Stadium: Court 3 Round: 25 Ground: Clay
| Davis Cup | 2023/09/16 12:40 | Yanaki Milev v Alexander Bublik | 4-6,1-6 |
| Challenger Tulln | 2023/09/03 10:25 | Lukas Rosol v Yanaki Milev | 6-4,6-1 |
| Challenger Prague | 2023/08/20 09:25 | Jakub Nicod v Yanaki Milev | 4-6,6-1,6-2 |
| Challenger Banja Luka | 2023/08/07 15:50 | Akira Santillan v Yanaki Milev | 2-6,6-1,6-3 |
| Challenger Banja Luka | 2023/08/07 11:45 | Drazen Petrovic v Yanaki Milev | 3-6,4-6 |
| Challenger Liberec | 2023/07/31 11:05 | Michael Vrbensky v Yanaki Milev | 6-4,6-2 |
| Challenger Liberec | 2023/07/30 13:00 | Jonas Forejtek v Yanaki Milev | 3-6,4-6 |
| Challenger Amersfoort | 2023/07/16 14:55 | Ryan Nijboer v Yanaki Milev | 6-0,6-3 |
| ITF M15 Kursumlijska Banja | 2023/09/14 13:05 | Vlad Andrei Dancu v Aleksa Pisaric | 6-4,6-3 |
| ITF M15 Pirot | 2023/09/06 09:20 | Sasa Markovic v Aleksa Pisaric | 6-4,6-2 |
| ITF M15 Kursumlijska Banja | 2023/08/31 10:55 | Giannicola Misasi v Aleksa Pisaric | 6-2,6-2 |
| ITF M15 Kursumlijska Banja | 2023/08/30 13:35 | Obrad Markovski v Aleksa Pisaric | 4-6,5-7 |
| ITF M25 Osijek | 2023/08/07 12:55 | Marcell Bartakovics v Aleksa Pisaric | 6-4,2-6,10-5 |
| ITF M15 Novi Sad | 2023/08/02 09:30 | Valerio Aboian v Aleksa Pisaric | 6-4,6-3 |
| ITF M15 Sofia | 2023/07/06 06:30 | Aleksa Pisaric v Leonardo Aboian | 1-6,4-6 |
| ITF M15 Sofia | 2023/07/05 10:15 | Aleksa Pisaric v Viktor Jovic | 6-3,7-6 |