| 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 |
| UTR Pro Pozos | 2023/01/17 18:00 | Graham Maassen v Krish Arora | 2-6,6-4,7-6 |
| UTR Pro Miki | 2023/02/11 00:30 | Ryuki Matsuda v Kento Tagashira | 6-2,6-1 |
| UTR Pro Miki | 2023/02/09 00:30 | Kento Tagashira v Yuta Kawahashi | 2-6,2-6 |
| UTR Pro Miki | 2023/02/08 04:00 | Kento Tagashira v Yuichiro Inui | 4-6,3-6 |
| UTR Pro Miki | 2023/02/07 00:30 | Kento Tagashira v Hiromasa Koyama | 6-3,7-5 |
| UTR Pro Tennis Series Miki | 2022/12/11 00:30 | Kento Tagashira v Daisuke Inagawa | 6-4,6-4 |
| UTR Pro Tennis Series Miki | 2022/12/10 00:30 | Kento Tagashira v So Ogiri | 6-0,3-6,5-4 |
| UTR Pro Tennis Series Miki | 2022/12/08 00:30 | Kento Tagashira v Koki Matsuda | 4-6,4-6 |
| UTR Pro Tennis Series Miki | 2022/12/06 00:30 | Kento Tagashira v Ying-Ze Chen | 7-6,5-3 |