Stadium: Court 1 Round: 27 Ground: Clay
| Challenger Braga | 2023/09/28 12:00 | Matteo Gigante v Benjamin Hassan | 4-6,6-1,1-6 |
| Challenger Braga | 2023/09/26 12:25 | Benjamin Hassan v Timo Stodder | 6-4,4-6,6-4 |
| Davise karikas | 2023/09/15 09:00 | Benjamin Hassan v Rowland Phillips | 7-5,6-3 |
| Challenger Tulln | 2023/09/05 15:05 | Ivan Gakhov v Benjamin Hassan | 7-5,6-4 |
| Challenger Tulln | 2023/09/04 08:00 | Benjamin Hassan v Jonas Forejtek | 5-7,7-6,7-5 |
| Challenger Tulln | 2023/09/03 09:25 | Benjamin Hassan v Matthias Ujvary | 6-4,6-4 |
| Challenger Augsburg | 2023/08/23 08:00 | Gilles Arnaud Bailly v Benjamin Hassan | 4-6,4-6 |
| Challenger Augsburg | 2023/08/22 11:40 | Daniel Masur v Benjamin Hassan | 2-6,6-7 |
| Challenger Braga | 2023/09/28 09:00 | Carlos Sanchez Jover v Pablo Llamas Ruiz | 0-6,1-6 |
| Challenger Braga | 2023/09/26 15:05 | Riccardo Bonadio v Pablo Llamas Ruiz | 1-6,2-6 |
| Challenger - Sevilla | 2023/09/07 14:30 | Pablo Llamas Ruiz v Calvin Hemery | 2-6,6-2,3-6 |
| Challenger - Sevilla | 2023/09/06 14:05 | Pablo Llamas Ruiz v Nikolas Sanchez Izquierdo | 6-7,6-4,6-4 |
| Challenger - Sevilla | 2023/09/05 09:00 | Pablo Llamas Ruiz v Federico Delbonis | 6-4,7-6 |
| USA lahtised meistrivõistlused | 2023/08/24 15:50 | Pablo Llamas Ruiz v Dominic Stephan Stricker | 7-6,4-6,6-7 |
| USA lahtised meistrivõistlused | 2023/08/22 16:40 | Pablo Llamas Ruiz v Andrea Collarini | 6-3,6-3 |
| Challenger - Segovia | 2023/07/30 10:00 | Antoine Escoffier v Pablo Llamas Ruiz | 6-7,6-7 |