Stadium: Ct 2 Round: 26 Ground: Hardcourt outdoor
| Toowoomba, Simples M-ITF-AUS-08A | 2019/10/08 04:15 | Grills, Jacob v Ajeet Rai | 2-6,6-1,6-1 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/03 00:00 | Grills, Jacob v Thomas Fancutt | 7-6,3-6,5-7 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/01 03:50 | Grills, Jacob v Crnokrak, Alexander | 0-6,6-3,6-1 |
| Challenger Kaohsiung | 2019/09/16 02:45 | Grills, Jacob v King, Evan | 4-6,6-3,2-6 |
| Challenger Shanghai | 2019/09/09 06:05 | Grills, Jacob v Sekiguchi, Shuichi | 6-3,1-6,1-6 |
| Jinan, China | 2019/09/03 02:00 | Gabashvili, Teimuraz v Grills, Jacob | 6-4,5-7,6-1 |
| Baotou, Chine | 2019/08/26 02:00 | Grills, Jacob v Wu, Di | 6-7,4-6 |
| ATP - Los Cabos | 2019/07/29 00:00 | Dominik Koepfer v Grills, Jacob | 6-3,7-6 |
| Toowoomba, Simples M-ITF-AUS-08A | 2019/10/08 00:00 | Crnokrak, Alexander v Maher, Will | 3-6,4-6 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/03 00:00 | Luke Saville v Maher, Will | 6-2,6-2 |
| Brisbane, Simples M-ITF-AUS-07A | 2019/10/02 00:00 | Maher, Will v George Loffhagen | 6-3,6-1 |
| ITF M25 Darwin | 2019/09/28 00:30 | Maher, Will v Calum Puttergill | 6-7,2-6 |
| ITF M25 Darwin | 2019/09/27 00:30 | Maher, Will v Beran, Martin | 6-3,6-4 |
| ITF M25 Darwin | 2019/09/25 04:35 | Tomas Barrios Vera v Maher, Will | 6-4,3-6,5-7 |
| ITF M25 Darwin | 2019/09/24 01:55 | Ma, William v Maher, Will | 7-6,4-6,5-10 |
| ITF M25 Darwin | 2019/09/23 04:55 | Maher, Will v Robinson, Bryce | 6-3,6-1 |