Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| Challenger Vancouver | 2019/08/14 01:30 | Colin Sinclair v Vasek Pospisil | 4-6,7-5,2-6 |
| Challenger Lexington | 2019/07/29 23:00 | John McNally v Colin Sinclair | 7-6,3-6,6-1 |
| ITF M15 Alkmaar | 2019/06/28 11:00 | Niels Lootsma v Colin Sinclair | 6-1,6-1 |
| ITF M15 Alkmaar | 2019/06/27 12:25 | Luca Gelhardt v Colin Sinclair | 6-7,3-6 |
| ITF M15 Alkmaar | 2019/06/26 09:25 | Charles Broom v Colin Sinclair | 3-6,6-4,1-6 |
| ITF M25 Huelva | 2019/06/13 10:00 | Juan Pablo Varillas v Colin Sinclair | 6-0,6-4 |
| ITF M25 Huelva | 2019/06/11 18:00 | Nicolas Alvarez Varona v Colin Sinclair | 7-6,4-6,2-6 |
| ITF M25 Karlsruhe | 2019/06/07 15:55 | Colin Sinclair v Marvin Netuschil | 4-6,2-6 |
| ITF M15 Cancun | 2019/08/14 14:00 | Nick Chappell v Kalman Boyd | 1-6,7-5,6-3 |
| ITF M15 Cancun | 2019/08/12 17:00 | Kalman Boyd v Nikolay Sysoev | 6-1,6-1 |
| ITF M15 Cancun | 2019/08/12 14:00 | Kalman Boyd v Philip Lynch | 6-1,6-0 |
| ITF M15 Cancun | 2019/07/31 13:30 | Kalman Boyd v Ronan Joncour | 5-7,3-6 |
| ITF M15 Cancun | 2019/07/25 15:10 | Kalman Boyd v Maximiliano Estevez | 1-6,1-6 |
| ITF M15 Cancun | 2019/07/24 13:30 | Hillel Rousseau v Kalman Boyd | 0-6,3-6 |
| ITF M15 Cancun | 2019/07/21 15:00 | Justin Roberts v Kalman Boyd | 3-6,7-6,6-4 |
| ITF M15 Cancun | 2019/07/20 14:00 | Nicolas Mejia v Kalman Boyd | 6-7,3-6 |