| ITF M25 Sintra | 2021/09/15 15:20 | Jip Van Assendelft v Rio Noguchi | 6-4,0-6,1-6 |
| ITF M25 Sintra | 2021/09/14 09:55 | Jip Van Assendelft v Mirko Lagasio | 7-6,6-0 |
| ITF M25 Sintra | 2021/09/13 16:30 | Henrik Heise Korsgaard v Jip Van Assendelft | 6-3,4-6,5-10 |
| ITF M25 Eupen | 2021/09/07 07:30 | Juan Ignacio Galarza v Jip Van Assendelft | 4-6,6-2,10-3 |
| ITF M25 Eupen | 2021/09/06 09:15 | Jip Van Assendelft v Jing L Weng | 6-4,6-1 |
| ITF M25 Eupen | 2021/09/05 12:00 | Jip Van Assendelft v Joris Hoogland | 6-2,6-1 |
| ITF M25 Alkmaar | 2021/06/20 12:00 | Jip Van Assendelft v Benjamin Dhoe | 2-6,3-6 |
| ITF M15 Antalya | 2021/05/30 07:30 | Jip Van Assendelft v Nicolas Agustin Lema | 4-6,7-6,10-12 |