Stadium: Court 3 Round: 26 Ground: Clay
| 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 |
| ATP Murray River Open - MD | 2021/02/05 08:15 | Melo/Tecau v Monroe/Tiafoe | 7-6,6-2 |
| ATP Murray River Open - MD | 2021/02/02 09:50 | Kyrgios/Reid v Monroe/Tiafoe | 5-7,4-6 |
| ATP Delray Beach - MD | 2021/01/10 22:05 | Monroe/Tiafoe v McDonald/Paul | 3-6,1-6 |
| ATP Delray Beach - MD | 2021/01/07 16:00 | Bambridge/Inglot v Monroe/Tiafoe | 6-3,3-6,4-10 |