Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF - Santo Domingo M15 | 2023/11/07 16:30 | Alexander Chepik v Alexander Vlahos | 5-7,6-7 |
| ITF - Zlatibor M25 | 2023/09/24 10:30 | Alexander Chepik v Jaka Protic Zakelj | 4-6,4-6 |
| ITF - Kursumlijska Banja M15 | 2023/09/19 13:25 | Gorazd Srbljak v Alexander Chepik | 6-3,7-5 |
| ITF - Kursumlijska Banja M15 | 2023/09/11 07:00 | Alexander Chepik v Marko Nikolic | 3-6,7-6,2-10 |
| ITF - Pirot M15 | 2023/09/06 11:10 | Alexander Chepik v Peter Fajta | 2-6,1-6 |
| ITF - Pirot M15 | 2023/09/05 07:25 | Alexander Chepik v Nikola Kolyachev | 6-4,2-6,10-8 |
| ITF - Kursumlijska Banja M15 | 2023/08/30 11:40 | Alexander Chepik v Luca Fantini | 3-6,1-6 |
| ITF - Tainan M25 | 2023/08/18 01:55 | Alexander Chepik v Makoto Ochi | 3-6,1-6 |
| ITF - Santo Domingo M15 | 2023/11/11 17:05 | Felix Corwin v Jacob Brumm | 6-2,6-3 |
| ITF - Santo Domingo M15 | 2023/11/11 13:00 | Petro Orlando Fellin v Jacob Brumm | 3-6,2-6 |
| ITF - Santo Domingo M15 | 2023/11/08 17:30 | Enrique Pena v Jacob Brumm | 5-7,4-6 |
| ITF - Fayetteville M15 | 2023/11/01 15:00 | Noah Schachter v Jacob Brumm | 6-3,6-2 |
| ITF - Cairns M25 | 2023/10/11 00:00 | Naoki Tajima v Jacob Brumm | 2-6,5-7 |
| ITF - Cairns M25 | 2023/10/04 04:10 | Makoto Ochi v Jacob Brumm | 2-6,6-3,6-4 |
| ITF - Darwin M25 | 2023/09/19 09:25 | Jacob Brumm v Taiyo Yamanaka | 5-7,4-6 |
| ITF - Darwin M25 | 2023/09/15 05:30 | Jacob Brumm v Jeremy Beale | 2-6,3-6 |