Stadium: Court 3 Round: 25 Ground: Clay
| ITF - M25 Santa Margherita | 2019/04/25 12:00 | David Pichler v Glasspool, Lloyd | 6-2,6-3 |
| ITF - M25 Santa Margherita | 2019/04/24 12:00 | Obert, Adrian v Glasspool, Lloyd | 1-6,5-7 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/06 09:00 | Igor Sijsling v Glasspool, Lloyd | 6-2,6-0 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/04 09:00 | Glasspool, Lloyd v Aidan Mchugh | 6-3,6-2 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/02 09:00 | Redlicki, Martin v Glasspool, Lloyd | 6-3,5-7,3-6 |
| ITF - M25 Calabasas | 2019/03/20 17:00 | Glasspool, Lloyd v Avidzba, Alen | 7-5,3-6,0-6 |
| ITF - M25 Bakersfield | 2019/03/15 20:00 | Glasspool, Lloyd v Aleksandar Vukic | 2-6,5-7 |
| ITF - M25 Bakersfield | 2019/03/13 18:00 | Ryan Peniston v Glasspool, Lloyd | 4-6,2-6 |
| ITF - M25 Santa Margherita | 2019/04/23 12:00 | Benjamin Pietri v Gabriele Bosio | 6-3,6-2 |
| ITF - M25 Santa Margherita | 2019/04/18 12:00 | Giovanni Fonio v Gabriele Bosio | 6-2,6-3 |
| ITF - M25 Santa Margherita | 2019/04/16 14:30 | Gabriele Bosio v Lazarov, Alexandar | 6-1,7-6 |
| ITF - M15 Antalya | 2019/02/25 15:00 | Dan Alexandru Tomescu v Gabriele Bosio | 6-4,7-5 |
| ITF - M15 Antalya | 2019/02/25 07:00 | Davlianidze, Nikoloz v Gabriele Bosio | 6-7,2-6 |
| ITF - M15 Antalya | 2019/02/18 07:00 | Petrone, Alessandro v Gabriele Bosio | 6-3,7-5 |
| ITF Turkey F34 | 2018/10/29 07:00 | Canas Garcia, Juan Pablo v Gabriele Bosio | 7-6,0-6,6-1 |
| ITF Turkey F34 | 2018/10/28 07:00 | Matyush, A. v Gabriele Bosio | 2-6,2-6 |