Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/11/19 14:00 | Cameron Green v Ajeet Rai | 3-6,3-6 |
| ITF M15 Cancun | 2019/11/17 15:30 | Felipe M Sarrasague v Ajeet Rai | 5-7,6-7 |
| ITF M15 Cancun | 2019/11/13 14:00 | Jorge Panta v Ajeet Rai | 6-4,6-4 |
| ITF M15 Cancun | 2019/11/06 14:00 | Ajeet Rai v James Ibrahim | 6-3,6-3 |
| ITF M25 Toowoomba | 2019/10/08 04:15 | Jacob Grills v Ajeet Rai | 2-6,6-1,6-1 |
| ITF M25 Brisbane | 2019/10/01 05:25 | Luke Saville v Ajeet Rai | 6-2,6-4 |
| Davis Cup | 2019/09/15 04:10 | Ari Fahresi v Ajeet Rai | 6-3,2-6,10-7 |
| Davis Cup | 2019/09/14 03:00 | Fitriadi M Rifqi v Ajeet Rai | 6-7,3-6 |
| Challenger Houston | 2019/11/12 18:00 | Alexis Galarneau v Gerardo L Villasenor | 6-3,6-3 |
| ITF M15 Cancun | 2019/11/08 14:00 | Joao Lucas Reis da Silva v Gerardo L Villasenor | 6-3,6-2 |
| ITF M15 Cancun | 2019/11/07 14:00 | Mateus Alves v Gerardo L Villasenor | 3-6,2-6 |
| ITF M15 Cancun | 2019/11/06 14:00 | Fernando Yamacita v Gerardo L Villasenor | 6-1,2-6,2-6 |
| ITF M15 Cancun | 2019/10/25 14:15 | Gerardo L Villasenor v Mwendwa Mbithi | 1-6,3-6 |
| ITF M15 Cancun | 2019/10/24 15:55 | Gerardo L Villasenor v Zane Khan | 7-6,0-6,6-4 |
| ITF M15 Cancun | 2019/10/23 20:40 | Gerardo L Villasenor v Martin Maldonado | 6-2,6-2 |
| ITF M15 Cancun | 2019/10/18 14:15 | Gerardo L Villasenor v Cristian Rodriguez | 6-7,5-7 |