| UTR Pro Cardiff | 12/09 08:00 | - | Jip Van Assendelft v Robert Beznea | 3-6,1-6 | |
| UTR Pro Cardiff | 12/07 09:30 | - | Jip Van Assendelft v Charlie Miller | 4-6,6-7 | |
| UTR Pro Cardiff | 12/06 08:00 | - | Jip Van Assendelft v 라오렌트, 야나이스 | 4-6,2-6 | |
| UTR Pro Cardiff | 12/05 11:00 | - | Jip Van Assendelft v Rae, Kyle Alastair Rae | 6-2,2-6,1-6 | |
| UTR Pro Cardiff | 12/04 08:00 | - | Jip Van Assendelft v 무레, 에완 | 6-7,3-6 | |
| ITF M15 Norman | 10/25 21:20 | 25 | Jip Van Assendelft v Luis Carlos Alvarez Valdes | 2-6,5-7 | |
| ITF M15 Norman | 10/24 15:00 | 54 | Jip Van Assendelft v Valiev, Ilgiz | 6-4,6-2 | |
| ITF M15 Norman | 10/23 15:00 | 54 | Jip Van Assendelft v Gus Tettamble | 6-1,6-3 | |
| ITF M15 Eindhoven | 08/03 09:00 | 27 | Jip Van Assendelft v Stijn Paardekooper | 1-6,3-6 | |
| ITF M15 Eindhoven | 08/02 15:40 | 26 | 푸엘, 마티아스 v Jip Van Assendelft | 4-6,3-6 | |
| ITF M15 Eindhoven | 08/01 16:30 | 25 | Jack Loge v Jip Van Assendelft | 6-4,4-6,1-6 | |
| ITF M15 Eindhoven | 07/31 10:30 | 54 | Jip Van Assendelft v Alen Moritz Hodzic | 6-2,6-3 | |
| ITF M15 Eindhoven | 07/30 07:00 | 54 | Ethan Cook v Jip Van Assendelft | 6-4,3-6,4-10 | |
| ITF M25 The Hague | 07/02 08:00 | 54 | Jip Van Assendelft v 마레로 쿠르벨로, 이반 | Retired | |
| ITF M25 Arlon | 06/27 09:30 | 54 | Charlelie Cosnet v Jip Van Assendelft | 7-6,6-3 | |
| ITF M25 Arlon | 06/26 14:55 | 54 | Alex Degabriele v Jip Van Assendelft | 3-6,4-6 | |
| UTR Pro Hilversum | 06/11 07:30 | - | Twan Van Zijl v Jip Van Assendelft | 4-6,4-5 | |
| UTR Pro Hilversum | 06/10 06:00 | - | Mats Bredschneijder v Jip Van Assendelft | 6-4,0-6,1-6 | |
| UTR Pro Hilversum | 06/08 11:05 | - | Jip Van Assendelft v 스투르만, 롤란드 | 2-6,6-7 | |
| UTR Pro Hilversum | 06/07 08:13 | - | Jip Van Assendelft v 히달고, 가브리엘 알레한드로 | 2-6,3-6 | |
| UTR Pro Hilversum | 06/06 09:18 | - | Jip Van Assendelft v 반 발, 알로이스 요하네스 윌렘 | 7-5,6-0 | |
| UTR Pro Hilversum | 06/05 06:00 | - | Jip Van Assendelft v Mika Berghaus | 6-3,6-3 | |
| ITF M25 Norman | 10/24 06:00 | 54 | Hank Trondson v Jip Van Assendelft | 6-4,6-4 | |
| ITF M25 Den Haag | 06/29 10:00 | 25 | Jip Van Assendelft v 헤이만, 크리스토펠 | 7-6,2-6,1-6 | |
| ITF M25 Den Haag | 06/27 10:30 | - | Sollie, Thorsten v Jip Van Assendelft | 3-6,3-6 | |
| ITF M25 Den Haag | 06/26 10:00 | 54 | 반 누넨, 맥스 v Jip Van Assendelft | 4-6,3-6 | |
| ITF M25 Alkmaar | 06/20 10:00 | 54 | 키아리, 로렌초 v Jip Van Assendelft | 6-0,1-6,10-8 | |
| ITF M25 Alkmaar | 06/19 11:30 | 54 | 파나고울로포울로스, 고세 v Jip Van Assendelft | 6-4,4-6,7-10 | |
| ITF M15 Heraklion | 05/31 07:00 | 62 | 보드머, 아드리안 v Jip Van Assendelft | 6-4,6-0 | |
| ITF M15 Heraklion | 05/30 08:00 | 62 | Jip Van Assendelft v Evans, Tom | 2-6,6-3,10-8 |