| Chris Green | W | 2023-10-11 | Maidstone 7 v Maidstone 8 | MID Intro Cup |
| Roger S House | L | 2023-11-15 | Medway 1 v Maidstone 3 | MID En Passant Cup |
| Tim Randall | W | 2023-12-04 | Snodland 3 v Maidstone 7 | MID Intro Cup |
| Gary R Clifford | D | 2023-12-13 | Rainham (Kent) 2 v Maidstone 2 | MID Stevenson Cup |
| Robert Cox | L | 2024-01-08 | Weald of Kent 4 v Maidstone 7 | MID Intro Cup |
| Martin G Fletcher | W | 2024-01-17 | Maidstone 2 v Hastings & St Leonards 1 | MID Stevenson Cup |
| Alex M Skerten | L | 2024-01-31 | Rainham (Kent) 4 v Maidstone 5 | MID Tom Fuller Cup |
| Conner Maguire | W | 2024-02-07 | Maidstone 5 v Swale 2 | MID Tom Fuller Cup |
| Ashley Thorpe | L | 2024-02-14 | Maidstone 7 v Medway 6 | MID Intro Cup |
| Robert Cox | L | 2024-02-21 | Maidstone 4 v Weald of Kent 2 | MID Harvey Cup |
| Ben Rasmussen | L | 2024-03-13 | Maidstone 5 v Tunbridge Wells 2 | MID Tom Fuller Cup |
| Nicholas Templar | L | 2024-04-24 | Maidstone 2 v Charlton 2 | Stevenson Cup Semi Final |
