| UTR Pro Miki | 2023/04/11 00:30 | Taketo Takamisawa v Graham Maassen | 6-1,6-1 |
| UTR Pro Miki | 2023/04/17 07:32 | Graham Maassen v Ying-Ze Chen | 4-6,0-6 |
| UTR Pro Miki | 2023/04/15 06:15 | Bang Shuo Yin v Graham Maassen | 6-4,3-6,7-5 |
| UTR Pro Miki | 2023/04/14 00:30 | Lemiel Kei Taira v Graham Maassen | 4-6,4-6 |
| UTR Pro Miki | 2023/04/13 06:45 | Ryotaro Matsumura v Graham Maassen | 6-0,6-2 |
| UTR Pro Miki | 2023/04/11 00:30 | Taketo Takamisawa v Graham Maassen | 6-1,6-1 |
| UTR Pro Miki | 2023/04/10 05:30 | Graham Maassen v Kento Tagashira | 6-4,3-6,2-6 |
| ITF M25 Santo Domingo Qual | 2023/02/19 17:55 | Yannik Rahman v Graham Maassen | 6-4,6-1 |
| ITF M25 Santo Domingo | 2023/02/14 13:00 | Justin Roberts v Graham Maassen | 6-1,2-6,11-9 |
| UTR Pro Miki | 2023/04/16 00:30 | Natsuki Yamamoto v Taketo Takamisawa | 4-6,4-5 |
| UTR Pro Miki | 2023/04/15 00:30 | Kosuke Shibano v Taketo Takamisawa | 6-1,1-6,5-7 |
| UTR Pro Miki | 2023/04/13 04:30 | Taketo Takamisawa v Kento Tagashira | 6-2,6-3 |
| UTR Pro Miki | 2023/04/12 00:30 | Taketo Takamisawa v Ryotaro Matsumura | 6-4,2-6,4-6 |
| UTR Pro Miki | 2023/04/11 00:30 | Taketo Takamisawa v Graham Maassen | 6-1,6-1 |
| UTR Pro Miki | 2023/04/10 01:00 | Taketo Takamisawa v Lemiel Kei Taira | 6-4,6-0 |
| ITF M25 Kashiwa | 2023/04/02 00:30 | Taketo Takamisawa v Issei Okamura | 1-6,2-6 |
| ITF M25 Tsukuba | 2023/03/27 00:30 | Toru Horie v Taketo Takamisawa | 4-6,6-3,10-4 |