Stadium: Court 9 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Orlando | 2019/11/14 15:00 | Nicolas Alvarez v Justin Roberts | 6-4,3-6,6-2 |
| ITF M25 Orlando | 2019/11/13 16:45 | Jose Pereira v Justin Roberts | 6-3,3-6,4-6 |
| ITF M25 Fayetteville | 2019/10/23 14:55 | Justin Roberts v Haru Inoue | 5-7,2-6 |
| ITF M25 Waco | 2019/10/13 15:00 | George Goldhoff v Justin Roberts | 6-3,6-2 |
| ITF M15 Fayetteville | 2019/09/19 16:25 | Justin Roberts v Murkel Dellien | 4-6,2-6 |
| ITF M15 Fayetteville | 2019/09/17 16:30 | Justin Roberts v A.J Catanzariti | 7-5,6-4 |
| ITF M15 Cancun | 2019/07/21 15:00 | Justin Roberts v Kalman Boyd | 3-6,7-6,6-4 |
| ITF M15 Cancun | 2019/07/20 14:00 | Jack Draper v Justin Roberts | 6-3,6-7,4-6 |
| ITF M15 Cancun | 2019/12/13 15:00 | Joshua Ortlip v Vasil Kirkov | 6-2,3-6,1-6 |
| ITF M15 Cancun | 2019/12/12 15:00 | Joshua Ortlip v Juan Carlos Aguilar | 6-3,3-6,6-3 |
| ITF M15 Cancun | 2019/12/10 14:00 | Joshua Ortlip v Pedro Gabriel Rodrigues | 6-2,6-1 |
| ITF M15 Cancun | 2019/12/06 16:50 | Nick Chappell v Joshua Ortlip | 6-2,6-3 |
| ITF M15 Cancun | 2019/12/05 16:45 | Luis Patino v Joshua Ortlip | 3-6,4-6 |
| ITF M15 Cancun | 2019/12/04 14:30 | Skyler Butts v Joshua Ortlip | 0-6,2-6 |
| ITF M15 Cancun | 2019/11/17 15:00 | Joshua Ortlip v Pedro Gabriel Rodrigues | 6-3,6-0 |
| ITF M15 Cancun | 2019/11/15 20:35 | Joshua Ortlip v David Volfson | 2-6,6-1,1-6 |