Stadion: Court 3 Round: 45 Ground: Hardcourt outdoor
| ITF - M25 - Tucson | 2019/01/07 18:30 | Jesse Ross v Gage Brymer | 4-6,2-6 |
| ITF - M15 - Tucson | 2019/02/14 22:50 | Isaiah Strode v Gage Brymer | 4-6,6-3,6-3 |
| ITF - M15 - Tucson | 2019/02/13 20:00 | Gage Brymer v Pavel Krainik | 7-5,6-2 |
| ITF - M15 - Tucson | 2019/02/12 16:30 | Gage Brymer v Alexander Cozbinov | 7-5,6-4 |
| ITF - M15 - Tucson | 2019/02/11 17:00 | Fernando Yamacita v Gage Brymer | 2-6,1-6 |
| ITF M15 Claremont | 2019/02/07 18:00 | Gage Brymer v George Goldhoff | 4-6,4-6 |
| ITF M15 Claremont | 2019/02/06 19:30 | Fernando Yamacita v Gage Brymer | 1-6,0-6 |
| ITF M15 Claremont | 2019/02/05 20:30 | Gage Brymer v A.J Catanzariti | 6-1,6-1 |
| ITF M15 Claremont | 2019/02/05 18:00 | Mousheg Hovhannisyan v Gage Brymer | 2-6,3-6 |
| ITF M15 Claremont | 2019/02/05 20:30 | Mousheg Hovhannisyan v Jesse Ross | 6-1,6-4 |
| ITF - M25 - Tucson | 2019/01/07 18:30 | Jesse Ross v Gage Brymer | 4-6,2-6 |
| ITF - Dominikanische Republik F3 | 2018/12/09 14:00 | Arsav Mohanty v Jesse Ross | 6-3,6-4 |
| ITF - Dominikanische Republik F3 | 2018/12/08 13:00 | Emilio Andrea Segarelli v Jesse Ross | 6-7,2-6 |
| ITF - Dominikanische Republik F2 | 2018/12/03 13:00 | Alejandro H Franco v Jesse Ross | 4-6,6-2,6-3 |
| ITF - Dominikanische Republik F2 | 2018/12/02 15:00 | Victor Gurevich v Jesse Ross | 2-6,3-6 |
| ITF - Dominikanische Republik F2 | 2018/12/01 13:00 | Juan Ignacio Batalla v Jesse Ross | 2-6,6-3,3-6 |
| ITF - Dominikanische Republik F1 | 2018/11/27 13:30 | Alejandro Tabilo v Jesse Ross | 6-0,6-4 |