbury
4 – 3
Southend
League One
14 Sept 19
Southend
3 – 3
Fleetwood Town
League One