Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Sharm El Sheikh | 2023/09/19 08:30 | Karim El Feky v Dmitrii Vasilev | 6-4,2-6,1-10 |
| ITF M15 Novi Sad | 2023/07/23 13:00 | Dmitrii Vasilev v Tadija Radovanovic | 0-6,4-6 |
| ITF M15 Sofia | 2023/07/03 08:00 | Dmitrii Vasilev v Loris Pourroy | 1-6,3-6 |
| ITF M15 Sofia | 2023/07/02 09:30 | Mal Agushi v Dmitrii Vasilev | 3-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/06/18 07:00 | Martin Zeljenka v Dmitrii Vasilev | 6-3,6-4 |
| ITF M15 Kursumlijska Banja | 2023/06/12 16:05 | Marko Stakusic v Dmitrii Vasilev | 6-1,6-2 |
| ITF M15 Kursumlijska Banja | 2023/06/11 14:00 | Dmitrii Vasilev v Strahinja Musicki | 6-0,6-1 |
| ITF M25 Kursumlijska Banja | 2023/06/05 07:00 | Alexander Zgirovsky v Dmitrii Vasilev | 6-3,6-2 |
| Davis Cup | 2023/09/17 12:45 | Matteo Arnaldi v Leo Borg | 6-4,6-3 |
| Davis Cup | 2023/09/14 13:00 | Vasek Pospisil v Leo Borg | 7-6,5-7,6-2 |
| Davis Cup | 2023/09/12 13:00 | Leo Borg v Cristian Garin | 6-7,6-3,5-7 |
| Challenger Istanbul | 2023/09/05 08:35 | Leo Borg v Koray Kirci | 1-6,6-3,3-6 |
| Challenger Istanbul | 2023/09/04 07:00 | Leo Borg v Lukas Pokorny | 7-6,4-6,6-1 |
| Challenger Istanbul | 2023/09/03 07:00 | Leo Borg v Cagan Efe Tufekci | 6-1,6-1 |
| Challenger Zhuhai | 2023/08/22 03:25 | Colin Sinclair v Leo Borg | 6-3,6-2 |
| ITF M25 Jakarta | 2023/08/20 03:00 | Leo Borg v Blake Mott | 6-2,6-0 |