Stadion: Court 1 Round: 27 Ground: Hardcourt outdoor
| ITF - USA F26 | 2018/09/27 18:45 | Paul Oosterbaan v Trent Bryde | 6-3,6-2 |
| ITF - USA F26 | 2018/09/25 19:40 | Paul Oosterbaan v Aleksandre Bakshi | 7-5,6-1 |
| ITF - USA F25 | 2018/09/20 17:00 | Alan Kohen v Paul Oosterbaan | 2-6,6-1,6-2 |
| ITF - USA F25 | 2018/09/19 19:15 | Isaiah Strode v Paul Oosterbaan | 6-7,6-7 |
| ITF - USA F24 | 2018/09/13 16:30 | Paul Oosterbaan v Daniel Cukierman | 3-6,0-6 |
| ITF - USA F24 | 2018/09/11 16:30 | Paul Oosterbaan v Conor Berg | 6-4,6-3 |
| ITF - USA F23 | 2018/08/14 15:35 | Antoine Hoang v Paul Oosterbaan | 6-3,7-6 |
| ITF - USA F22 | 2018/08/10 16:00 | Paul Oosterbaan v Sebastian Korda | 6-4,4-6,0-6 |
| ITF - USA F26 | 2018/09/27 17:00 | Tim Ruehl v Strong Kirchheimer | 1-6,3-6 |
| ITF - USA F26 | 2018/09/26 19:45 | Korey Lovett v Strong Kirchheimer | 5-7,3-6 |
| Challenger - Columbus | 2018/09/17 15:40 | Evan Song v Strong Kirchheimer | 7-5,3-6,6-3 |
| Challenger - Columbus | 2018/09/16 15:55 | Kyle Seelig v Strong Kirchheimer | 6-4,2-6,6-7 |
| Challenger - Columbus | 2018/09/15 14:00 | Strong Kirchheimer v Blake Ellis | 6-1,6-4 |
| Challenger - Cary | 2018/09/09 14:00 | Jeffrey John Wolf v Strong Kirchheimer | 6-4,4-6,6-2 |
| Challenger - Cary | 2018/09/08 16:00 | Strong Kirchheimer v Pablo Vivero Gonzalez | 6-3,3-6,6-2 |
| Challenger - Chicago | 2018/09/02 19:25 | Jared Hiltzik v Strong Kirchheimer | 7-5,7-6 |