Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| Challenger Burnie | 2023/01/29 23:00 | Winter, Edward v 왈킨, 브란던 | 6-2,6-7,0-6 |
| ITF M15 Caloundra | 2023/07/26 00:00 | Winter, Edward v Jacob Bradshaw | 7-6,6-3 |
| ITF M25 Champaign | 2023/07/20 16:50 | Winter, Edward v 베르날드, 알렉산더 | 4-6,2-6 |
| ITF M25 Champaign | 2023/07/19 22:20 | Winter, Edward v 바네르지, 사미르 | 6-3,7-5 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/15 19:00 | Winter, Edward v 마요, 아이단 | 4-6,4-6 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/14 18:35 | Winter, Edward v 샤흐터, 노아 | 6-1,6-0 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/13 15:30 | 돈스코이, 에브게니 v Winter, Edward | 2-6,4-6 |
| Dallas, Singles Main, M-ITF-USA-18A | 2023/07/12 16:30 | Valiev, Ilgiz v Winter, Edward | 0-6,3-6 |
| ITF M15 Irvine | 2023/07/01 18:50 | Winter, Edward v 반데카스틸, 퀸 | 6-4,4-6,0-6 |
| ITF M15 Caloundra | 2023/07/25 23:50 | 타지마, 나오키 v 왈킨, 브란던 | 6-7,6-3,4-6 |
| Iasi, Romania | 2023/07/09 10:20 | Ivanovski, Kalin v 왈킨, 브란던 | 6-2,6-2 |
| ITF M15 Wroclaw | 2023/06/28 12:50 | Filip Kosinski v 왈킨, 브란던 | 2-6,0-6 |
| ITF M25 Poprad | 2023/06/20 09:40 | 왈킨, 브란던 v 올로브, 블라디슬라브 | 3-6,4-6 |
| Sarajevo, Singles Main, M-ITF-BIH-05A | 2023/06/08 07:00 | 왈킨, 브란던 v 오브라도비치, 두산 | 6-3,6-7,4-6 |
| Sarajevo, Singles Main, M-ITF-BIH-05A | 2023/06/07 07:00 | 바룬, 보조 v 왈킨, 브란던 | 4-6,2-6 |
| ITF M25 Kiseljak | 2023/05/31 10:55 | 왈킨, 브란던 v 카바트세브, 키릴 | 6-7,6-7 |
| ITF M25 Kiseljak | 2023/05/30 09:05 | 왈킨, 브란던 v Gal Emersic Potocnik | 7-5,6-0 |