Stadium: Court 5 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Ithaca | 2021/10/05 13:00 | Joshua Sheehy v Sebastian Dominko | 4-6,6-7 |
| ITF M15 Cancun | 2021/09/30 14:30 | Joshua Sheehy v Reinberg, Emil | 2-6,6-4,3-6 |
| ITF M15 Cancun | 2021/09/29 17:55 | Joshua Sheehy v Joao Victor C Loureiro | 7-6,4-6,6-4 |
| ITF M15 Cancun | 2021/09/28 14:00 | Joshua Sheehy v Federico Agustin Gomez | 3-6,4-6 |
| ITF M15 Cancun | 2021/09/22 20:45 | Joshua Sheehy v Hernandez Serrano, Juan Alejandro | 3-6,2-6 |
| ITF M25 Champaign | 2021/09/14 17:00 | Emile Hudd v Joshua Sheehy | 6-4,6-2 |
| ITF - M15 Monastir | 2021/08/15 07:30 | Joshua Sheehy v Blake Ellis | 5-7,4-6 |
| ITF - M15 Monastir | 2021/08/08 09:30 | Joshua Sheehy v Coleman Wong | 3-6,5-7 |
| ITF - M25 Calabasas | 2021/10/26 17:00 | Ventre, Alessandro-Damiano v Miles Jones | 2-6,5-7 |
| ITF M15 Cancun | 2021/10/04 14:00 | Miles Jones v Federico Agustin Gomez | 6-7,6-1,9-11 |
| ITF M15 Cancun | 2021/10/03 15:30 | Alexandre, Ronaldo v Miles Jones | 1-6,1-6 |
| ITF M15 Cancun | 2021/09/24 19:30 | Miles Jones v Lopez Villasenor, Gerardo | 4-6,3-6 |
| ITF M15 Cancun | 2021/09/23 19:00 | Michael Zhu v Miles Jones | 6-2,2-6,3-6 |
| ITF M15 Cancun | 2021/09/22 21:00 | Miles Jones v Joao Victor C Loureiro | 6-3,6-0 |
| ITF M15 Cancun | 2021/09/20 14:00 | Miles Jones v Stefano Liokossis | 6-2,6-2 |
| ITF M15 Cancun | 2021/09/19 17:00 | Miles Jones v Diego Bustamante | 6-0,6-0 |