Stadium: Court 7 Round: 26 Ground: Hardcourt outdoor
| ATP Cincinnati - MD | 2021/08/16 19:20 | Golubev/Mies v Monroe/Tiafoe | 6-7,5-7 |
| French Open - MD | 2021/06/03 09:00 | Bopanna/Skugor v Monroe/Tiafoe | 6-4,7-5 |
| French Open - MD | 2021/06/01 15:45 | Monroe/Tiafoe v Kubot/Melo | 6-3,6-4 |
| ATP Estoril - MD | 2021/04/29 10:30 | Monroe/Tiafoe v Klaasen/Mclachlan | 3-6,7-6,6-10 |
| ATP Estoril - MD | 2021/04/27 11:40 | Silva/Sousa v Monroe/Tiafoe | 4-6,2-6 |
| ATP Miami - MD | 2021/03/27 17:50 | Monroe/Tiafoe v Evans/Skupski | 6-7,2-6 |
| Australian Open - MD | 2021/02/14 04:20 | Monroe/Tiafoe v Daniell/Oswald | 3-6,5-7 |
| Australian Open - MD | 2021/02/13 05:15 | Monroe/Tiafoe v Pospisil/Shapovalov | 2-6,7-6,6-2 |
| ATP Toronto - MD | 2021/08/15 17:30 | Mektic/Pavic v Ram/Salisbury | 3-6,6-4,3-10 |
| ATP Toronto - MD | 2021/08/14 22:00 | Ram/Salisbury v Gille/Vliegen | 6-3,7-5 |
| ATP Toronto - MD | 2021/08/13 19:30 | Bopanna/Dodig v Ram/Salisbury | 6-4,3-6,4-10 |
| ATP Toronto - MD | 2021/08/12 15:00 | Golubev/Mies v Ram/Salisbury | 3-6,2-6 |
| Wimbledon - MD | 2021/07/08 12:00 | Mektic/Pavic v Ram/Salisbury | 7-6,6-3,6-7,7-6 |
| Wimbledon - MD | 2021/07/07 12:00 | Cabal/Farah v Ram/Salisbury | 3-6,4-6,6-7 |
| Wimbledon - MD | 2021/07/05 11:10 | Behar/Escobar v Ram/Salisbury | 3-6,3-6,6-7 |
| Wimbledon - MD | 2021/07/03 13:00 | Fucsovics/Travaglia v Ram/Salisbury | 3-6,4-6 |