Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2023/09/27 12:05 | Joshua Sheehy v Adam Jones | 6-4,6-4 |
| ITF M25 Sharm El Sheikh | 2023/09/21 07:00 | Joshua Sheehy v Hady Habib | 6-7,6-2,3-6 |
| ITF M25 Sharm El Sheikh | 2023/09/20 07:00 | Joshua Sheehy v Michael Bassem Sobhy | 6-2,6-1 |
| Challenger Lima | 2023/08/20 22:00 | Joshua Sheehy v Justin Roberts | 2-6,3-6 |
| Challenger Winnipeg | 2023/08/13 22:05 | Joshua Sheehy v Darian King | 6-3,1-6,3-6 |
| Challenger Santo Domingo | 2023/08/09 16:00 | Joshua Sheehy v Gonzalo Bueno | 6-7,3-6 |
| Challenger Santo Domingo | 2023/08/08 15:10 | James Trotter v Joshua Sheehy | 6-1,3-6,4-6 |
| Challenger Santo Domingo | 2023/08/06 20:50 | Enmanuel Munoz v Joshua Sheehy | 5-7,4-6 |
| ITF M15 Sharm El Sheikh | 2023/09/27 13:15 | Iacopo Sada v Federico Salomone | 6-4,6-3 |
| ITF M15 Sharm El Sheikh | 2023/09/25 11:00 | Iacopo Sada v Erwin Troebinger | 6-3,6-2 |
| ITF M15 Forli | 2023/08/27 07:00 | Giorgio Ricca v Iacopo Sada | 6-2,6-0 |
| ITF M25 Lesa | 2023/08/21 15:25 | Gian M Di Natale v Iacopo Sada | 6-1,6-2 |
| ITF M25 Bolzano | 2023/08/01 07:00 | Fernando Yamacita v Iacopo Sada | 6-3,6-1 |
| ITF M25 Bolzano | 2023/07/31 06:55 | Alessandro Battiston v Iacopo Sada | 2-6,1-6 |
| ITF M25 Bolzano | 2023/07/30 08:00 | Riccardo Masiero v Iacopo Sada | 5-7,1-6 |
| ITF M15 Antalya | 2023/03/13 13:35 | Takuya Kumasaka v Iacopo Sada | 6-4,2-6,10-3 |