Stadium: Stadium Round: 29 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2023/06/30 13:30 | Martin Damm v Tauheed Browning | 6-4,6-3 |
| ITF M25 Santo Domingo | 2023/06/29 15:45 | Martin Damm v Enmanuel Munoz | 6-3,6-2 |
| ITF M25 Santo Domingo | 2023/06/27 15:30 | Martin Damm v Daniel Antonio Nunez | 6-3,7-6 |
| Challenger Prostejov | 2023/06/04 11:00 | Martin Damm v Illya Marchenko | 4-6,3-6 |
| ITF M25 Jablonec Nad Nisou | 2023/06/01 09:00 | Martin Damm v Evgeny Karlovskiy | 6-3,6-2 |
| ITF M25 Jablonec Nad Nisou | 2023/05/31 11:40 | Martin Damm v Mika Brunold | 6-1,7-6 |
| ITF M25 Most | 2023/05/26 09:45 | Martin Damm v Henri Squire | 6-3,5-7,5-7 |
| ITF M25 Most | 2023/05/25 11:10 | Martin Damm v Mika Brunold | 4-6,6-3,6-3 |
| ITF M25 Santo Domingo | 2023/07/01 13:30 | Liam Draxl v Nick Chappell | 7-6,6-1 |
| ITF M25 Santo Domingo | 2023/06/30 13:30 | James Tracy v Liam Draxl | 4-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/29 16:55 | Yannik Rahman v Liam Draxl | 6-7,6-7 |
| ITF M25 Santo Domingo | 2023/06/28 15:25 | Maksim Tikhomirov v Liam Draxl | 3-6,1-6 |
| ITF M15 Santo Domingo | 2023/06/25 13:30 | Tauheed Browning v Liam Draxl | 7-6,5-7,7-6 |
| ITF M15 Santo Domingo | 2023/06/24 13:30 | Liam Draxl v Darian King | 7-5,6-1 |
| ITF M15 Santo Domingo | 2023/06/23 13:30 | Jake Van Emburgh v Liam Draxl | 3-6,4-6 |
| ITF M15 Santo Domingo | 2023/06/22 14:55 | Ignacio A B Otarola v Liam Draxl | 5-7,0-6 |