Ground: Hardcourt indoor
| UTR Pro Bloomington | 2025/01/20 19:40 | Oliver Okonkwo v Karan Raghavendra | 6-4,4-6,6-4 |
| UTR Pro Bloomington | 2025/01/20 15:00 | Sam Scherer v Oliver Okonkwo | 6-1,1-6,3-6 |
| Challenger Manzanillo | 2024/11/25 17:00 | Noah Schachter v Oliver Okonkwo | 6-3,6-3 |
| Challenger Manzanillo | 2024/11/24 16:00 | Jose Hernandez Saracho v Oliver Okonkwo | 1-6,4-6 |
| Challenger Champaign | 2024/11/11 20:40 | Oliver Okonkwo v Ezekiel Clark | 6-2,5-7,3-6 |
| Challenger Champaign | 2024/11/11 01:15 | Trevor Svajda v Oliver Okonkwo | 4-6,5-7 |
| ITF M25 Harlingen | 2024/10/16 16:55 | Stefan Dostanic v Oliver Okonkwo | 6-2,6-2 |
| ITF M25 Zlatibor | 2024/09/25 07:30 | Svyatoslav Gulin v Oliver Okonkwo | 6-4,6-1 |
| UTR Pro Bloomington | 2025/01/20 15:00 | Karan Raghavendra v Jip Van Assendelft | 6-1,6-3 |
| ITF M25 The Hague | 2024/07/07 08:00 | Timo De Visser v Jip Van Assendelft | 6-0,6-2 |
| ITF M15 Amstelveen | 2024/07/03 14:25 | Jip Van Assendelft v Younes Lalami Laaroussi | 6-4,4-6,3-6 |
| ITF M15 Amstelveen | 2024/07/01 10:35 | Younes Lalami Laaroussi v Jip Van Assendelft | 7-6,5-7,9-11 |
| ITF M15 Amstelveen | 2024/06/30 09:00 | Freek Van Donselaar v Jip Van Assendelft | 2-6,6-4,6-10 |
| ITF M25 Brussels | 2024/06/24 15:15 | Jip Van Assendelft v Liam Branger | 1-6,4-6 |
| ITF M25 Brussels | 2024/06/24 08:55 | Jip Van Assendelft v Leonardo Mileikowsky | 6-3,4-6,10-7 |
| ITF M15 San Diego | 2024/05/27 16:00 | Spencer Johnson v Jip Van Assendelft | 7-6,6-3 |