Stadium: Court 9 Round: 26 Ground: Clay
| UTR Pro Tennis Series Blaricum | 2022/05/07 07:30 | Guy Den Heijer v Ivan Marrero Curbelo | 7-5,5-3 |
| ITF M25 The Hague | 2023/07/06 09:00 | Fons Van Sambeek v Guy Den Heijer | 4-6,6-1,2-6 |
| ITF M15 Alkmaar | 2023/06/25 10:00 | Guy Den Heijer v Stijn Paardekooper | 4-6,6-4,12-14 |
| ITF M15 Saarlouis | 2023/06/22 11:30 | Lodewijk Weststrate v Guy Den Heijer | 7-6,6-4 |
| ITF M15 Saarlouis | 2023/06/21 13:20 | David Fix v Guy Den Heijer | 6-4,6-7,2-6 |
| ITF M15 Saarlouis | 2023/06/19 09:30 | Max Wiskandt v Guy Den Heijer | 4-6,2-6 |
| ITF M15 Saarlouis | 2023/06/18 09:00 | Gian Luca Tanner v Guy Den Heijer | 6-3,2-6,8-10 |
| UTR Pro Hilversum | 2023/06/06 06:00 | Guy Den Heijer v Victor Sklenka | 7-6,4-6,5-3 |
| UTR Pro Hilversum | 2023/06/05 07:30 | Guy Den Heijer v Ivan Sergeyev | 0-6,2-6 |
| ITF M25 The Hague | 2023/07/06 11:00 | Ivan Marrero Curbelo v Peter Fajta | 6-3,6-3 |
| ITF M25 The Hague | 2023/07/03 11:45 | Aloys J W Van Baal v Ivan Marrero Curbelo | 4-6,2-6 |
| ITF M25 Martos | 2023/06/14 17:20 | Daniel Merida Aguilar v Ivan Marrero Curbelo | 7-5,6-4 |
| ITF M25 Martos | 2023/06/13 09:00 | Ivan Marrero Curbelo v Matt Ponchet | 7-6,6-3 |
| ITF M25 Martos | 2023/06/12 13:30 | Ivan Marrero Curbelo v Artem Alekseychuk | 6-4,6-1 |
| ITF M25 Manacor | 2023/01/09 13:00 | Ivan Marrero Curbelo v Asier Civera Martinez | 1-6,2-6 |
| ITF M25 Manacor | 2023/01/08 14:00 | Ivan Marrero Curbelo v Axel Herberg Amoros | 6-1,6-0 |
| Challenger Maspalomas | 2022/11/27 13:40 | Giovanni Fonio v Ivan Marrero Curbelo | 6-1,6-2 |