Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Challenger Pune | 2023/02/27 08:15 | Makoto Ochi v Carlos Sanchez Jover | 6-2,6-4 |
| Challenger Pune | 2023/02/26 10:30 | Calum Puttergill v Makoto Ochi | 1-6,2-6 |
| ITF M25 Burnie | 2023/02/07 00:25 | Shinji Hazawa v Makoto Ochi | 6-3,6-1 |
| Challenger Burnie | 2023/01/31 02:05 | James Duckworth v Makoto Ochi | 6-1,6-4 |
| Challenger Nonthaburi | 2023/01/16 03:00 | Makoto Ochi v Stuart Parker | 6-7,6-7 |
| Challenger Nonthaburi | 2023/01/15 04:50 | Makoto Ochi v Maximus Jones | 6-3,6-3 |
| Challenger Yokkaichi | 2022/11/22 04:45 | Makoto Ochi v James Duckworth | 6-7,4-6 |
| Challenger Yokkaichi | 2022/11/21 03:00 | Makoto Ochi v James Trotter | 7-6,2-6,7-6 |
| Challenger Bengaluru | 2023/02/24 06:30 | Dimitar Kuzmanov v James Duckworth | 4-6,1-6 |
| Challenger Bengaluru | 2023/02/23 09:25 | Dimitar Kuzmanov v Alibek Kachmazov | 6-3,6-4 |
| Challenger Bengaluru | 2023/02/21 09:15 | Dimitar Kuzmanov v Nikola Milojevic | 6-4,6-1 |
| Challenger Chennai | 2023/02/16 07:00 | Jay Clarke v Dimitar Kuzmanov | 3-6,6-3,6-4 |
| Challenger Chennai | 2023/02/14 09:10 | Ramkumar Ramanathan v Dimitar Kuzmanov | 3-6,6-7 |
| Davis Cup | 2023/02/05 00:10 | Ajeet Rai v Dimitar Kuzmanov | 3-6,7-5,4-6 |
| Davis Cup | 2023/02/04 00:45 | Kiranpal Pannu v Dimitar Kuzmanov | 7-5,3-6,2-6 |
| Australian Open | 2023/01/09 00:50 | Damir Dzumhur v Dimitar Kuzmanov | 6-3,6-1 |