| ITF - M15 Kingston | 05/28 18:45 | 25 | Reece Falck v Joshua Portnoy | 6-3,6-3 | |
| ITF - M15 Kingston | 05/27 15:00 | 54 | Shu Matsuoka v Joshua Portnoy | 6-3,4-6,5-10 | |
| ITF - M15 Kingston | 05/26 15:00 | 54 | Joshua Portnoy v Eloi Roux | Walkover | |
| ITF - M15 East Lansing | 11/13 17:00 | 54 | Joshua Portnoy v Esunge Ndumbe | 6-2,6-1 | |
| UTR - Pro Columbus | 08/19 19:36 | - | Chad Miller v Joshua Portnoy | 6-4,6-2 | |
| UTR - Pro Columbus | 08/18 18:30 | - | Brandon Carpico v Joshua Portnoy | 6-4,7-6 | |
| UTR - Pro Columbus | 08/17 16:05 | - | Alex Fuchs v Joshua Portnoy | 5-7,6-7 | |
| UTR - Pro Columbus | 08/16 14:00 | - | Presley Thieneman v Joshua Portnoy | 6-4,6-1 | |
| UTR - Pro Columbus | 08/14 14:00 | - | Jack Anthrop v Joshua Portnoy | 6-3,6-2 |