| Matthew Parker | L | 2023-09-14 | Round 1 | Dorchester Jamboree |
| Thomas Trach | L | 2023-11-22 | Round 1 | HCCSW |
| Andrew A White | L | 2023-10-09 | Highcliffe D v Wimborne E | B&DCL Div 5 |
| Bailey Brown | W | 2023-10-16 | Highcliffe Castles v Poole Bishops | Bacchus |
| Dragos Milea | W | 2023-10-30 | Poole F v Highcliffe D | B&DCL Div 5 |
| Jack Prosser | W | 2023-11-06 | Purbeck B v Highcliffe C | DCL Div 3 |
| Michal Orszulak | L | 2023-11-10 | Southbourne Seagulls v Highcliffe Castles | Bacchus |
| Brian Hilton | W | 2023-11-21 | Bournemouth F v Highcliffe D | B&DCL Div 5 |
| Roger D Howell | L | 2023-11-23 | Round 2 | HCCSW |
| Andre Labouchardiere | L | 2023-12-04 | Highcliffe C v Weymouth C | DCL Div 3 |
| Jamie Sen | D | 2023-12-11 | Highcliffe D v New Milton B | B&DCL Div 5 |
| Pierre Martel | D | 2024-01-08 | Poole Bishops v Highcliffe Castles | Bacchus |
| Michal Orszulak | L | 2024-01-29 | Highcliffe Castles v Southbourne Seagulls | Bacchus |
| David F Burt | W | 2024-02-05 | Highcliffe C v Poole C | DCL Div 3 |
| Andy Hewitt | W | 2024-02-14 | Wimborne E v Highcliffe D | B&DCL Div 5 |
| Dexter Morgan | L | 2024-02-29 | Dorchester D v Highcliffe C | DCL Div 3 |
| Stephen Bailey | D | 2024-03-04 | Highcliffe D v Poole F | B&DCL Div 5 |
| Tony Sanderson | L | 2024-03-11 | Highcliffe Carlsens v Poole The Other One | B&DCL Team Handicap Knockout Cup - 2024 |
| Peter Erhardt | W | 2024-03-18 | Highcliffe D v Bournemouth F | B&DCL Div 5 |
| Michal Orszulak | L | 2024-04-15 | Highcliffe C v Purbeck B | DCL Div 3 Knockout |
| Rachel Richardson | D | 2024-04-16 | New Milton B v Highcliffe D | B&DCL Div 5 |
| David F Burt | W | 2024-05-13 | Poole E v Highcliffe D | B&DCL Div 5 |
| Ron Salinger | W | 2024-05-21 | Round 4 | HCCSW |
| David F Burt | W | 2024-05-24 | Highcliffe C v Poole C | DCL Div 3 Knockout |
| Ken MacAlaster | W | 2024-06-17 | Highcliffe v Southbourne | B&DCL Summer League - 2024 |
| Christopher Lamming | L | 2024-06-23 | Round 1 | Ringwood Rapidplay Intermediate |
| Michal Orszulak | L | 2024-06-23 | Round 2 | Ringwood Rapidplay Intermediate |
| Stephen Bolton | W | 2024-06-23 | Round 3 | Ringwood Rapidplay Intermediate |
| Tim Rushworth | D | 2024-06-23 | Round 4 | Ringwood Rapidplay Intermediate |
| Milan Bennett | L | 2024-06-23 | Round 5 | Ringwood Rapidplay Intermediate |
| Andre Hopkins | W | 2024-06-23 | Round 6 | Ringwood Rapidplay Intermediate |
| Michael Richer | W | 2024-06-26 | Poole v Highcliffe | B&DCL Summer League - 2024 |
| Ben Earl | W | 2024-07-01 | Highcliffe v Wimborne | B&DCL Summer League - 2024 |
