Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| USA F33, Singles | 2018/11/19 15:00 | Seibert, Tim v Craig, Henry | 3-6,4-6 |
| ITF USA F31 | 2018/11/13 19:55 | Craig, Henry v Hidalgo, Diego | 6-3,2-6,5-7 |
| ITF USA F28B | 2018/10/22 18:40 | Maxime Cressy v Craig, Henry | 6-3,2-6,7-6 |
| ITF USA F28 | 2018/10/17 16:00 | Nuno Borges v Craig, Henry | 3-6,6-3,6-4 |
| Challenger Stockton | 2018/09/30 20:35 | Craig, Henry v Sarkissian, Alexander | 2-6,2-6 |
| Challenger Stockton | 2018/09/29 19:25 | Evan Zhu v Craig, Henry | 3-6,6-7 |
| ITF USA F25 | 2018/09/22 18:25 | Brandon Nakashima v Craig, Henry | 7-5,2-6,6-4 |
| ITF USA F25 | 2018/09/21 17:00 | Ventre, Alessandro-Damiano v Craig, Henry | 1-6,5-7 |
| USA F33, Singles | 2018/11/20 15:45 | Watson, Andrew v Harrison Adams | 7-5,6-4 |
| ITF USA F31 | 2018/11/16 16:00 | Watson, Andrew v Matej Vocel | 3-6,7-5,4-6 |
| ITF USA F31 | 2018/11/15 17:25 | Watson, Andrew v Calvo Eman, Ferran | 7-5,6-2 |
| ITF USA F31 | 2018/11/14 15:00 | Watson, Andrew v Alastair Gray | 6-4,2-6,7-6 |
| ITF USA F28B | 2018/10/25 17:40 | Watson, Andrew v Maxime Cressy | 6-7,1-6 |
| ITF USA F28B | 2018/10/23 17:15 | Schretter, Johannes v Watson, Andrew | 1-6,7-6,0-6 |
| ITF USA F28 | 2018/10/21 16:30 | Watson, Andrew v Oliver Crawford | 1-6,1-6 |
| ITF USA F28 | 2018/10/20 15:35 | Denis Yevseyev v Watson, Andrew | 4-6,6-4,4-6 |