Stadium: Court 4 Round: 27 Ground: Clay
| 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 |
| Wimbledon MD | 2019/07/06 11:25 | Marach/Melzer v Jebavy/Oswald | 5-7,4-6,7-5,6-7 |
| ATP Antalya MD | 2019/06/27 13:55 | Erlich/Sitak v Jebavy/Oswald | 6-4,6-4 |
| ATP Antalya MD | 2019/06/26 14:15 | Jebavy/Oswald v Paes/Paire | 7-6,6-4 |
| ATP Antalya MD | 2019/06/25 14:50 | Jebavy/Oswald v Agabigun/Erel | 6-2,6-1 |
| 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 |
| ATP Sofia MD | 2020/11/09 14:35 | O'Mara/Skupski v Donski/Mladenov | 6-3,6-4 |
| ATP Stockholm MD | 2019/10/16 10:00 | Pavic/Soares v O'Mara/Skupski | 6-4,7-6 |
| Challenger Mouilleron le Captif MD | 2019/10/13 11:00 | Arends/Pel v O'Mara/Skupski | 1-6,4-6 |