| ITF M25 Claremont | 10/11 18:00 | 27 | Raymond Sarmiento v Tanner K Smith | 6-4,7-6 | |
| ITF M25 Claremont | 10/10 20:45 | 26 | Raymond Sarmiento v Alexander Cozbinov | 6-2,6-3 | |
| ITF M25 Claremont | 10/09 21:20 | 25 | Christian Langmo v Raymond Sarmiento | 2-6,3-6 | |
| Challenger Tiburon | 09/23 22:05 | 24 | Brandon Holt v Raymond Sarmiento | 6-4,6-7,6-3 | |
| Challenger New Haven | 09/03 16:35 | 24 | John McNally v Raymond Sarmiento | 3-6,7-6,6-4 | |
| ATP Winston-Salem | 08/19 20:30 | 24 | Raymond Sarmiento v Jeremy Chardy | 1-6,6-7 | |
| ATP Winston-Salem | 08/18 19:00 | 164 | Raymond Sarmiento v Daniel Nguyen | 6-2,6-3 | |
| ATP Winston-Salem | 08/17 20:00 | 64 | Christopher Eubanks v Raymond Sarmiento | 6-3,3-6,4-6 | |
| Challenger Lexington | 07/30 17:45 | 25 | [255] Evgeny Karlovskiy v Raymond Sarmiento [446] | 7-6,6-3 | |
| Challenger Lexington | 07/29 22:00 | 24 | [446] Raymond Sarmiento v Martin Redlicki [391] | 7-6,6-1 | |
| Challenger Binghamton | 07/24 13:30 | 25 | [456] Raymond Sarmiento v Max Purcell [255] | 6-7,7-6,6-7 | |
| Challenger Binghamton | 07/23 15:30 | 24 | Volodoymyr Uzhylovskyi v Raymond Sarmiento | 3-6,6-3,2-6 | |
| Challenger Winnetka | 07/08 21:15 | 24 | [452] Raymond Sarmiento v Roy Smith [325] | 7-6,4-6,0-6 | |
| Challenger Columbus | 06/12 19:55 | 25 | [214] Mikael Torpegaard v Raymond Sarmiento [462] | 6-4,7-5 | |
| Challenger Columbus | 06/11 14:00 | 24 | Nicolas Alvarez v Raymond Sarmiento | 6-7,6-7 | |
| Challenger Little Rock | 06/08 16:10 | 27 | Darian King v Raymond Sarmiento | 6-3,6-7,7-5 | |
| Challenger Little Rock | 06/08 00:10 | 26 | Collin Altamirano v Raymond Sarmiento | 4-6,4-6 | |
| Challenger Little Rock | 06/04 16:30 | 25 | Raymond Sarmiento v Maxime Cressy | 7-6,6-3 | |
| Challenger Little Rock | 06/03 17:40 | 24 | Carlos Gomez-Herrera v Raymond Sarmiento | 3-6,6-7 | |
| Challenger Newport Beach Qual | 01/21 20:25 | 46 | Dennis Novikov v Raymond Sarmiento | 7-5,6-1 | |
| Challenger Newport Beach Qual | 01/20 19:50 | 45 | Ulises Blanch v Raymond Sarmiento | 6-3,1-6,4-6 | |
| Challenger Charlottesville | 10/31 14:00 | 25 | Bjorn Fratangelo v Raymond Sarmiento | Cancelled | |
| Challenger Tiburon Qual | 09/24 17:00 | 46 | Alexios Halebian v Raymond Sarmiento | 6-3,6-4 | |
| Challenger Tiburon Qual | 09/23 17:00 | 45 | Andrew Carter v Raymond Sarmiento | 6-7,2-6 | |
| Challenger Cary | 09/11 16:00 | 25 | [214] Christian Garin v Raymond Sarmiento [287] | 6-2,6-3 | |
| US Open Qual | 08/24 18:45 | 45 | [203] Tim Smyczek v Raymond Sarmiento [300] | 6-1,6-3 | |
| US Open Qual | 08/23 15:00 | 44 | [192] Benjamin Bonzi v Raymond Sarmiento [300] | 2-6,3-6 | |
| Challenger Aptos | 08/11 20:30 | 27 | [336] Liam Broady v Raymond Sarmiento [295] | 6-4,6-4 | |
| Challenger Aptos | 08/11 01:00 | 26 | [295] Raymond Sarmiento v Quentin Halys [123] | 6-4,4-6,6-3 | |
| Challenger Aptos | 08/08 21:20 | 25 | [194] Noah Rubin v Raymond Sarmiento [295] | 6-7,2-6 |