Stadium: Court 2 Round: 25 Ground: Clay
| Challenger Alicante | 2023/10/02 09:00 | Martin Damm v Svyatoslav Gulin | 6-3,6-1 |
| 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 M25 Telavi | 2023/10/23 06:00 | Andrea Fiorentini v Gheorghe Claudiu Schinteie | 6-3,6-2 |
| ITF M25 Telavi | 2023/10/18 12:40 | Andrea Fiorentini v Erik Arutiunian | 4-6,6-3,3-6 |
| ITF M25 Telavi | 2023/10/17 08:05 | Pietro Pampanin v Andrea Fiorentini | 6-7,6-7 |
| ITF M25 Telavi | 2023/10/16 06:00 | Mikhail Malakhovich v Andrea Fiorentini | 7-6,1-6,6-10 |
| ITF M25 Zlatibor | 2023/09/27 07:00 | Aleksandar Mihailovic v Andrea Fiorentini | 6-3,7-6 |
| ITF M25 Zlatibor | 2023/09/26 07:00 | Andrea Fiorentini v Enrique Bogo | 6-1,5-7,10-7 |
| ITF M15 Kursumlijska Banja | 2023/09/20 07:00 | Mihai Alexandru Coman v Andrea Fiorentini | 7-5,6-3 |
| ITF M15 Kursumlijska Banja | 2023/09/19 07:00 | Enrique Bogo v Andrea Fiorentini | 4-6,1-6 |