Stadium: Court 1 Round: 1
| International Tennis Series | 2020/05/26 12:00 | Cannon Kingsley v Jamie Cerretani | 4-1,1-4,4-2 |
| International Tennis Series | 2020/05/25 17:15 | Jamie Cerretani v Paolo Lorenzi | 1-4,2-4 |
| International Tennis Series | 2020/05/25 12:50 | Thomas Grinberg v Jamie Cerretani | 3-4,1-4 |
| International Tennis Series | 2020/05/19 13:10 | Jamie Cerretani v Paolo Lorenzi | 4-0,1-4,1-4 |
| International Tennis Series | 2020/05/19 12:00 | Michael Redlicki v Jamie Cerretani | 4-1,4-1 |
| International Tennis Series | 2020/05/16 18:50 | Noah Schachter v Jamie Cerretani | 4-2,4-2 |
| International Tennis Series | 2020/05/16 17:10 | Evan King v Jamie Cerretani | 3-4,4-2,4-0 |
| International Tennis Series | 2020/05/16 13:35 | Jamie Cerretani v Tyler Mercier | 2-4,2-4 |
| International Tennis Series | 2020/05/23 16:30 | Cleeve Harper v Adam El Mihdawy | 3-4,1-4 |
| Challenger Calgary | 2020/02/25 17:00 | Matias Franco Descotte v Cleeve Harper | 6-7,7-6,6-4 |
| ITF M15 Austin | 2019/11/21 16:00 | Harrison Adams v Cleeve Harper | 6-2,6-2 |
| ITF M15 Austin | 2019/11/19 17:30 | Cleeve Harper v Eliot Spizzirri | 6-4,6-4 |
| ITF M15 Pittsburgh | 2019/07/04 16:15 | Cleeve Harper v Paul Oosterbaan | 3-6,3-6 |
| ITF M15 Pittsburgh | 2019/07/02 14:00 | Michal Wozniak v Cleeve Harper | 2-6,4-6 |
| ITF M15 Pittsburgh | 2019/07/01 14:00 | Langford Hills v Cleeve Harper | 4-6,6-1,5-10 |
| ITF M15 Rochester | 2019/06/24 17:00 | David Volfson v Cleeve Harper | 6-0,6-0 |