Stadium: Pista 4 Ground: Hardcourt outdoor
| Challenger Mallorca | 2023/08/28 10:05 | Ugo Blanchet v Mark Whitehouse | 6-7,3-6 |
| Challenger Grodzisk Mazowiecki | 2023/08/14 09:00 | Akira Santillan v Mark Whitehouse | 3-6,6-3,6-0 |
| Challenger Grodzisk Mazowiecki | 2023/08/13 10:30 | Ivan Liutarevich v Mark Whitehouse | 0-6,3-6 |
| Challenger Banja Luka | 2023/08/07 10:45 | Kirill Kivattsev v Mark Whitehouse | 6-3,6-4 |
| ITF M25 Roehampton | 2023/08/01 09:00 | Mark Whitehouse v Paul Jubb | 6-7,5-7 |
| ITF M25 Roehampton | 2023/07/20 11:35 | Mark Whitehouse v Luke Saville | 2-6,3-6 |
| ITF M25 Roehampton | 2023/07/19 15:20 | Mark Whitehouse v Joshua Goodger | 7-5,3-6,6-3 |
| ITF M25 Roehampton | 2023/07/18 10:00 | Daniel Little v Mark Whitehouse | 3-6,6-7 |
| Challenger Mallorca | 2023/08/28 08:00 | Alexey Vatutin v Daniel Cukierman | 2-6,6-3,3-6 |
| Challenger Prague | 2023/08/20 11:35 | Daniel Cukierman v Jakub Filip | 3-6,3-6 |
| ITF M25 Herzlia | 2023/08/10 07:00 | Daniel Cukierman v Hamish Stewart | 3-6,1-6 |
| ITF M25 Herzlia | 2023/08/09 09:45 | Daniel Cukierman v Cengiz Aksu | 7-6,6-4 |
| Challenger Segovia | 2023/07/23 11:40 | Daniel Cukierman v Edas Butvilas | 2-6,4-6 |
| Challenger Pozoblanco | 2023/07/21 19:25 | Juan Pablo Ficovich v Daniel Cukierman | 6-2,3-6,7-5 |
| Challenger Pozoblanco | 2023/07/20 17:00 | Yanki Erel v Daniel Cukierman | 3-6,6-1,2-6 |
| Challenger Pozoblanco | 2023/07/18 21:50 | Daniel Cukierman v Nicolas Moreno De Alboran | 6-4,7-6 |