Stadium: COURT VIKTOR TROICKI Round: 25 Ground: Clay
| ITF - M15 Targu Jiu | 2023/08/18 07:00 | Juan Pablo Paz v Simon A Ivanov | 6-3,6-7,6-4 |
| ITF - M15 Targu Jiu | 2023/08/17 07:55 | Calin Manda v Simon A Ivanov | 3-6,6-4,3-6 |
| ITF - M15 Targu Jiu | 2023/08/16 07:00 | Marc Majdandzic v Simon A Ivanov | 1-6,2-6 |
| Challenger - Banja Luka | 2023/08/07 09:30 | Juan Pablo Paz v Simon A Ivanov | 6-1,6-2 |
| ITF M25 - Bolzano | 2023/07/31 12:50 | Simon A Ivanov v Nikolay Vylegzhanin | 4-6,0-6 |
| Challenger - Verona | 2023/07/23 12:35 | Mathias Bourgue v Simon A Ivanov | 6-3,6-3 |
| ITF M15 Sofia | 2023/07/05 08:50 | Antonio Massara v Simon A Ivanov | 6-7,6-2,3-6 |
| ITF - M15 Constanta | 2023/06/01 08:00 | Simon A Ivanov v Ignacio Carou | 6-4,6-2 |
| ITF M25 - Lesa | 2023/08/21 13:35 | Alessandro Ragazzi v Giannicola Misasi | 6-1,7-6 |
| ITF M25 - Lesa | 2023/08/20 13:00 | Henry Barrett v Giannicola Misasi | 0-6,0-6 |
| ITF M25 Ystad | 2023/08/16 11:40 | Lewie Lane v Giannicola Misasi | 6-4,6-1 |
| ITF M15 - Pescara | 2023/08/06 10:00 | Giannicola Misasi v Biagio Gramaticopolo | 4-6,3-6 |
| ITF - M15 Eindhoven | 2023/08/01 16:00 | Giannicola Misasi v Mees Rottgering | 6-7,3-6 |
| ITF - M15 Eindhoven | 2023/07/31 10:30 | Giannicola Misasi v Timo De Visser | 6-1,6-3 |
| ITF - M15 Eindhoven | 2023/07/30 12:00 | Giannicola Misasi v Luca Parenti | 6-3,6-3 |
| ITF M15 - Perugia | 2023/07/26 14:20 | Giannicola Misasi v Niccolo Catini | 3-6,3-6 |