Stadium: T JAMAICA # 3 Round: 25 Ground: Hardcourt outdoor
| UTR Pro Tennis Series Cancun | 2021/04/03 15:00 | Joshua Sheehy v Drew Van Orderlain | 6-2,6-4 |
| ITF M15 Kingston | 2024/05/15 18:40 | Ricardo Rodriguez-Pace v Joshua Sheehy | 6-2,4-6,7-6 |
| ITF M15 Monastir | 2024/04/20 09:00 | Joshua Sheehy v Eliakim Coulibaly | 3-6,3-6 |
| ITF M15 Monastir | 2024/04/19 08:30 | Joshua Sheehy v Kristjan Tamm | 6-3,3-6,7-6 |
| ITF M15 Monastir | 2024/04/18 08:30 | Joshua Sheehy v Abel Forger | 6-4,6-4 |
| ITF M15 Monastir | 2024/04/17 10:15 | Kris Van Wyk v Joshua Sheehy | 6-7,2-6 |
| ITF M15 Monastir | 2024/04/11 11:00 | Giles Hussey v Joshua Sheehy | 6-2,6-3 |
| ITF M15 Monastir | 2024/04/10 08:30 | Aliaksandr Liaonenka v Joshua Sheehy | 4-6,6-3,4-6 |
| ITF M15 Monastir | 2024/04/03 08:30 | Joshua Sheehy v Pablo Trochu | 3-6,7-6,6-7 |
| ITF M15 Kingston | 2024/05/14 16:35 | Dan Martin v Drew Van Orderlain | 6-4,6-3 |
| ITF M15 Villahermosa | 2024/05/07 19:00 | Noah Schachter v Drew Van Orderlain | 6-3,7-6 |
| ITF M15 Orange Park | 2024/04/30 16:30 | Drew Van Orderlain v Cooper Woestendick | 3-6,1-6 |
| ITF M15 Vero Beach | 2024/04/24 21:15 | Jaycer Lyeons v Drew Van Orderlain | 6-3,7-5 |
| ITF M15 Santiago | 2024/04/17 22:30 | Drew Van Orderlain v Nicolas Villalon | 5-7,4-6 |
| ITF M15 Heraklion | 2024/03/12 08:00 | Ron Ellouck v Drew Van Orderlain | 6-3,6-1 |
| ITF M15 Heraklion | 2024/03/11 10:30 | Matthias Uwe Kask v Drew Van Orderlain | 4-6,6-3,4-10 |
| ITF M15 Heraklion | 2024/03/09 10:10 | Drew Van Orderlain v Adrian Bodmer | 5-7,0-6 |