Stadium: Court 11 Round: 25 Ground: Hardcourt outdoor
| ATP Toronto MD | 2021/08/12 15:00 | Golubev/Mies v Ram/Salisbury | 3-6,2-6 |
| ATP Toronto MD | 2021/08/11 17:55 | Cilic/Struff v Golubev/Mies | 4-6,7-5,11-13 |
| 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 |
| Australian Open MD | 2021/02/11 04:25 | Granollers/Zeballos v Monroe/Tiafoe | 5-7,4-6 |