Stadium: Court 3 Round: 26 Ground: Clay
| Challenger Parma | 2023/06/18 08:00 | Yanaki Milev v Akira Santillan | 1-6,6-4,6-7 |
| ITF M25 Skopje | 2023/06/06 11:05 | Yanaki Milev v Neil Oberleitner | 4-6,4-6 |
| Challenger Skopje | 2023/05/21 09:50 | Yanaki Milev v Pedro Boscardin Dias | 2-6,6-7 |
| ITF M15 Antalya | 2023/05/11 07:30 | Deney Wassermann v Yanaki Milev | 6-3,2-6,6-2 |
| ITF M15 Antalya | 2023/05/10 12:20 | Lorenzo Joaquin Rodriguez v Yanaki Milev | 4-6,3-6 |
| ITF M15 Antalya | 2023/05/03 12:15 | Yanaki Milev v Cengiz Aksu | 6-7,3-6 |
| ITF M15 Antalya | 2023/04/20 09:00 | Viacheslav Bielinskyi v Yanaki Milev | 5-7,6-1,6-4 |
| ITF M15 Antalya | 2023/04/18 10:25 | Yanaki Milev v Jasper Lai | 6-1,6-1 |
| Challenger Lyon | 2023/06/12 10:00 | Maxime Janvier v Eric Vanshelboim | 6-2,6-3 |
| Challenger Lyon | 2023/06/11 14:50 | Mirko Martinez v Eric Vanshelboim | 4-6,6-4,6-7 |
| ITF M15 Addis Ababa | 2023/05/27 08:15 | Rishab Agarwal v Eric Vanshelboim | 6-7,6-2,6-0 |
| ITF M15 Addis Ababa | 2023/05/26 08:30 | Karan Singh v Eric Vanshelboim | 2-6,6-4,3-6 |
| ITF M15 Addis Ababa | 2023/05/25 09:25 | Chirag Duhan v Eric Vanshelboim | 1-6,1-6 |
| ITF M15 Addis Ababa | 2023/05/23 05:25 | Hong Kit Wong v Eric Vanshelboim | 0-6,7-6,4-6 |
| ITF M15 Addis Ababa | 2023/05/21 08:00 | Benjamin Lock v Eric Vanshelboim | 7-5,6-2 |
| ITF M15 Addis Ababa | 2023/05/20 05:50 | Denis Constantin Spiridon v Eric Vanshelboim | 3-6,4-6 |