Stadium: Galli Club CC Round: 25 Ground: Clay
| ITF M15 Vaasa | 2023/06/09 11:20 | Karl Friberg v Leonardo Rossi | 6-4,6-7,7-6 |
| ITF M15 Vaasa | 2023/06/08 11:45 | Alexandros Skorilas v Leonardo Rossi | 3-6,0-6 |
| ITF M15 Vaasa | 2023/06/07 11:00 | Jonas Trinker v Leonardo Rossi | 2-6,4-6 |
| ITF M15 Pazardzhik | 2023/05/27 06:55 | Matyas Fuele v Leonardo Rossi | 6-4,6-3 |
| ITF M15 Pazardzhik | 2023/05/26 07:00 | Leonardo Rossi v Alex Knaff | 6-1,6-3 |
| ITF M15 Pazardzhik | 2023/05/25 08:30 | Maxime Mora v Leonardo Rossi | 6-7,4-6 |
| ITF M15 Pazardzhik | 2023/05/24 14:00 | Leonardo Rossi v Olaf Pieczkowski | 7-6,7-6 |
| ITF M15 Pazardzhik | 2023/05/19 10:10 | Leonardo Rossi v Simon A Ivanov | 4-6,4-6 |
| ITF M15 Bucharest | 2023/05/26 09:35 | Cezar Cretu v Andrea Guerrieri | 6-3,6-1 |
| ITF M15 Bucharest | 2023/05/25 09:25 | Andrea Guerrieri v Sergi Perez Contri | 6-3,3-6,6-1 |
| ITF M15 Bucharest | 2023/05/24 12:20 | Andrea Guerrieri v Filip Gabriel Bara | 6-3,6-4 |
| ITF M25 Reggio Emilia | 2023/05/18 14:35 | Julian Ocleppo v Andrea Guerrieri | 7-6,1-6,6-4 |
| ITF M25 Reggio Emilia | 2023/05/17 13:20 | Andrea Guerrieri v Daniele Capecchi | 6-7,6-4,6-4 |
| ITF M15 Monastir | 2023/04/29 09:00 | Andrea Guerrieri v Blaz Rola | 7-6,2-6,2-6 |
| ITF M15 Monastir | 2023/04/28 09:00 | Bogdan Bobrov v Andrea Guerrieri | 7-6,4-6,2-6 |
| ITF M15 Monastir | 2023/04/27 14:05 | Andrea Guerrieri v Jeremy Jin | 7-6,7-6 |