Stadium: Court 3 Round: 25 Ground: Clay
| ITF M15 Tabarka | 2019/10/17 08:30 | Nicolo Inserra v Manuel Pena Lopez | 1-6,1-6 |
| ITF M15 Tabarka | 2019/10/15 10:50 | Marco Miceli v Nicolo Inserra | 3-6,6-0,5-7 |
| ITF M15 Tabarka | 2019/10/14 08:30 | Simon Beaupain v Nicolo Inserra | 6-1,4-6,3-10 |
| ITF M15 Tabarka | 2019/10/13 08:30 | Adam Nagoudi v Nicolo Inserra | 2-6,3-6 |
| ITF M15 Tabarka | 2019/09/24 12:00 | Mohamed Aziz Dougaz v Nicolo Inserra | 6-1,6-1 |
| ITF M15 Tabarka | 2019/09/15 14:30 | Nicolo Inserra v Ilarion Danilchenko | 6-7,5-7 |
| ITF M15 Tabarka | 2019/09/11 10:15 | Nicolo Inserra v Neil Oberleitner | 2-6,6-4,3-6 |
| Challenger Cordenons | 2019/08/13 17:30 | Nicolo Inserra v Christopher O'Connell | 2-6,3-6 |
| ITF M15 Getafe Madrid | 2019/10/14 07:30 | Ivan Marrero Curbelo v Jake Hersey | 6-1,6-2 |
| ITF M15 Targu Mures | 2019/08/07 08:50 | Maksim Tikhomirov v Jake Hersey | 6-3,3-6,7-5 |
| ITF M15 Targu Mures | 2019/08/06 07:00 | Jake Hersey v Mihai Razvan Marinescu | 7-5,6-2 |
| ITF M15 Targu Mures | 2019/08/05 09:00 | Jake Hersey v Mihaita Daniel Damian | 6-2,6-3 |
| ITF M15 Chitila | 2019/07/31 11:00 | Cezar Cretu v Jake Hersey | 6-2,6-2 |
| ITF M15 Tabarka | 2019/07/22 07:30 | Jake Hersey v Raffaele Giuliano | 4-6,6-2,10-8 |
| ITF M15 Tabarka | 2019/07/15 13:00 | Jake Hersey v Giacomo Dambrosi | 5-7,1-6 |
| ITF M15 Tabarka | 2019/07/15 07:30 | Jake Hersey v Tarun Anirudh Chilakalapudi | 7-5,6-2 |