Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF Japan F2 | 2018/03/13 00:30 | Issei Okamura v Kawakami, Rimpei | 6-2,6-4 |
| ITF - M15 Nishi-Tokyo | 2019/03/12 02:35 | Kawakami, Rimpei v Daisuke Sumizawa | 6-2,6-1 |
| ITF - M15 Nishi-Tokyo | 2019/03/11 03:30 | Kawakami, Rimpei v Tsung-Hao Huang | 6-3,6-1 |
| ITF - M25 Mildura | 2019/03/04 23:00 | Kawakami, Rimpei v Alexander Klintcharov | 6-2,5-7,5-10 |
| ITF - M25 Mildura | 2019/03/03 23:00 | Kawakami, Rimpei v Nkomba, Benard Bruno | 6-2,6-3 |
| Albury, Simples M-ITF-AUS-01A | 2019/02/25 23:30 | Kawakami, Rimpei v Sookton-Eng, Chanchai | 3-6,6-4,10-12 |
| Albury, Simples M-ITF-AUS-01A | 2019/02/24 23:30 | Kawakami, Rimpei v Tomislav E Papac | 4-6,6-4,10-7 |
| ITF Egypt F28 | 2018/11/23 08:00 | Moundir, Adam v Kawakami, Rimpei | 6-3,7-6 |
| ITF Egypt F28 | 2018/11/22 09:05 | Kawakami, Rimpei v Alexander Weis | 6-0,6-2 |
| ITF - M15 Nishi-Tokyo | 2019/03/12 01:00 | Issei Okamura v Hikaru Shiraishi | 6-2,6-3 |
| ITF - M15 Nishi-Tokyo | 2019/03/11 02:00 | Issei Okamura v Tan, Li-Wie | 6-4,6-0 |
| ITF - M25 Mildura | 2019/03/07 02:00 | Issei Okamura v Sekiguchi, Shuichi | 3-6,6-3,2-6 |
| ITF - M25 Mildura | 2019/03/05 23:00 | Issei Okamura v Addison, Aaron | 7-5,6-2 |
| Albury, Simples M-ITF-AUS-01A | 2019/02/27 23:30 | Issei Okamura v Crnokrak, Alexander | 3-6,2-6 |
| Albury, Simples M-ITF-AUS-01A | 2019/02/27 02:15 | Colin Sinclair v Issei Okamura | 6-7,6-2,4-6 |
| Albury, Simples M-ITF-AUS-01A | 2019/02/25 23:30 | Issei Okamura v Calum Puttergill | 6-3,3-6,10-6 |
| Albury, Simples M-ITF-AUS-01A | 2019/02/24 23:30 | Issei Okamura v Bosnjak, Mislav | 6-2,7-6 |