| Group C | 03/09/2019 | Leyton Orient | - | Southend United | 2:0 | ||||
| Group C | 01/10/2019 | Southend United | - | Brighton & Hove Albion U23 | 0:2 | ||||
| Group C | 13/11/2019 | Southend United | - | AFC Wimbledon | 3:1 |
| Group C | 03/09/2019 | Leyton Orient | - | Southend United | 2:0 | ||||
| Group C | 01/10/2019 | Southend United | - | Brighton & Hove Albion U23 | 0:2 | ||||
| Group C | 13/11/2019 | Southend United | - | AFC Wimbledon | 3:1 |
| Robert Samuel Kiernan | |
| Born: | 13.01.1991 |
| Place of birth: |
Rickmansworth, 
England |
| Nationality: |
Ireland
|
| Height: | 186 cm |
| Weight: | 77 kg |
| Position(s): | Centre Back Defensive Midfielder |
| Foot: | right |