Stadium: Court 19 Round: 45 Ground: Clay
| 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 |
| ITF USA F28 | 2018/10/14 15:00 | Naoki Nakagawa v Zandrix Acob | 5-7,3-6 |
| ITF USA F28 | 2018/10/13 17:30 | Naoki Nakagawa v Ian O'Jon | 6-4,6-2 |
| ITF USA F27 | 2018/10/10 17:20 | Naoki Nakagawa v Sebastian Korda | 3-6,2-6 |
| ITF M15 Naples | 2019/01/14 17:00 | Hillel Rousseau v Julian Bradley | 6-4,5-7,10-8 |
| ITF Dominican Republic F3 | 2018/12/10 13:00 | Herbert Jody Maginley v Hillel Rousseau | 6-4,6-4 |
| ITF Dominican Republic F3 | 2018/12/08 13:00 | Hillel Rousseau v Sam Lapides | 6-2,6-0 |
| ITF Dominican Republic F2 | 2018/12/02 14:00 | Omni Kumar v Hillel Rousseau | 6-3,6-4 |
| ITF USA F26 Qual | 2018/09/22 19:00 | Hillel Rousseau v Austin Rapp | 3-6,2-6 |
| ITF USA F26 Qual | 2018/09/21 19:00 | Hillel Rousseau v Yaseen Elhalafawy | 7-6,6-4 |
| ITF USA F25 | 2018/09/14 19:00 | Mandresy Rakotomalala v Hillel Rousseau | 6-2,6-0 |
| ITF USA F23 Qual | 2018/08/12 14:00 | Alexander Lebedev v Hillel Rousseau | 6-4,6-4 |