| 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 |
| ITF M25 Loule | 2023/03/01 12:05 | Taketo Takamisawa v Yshai Oliel | 1-6,1-6 |
| ITF M25 Loule | 2023/02/28 10:30 | Alexander Wolfschmidt v Taketo Takamisawa | 4-6,1-6 |
| ITF M25 Loule | 2023/02/27 13:30 | Sil Hollemans v Taketo Takamisawa | 2-6,2-6 |
| ITF M25 Loule | 2023/02/26 12:00 | Moritz Schroeter v Taketo Takamisawa | 4-6,2-6 |
| ITF M25 Faro | 2023/02/20 11:35 | Taketo Takamisawa v Diego F Flores | 5-7,3-6 |
| 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 |
| ITF M25 Santo Domingo | 2023/02/13 17:30 | Graham Maassen v Tanguy Genier | 6-3,6-0 |
| ITF M25 Santo Domingo | 2023/02/12 19:00 | Satyajit Simhadri v Graham Maassen | 1-6,3-6 |
| UTR Pro Pozos | 2023/01/21 15:00 | Christian Heaney-Secord v Graham Maassen | 3-6,6-7 |
| UTR Pro Pozos | 2023/01/19 21:01 | Graham Maassen v Manuel S Montemayor | 2-6,3-5 |
| UTR Pro Pozos | 2023/01/18 20:26 | Graham Maassen v Marshall Tutu | 7-6,3-6,5-7 |