Stadion: Court 7 Round: 62 Ground: Hardcourt outdoor
| ITF - M15 - Monastir | 2023/05/07 10:30 | Mohamed Ali Abibsi v Winter Meagher | 6-3,6-7,10-8 |
| ITF - M15 - Monastir | 2023/05/01 12:30 | Yamato Sueoka v Winter Meagher | 6-1,6-3 |
| ITF - M15 - Monastir | 2023/05/01 08:30 | Winter Meagher v Hillel Rousseau | 6-0,6-2 |
| ITF - M15 - Monastir | 2023/04/30 11:30 | Darrshan Suresh v Winter Meagher | 3-6,3-6 |
| ITF - M25 - Canberra | 2023/03/19 23:00 | Corey Gaal v Winter Meagher | 6-4,6-4 |
| ITF - M25 - Canberra | 2023/03/19 01:30 | Winter Meagher v Nicholas Jovanovski | 7-5,6-1 |
| ITF - M25 - Canberra | 2023/03/11 23:00 | Luke Sorensen v Winter Meagher | 6-4,5-7,10-4 |
| ITF - M25 - Swan Hill | 2023/02/26 23:00 | Omar Fields v Winter Meagher | 7-5,6-0 |