Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| UK Pro League | 2023/01/07 13:00 | Ben Jones v Henry Searle | 6-7,4-6 |
| ITF M25 Herzlia | 2023/08/10 08:45 | Ben Jones v Andrea Guerrieri | 4-6,3-6 |
| ITF M15 Raanana | 2023/08/01 07:30 | Vladimir Bazilevskiy v Ben Jones | 2-6,6-4,7-6 |
| ITF M25 Roehampton | 2023/07/18 11:50 | Arthur Bouquier v Ben Jones | 6-4,6-3 |
| ITF M25 Nottingham | 2023/07/11 10:00 | Lucas Catarina v Ben Jones | 6-3,6-3 |
| ITF M15 Vaasa | 2023/06/08 10:55 | Patrick Kaukovalta v Ben Jones | 6-4,6-2 |
| ITF M15 Vaasa | 2023/06/07 16:20 | Ben Jones v Bekkhan Atlangeriev | 4-6,7-6,7-5 |
| ITF M15 Huntsville | 2023/05/24 15:00 | Jaycer Lyeons v Ben Jones | 2-6,6-3,6-4 |
| ITF M25 Pensacola | 2023/05/17 14:00 | Ben Jones v Bernard Tomic | 6-1,6-7,1-6 |
| ITF M25 Roehampton | 2023/08/01 09:00 | Henry Searle v Johannus Monday | 6-7,6-3,3-6 |
| ITF M25 Nottingham | 2023/04/19 12:10 | Patrick Brady v Henry Searle | 6-2,7-5 |
| ITF M15 Monastir | 2023/03/28 09:55 | Christoph Negritu v Henry Searle | 6-2,6-3 |
| ITF M15 Monastir | 2023/03/23 08:30 | Henry Searle v Nicolas Tepmahc | 3-6,4-6 |
| ITF M15 Monastir | 2023/03/21 10:00 | Jasza Szajrych v Henry Searle | 5-7,1-6 |
| ITF M25 Loughborough | 2023/01/12 10:00 | Henry Searle v Patrick Brady | 0-6,3-6 |
| ITF M25 Loughborough | 2023/01/10 12:25 | Damian Rodriguez v Henry Searle | 5-7,1-6 |
| UK Pro League | 2023/01/07 13:00 | Ben Jones v Henry Searle | 6-7,4-6 |