Stadium: Court 7 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2022/05/12 14:00 | Boris Arias v Joshua Sheehy | 6-4,2-6,5-7 |
| ITF M15 Cancun | 2022/05/11 14:00 | Joshua Sheehy v Eugenio G Fitzmaurice | 6-4,6-3 |
| ITF M15 Vero Beach | 2022/04/26 17:00 | Joshua Sheehy v Hillel Rousseau | 7-6,4-6,8-10 |
| ITF M15 Orange Park | 2022/04/19 14:00 | Isaiah Strode v Joshua Sheehy | 6-3,7-6 |
| ITF M15 Orange Park | 2022/04/18 15:00 | Andres Urrea v Joshua Sheehy | 5-7,6-4,7-10 |
| ITF M15 Sunrise | 2022/04/13 21:30 | Joshua Sheehy v Evan Zhu | 2-6,3-6 |
| ITF M15 Sunrise | 2022/04/12 15:00 | Khololwam Montsi v Joshua Sheehy | 6-1,6-7,10-2 |
| ITF M15 Sunrise | 2022/04/11 15:00 | Shu Matsuoka v Joshua Sheehy | 3-6,1-6 |
| ITF M15 Cancun | 2022/05/12 15:50 | Rowland Phillips v Gabriel Evans | 7-5,4-6,6-3 |
| ITF M15 Cancun | 2022/05/10 15:00 | Jakub Ostajewski v Rowland Phillips | 3-6,0-6 |
| Davis Cup | 2022/03/05 13:20 | Petros Tsitsipas v Rowland Phillips | 4-6,6-4,6-4 |
| Davis Cup | 2022/03/04 14:00 | Michail Pervolarakis v Rowland Phillips | 2-6,6-4,3-6 |
| ITF M15 Santo Domingo | 2021/12/08 16:20 | Rowland Phillips v Peter Bertran | 1-6,2-6 |
| ITF M25 Santo Domingo | 2021/12/07 13:00 | Rowland Phillips v Gonzalo Achondo | 2-6,6-1,10-4 |
| ITF M15 Santo Domingo | 2021/12/02 13:30 | Rowland Phillips v Marco Brugnerotto | 2-6,6-7 |
| ITF M15 Santo Domingo | 2021/11/30 17:30 | Alfredo Perez v Rowland Phillips | 6-7,6-1,4-6 |