Stadium: Court 4 Round: 26 Ground: Hardcourt outdoor
| ITF - Cancun M15 | 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 - Brisbane M25 | 2019/10/01 05:25 | Luke Saville v Ajeet Rai | 6-2,6-4 |
| Puchar Davisa | 2019/09/15 04:10 | Ari Fahresi v Ajeet Rai | 6-3,2-6,10-7 |
| Puchar Davisa | 2019/09/14 03:00 | Fitriadi M Rifqi v Ajeet Rai | 6-7,3-6 |
| ITF - Hua Hin M15 | 2019/09/06 03:00 | Dayne Kelly v Ajeet Rai | 6-1,7-5 |
| ITF - Hua Hin M15 | 2019/09/05 03:00 | Ajeet Rai v Kento Takeuchi | 7-5,6-2 |
| ITF - Hua Hin M15 | 2019/09/04 06:35 | Ajeet Rai v Rhett Purcell | 6-3,6-4 |
| ITF - Cancun M15 | 2019/11/06 18:55 | Conner Huertas Del Pino v Colin Sinclair | 1-6,6-7 |
| ITF M25 Waco | 2019/10/17 16:00 | Colin Sinclair v Alex Rybakov | 1-6,5-7 |
| ITF M25 Waco | 2019/10/16 16:50 | Colin Sinclair v Connor Farren | 6-3,6-4 |
| Challenger Fairfield | 2019/10/07 22:00 | Colin Sinclair v Agustin Velotti | 7-6,6-7,4-6 |
| Challenger Tiburon | 2019/09/23 21:20 | Michail Pervolarakis v Colin Sinclair | 6-3,7-6 |
| Challenger Columbus 3 | 2019/09/17 15:40 | Colin Sinclair v Alexander Erler | 5-7,6-7 |
| Puchar Davisa | 2019/09/14 08:10 | Colin Sinclair v Omar Alawadhi | 7-5,3-6,6-2 |
| Puchar Davisa | 2019/09/13 08:05 | Colin Sinclair v Saud Alhaqbani | 6-1,6-1 |