| Challenger Traralgon | 2015/10/27 02:00 | Jacob Grills v Harry Bourchier | 7-5,6-3 |
| ITF Australia F2 | 2015/03/05 02:40 | Jacob Grills v Harry Bourchier | 3-6,2-6 |
| Challenger Calgary | 2020/02/24 20:55 | Jacob Grills v Patrik Niklas-Salminen | 2-6,4-6 |
| Challenger Launceston | 2020/02/04 03:20 | Jacob Grills v Tung-Lin Wu | 6-4,4-6,6-7 |
| Challenger Launceston | 2020/02/03 02:30 | Matthew Romios v Jacob Grills | 1-6,0-6 |
| Challenger Burnie | 2020/01/28 01:05 | Jacob Grills v Zhe Li | 1-6,0-6 |
| Challenger Burnie | 2020/01/27 01:15 | Dayne Kelly v Jacob Grills | 2-6,7-6,4-6 |
| Challenger Bendigo | 2020/01/12 02:30 | Jacob Grills v Matias Franco Descotte | 4-6,6-2,4-6 |
| Australian Open WC | 2019/12/09 02:35 | Jacob Grills v Aleksandar Vukic | 4-6,4-6,3-6 |
| Challenger Playford 2 | 2019/10/30 01:00 | Marc Polmans v Jacob Grills | 6-4,4-6,6-3 |
| Challenger Calgary | 2020/02/25 19:45 | Harry Bourchier v Alex Rybakov | 3-6,6-7 |
| Challenger Morelos | 2020/02/18 19:05 | Ruan Roelofse v Harry Bourchier | 6-4,6-4 |
| Challenger Launceston | 2020/02/06 00:55 | Harry Bourchier v Kimmer Coppejans | 2-6,5-7 |
| Challenger Launceston | 2020/02/05 01:00 | Max Purcell v Harry Bourchier | 5-7,3-6 |
| Challenger Launceston | 2020/02/03 05:10 | Harry Bourchier v Filip Peliwo | 7-6,6-2 |
| Challenger Burnie | 2020/01/29 03:25 | Harry Bourchier v Kimmer Coppejans | 7-5,3-6,4-6 |
| Challenger Burnie | 2020/01/27 06:30 | Maverick Banes v Harry Bourchier | 3-6,6-7 |
| Australian Open | 2020/01/14 09:00 | Harry Bourchier v Prajnesh Gunneswaran | 2-6,4-6 |