Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2023/09/28 07:00 | Joshua Sheehy v Iacopo Sada | 4-6,6-7 |
| ITF M15 Sharm El Sheikh | 2023/09/27 12:05 | Joshua Sheehy v Adam Jones | 6-4,6-4 |
| ITF M25 Sharm El Sheikh | 2023/09/21 07:00 | Joshua Sheehy v Hady Habib | 6-7,6-2,3-6 |
| ITF M25 Sharm El Sheikh | 2023/09/20 07:00 | Joshua Sheehy v Michael Bassem Sobhy | 6-2,6-1 |
| Challenger Lima | 2023/08/20 22:00 | Joshua Sheehy v Justin Roberts | 2-6,3-6 |
| Challenger Winnipeg | 2023/08/13 22:05 | Joshua Sheehy v Darian King | 6-3,1-6,3-6 |
| Challenger Santo Domingo | 2023/08/09 16:00 | Joshua Sheehy v Gonzalo Bueno | 6-7,3-6 |
| Challenger Santo Domingo | 2023/08/08 15:10 | James Trotter v Joshua Sheehy | 6-1,3-6,4-6 |
| 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 |
| Davis Cup | 2023/06/15 07:30 | Stylianos Christodoulou v Alex Degabriele | 6-3,6-3 |
| ITF M15 Alaminos-Larnaca | 2023/05/11 10:05 | Sebastian Gima v Stylianos Christodoulou | 6-2,6-2 |
| ITF M15 Alaminos-Larnaca | 2023/05/10 08:25 | Stylianos Christodoulou v Moerani Bouzige | 5-7,6-1,7-5 |