Stadium: Court 3 Round: 166 Ground: Grass
| Jerusalem, Israel | 2019/05/20 11:05 | Sergey Fomin v Klein, Brydan | 1-6,6-7 |
| Samarkand, Uzbekistan | 2019/05/13 05:00 | Viktor Durasovic v Klein, Brydan | 6-4,3-6,6-3 |
| Challenger - Rome | 2019/05/06 11:40 | Klein, Brydan v Juan Pablo Ficovich | 2-6,2-6 |
| Challenger - Taipei | 2019/04/10 03:45 | Lloyd Harris v Klein, Brydan | 7-6,6-2 |
| Challenger - Taipei | 2019/04/09 02:00 | Klein, Brydan v Hsieh, Cheng-Peng | 6-3,7-5 |
| Challenger - Taipei | 2019/04/08 02:00 | Klein, Brydan v Hsieh, Cheng-Peng | 6-7,5-7 |
| ITF - M25 Mildura | 2019/03/10 01:00 | Kelly, Dayne v Klein, Brydan | 6-1,4-6,6-4 |
| ITF - M25 Mildura | 2019/03/09 01:00 | Sekiguchi, Shuichi v Klein, Brydan | 7-6,1-6,1-6 |
| ITF - M25 Pensacola | 2019/05/09 15:00 | Watson, Andrew v Olivares, Jose | 7-6,4-6,1-6 |
| ITF - M25 Pensacola | 2019/05/08 15:35 | Arconada, Jordi v Watson, Andrew | 3-6,6-3,4-6 |
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2019/05/02 14:00 | Watson, Andrew v C. Oosterbaan, Paul | 4-6,3-6 |
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2019/04/30 16:00 | Malla, Bastian v Watson, Andrew | 6-7,5-7 |
| ITF M15 Cancun | 2019/04/18 18:55 | Watson, Andrew v El Midhawy, Adam | 4-6,0-6 |
| ITF M15 Cancun | 2019/04/16 14:00 | Watson, Andrew v Eduardo Ribeiro | 7-5,6-3 |
| ITF M15 Cancun | 2019/03/28 14:00 | Juan Pablo Varillas v Watson, Andrew | 3-6,7-6,6-2 |
| ITF M15 Cancun | 2019/03/27 16:30 | Gabriel Donev v Watson, Andrew | 0-6,2-6 |