Stadium: Court 8 Round: 19 Ground: Clay
| ITF - Santa Margherita M25 | 2023/10/22 08:30 | Andrea Bolla v Mario Nicosia | 6-0,6-1 |
| ITF - Haren M15 | 2023/09/07 12:20 | Niels Visker v Andrea Bolla | 4-6,6-3,6-4 |
| ITF - Forli M15 | 2023/08/28 13:30 | Andrea Bolla v Luca Giacomini | 3-6,3-6 |
| ITF - Lesa M25 | 2023/08/21 11:00 | Andrea Bolla v Cyril Respaut | 3-6,2-6 |
| ITF - Lesa M25 | 2023/08/20 08:00 | Andrea Bolla v Francesco Scarpa | 6-3,6-3 |
| ITF - Pescara M15 | 2023/08/08 15:40 | Andrea Bolla v Biagio Gramaticopolo | 4-6,3-6 |
| ITF - Xativa M15 | 2023/08/04 16:30 | Carlos Lopez Montagud v Andrea Bolla | 7-5,6-4 |
| ITF - Xativa M15 | 2023/08/03 15:00 | Andrea Bolla v Garrett Johns | 2-6,6-3,6-1 |
| ITF - Santa Margherita M25 | 2023/10/22 08:30 | Julian Messina v Roman Postolka | 0-6,0-6 |
| ITF - Santa Margherita M25 | 2023/10/16 08:00 | Stefano Reitano v Roman Postolka | 6-1,2-6,16-14 |
| ITF - Pazardzhik M25 | 2023/09/28 09:40 | Roman Postolka v Andrey Chepelev | 5-7,6-7 |
| ITF - Pazardzhik M25 | 2023/09/27 08:35 | Roman Postolka v Anthony Genov | 6-3,7-6 |
| ITF - Pazardzhik M25 | 2023/09/25 10:00 | Roman Postolka v Silvio Mencaglia | 6-0,6-4 |
| ITF - Pardubice M25 | 2023/09/20 08:00 | Matej Dodig v Roman Postolka | 6-2,4-6,6-3 |
| ITF - Pardubice M25 | 2023/09/19 08:00 | Jonas P Hartenstein v Roman Postolka | 4-6,4-6 |
| ITF - Pardubice M25 | 2023/09/18 08:00 | Dominique Graf v Roman Postolka | 6-7,4-6 |