Stadium: Court 6 Round: 24 Ground: Hardcourt outdoor
| Challenger Binghamton | 2019/07/24 13:30 | Raymond Sarmiento v Max Purcell | 6-7,7-6,6-7 |
| Challenger Binghamton | 2019/07/23 15:30 | Volodymyr Uzhylovskyi v Raymond Sarmiento | 3-6,6-3,2-6 |
| Challenger Winnetka | 2019/07/08 21:15 | Raymond Sarmiento v Roy Smith | 7-6,4-6,0-6 |
| 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 Binghamton | 2019/07/23 17:45 | Martin Redlicki v Luke Saville | 7-6,6-7,6-7 |
| Challenger Winnetka | 2019/07/08 16:25 | Collin Altamirano v Martin Redlicki | 6-2,4-6,6-4 |
| ITF M25 Tulsa | 2019/06/22 15:00 | Maxime Cressy v Martin Redlicki | 7-5,6-3 |
| ITF M25 Tulsa | 2019/06/21 19:05 | Martin Redlicki v Gijs Brouwer | 6-3,6-3 |
| ITF M25 Tulsa | 2019/06/20 18:40 | Martin Redlicki v Mate Zsiga | 6-3,7-6 |
| ITF M25 Tulsa | 2019/06/19 15:00 | Martin Redlicki v Simon Freund | 6-4,6-3 |
| ITF M25 Wichita | 2019/06/13 15:00 | Martin Redlicki v Jacob Dunbar | 4-6,6-7 |
| ITF M25 Wichita | 2019/06/12 19:45 | Martin Redlicki v Strong Kirchheimer | 6-3,4-6,7-5 |