Stadium: Court 10 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/11/06 14:00 | Ajeet Rai v James Ibrahim | 6-3,6-3 |
| ITF M15 Cancun | 2020/01/20 14:00 | James Ibrahim v Chad Kissell | 3-6,3-6 |
| ITF M15 Te Anau | 2019/12/31 03:50 | Lorenzo Musetti v James Ibrahim | 7-6,6-0 |
| ITF M15 Cancun | 2019/11/11 17:00 | James Ibrahim v Nicholas Reyes | 2-6,6-4,8-10 |
| ITF M15 Cancun | 2019/11/10 15:00 | Yuki Ikeda v James Ibrahim | 2-6,1-6 |
| ITF M15 Cancun | 2019/11/06 14:00 | Ajeet Rai v James Ibrahim | 6-3,6-3 |
| ITF M15 Cancun | 2019/11/05 15:50 | James Ibrahim v Tim Handel | 6-3,4-6,10-8 |
| Challenger Playford 2 | 2019/10/28 23:30 | James Ibrahim v Harri Heliovaara | 1-6,2-6 |
| Challenger Playford 2 | 2019/10/27 23:30 | Jesse Delaney v James Ibrahim | 4-6,0-6 |
| ITF M15 Cancun | 2020/01/23 14:00 | Tomas Lipovsek Puches v Ajeet Rai | 6-4,6-4 |
| ITF M15 Cancun | 2020/01/21 14:00 | Ajeet Rai v Gerardo L Villasenor | 3-6,6-2,6-2 |
| ATP Auckland | 2020/01/11 00:10 | Thiago Monteiro v Ajeet Rai | 6-4,6-2 |
| ITF M15 Te Anau | 2020/01/02 21:00 | Ajeet Rai v Andrea Vavassori | 2-6,5-7 |
| ITF M15 Te Anau | 2020/01/01 22:15 | Lorenzo Musetti v Ajeet Rai | 1-6,6-3,6-7 |
| ITF M15 Te Anau | 2019/12/30 23:00 | Ajeet Rai v William Hatzis | 6-3,6-2 |
| ITF M15 Cancun | 2019/11/20 16:45 | Ajeet Rai v Gerardo L Villasenor | 6-7,6-4,1-6 |
| ITF M15 Cancun | 2019/11/19 14:00 | Cameron Green v Ajeet Rai | 3-6,3-6 |