Stadium: Court 3 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Herzlia | 2023/08/10 07:00 | Daniel Cukierman v Hamish Stewart | 3-6,1-6 |
| ITF M25 Herzlia | 2023/08/08 10:25 | Ofek Shimanov v Hamish Stewart | 3-6,3-6 |
| ITF M15 Raanana | 2023/08/01 07:00 | Yshai Oliel v Hamish Stewart | 6-3,6-0 |
| ITF M15 Monastir | 2023/06/28 11:20 | Aziz Ouakaa v Hamish Stewart | 6-4,4-6,6-3 |
| ITF M15 Monastir | 2023/06/22 08:30 | Hamish Stewart v Gilbert S K Junior | 3-6,4-6 |
| ITF M15 Monastir | 2023/06/21 13:00 | Kalman Boyd v Hamish Stewart | 4-6,4-6 |
| ITF M15 Monastir | 2023/06/15 09:55 | Pietro Marino v Hamish Stewart | 6-3,6-4 |
| ITF M25 Nottingham | 2023/04/25 13:40 | Alec Deckers v Hamish Stewart | 4-6,7-6,6-1 |
| 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 M15 Store | 2023/06/23 07:00 | Alexander Klintcharov v Andrea Guerrieri | 7-5,7-6 |
| ITF M15 Store | 2023/06/22 11:30 | Pietro Pampanin v Andrea Guerrieri | 5-7,2-6 |
| ITF M15 Store | 2023/06/21 14:15 | Sebastian Sorger v Andrea Guerrieri | 6-2,3-6,2-6 |
| ITF M15 Chieti | 2023/06/17 08:00 | Manuel Mazza v Andrea Guerrieri | 6-4,6-4 |