Stadium: Court 2 Round: 44 Ground: Clay
| ITF M15 Ulcinj | 2021/09/06 07:30 | Gabriele Piraino v Rieder, Horst | 7-6,6-1 |
| Challenger Como | 2021/08/29 14:45 | Gabriele Piraino v Franco Agamenone | 2-6,2-6 |
| Challenger - Barletta | 2021/08/23 11:00 | Andrea Vavassori v Gabriele Piraino | 6-2,5-7,6-3 |
| Challenger - Barletta | 2021/08/22 14:45 | Gabriele Piraino v Lopez San Martin, Alvaro | 7-6,3-6,7-5 |
| ITF M15 Pescara | 2021/08/17 10:25 | Gabriele Piraino v Musialek, Alexis | 4-6,2-6 |
| Cordenons, Italy | 2021/08/02 11:55 | Gonzalez, Alejandro v Gabriele Piraino | 6-3,6-2 |
| Cordenons, Italy | 2021/08/01 11:25 | Gabriele Piraino v Ocleppo, Julian | 6-3,6-3 |
| ITF M15 Perugia | 2021/07/24 14:55 | Basso, Andrea v Gabriele Piraino | 6-2,6-1 |
| ITF M15 Ulcinj | 2021/09/05 07:30 | Postay, Alan v Jotovski, Tomislav | 3-6,4-6 |
| ITF M15 Ulcinj | 2021/09/01 10:40 | Jotovski, Tomislav v Cungu, Rrezart | 0-6,6-4,1-6 |
| ITF M15 Ulcinj | 2021/08/30 13:00 | Jotovski, Tomislav v Derdoy, Felipe | 6-1,6-2 |
| ITF M15 Ulcinj | 2021/08/30 07:30 | Jotovski, Tomislav v Petar Jovanovic | 6-4,6-3 |
| ITF M15 Novi Sad | 2021/07/26 12:00 | Alex Knaff v Jotovski, Tomislav | 5-7,6-2,11-9 |
| ITF M15 Novi Sad | 2021/07/25 10:45 | Jotovski, Tomislav v Petrovic, Luka | 7-6,6-2 |
| ITF - M15 Doboj | 2021/07/13 10:00 | Jotovski, Tomislav v Oleksandr Ovcharenko | 3-6,0-6 |
| ITF M15 Sofia | 2021/07/04 09:00 | Micov, Stefan v Jotovski, Tomislav | 4-6,2-6 |