Estadio: Court 12 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Sunrise | 2024/02/06 15:00 | Jaycer Lyeons v Brett Winters | 6-2,6-3 |
| ITF M25 Ithaca | 2024/01/15 15:00 | James Aronson v Brett Winters | 7-6,6-2 |
| ITF M25 Heraklion | 2023/11/27 08:00 | Brett Winters v Dennis Dragomirov | 5-7,1-6 |
| ITF M15 Heraklion | 2023/11/20 07:00 | Brett Winters v Gabriel Matuszewski | 7-5,2-6,5-10 |
| ITF M25 Heraklion | 2023/11/12 07:00 | Benjamin Pietri v Brett Winters | 6-3,6-1 |
| ITF M25 Saint-Augustin | 2023/10/24 15:50 | Kuang Qing Xu v Brett Winters | 6-2,6-4 |
| ITF M25 Saint-Augustin | 2023/10/23 18:30 | Piotr Lada v Brett Winters | 0-6,1-6 |
| ITF M15 Ithaca | 2023/10/03 14:00 | Perry Gregg v Brett Winters | 6-3,6-0 |
| ITF M25 Hammamet | 2024/02/19 11:00 | Alex Jones v Gabriele Volpi | 7-5,4-6,14-16 |
| ITF M25 Hammamet | 2024/02/13 08:30 | Oleksandr Ovcharenko v Alex Jones | 6-0,6-0 |
| ITF M25 Hammamet | 2024/02/12 08:30 | Andrei Cuceu v Alex Jones | 0-6,4-6 |
| ITF M25 Hammamet | 2024/02/11 09:00 | Alex Jones v Leonardo Catani | 6-3,6-4 |
| ITF M25 Sunderland | 2024/01/14 14:00 | Daniel Cox v Alex Jones | 6-1,6-3 |
| ITF M15 Santo Domingo | 2023/11/14 13:00 | Dominik Buzonics v Alex Jones | 7-5,1-6,10-4 |
| ITF M15 Santo Domingo | 2023/11/13 15:00 | Lars Goran Verwerft v Alex Jones | 2-6,1-6 |
| ITF M15 Santo Domingo | 2023/11/10 13:00 | Alex Jones v Petro Orlando Fellin | 6-1,3-6,3-6 |