Stadium: RADO Ct. 3 Round: 27 Ground: Clay
| Challenger Blois | 2023/06/18 14:25 | Nikolas Sanchez Izquierdo v Jakub Paul | 7-6,3-6,6-1 |
| ITF M15 Duffel | 2023/06/13 16:05 | Jakub Paul v Marlon Vankan | 2-6,3-6 |
| ITF M15 Sarajevo | 2023/06/10 07:55 | Elmar Ejupovic v Jakub Paul | 6-7,6-4,6-4 |
| ITF M15 Sarajevo | 2023/06/09 09:45 | Jakub Paul v Petar Jovanovic | 6-2,6-2 |
| ITF M15 Sarajevo | 2023/06/08 06:55 | Jakub Paul v Nikola Basic | 6-1,6-0 |
| ITF M15 Sarajevo | 2023/06/06 12:35 | Jakub Paul v Matthias Ujvary | 6-3,7-5 |
| ITF M25 Most | 2023/05/26 08:00 | Michael Vrbensky v Jakub Paul | 6-2,6-3 |
| ITF M25 Most | 2023/05/25 10:30 | Jakub Paul v Hynek Barton | 4-6,7-5,7-5 |
| Challenger Tampere | 2023/07/17 11:05 | Valentin Vacherot v Federico Iannaccone | 6-7,7-6,6-4 |
| Challenger Tampere | 2023/07/16 13:10 | Federico Iannaccone v Matias Zukas | 7-6,6-0 |
| Challenger San Benedetto | 2023/07/09 10:55 | Francesco Forti v Federico Iannaccone | 6-4,6-4 |
| Challenger Milan | 2023/07/05 08:30 | Thiago Agustin Tirante v Federico Iannaccone | 6-3,6-0 |
| Challenger Milan | 2023/07/03 09:50 | Andrea Arnaboldi v Federico Iannaccone | 3-6,1-6 |
| Challenger Milan | 2023/07/02 14:55 | Federico Iannaccone v Marius Copil | 7-5,6-1 |
| ITF M15 Bergamo | 2023/07/01 15:00 | Inaki Montes-De La Torre v Federico Iannaccone | 6-4,6-4 |
| ITF M15 Bergamo | 2023/06/30 09:00 | Federico Iannaccone v Carlo Alberto Fossati | 6-1,6-3 |