Stadium: Indoor 2 Round: 29 Ground: Hardcourt outdoor
| Houston, USA | 2018/11/16 17:50 | Thai-Son Kwiatkowski v Smith, Roy | 6-4,6-7,6-7 |
| Houston, USA | 2018/11/14 16:00 | Smith, Roy v Harrison Adams | 6-3,6-4 |
| Houston, USA | 2018/11/13 19:45 | Darian King v Smith, Roy | 3-6,6-3,6-7 |
| ITF USA F28B | 2018/10/26 17:40 | Smith, Roy v Chang, Jonathan | 6-2,6-2 |
| ITF USA F28B | 2018/10/25 21:15 | Smith, Roy v Maxime Cressy | 6-3,6-2 |
| ITF USA F28B | 2018/10/25 16:00 | Schneider, Ronnie v Smith, Roy | 6-2,1-6,3-6 |
| ITF USA F28B | 2018/10/23 15:00 | Smith, Roy v Bradley, Julian | 6-7,7-5,6-4 |
| Challenger Calgary | 2018/10/13 16:00 | Laurent Lokoli v Smith, Roy | 6-3,7-5 |
| Houston, USA | 2018/11/17 17:45 | Dominik Koepfer v Klahn, Bradley | 3-6,4-6 |
| Houston, USA | 2018/11/16 20:45 | Song, Evan v Klahn, Bradley | 3-6,6-4,1-6 |
| Houston, USA | 2018/11/15 22:10 | Redlicki, Michael v Klahn, Bradley | 4-6,4-6 |
| Houston, USA | 2018/11/13 18:10 | Sarkissian, Alexander v Klahn, Bradley | 1-6,2-6 |
| Challenger Knoxville | 2018/11/08 16:55 | Evgeny Karlovskiy v Klahn, Bradley | 5-7,6-4,6-4 |
| Challenger Knoxville | 2018/11/06 20:50 | Aragone, JC v Klahn, Bradley | 2-6,6-7 |
| Challenger Charlottesville | 2018/11/03 18:40 | Klahn, Bradley v Tommy Paul | 3-6,3-6 |
| Challenger Charlottesville | 2018/11/02 20:50 | Klahn, Bradley v Fratangelo, Bjorn | 6-3,6-3 |