Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Aldershot | 2023/08/16 09:00 | Adam Jones v Andrea Guerrieri | 2-6,2-6 |
| ITF M25 Herzlia | 2023/08/13 13:50 | Andrea Guerrieri v Orel Kimhi | 6-2,2-6,6-7 |
| ITF M25 Herzlia | 2023/08/12 06:30 | Amit Vales v Andrea Guerrieri | 7-6,2-6,2-6 |
| ITF M25 Herzlia | 2023/08/11 07:00 | Hamish Stewart v Andrea Guerrieri | 7-5,4-6,1-6 |
| ITF M25 Herzlia | 2023/08/10 08:45 | Ben Jones v Andrea Guerrieri | 4-6,3-6 |
| ITF M25 Herzlia | 2023/08/08 08:30 | Tom Paris v Andrea Guerrieri | 5-7,4-6 |
| Challenger Porto | 2023/07/30 14:00 | Robert Strombachs v Andrea Guerrieri | 6-3,6-4 |
| Challenger Segovia | 2023/07/23 08:00 | Andrea Guerrieri v Ilya Snitari | 6-7,7-5,2-6 |
| ITF M25 Aldershot | 2023/08/16 10:30 | Damien Salvestre v Toby Samuel | 6-7,3-6 |
| ITF M25 Roehampton | 2023/08/11 11:05 | Daniel Cox v Toby Samuel | 6-2,6-4 |
| ITF M25 Roehampton | 2023/08/10 09:30 | Millen Hurrion v Toby Samuel | 4-6,5-7 |
| ITF M25 Roehampton | 2023/08/08 10:00 | Kalman Boyd v Toby Samuel | 1-6,0-6 |
| ITF M25 Roehampton | 2023/08/03 09:00 | Toby Samuel v George Loffhagen | 5-7,4-6 |
| ITF M25 Roehampton | 2023/08/02 12:20 | Toby Samuel v Patrick Brady | 6-4,6-3 |
| ITF M25 Roehampton | 2023/08/01 14:30 | Toby Samuel v Derrick Chen | 6-2,6-1 |
| ITF M25 Nottingham | 2023/07/15 09:30 | Billy Harris v Toby Samuel | 4-6,4-6 |