Stadium: Court 2 Round: 62 Ground: Clay
| ITF M15 Perugia | 2021/07/18 12:00 | Igor Solomatin v Nicolo Inserra | 4-6,2-6 |
| ITF M25 Casinalbo | 2021/07/06 11:30 | Nicolo Inserra v Riccardo Balzerani | 6-3,0-6,3-6 |
| ITF M25 Casinalbo | 2021/07/05 07:40 | Nicolo Inserra v Federico Salomone | 7-5,4-6,7-10 |
| ITF M15 Monastir | 2019/12/02 08:00 | Philip Sikman v Nicolo Inserra | 6-3,6-4 |
| ITF M15 Monastir | 2019/12/01 10:00 | Agassi Tomegah v Nicolo Inserra | 0-6,1-6 |
| ITF M15 Monastir | 2019/11/24 08:30 | Nicolo Inserra v Guillaume Dermiens | 2-6,3-6 |
| ITF M15 Tabarka | 2019/10/31 10:15 | Nicolo Inserra v Peter Nagy | 2-6,3-6 |
| ITF M15 Tabarka | 2019/10/29 14:20 | Nicolo Inserra v Jake Hersey | 6-4,6-4 |
| ITF M15 Perugia | 2021/07/18 11:30 | Leonardo Catani v Federico Bertuccioli | 4-6,2-6 |
| ITF M15 L'Aquila | 2021/07/13 08:00 | Manuel Mazza v Federico Bertuccioli | 6-2,6-3 |
| ITF M15 L'Aquila | 2021/07/12 08:00 | Alan F R Fierros v Federico Bertuccioli | 7-5,4-6,8-10 |
| ITF M15 L'Aquila | 2021/07/11 07:00 | Ioannis Kountourakis v Federico Bertuccioli | 3-6,4-6 |
| ITF M15 Gaiba | 2021/06/10 14:45 | Federico Bertuccioli v Tobias Simon | 4-6,3-6 |
| ITF M15 Gaiba | 2021/06/09 16:15 | Alexander Hoogmartens v Federico Bertuccioli | 7-6,2-6,4-6 |
| ITF M15 Gaiba | 2021/06/08 08:45 | Lorenzo Bocchi v Federico Bertuccioli | 6-7,0-6 |
| ITF M15 Gaiba | 2021/06/07 12:30 | Patric Prinoth v Federico Bertuccioli | 4-6,4-6 |