Stadium: Court 9 Round: 46 Ground: Hardcourt indoor
| Challenger Charlottesville | 2018/10/27 22:15 | Hugo Grenier v Henrik Wiersholm | 6-2,6-7,4-6 |
| ITF USA F26 | 2018/09/26 18:30 | Tim Ruehl v Henrik Wiersholm | 1-6,6-2,7-6 |
| ITF USA F26 Qual | 2018/09/24 17:00 | Robert Kelly v Henrik Wiersholm | 3-6,6-4,3-6 |
| ITF USA F26 Qual | 2018/09/22 19:30 | Henrik Wiersholm v Omni Kumar | 7-5,6-3 |
| ITF USA F26 Qual | 2018/09/21 16:30 | Julian Noah Steinhausen v Henrik Wiersholm | 4-6,2-6 |
| ITF USA F25 | 2018/09/17 18:00 | Henrik Wiersholm v Oleksiy Arovin | 3-6,4-6 |
| ITF USA F25 | 2018/09/16 17:30 | Michael Shabaz v Henrik Wiersholm | 3-6,6-7 |
| ITF USA F25 | 2018/09/14 19:00 | Finn Reynolds v Henrik Wiersholm | 3-6,7-6,3-6 |
| Challenger Charlottesville | 2018/10/27 21:45 | Lloyd Glasspool v Evan King | 1-6,6-3,6-2 |
| Challenger Las Vegas | 2018/10/21 19:15 | Lloyd Glasspool v Alexander Sarkissian | 4-6,4-6 |
| Challenger Las Vegas | 2018/10/20 22:00 | Lloyd Glasspool v Alen Avidzba | 7-5,6-3 |
| ITF Nigeria F4 | 2018/10/03 09:00 | Lloyd Glasspool v Skander Mansouri | 6-3,7-6 |
| ITF Nigeria F4 | 2018/10/02 09:00 | Lloyd Glasspool v Isaac Stoute | 6-1,6-2 |
| ITF Portugal F18 | 2018/09/29 09:30 | Gleb Sakharov v Lloyd Glasspool | 6-7,7-6,6-3 |
| ITF Portugal F18 | 2018/09/28 09:30 | Fred Gil v Lloyd Glasspool | 5-7,4-6 |
| ITF Portugal F18 | 2018/09/27 09:00 | Riccardo Maiga v Lloyd Glasspool | 4-6,3-6 |