Stadium: Court 16 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Roehampton | 2023/07/17 10:00 | David Quayle v Freddy Blaydes | 1-6,4-6 |
| ITF M25 Nottingham | 2023/07/09 14:45 | David Quayle v Alexis Canter | 4-6,5-7 |
| ITF M25 The Hague | 2023/07/03 13:55 | Oskar Jansson v David Quayle | 6-1,6-2 |
| ITF M15 Duffel | 2023/06/12 08:00 | Andrea Gola v David Quayle | 6-1,6-2 |
| ITF M15 Duffel | 2023/06/11 11:00 | Felix Einig v David Quayle | 5-7,3-6 |
| UK Pro League | 2023/06/02 12:00 | Johannus Monday v David Quayle | 6-2,6-2 |
| UK Pro League | 2023/06/01 13:00 | Brandon Murphy v David Quayle | 4-6,2-6 |
| UK Pro League | 2023/05/31 13:00 | David Quayle v Ryan James Storrie | 3-6,4-6 |
| ITF M15 Krsko | 2023/05/19 11:30 | Lucas Gerch v Oliver Ojakaar | 1-6,6-3,6-4 |
| ITF M15 Krsko | 2023/05/19 08:00 | Oliver Ojakaar v Gergely Madarasz | 7-5,6-1 |
| ITF M15 Krsko | 2023/05/18 10:25 | Matic Dimic v Oliver Ojakaar | 3-6,4-6 |
| ITF M15 Doha | 2021/12/15 16:25 | Ryan James Storrie v Oliver Ojakaar | 7-6,6-2 |
| ITF M15 Doha | 2021/12/14 14:05 | Oliver Ojakaar v Cheraag Bajwa | 2-6,6-1,10-4 |
| ITF M15 Doha | 2021/12/12 15:45 | Oliver Ojakaar v Adel Ghanim | 6-1,6-0 |
| ITF M15 Parnu | 2021/10/27 11:05 | Oliver Ojakaar v Kenneth Raisma | 5-7,3-6 |