Stadium: Center Court Round: 27 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2024/04/03 08:30 | Joshua Sheehy v Pablo Trochu | 3-6,7-6,6-7 |
| ITF M15 Sharm El Sheikh | 2024/03/15 08:00 | Vadym Ursu v Joshua Sheehy | 4-6,6-1,6-2 |
| ITF M15 Sharm El Sheikh | 2024/03/14 08:00 | Lasse Poertner v Joshua Sheehy | 2-6,3-6 |
| ITF M15 Sharm El Sheikh | 2024/03/13 12:45 | Yusuf Khamis v Joshua Sheehy | 3-6,4-6 |
| Challenger Kigali | 2024/03/04 12:30 | Corentin Denolly v Joshua Sheehy | 6-1,6-4 |
| Challenger Kigali | 2024/02/27 09:45 | Nicholas David Ionel v Joshua Sheehy | 6-1,6-2 |
| Challenger Cleveland | 2024/01/29 15:00 | Matija Pecotic v Joshua Sheehy | 6-2,6-3 |
| Challenger Cleveland | 2024/01/28 15:00 | Noah Schachter v Joshua Sheehy | 2-6,2-6 |
| ITF M15 Monastir | 2024/03/26 08:00 | Kristjan Tamm v Tauheed Browning | 6-4,3-6,2-6 |
| Davis Cup | 2024/03/15 06:25 | Sina Moghimi v Kristjan Tamm | 1-6,7-5,6-4 |
| ITF M15 Sharm El Sheikh | 2024/02/22 11:00 | Illya Beloborodko v Kristjan Tamm | 6-3,4-6,4-6 |
| ITF M15 Sharm El Sheikh | 2024/02/21 13:10 | Kristjan Tamm v Milan Drinic | 7-6,6-7,6-4 |
| ITF M15 Sharm El Sheikh | 2024/02/08 09:15 | Oliver Ojakaar v Kristjan Tamm | 6-3,6-4 |
| ITF M15 Sharm El Sheikh | 2024/02/07 13:05 | Kristjan Tamm v Mark Whitehouse | 6-4,7-6 |
| ITF M15 Manacor | 2024/01/25 14:30 | Karl Friberg v Kristjan Tamm | 6-1,1-6,6-3 |
| ITF M15 Manacor | 2024/01/23 15:30 | Kristjan Tamm v Patrick Kaukovalta | 6-1,6-4 |