Stadium: Court 11 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2021/12/13 17:00 | Masamichi Imamura v Cleeve Harper | 6-4,6-4 |
| ITF M15 Cancun | 2021/12/05 14:00 | Daniel Antonio Nunez v Cleeve Harper | 6-2,3-6,16-14 |
| ITF M15 Cancun | 2021/11/28 14:00 | Daniel Antonio Nunez v Cleeve Harper | 7-5,6-2 |
| ITF M25 Austin | 2021/11/15 17:00 | Cleeve Harper v Chris Rodesch | 0-6,1-6 |
| UTR Pro Tennis Series Atlanta | 2021/07/16 12:00 | Cleeve Harper v Aidan Kim | 6-2,1-1 |
| UTR Pro Tennis Series Atlanta | 2021/07/15 12:00 | Cleeve Harper v Alan Sau Franco | 6-3,5-2 |
| UTR Pro Tennis Series Atlanta | 2021/07/12 13:30 | Lukas Greif v Cleeve Harper | 7-6,5-7,3-5 |
| ITF M15 Weston | 2021/07/02 15:10 | Cleeve Harper v Nicolas Mejia | 3-6,4-6 |