Stadium: Court 7 Round: 24 Ground: Hardcourt outdoor
| Challenger Columbus | 2019/06/12 19:55 | Mikael Torpegaard v Raymond Sarmiento | 6-4,7-5 |
| Challenger Columbus | 2019/06/11 14:00 | Nicolas Alvarez v Raymond Sarmiento | 6-7,6-7 |
| Challenger Little Rock | 2019/06/08 16:10 | Darian King v Raymond Sarmiento | 6-3,6-7,7-5 |
| Challenger Little Rock | 2019/06/08 00:10 | Collin Altamirano v Raymond Sarmiento | 4-6,4-6 |
| Challenger Little Rock | 2019/06/04 16:30 | Raymond Sarmiento v Maxime Cressy | 7-6,6-3 |
| Challenger Little Rock | 2019/06/03 17:40 | Carlos Gomez-Herrera v Raymond Sarmiento | 3-6,6-7 |
| Challenger Newport Beach Qual | 2018/01/21 20:25 | Dennis Novikov v Raymond Sarmiento | 7-5,6-1 |
| Challenger Newport Beach Qual | 2018/01/20 19:50 | Ulises Blanch v Raymond Sarmiento | 6-3,1-6,4-6 |
| Challenger Columbus | 2019/06/10 20:35 | James Trotter v Roy Smith | 7-6,6-3 |
| Challenger Little Rock | 2019/06/04 15:00 | Tim Smyczek v Roy Smith | 3-6,7-5,6-1 |
| Challenger Little Rock | 2019/06/03 15:00 | Jason Kros v Roy Smith | 1-6,2-6 |
| Challenger Gwangju | 2019/05/15 05:10 | Roy Smith v Dudi Sela | 0-6,2-6 |
| Challenger Gwangju | 2019/05/13 04:40 | Di Wu v Roy Smith | 2-6,4-6 |
| Challenger Busan | 2019/05/06 07:00 | Di Wu v Roy Smith | 6-3,3-6,6-1 |
| Challenger Monterrey | 2019/04/01 22:45 | Roy Smith v Janko Tipsarevic | 6-7,4-6 |
| Challenger Drummondville | 2019/03/11 18:45 | Michael Redlicki v Roy Smith | 6-1,6-1 |