Stadium: Hard 17 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Heraklion | 2023/10/23 06:30 | Stylianos Christodoulou v Ronetto Van Tilburg | 2-6,6-4,11-9 |
| ITF - M15 Sharm-el-Sheikh | 2023/10/05 09:00 | Stylianos Christodoulou v Jacob Bradshaw | 6-4,4-6,4-6 |
| ITF - M15 Sharm-el-Sheikh | 2023/10/04 12:10 | Joshua Sheehy v Stylianos Christodoulou | 6-4,3-6,6-7 |
| ITF - M15 Sharm-el-Sheikh | 2023/09/30 07:00 | Stuart Parker v Stylianos Christodoulou | 7-6,4-6,6-2 |
| ITF - M15 Sharm-el-Sheikh | 2023/09/29 07:00 | Stylianos Christodoulou v Tuncay Duran | 6-1,6-3 |
| ITF - M15 Sharm-el-Sheikh | 2023/09/28 09:40 | Stylianos Christodoulou v Peter Buldorini | 4-6,7-6,6-2 |
| ITF - M15 Sharm-el-Sheikh | 2023/09/27 10:45 | Zura Tkemaladze v Stylianos Christodoulou | 4-6,5-7 |
| Davis Cup | 2023/06/16 07:30 | Stylianos Christodoulou v Amar Huseinovikj | 6-1,6-2 |
| ITF - M15 Heraklion | 2023/10/23 07:30 | Glauco Pinheiro Da Cruz Junior v David Quayle | 0-6,3-6 |
| ITF - M15 Heraklion | 2023/10/18 06:30 | David Quayle v Oliver Ojakaar | 3-6,3-6 |
| ITF - M15 Heraklion | 2023/10/17 06:30 | Guy Den Ouden v David Quayle | 6-1,7-5 |
| ITF - M15 Heraklion | 2023/10/16 07:00 | Eleftherios Neos v David Quayle | 3-6,4-6 |
| UK Pro League | 2023/10/07 13:00 | David Quayle v Sean Hodkin | 2-6,1-6 |
| UK Pro League | 2023/10/06 10:00 | David Quayle v George Houghton | 2-6,4-6 |
| UK Pro League | 2023/10/05 10:00 | Brandon Murphy v David Quayle | 4-6,2-6 |
| UK Pro League | 2023/10/04 10:00 | Harry Wendelken v David Quayle | 3-6,6-1,11-9 |