Stadium: Court 19 Round: 26 Ground: Hardcourt outdoor
| Challenger Aptos | 2017/08/08 21:20 | Noah Rubin v Raymond Sarmiento | 6-7,2-6 |
| Challenger Indian Wells | 2020/03/04 19:05 | Peter Gojowczyk v Raymond Sarmiento | 6-4,3-6,2-6 |
| Challenger Indian Wells | 2020/03/02 19:25 | Marius Copil v Raymond Sarmiento | 3-6,3-6 |
| Challenger Calgary | 2020/02/24 19:00 | Raymond Sarmiento v Kacper Zuk | 3-6,4-6 |
| Challenger Cleveland | 2020/02/14 23:00 | Mikael Torpegaard v Raymond Sarmiento | 6-4,6-4 |
| Challenger Cleveland | 2020/02/13 16:30 | Raymond Sarmiento v JC Aragone | 6-4,7-5 |
| Challenger Cleveland | 2020/02/11 19:50 | Ji Sung Nam v Raymond Sarmiento | 3-6,2-6 |
| Challenger Cleveland | 2020/02/10 18:45 | Alexander Brown v Raymond Sarmiento | 4-6,2-6 |
| Challenger Newport Beach | 2020/01/31 18:00 | Mitchell Krueger v Raymond Sarmiento | 6-3,6-7,6-3 |
| Challenger Indian Wells | 2020/03/03 18:00 | Noah Rubin v Lucas Pouille | 6-4,7-6 |
| Challenger Indian Wells | 2020/03/02 20:45 | Noah Rubin v Danilo Petrovic | 3-6,7-6,6-1 |
| ATP Delray Beach | 2020/02/19 19:20 | Noah Rubin v Yoshihito Nishioka | 1-6,2-6 |
| ATP Delray Beach | 2020/02/16 16:00 | Noah Rubin v Denis Istomin | 6-4,3-6,7-6 |
| ATP Delray Beach | 2020/02/15 16:30 | Paolo Lorenzi v Noah Rubin | 5-7,6-7 |
| ATP New York | 2020/02/10 17:00 | Paolo Lorenzi v Noah Rubin | 6-3,6-1 |
| ATP New York | 2020/02/09 19:10 | Noah Rubin v Mackenzie McDonald | 6-4,7-5 |
| Challenger Dallas | 2020/02/03 17:45 | Aleksandar Vukic v Noah Rubin | 7-5,6-2 |