Stadium: Court 12 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Rancho Santa Fe | 2023/05/30 19:00 | Edward Winter v Hudson Rivera | 6-3,6-7,6-0 |
| ITF M15 Tacarigua | 2023/04/26 14:00 | Edward Winter v Evan Bynoe | 2-6,2-6 |
| ITF M15 Tacarigua | 2023/04/22 19:00 | Ezekiel Clark v Edward Winter | 6-1,6-3 |
| ITF M15 Tacarigua | 2023/04/21 18:00 | Edward Winter v Kousuke Ogura | 6-2,6-4 |
| ITF M15 Tacarigua | 2023/04/20 18:00 | Edward Winter v Finn Reynolds | 5-7,6-2,7-6 |
| UTR Pro Atlanta | 2023/04/16 14:30 | Chad Kissell v Edward Winter | 7-5,3-6,1-6 |
| UTR Pro Atlanta | 2023/04/15 20:33 | Edward Winter v Peter Bertran | 6-4,6-3 |
| UTR Pro Atlanta | 2023/04/15 01:00 | Edward Winter v Lautaro Pane | 7-5,6-3 |
| ITF M15 Rancho Santa Fe | 2023/05/30 19:00 | Anthrop, Jack v Mitchell Harper | 6-1,6-2 |
| ITF M25 Columbus | 2022/11/18 15:00 | Anthrop, Jack v Mcnally, John | 3-6,5-7 |
| ITF M25 Columbus | 2022/11/17 16:35 | Charlelie Cosnet v Anthrop, Jack | 5-7,0-6 |
| ITF M25 Columbus | 2022/11/16 15:00 | Anthrop, Jack v Lakoseljac, Christian | 6-0,6-3 |
| ITF M15 Ithaca | 2022/11/02 16:30 | Anthrop, Jack v Fons Van Sambeek | 4-6,6-2,3-6 |
| Challenger Columbus | 2022/09/19 14:00 | Nathan Ponwith v Anthrop, Jack | 3-6,6-4,6-4 |
| Challenger Columbus | 2022/09/18 14:00 | Anthrop, Jack v Alexander Bernard | 6-3,7-5 |
| ITF M25 Edwardsville | 2022/07/29 18:15 | Anthrop, Jack v Nathan Ponwith | 6-1,3-6,4-6 |