Stadium: Court 1 Round: 14 Ground: Clay
| Challenger Manama | 2023/02/12 10:05 | Vitaliy Sachko v Jaroslav Pospisil | 6-4,6-3 |
| Challenger Parma | 2022/10/02 12:50 | Jaroslav Pospisil v Oleksandr Ovcharenko | 3-6,5-7 |
| Challenger Blois | 2022/06/12 08:30 | Thiago Seyboth Wild v Jaroslav Pospisil | 6-4,6-3 |
| Challenger Oeiras | 2022/03/28 09:30 | Jaroslav Pospisil v Noah Rubin | 1-6,5-7 |
| Challenger Oeiras | 2022/03/27 11:40 | Dragos Nicolae Madaras v Jaroslav Pospisil | 3-6,3-6 |
| Challenger Bengaluru Qual | 2022/02/13 04:00 | Markos Kalovelonis v Jaroslav Pospisil | 6-4,3-6,6-3 |
| Challenger Bengaluru | 2022/02/06 06:10 | Borna Gojo v Jaroslav Pospisil | 7-6,3-6,6-4 |
| Challenger Bendigo | 2022/01/04 23:00 | Zizou Bergs v Jaroslav Pospisil | 6-1,7-6 |
| Challenger Vicenza | 2023/05/29 08:30 | Roman Andres Burruchaga v Edoardo Lavagno | 1-6,6-1,7-5 |
| Challenger Vicenza | 2023/05/28 10:00 | Giovanni Oradini v Edoardo Lavagno | 0-6,6-3,3-6 |
| Challenger Turin | 2023/05/18 09:00 | Edoardo Lavagno v Dominik Koepfer | 3-6,1-6 |
| Challenger Turin | 2023/05/17 12:10 | Salvatore Caruso v Edoardo Lavagno | 4-6,1-6 |
| Challenger Turin | 2023/05/15 13:30 | Edoardo Lavagno v Luciano Darderi | 7-5,6-3 |
| Challenger Francavilla | 2023/05/11 09:30 | Nicholas David Ionel v Edoardo Lavagno | 6-4,6-3 |
| Challenger Francavilla | 2023/05/09 15:20 | Edoardo Lavagno v Jesper De Jong | 6-0,6-4 |
| Challenger Francavilla | 2023/05/08 10:00 | Edoardo Lavagno v Filip Peliwo | 6-3,7-6 |