Stadium: Pista 1 Round: 19 Ground: Hardcourt outdoor
| Challenger Alicante | 2023/10/01 11:25 | Martin Damm v Alejandro Manzanera Pertusa | 6-7,6-4,6-4 |
| ITF M25 Setubal | 2023/09/24 10:00 | Dali Blanch v Martin Damm | 6-7,6-3,3-6 |
| ITF M25 Setubal | 2023/09/23 10:00 | Jaime Faria v Martin Damm | 3-6,4-6 |
| ITF M25 Setubal | 2023/09/22 10:00 | Martin Damm v Daniil Glinka | 7-6,7-6 |
| ITF M25 Setubal | 2023/09/21 14:55 | Martin Damm v Rafael I Luque | 6-3,6-2 |
| ITF M25 Sintra | 2023/09/16 11:30 | Martin Damm v Sebastian Fanselow | 6-7,6-4,4-6 |
| ITF M25 Sintra | 2023/09/15 09:00 | Pedro Araujo v Martin Damm | 3-6,4-6 |
| ITF M25 Sintra | 2023/09/14 09:00 | Dali Blanch v Martin Damm | 6-2,1-6,5-7 |
| Challenger Alicante | 2023/10/01 10:45 | Svyatoslav Gulin v Alexis Gautier | 7-6,1-6,6-4 |
| ITF M15 Kursumlijska Banja | 2023/09/21 06:55 | Gorazd Srbljak v Svyatoslav Gulin | 2-6,7-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/09/20 13:00 | Nathan Seateun v Svyatoslav Gulin | 1-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/09/17 10:30 | Svyatoslav Gulin v Dusan Obradovic | 2-6,3-6 |
| ITF M15 Kursumlijska Banja | 2023/09/16 08:00 | Luka Pavlovic v Svyatoslav Gulin | 1-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/09/15 07:55 | Stefan Popovic v Svyatoslav Gulin | 5-7,4-6 |
| ITF M15 Kursumlijska Banja | 2023/09/14 10:15 | Gorazd Srbljak v Svyatoslav Gulin | 3-6,4-6 |
| ITF M15 Kursumlijska Banja | 2023/09/12 11:45 | Sergei Pogosian v Svyatoslav Gulin | 1-6,4-6 |