Stadium: Court 6 Round: 54 Ground: Hardcourt indoor
| ITF - M15 Pittsburgh | 2023/07/24 14:00 | Brett Winters v Nick Lagaev | 2-6,1-6 |
| ITF - M15 South Bend | 2023/06/20 15:00 | Brett Winters v Muzammil Murtaza | 4-6,4-6 |
| ITF - M15 South Bend | 2023/06/19 14:00 | Cameron Muller v Brett Winters | 6-3,2-6,9-11 |
| ITF - M15 Monastir | 2023/06/12 08:30 | Igor Kudriashov v Brett Winters | 6-1,6-1 |
| ITF - M15 Monastir | 2023/06/04 08:30 | Brett Winters v Martin Borisiouk | 1-6,1-6 |
| ITF - M15 Monastir | 2023/05/28 08:30 | Brett Winters v Jerome Iaconi | 6-7,7-6,6-10 |
| ITF - M15 Vero Beach | 2023/04/24 16:00 | Oren Vasser v Brett Winters | 6-2,2-6,10-8 |
| ITF - M15 Heraklion | 2023/03/20 10:30 | Luca Fantini v Brett Winters | 6-3,6-3 |
| ITF - M15 Monastir | 2023/08/17 13:00 | Kris Van Wyk v Karol Malirz | 6-2,6-0 |
| ITF - M15 Monastir | 2023/08/16 10:10 | Karol Malirz v Isaac Nortey | 6-4,6-2 |
| ITF - M15 Monastir | 2023/08/14 14:00 | Stefan Vujic v Karol Malirz | 4-6,5-7 |
| ITF - M15 Monastir | 2023/08/14 08:00 | Karol Malirz v Imran Sibille | 7-6,6-4 |
| ITF - M15 Monastir | 2023/08/07 08:00 | Karol Malirz v Etienne Donnet | 4-6,1-6 |
| ITF - M15 Monastir | 2023/08/06 08:00 | Igor Kachushkin v Karol Malirz | 2-6,0-6 |
| ITF - M25 Porto | 2023/07/25 10:00 | Karol Malirz v Artiom Dorofeev | 6-7,4-6 |
| ITF - M25 Porto | 2023/07/24 10:00 | Ethan Cook v Karol Malirz | 6-7,3-6 |