Estadio: Court 3 Round: 2
| Copa Davis | 2023/06/16 08:40 | Daniil Glinka v Marco De Rossi | 6-1,6-1 |
| Copa Davis | 2023/06/15 08:35 | Marco De Rossi v Petar Jovanovic | 4-6,3-6 |
| ITF M25 Reggio Emilia | 2023/05/15 10:50 | Marco Furlanetto v Marco De Rossi | 7-6,6-1 |
| ITF M25 Santa Margarita | 2023/05/01 11:00 | Andrea Bacaloni v Marco De Rossi | 6-4,6-2 |
| ITF M25 Santa Margarita | 2023/04/17 08:30 | Marco De Rossi v Andrea Gola | 2-6,0-6 |
| ITF M25 Santa Margarita | 2023/04/16 08:30 | Marco De Rossi v Ritabrata Sarkar | 6-3,6-2 |
| ITF M25 Trento | 2023/03/27 07:30 | Marco De Rossi v Biagio Gramaticopolo | 6-7,1-6 |
| ITF M25 Toulouse | 2023/03/22 11:05 | Patrick Brady v Marco De Rossi | 6-0,6-1 |
| Copa Davis | 2023/06/16 08:50 | Menelaos Efstathiou v Obrad Markovski | 6-1,6-2 |
| Copa Davis | 2023/06/14 07:25 | Obrad Markovski v Alex Degabriele | 6-4,2-6,6-7 |
| ITF M25 Skopje | 2023/06/07 09:00 | Lazar Vojinovic v Obrad Markovski | 6-3,6-4 |
| ITF M15 Kursumlijska Banja | 2023/05/31 13:50 | Samuel Vincent Ruggeri v Obrad Markovski | 6-4,6-1 |
| ITF M15 Kursumlijska Banja | 2023/05/30 09:05 | Geni Inoue v Obrad Markovski | 4-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/05/29 11:30 | Federico Hernan Giovanniello v Obrad Markovski | 4-6,2-6 |
| Challenger de Skopie | 2023/05/22 09:00 | Karol Drzewiecki v Obrad Markovski | 6-2,7-5 |
| Challenger de Skopie | 2023/05/21 10:15 | Obrad Markovski v Evgeny Karlovskiy | 6-2,6-1 |