Stadium: Court 4 Round: 27 Ground: Clay
| Challenger Marbella MD | 2022/03/30 12:45 | Jebavy/Oswald v Milojevic/Ymer | 6-4,6-2 |
| Challenger Roseto MD | 2022/03/16 11:00 | Nedunchezhiyan/Ramanathan v Jebavy/Oswald | 6-4,6-7,10-4 |
| Challenger Roseto MD | 2022/03/12 11:00 | Nys/Zielinski v Jebavy/Oswald | 7-6,4-6,10-3 |
| Challenger Roseto MD | 2022/03/11 13:20 | Sabanov/Sabanov v Jebavy/Oswald | 3-6,7-5,6-10 |
| Challenger Roseto MD | 2022/03/10 13:10 | Del Federico/Ricca v Jebavy/Oswald | 2-6,3-6 |
| Challenger Roseto MD | 2022/03/09 10:00 | Domingues/Giannessi v Jebavy/Oswald | 0-6,6-3,2-10 |
| ATP St Petersburg MD | 2019/09/18 10:00 | Berrettini/Bolelli v Jebavy/Oswald | 6-2,6-2 |
| Wimbledon MD | 2019/07/08 14:30 | Jebavy/Oswald v Cabal/Farah | 6-7,6-7,5-7 |
| Challenger Marbella MD | 2022/03/30 10:50 | O'Mara/Skupski v Taberner/Zapata Miralles | 7-5,6-3 |
| Challenger Lille MD | 2022/03/25 15:30 | O'Mara/Skupski v Eysseric/Halys | 6-4,6-7,8-10 |
| Challenger Lille MD | 2022/03/24 11:00 | O'Mara/Skupski v Hassan/Jebens | 2-6,6-3,10-8 |
| ATP Sofia MD | 2021/10/03 11:00 | O'Mara/Skupski v Marach/Oswald | 6-3,6-4 |
| ATP Sofia MD | 2021/10/02 09:00 | Jebavy/Middelkoop v O'Mara/Skupski | 3-6,1-6 |
| ATP Sofia MD | 2021/10/01 09:00 | Saville/Smith v O'Mara/Skupski | 3-6,6-2,8-10 |
| ATP Sofia MD | 2021/09/30 13:20 | Donski/Kuzmanov v O'Mara/Skupski | 6-2,5-7,7-10 |
| ATP Sofia MD | 2020/11/11 15:35 | Melzer/Roger-Vasselin v O'Mara/Skupski | 6-4,6-2 |