Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/12/20 08:45 | Miles Groom v Mehdi Benchakroun | 7-5,6-7,10-7 |
| UTR Pro Cardiff | 2023/12/10 09:00 | Freddy Murray v Miles Groom | 6-3,6-7,4-6 |
| UTR Pro Cardiff | 2023/12/09 08:00 | Charlie Miller v Miles Groom | 2-6,2-6 |
| UTR Pro Cardiff | 2023/12/07 08:00 | Miles Groom v Gergely Madarasz | 4-6,4-6 |
| UTR Pro Cardiff | 2023/12/06 11:49 | Miles Groom v Robert Beznea | 6-2,6-2 |
| UTR Pro Cardiff | 2023/12/05 08:00 | Miles Groom v Max Benaim | 4-6,1-6 |
| UTR Pro Cardiff | 2023/12/04 12:20 | Miles Groom v Marcus Walters | 3-6,2-6 |
| ITF M25 Castelo Branco | 2023/07/16 13:00 | Ricardo Batista v Miles Groom | 6-3,6-0 |
| ITF M15 Monastir | 2023/12/14 08:30 | Stefanos Sakellaridis v Arthur Bouquier | 4-6,0-6 |
| ITF M15 Monastir | 2023/12/12 10:05 | Stefanos Sakellaridis v Tiago Pereira | 3-6,6-3,6-2 |
| ITF M15 Monastir | 2023/12/07 09:00 | Stefanos Sakellaridis v Adit Sinha | 5-7,3-6 |
| ITF M15 Monastir | 2023/12/06 12:05 | Stefanos Sakellaridis v Nathan Seateun | 6-2,6-1 |
| Challenger Maia | 2023/11/29 11:00 | Denis Yevseyev v Stefanos Sakellaridis | 6-2,7-6 |
| Challenger Maia | 2023/11/27 11:00 | Stefanos Sakellaridis v Anton Matusevich | 1-6,2-6 |
| Challenger Maia | 2023/11/26 12:45 | Stefanos Sakellaridis v Goncalo Falcao | 6-2,6-3 |
| ITF M15 Irákleio | 2023/11/21 10:35 | Stefanos Sakellaridis v Arthur Gea | 3-6,6-1,2-6 |