Stadium: Court 12 Round: 14 Ground: Clay
| Challenger Antalya | 2021/11/29 13:00 | Jakub Paul v Tiago Cacao | 1-6,4-6 |
| Challenger Antalya | 2021/11/29 10:05 | Khumoyun Sultanov v Jakub Paul | 3-6,3-6 |
| Challenger Tenerife | 2021/10/31 13:10 | Jakub Paul v Miguel Damas | 2-6,6-2,2-6 |
| ITF - Hamburg M25 | 2021/10/24 10:00 | Henri Squire v Jakub Paul | 4-6,2-6 |
| ITF - Hamburg M25 | 2021/10/23 11:50 | Louis Wessels v Jakub Paul | 2-6,4-6 |
| ITF - Hamburg M25 | 2021/10/22 10:00 | Jakub Paul v Leandro Riedi | 7-5,6-4 |
| ITF - Hamburg M25 | 2021/10/21 15:50 | Elmar Ejupovic v Jakub Paul | 6-2,2-6,2-6 |
| ITF - Hamburg M25 | 2021/10/19 12:45 | Jakub Paul v Filip Bergevi | 6-4,6-3 |
| Challenger Bendigo | 2020/01/12 04:00 | Toshihide Matsui v Alexander Crnokrak | 2-6,0-6 |
| Challenger Pune | 2019/11/13 05:30 | Mukund Sasikumar v Toshihide Matsui | 6-2,6-3 |
| Challenger Pune | 2019/11/11 10:40 | Ben Patael v Toshihide Matsui | 6-4,3-6,4-6 |
| Challenger Liuzhou | 2019/10/23 03:55 | Toshihide Matsui v Jason Jung | 2-6,2-6 |
| Challenger Liuzhou | 2019/10/22 02:00 | Toshihide Matsui v Hao Wu | 4-6,6-1,6-4 |
| Challenger Liuzhou | 2019/10/21 02:00 | Toshihide Matsui v Jiaqi Duan | 6-1,6-2 |
| Challenger Shanghai | 2019/09/09 02:00 | Toshihide Matsui v Chuhan Wang | 5-7,6-7 |
| Challenger Yokkaichi | 2019/08/07 02:00 | Toshihide Matsui v Makoto Ochi | 7-6,7-6 |