| ITF Peru F2 | 12/18 17:00 | - | Jeffrey John Wolf v Oscar Jose Gutierrez | 5-7,6-4,1-6 | |
| ITF Peru F1 | 12/12 22:25 | - | Duilio Vallebuona v Jeffrey John Wolf | 6-4,6-3 | |
| ITF USA F38 | 11/22 15:10 | - | Jeffrey John Wolf v Alexander Ward | 4-6,4-6 | |
| ITF USA F38 | 11/21 17:30 | - | Nico Mostardi v Jeffrey John Wolf | 2-6,2-6 | |
| ITF USA F34 | 10/22 19:15 | - | Evan Zhu v Jeffrey John Wolf | 7-6,1-6,2-6 | |
| ITF USA F34 | 10/21 16:10 | - | Jeffrey John Wolf v Strong Kirchheimer | 3-6,7-5,6-2 | |
| ITF USA F34 | 10/20 15:15 | - | Ulises Blanch v Jeffrey John Wolf | 3-6,2-6 | |
| ITF USA F34 | 10/19 15:00 | - | Jeffrey John Wolf v Igor Marcondes | 6-1,6-3 | |
| ITF USA F34 | 10/17 17:50 | - | Jeffrey John Wolf v Jeffrey Schorsch | 6-2,6-4 | |
| Challenger Columbus | 09/20 15:00 | - | Denis Kudla v Jeffrey John Wolf | 7-5,6-3 | |
| Challenger Columbus | 09/19 15:00 | - | Luke Bambridge v Jeffrey John Wolf | 4-6,2-6 | |
| US Open Qual | 08/23 15:00 | - | Jeffrey John Wolf v John-Patrick Smith | 4-6,1-6 | |
| Final | 09/21 15:00 | 25 | Jeffrey John Wolf v Mikelis Libietis | 3-6,6-7 |