Stadium: Court 1 Round: 62 Ground: Clay
| ITF M15 Kottingbrunn | 2023/08/13 12:00 | Jiri Jindacek v Henry Lieberman | 6-4,6-4 |
| UTR Pro Tennis Series Florida | 2022/12/14 19:00 | Aleksandar Mitric v Henry Lieberman | 6-3,3-6,5-4 |
| UTR Pro Tennis Series Florida | 2022/12/13 21:30 | Alejandro Moreno v Henry Lieberman | 2-6,6-3,7-5 |
| UTR Pro Tennis Series Florida | 2022/12/12 16:00 | Henry Lieberman v Jesse Flores | 3-6,3-6 |
| UTR Pro Tennis Series Florida | 2022/12/11 19:36 | Henry Lieberman v Avi Shugar | 6-4,6-4 |
| UTR Pro Tennis Series Atlanta | 2022/08/10 13:00 | Henry Lieberman v Matthew Pitts | 3-6,2-6 |
| UTR Pro Tennis Series Atlanta | 2022/08/09 14:45 | Henry Lieberman v Johannus Monday | 3-6,3-6 |
| UTR Pro Tennis Series Atlanta | 2022/08/08 15:30 | Jake Beasley v Henry Lieberman | 3-6,6-7 |
| ITF M25 Koksijde | 2023/08/13 11:35 | Benoit Torcq v Lars Goran Verwerft | 4-6,6-7 |