Stadium: Centre Court Round: 24 Ground: Grass
| Challenger Fairfield Qual | 2016/10/08 17:00 | Jan Choinski v Brydan Klein | 6-7,0-6 |
| Challenger Stockton Qual | 2016/10/03 20:10 | Brydan Klein v Jan Choinski | 6-7,6-4,6-1 |
| Challenger Columbus | 2019/01/11 21:35 | Jan Choinski v Jeffrey John Wolf | 2-6,1-6 |
| Challenger Columbus | 2019/01/10 22:25 | Jan Choinski v Laurynas Grigelis | 7-6,4-6,6-2 |
| Challenger Columbus | 2019/01/08 17:30 | Benjamin Bonzi v Jan Choinski | 3-6,3-6 |
| Challenger Columbus | 2019/01/07 16:30 | Jan Choinski v Alejandro Gonzalez | 6-2,6-3 |
| Challenger Orlando | 2018/12/31 21:25 | Sam Riffice v Jan Choinski | 6-1,2-6,6-3 |
| Challenger Knoxville | 2018/11/04 15:00 | Jan Choinski v Ryan Shane | 6-3,1-6,6-7 |
| Challenger Charlottesville | 2018/10/28 17:15 | Jan Choinski v Nuno Borges | 3-6,6-1,3-6 |
| Challenger Charlottesville | 2018/10/27 21:45 | Jan Choinski v Ryan Shane | 4-6,6-2,7-6 |
| Challenger Canberra | 2019/01/09 02:20 | Brydan Klein v Bradley Mousley | 4-6,7-6,5-7 |
| Challenger Canberra | 2019/01/07 00:40 | Yunseong Chung v Brydan Klein | 6-7,7-6,0-6 |
| Challenger Canberra | 2019/01/06 03:00 | Brydan Klein v Dayne Kelly | 6-4,6-4 |
| Challenger Canberra 2 | 2018/10/30 00:45 | Maxime Janvier v Brydan Klein | 6-4,6-3 |
| Challenger Canberra 2 | 2018/10/28 02:05 | Tung-Lin Wu v Brydan Klein | 6-7,4-6 |
| Challenger Canberra 2 | 2018/10/27 04:40 | Edward Bourchier v Brydan Klein | 2-6,1-6 |
| Challenger Canberra 2 | 2018/10/27 01:20 | Tomislav E Papac v Brydan Klein | 0-6,3-6 |
| Challenger Traralgon | 2018/10/26 01:30 | Brydan Klein v Marc Polmans | 3-6,4-6 |