Stadium: Court 14 Round: 26 Ground: Clay
| French Open MD | 2023/06/01 11:45 | Glasspool/Heliovaara v Ivashka/Popyrin | 7-6,7-5 |
| French Open MD | 2023/05/30 15:10 | Glasspool/Heliovaara v Erler/Miedler | 7-6,4-6,6-3 |
| Challenger Bordeaux MD | 2023/05/20 11:15 | Glasspool/Heliovaara v Doumbia/Reboul | 6-4,6-2 |
| Challenger Bordeaux MD | 2023/05/19 10:15 | Glasspool/Heliovaara v Herbert/Mahut | 7-5,6-3 |
| Challenger Bordeaux MD | 2023/05/18 09:00 | Glasspool/Heliovaara v Chardy/Olivetti | 7-5,6-4 |
| Challenger Bordeaux MD | 2023/05/17 10:55 | Glasspool/Heliovaara v Frantzen/Jebens | 6-3,5-7,10-2 |
| ATP Rome MD | 2023/05/14 18:00 | Glasspool/Heliovaara v McDonald/Tiafoe | 6-4,2-6,9-11 |
| ATP Rome MD | 2023/05/13 15:45 | Glasspool/Heliovaara v Lammons/Peers | 7-6,2-6,10-6 |
| French Open MD | 2023/06/02 11:35 | Eysseric/Mayot v Middelkoop/Mies | 5-7,3-6 |
| French Open MD | 2023/06/01 13:10 | Bublik/Fucsovics v Middelkoop/Mies | 3-6,1-6 |
| ATP Rome MD | 2023/05/14 16:20 | Koolhof/Skupski v Middelkoop/Mies | 6-7,6-3,10-4 |
| Challenger Aix en Provence MD | 2023/05/03 16:05 | Galloway/Reyes-Varela v Middelkoop/Mies | 6-4,6-3 |
| ATP Madrid MD | 2023/04/30 16:55 | Bolelli/Martin v Middelkoop/Mies | 6-2,6-7,16-14 |
| ATP Madrid MD | 2023/04/29 17:20 | Middelkoop/Mies v Gonzalez/Molteni | 6-3,7-5 |
| ATP Barcelona MD | 2023/04/18 17:50 | Middelkoop/Mies v Mahut/Tsitsipas | 6-7,4-6 |
| ATP Marseille MD | 2022/02/18 12:00 | Middelkoop/Mies v Klaasen/Mclachlan | 7-5,3-6,4-10 |