Stadium: Court 16 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Heraklion | 2023/10/23 07:30 | Eero Vasa v Graham Maassen | 4-6,6-3,7-10 |
| ITF - M15 Heraklion | 2023/10/16 06:30 | Graham Maassen v Ki Lung NG | 2-6,4-6 |
| ITF - M15 Heraklion | 2023/10/15 07:00 | Stefan Cizelj-Zivkovic v Graham Maassen | 3-6,3-6 |
| ITF M15 Lakewood | 2023/07/03 17:00 | Dominique Rolland v Graham Maassen | 6-4,6-2 |
| ITF M15 - South Bend | 2023/06/19 14:00 | Muzammil Murtaza v Graham Maassen | 7-6,7-5 |
| ITF - M15 Tabasco | 2023/05/23 19:30 | Christopher Bulus v Graham Maassen | 6-0,6-2 |
| ITF - M15 Tabasco | 2023/05/22 16:00 | Alexey Shtengelov v Graham Maassen | 3-6,3-6 |
| ITF - M15 Tabasco | 2023/05/21 19:00 | Ricardo Reyna v Graham Maassen | 2-6,6-3,6-10 |
| ITF - M15 Heraklion | 2023/10/23 09:00 | Alessandro Spadola v Aaron Gil Garcia | 3-6,7-6,14-12 |
| ITF - M15 Heraklion | 2023/10/22 06:00 | Christos Glavas v Alessandro Spadola | 2-6,1-6 |
| ITF - M15 Monastir | 2023/08/09 08:00 | Lorenzo Carboni v Alessandro Spadola | 6-2,6-1 |
| ITF - M15 Monastir | 2023/08/07 12:00 | Alessandro Spadola v Nikita Ianin | 6-0,5-7,10-2 |
| ITF - M15 Monastir | 2023/07/31 08:00 | Alessandro Spadola v Oscar Lacides | 2-6,3-6 |
| ITF - M25 Biella | 2023/07/03 11:00 | Giacomo Crisostomo v Alessandro Spadola | 4-6,6-3,10-5 |
| ITF - M25 Biella | 2023/07/03 07:00 | Alessandro Spadola v Richard Biagiotti | 7-6,6-3 |
| ITF - M15 Boekarest | 2023/05/24 10:45 | Alessandro Spadola v Pedro Iamachkine | 4-6,2-6 |