Stadium: Hard Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Montreal | 2023/03/06 21:35 | Winters, Brett v Aurel Ciocanu | 1-6,2-6 |
| ITF - M25 Santo Domingo | 2023/02/20 14:00 | Mateo Barreiros Reyes v Winters, Brett | 6-0,6-1 |
| ITF M25 Santo Domingo Qual | 2023/02/19 13:00 | Winters, Brett v Manuel Paniagua | 2-6,1-6 |
| ITF M15 Edmond | 2023/01/24 16:00 | Winters, Brett v Alexander Visser | 4-6,4-6 |
| ITF M15 Edmond | 2023/01/23 16:00 | Spencer, Paul v Winters, Brett | 4-6,6-3,9-11 |
| ITF M15 Ithaca | 2023/01/16 16:00 | Winters, Brett v Andrei Duarte | 1-6,4-6 |
| ITF - M15 Santo Domingo | 2022/11/21 14:00 | Spencer, Paul v Winters, Brett | 6-4,6-2 |
| ITF - M15 Santo Domingo | 2022/11/20 13:00 | Enmanuel Munoz v Winters, Brett | 4-6,3-6 |
| ITF M25 Monastir | 2022/04/24 11:00 | Guenther, Valentin v Mikel Martinez | 6-4,6-3 |
| ITF M25 Monastir | 2022/04/17 10:30 | Timofey Stepanov v Guenther, Valentin | 6-7,4-6 |
| ITF - M15 Oberhaching | 2022/02/13 16:00 | Guenther, Valentin v Milan Welte | 6-2,6-2 |
| ITF - M15 Oberhaching | 2022/02/13 08:00 | Guenther, Valentin v Thomas Deschamps | 2-6,7-6,11-9 |
| ITF - M15 Héraklion | 2020/02/17 11:00 | Guenther, Valentin v Griffith, William | 3-6,1-6 |
| ITF - M15 Héraklion | 2020/02/16 11:00 | Guenther, Valentin v Ng, Hao Yuan | 6-2,6-0 |
| ITF - M15 Héraklion | 2020/02/12 13:10 | Guenther, Valentin v Erler, Alexander | 4-6,6-2,4-6 |
| ITF - M15 Manacor | 2020/01/12 10:00 | Guenther, Valentin v Patzanovsky, Christopher | 4-6,7-5,10-5 |