| Plava Laguna Croatia Open Umag | Jul 22, 2024 | 3-6, 6-3, 6-2 | First Round | Matej Dodig | Enzo Couacaud |
| US Open | Aug 28, 2023 | 5-7, 6-3, 6-2, 3-6, 6-4 | First Round | Jiri Vesely | Enzo Couacaud |
| Wimbledon | Jul 3, 2023 | 7-5, 6-3, 7-6 (7-4) | First Round | J.J. Wolf | Enzo Couacaud |
| Australian Open | Jan 17, 2023 | 6-4, 7-5, 6-0 | First Round | Enzo Couacaud | Hugo Dellien |
| US Open | Aug 30, 2022 | 6-2, 7-6 (7-5), 3-6, 4-6, 7-5 | First Round | Borna Coric | Enzo Couacaud |
| Wimbledon | Jun 27, 2022 | 6-7 (6-8), 7-6 (7-3), 4-6, 6-3, 7-5 | First Round | John Isner | Enzo Couacaud |
| Suisse Open Gstaad | Jul 19, 2021 | 4-6, 6-3, 6-3 | First Round | Mikael Ymer | Enzo Couacaud |
| Roland Garros | Jun 2, 2021 | 2-6, 6-3, 6-4, 6-4 | Second Round | Pablo Carreno Busta | Enzo Couacaud |
| Roland Garros | May 30, 2021 | 7-6 (7-3), 6-4, 6-3 | First Round | Enzo Couacaud | Egor Gerasimov |
| Open Sud de France | Feb 4, 2020 | 6-4, 6-4 | First Round | Filip Krajinovic | Enzo Couacaud |
