Stadium: Center Court Round: 28 Ground: Hardcourt outdoor
| ITF M15 Tacarigua | 2023/04/21 18:00 | Ezekiel Clark v Tauheed Browning | 6-2,6-2 |
| ITF M15 Tacarigua | 2023/04/20 18:00 | Ezekiel Clark v A.J Catanzariti | 6-7,6-2,6-2 |
| ITF M15 Tacarigua | 2023/04/19 21:00 | Ezekiel Clark v Nabeel Majeed Mohammed | 7-5,6-0 |
| ITF M15 De Los Tsachilas | 2023/04/13 17:40 | Alejandro H Franco v Ezekiel Clark | 6-3,6-4 |
| ITF M15 De Los Tsachilas | 2023/04/12 16:40 | Franco Roncadelli v Ezekiel Clark | 1-6,2-6 |
| ITF M15 De Los Tsachilas | 2023/04/04 18:00 | Ezekiel Clark v Kousuke Ogura | 2-6,4-6 |
| ITF M25 Calabasas | 2023/03/23 19:15 | Ezekiel Clark v Michail Pervolarakis | 4-6,4-6 |
| ITF M25 Montreal | 2023/03/14 19:00 | Ezekiel Clark v Tristan McCormick | 6-2,3-6,2-6 |
| 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 |
| UTR Pro Atlanta | 2023/04/13 12:30 | Edward Winter v Dhakshineswar Suresh | 5-7,1-6 |
| UTR Pro Atlanta | 2023/04/12 18:00 | Samuel Reeve v Edward Winter | 0-6,2-6 |
| UTR Pro Atlanta | 2023/04/11 22:15 | Santiago Villarruel v Edward Winter | 0-6,3-6 |