Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2023/09/03 08:00 | Fred Simonsson v David Quayle | 6-2,6-1 |
| ITF M25 Aldershot | 2023/08/15 09:00 | Arthur Fery v David Quayle | 6-2,6-4 |
| ITF M25 Aldershot | 2023/08/14 09:00 | Matt Ponchet v David Quayle | 6-7,6-0,5-10 |
| ITF M25 Aldershot | 2023/08/13 10:50 | Liam Hignett v David Quayle | 2-6,2-6 |
| ITF M25 Roehampton | 2023/08/06 09:00 | Alexander Klintcharov v David Quayle | 6-3,6-3 |
| ITF M25 Roehampton | 2023/07/30 12:00 | Billy Blaydes v David Quayle | 7-6,6-4 |
| ITF M25 Roehampton | 2023/07/17 10:00 | David Quayle v Freddy Blaydes | 1-6,4-6 |
| ITF M25 Nottingham | 2023/07/09 14:45 | David Quayle v Alexis Canter | 4-6,5-7 |
| ITF M25 Pozzuoli | 2023/09/15 16:20 | Remy Bertola v Leonardo Rossi | 0-6,7-5,6-1 |
| ITF M25 Pozzuoli | 2023/09/14 11:15 | Leonardo Rossi v Riccardo Balzerani | 6-3,6-2 |
| ITF M25 Pozzuoli | 2023/09/12 08:00 | Giorgio Ricca v Leonardo Rossi | 4-6,2-6 |
| Challenger Cassis | 2023/09/03 12:10 | August Holmgren v Leonardo Rossi | 7-6,6-3 |
| ITF M15 Forli | 2023/08/30 11:45 | Leonardo Rossi v Luca Giacomini | 4-6,6-7 |
| ITF M15 Forli | 2023/08/28 10:00 | Leonardo Rossi v Gabriele Maria Noce | 6-3,7-5 |
| ITF M15 Caslano | 2023/08/23 07:00 | Yannik Steinegger v Leonardo Rossi | 7-6,6-4 |
| ITF M15 Hyvinkaa | 2023/08/05 14:20 | Leonardo Rossi v Maxence Rivet | 6-7,3-6 |