| Challenger Series TT | 2023/08/14 17:50 | Daniel Rinderer v Carlos Caballero | W | 1-3 |
| Challenger Series TT | 2023/08/14 15:50 | Marcel Neumaier v Carlos Caballero | W | 0-3 |
| Challenger Series TT | 2023/08/14 13:50 | Carlos Caballero v Marco Stefanidis | W | 3-0 |
| Challenger Series TT | 2023/08/14 10:30 | Carlos Caballero v Makoto Nogami | W | 3-1 |
| Challenger Series TT | 2023/08/14 08:30 | Carlos Caballero v Dauud Cheaib | L | 0-3 |
| TT Star Series | 2023/05/18 11:15 | Carlos Caballero v Elias Ranefur | L | 1-3 |
| TT Star Series | 2023/05/18 09:15 | David Reitspies v Carlos Caballero | L | 3-0 |
| TT Star Series | 2023/05/18 06:00 | Viktor Yefimov v Carlos Caballero | L | 3-1 |
| Challenger Series TT | 2023/08/14 12:30 | Daniel Rinderer v Jeromy Loffler | L | 3-0 |
| Challenger Series TT | 2023/08/14 11:10 | Dauud Cheaib v Jeromy Loffler | L | 3-1 |
| Challenger Series TT | 2023/08/14 06:30 | Marcel Neumaier v Jeromy Loffler | W | 2-3 |
| Challenger Series TT | 2023/07/21 08:30 | Amirreza Abbasi v Jeromy Loffler | L | 3-0 |
| Challenger Series TT | 2023/07/21 07:10 | Miroslav Horejsi v Jeromy Loffler | W | 2-3 |
| Challenger Series TT | 2023/07/20 17:10 | Dauud Cheaib v Jeromy Loffler | L | 3-0 |
| Challenger Series TT | 2023/07/20 15:10 | Yannick Vostes v Jeromy Loffler | L | 3-1 |
| Challenger Series TT | 2023/07/20 12:30 | Damian Zech v Jeromy Loffler | W | 2-3 |