Stadium: Court 2 Round: 45 Ground: Clay
| ITF USA F35 | 2018/12/04 19:10 | Rowland Phillips v Hady Habib | 6-7,4-6 |
| ITF USA F35 | 2018/12/02 18:30 | Julian Bradley v Rowland Phillips | 7-6,6-3 |
| ITF USA F32 | 2018/11/16 23:00 | Isaiah Strode v Rowland Phillips | 6-2,6-4 |
| ITF USA F32 | 2018/11/16 17:35 | Juan P G Mazzuchi v Rowland Phillips | 6-7,6-1,4-6 |
| ITF USA F32 | 2018/11/15 18:00 | Rowland Phillips v Jose Olivares | 3-6,6-4,10-8 |
| ITF USA F32 | 2018/11/15 15:00 | Robert Kelly v Rowland Phillips | 1-6,1-6 |
| ITF USA F32 | 2018/11/10 16:00 | Samuel Rubell v Rowland Phillips | 3-6,2-6 |
| ITF USA F30 | 2018/11/05 16:00 | Quentin Coulaud v Rowland Phillips | 7-6,4-6,7-5 |
| ITF M25 Palm Coast | 2019/01/21 15:00 | Naoki Nakagawa v Logan Zapp | 3-6,1-6 |
| ITF M15 Naples | 2019/01/16 18:35 | Luis Patino v Naoki Nakagawa | 7-6,6-0 |
| ITF M15 Naples | 2019/01/15 15:30 | Naoki Nakagawa v Hillel Rousseau | 6-1,6-1 |
| ITF M15 Naples | 2019/01/14 17:00 | Naoki Nakagawa v Maxim Tybar | 6-3,6-3 |
| ITF USA F35 | 2018/12/04 20:00 | Dragos Constantin Ignat v Naoki Nakagawa | 6-3,7-6 |
| ITF USA F35 | 2018/12/02 15:00 | Naoki Nakagawa v Enzo Wallart | 6-4,2-6,6-4 |
| ITF USA F34 | 2018/11/26 18:15 | Vasile-Alexandru Ghilea v Naoki Nakagawa | 6-7,6-3,6-1 |
| Challenger Kobe | 2018/11/10 02:00 | Yuki Mochizuki v Naoki Nakagawa | 6-1,6-7,6-2 |