Stadium: Hamilton Family Stadium Round: 25 Ground: Hardcourt indoor
| Challenger Dallas | 2019/02/05 20:30 | Alex Rybakov v Stefan Kozlov | 6-2,6-1 |
| Challenger Orlando | 2018/12/31 21:50 | Alex Rybakov v Goncalo Oliveira | 6-2,6-7,6-7 |
| Challenger Las Vegas | 2018/10/21 19:20 | Alex Rybakov v Roberto Ortega-Olmedo | 6-7,4-6 |
| Challenger Las Vegas | 2018/10/20 20:45 | Alex Rybakov v Alejandro Gonzalez | 6-2,7-6 |
| Challenger Fairfield | 2018/10/09 17:00 | Alex Rybakov v Maxime Janvier | 6-7,3-6 |
| Challenger Cary | 2018/09/09 16:15 | Alex Rybakov v Joris De Loore | 1-6,2-6 |
| Challenger Cary | 2018/09/08 14:00 | Blaine Boyden v Alex Rybakov | 1-6,3-6 |
| Challenger Aptos | 2018/08/04 17:20 | Ruan Roelofse v Alex Rybakov | 3-6,6-7 |
| Challenger Cleveland | 2019/01/31 18:55 | Brayden Schnur v Dustin Brown | 7-5,6-4 |
| Challenger Cleveland | 2019/01/29 23:35 | Jan Choinski v Dustin Brown | 6-7,6-1,6-7 |
| Challenger Newport Beach | 2019/01/24 21:50 | Collin Altamirano v Dustin Brown | 7-6,6-2 |
| Challenger Newport Beach | 2019/01/23 21:25 | Dustin Brown v Alafia Ayeni | 6-7,6-3,6-3 |
| Challenger Newport Beach | 2019/01/22 18:00 | Dustin Brown v Marcelo Arevalo | 4-6,6-4,6-4 |
| Australian Open | 2019/01/10 23:00 | Lloyd Harris v Dustin Brown | 6-1,7-6 |
| Australian Open | 2019/01/09 23:00 | Marcelo Arevalo v Dustin Brown | 6-2,4-6,2-6 |
| Australian Open | 2019/01/08 01:55 | Dustin Brown v Carlos Berlocq | 3-6,6-1,7-5 |