Stadium: Court 4 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2024/02/07 11:05 | Amr Asrawy v Oliver Ojakaar | 6-7,3-6 |
| ITF M15 Sharm El Sheikh | 2024/02/01 08:00 | Luca Giacomini v Oliver Ojakaar | 7-6,6-3 |
| ITF M15 Sharm El Sheikh | 2024/01/31 08:00 | Oliver Ojakaar v Saveliy Ivanov | 6-7,7-6,7-6 |
| ITF M15 Manacor | 2024/01/16 17:05 | Milos Karol v Oliver Ojakaar | 6-3,6-4 |
| ITF M15 Manacor | 2024/01/11 19:55 | Pol Martin Tiffon v Oliver Ojakaar | 6-4,6-1 |
| ITF M15 Manacor | 2024/01/10 13:55 | Stefan Peter Hampe v Oliver Ojakaar | 6-7,4-6 |
| ITF M15 Heraklion | 2023/10/21 07:00 | Jakub Nicod v Oliver Ojakaar | 6-4,4-6,6-4 |
| ITF M15 Heraklion | 2023/10/20 07:00 | Oleg Prihodko v Oliver Ojakaar | 1-6,7-5,2-6 |
| 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 |
| ITF M15 Manacor | 2024/01/17 11:30 | Ron Ellouck v Kristjan Tamm | 6-4,6-4 |
| ITF M15 Manacor | 2024/01/10 14:00 | Adrian Oetzbach v Kristjan Tamm | 7-5,6-2 |
| ITF M15 Casablanca | 2023/06/27 17:05 | Kristjan Tamm v Manas Manoj Dhamne | 6-3,6-4 |
| ITF M15 Kursumlijska Banja | 2023/06/01 09:00 | Luka Pavlovic v Kristjan Tamm | 7-6,6-4 |
| ITF M15 Kursumlijska Banja | 2023/05/31 12:35 | Boris Butulija v Kristjan Tamm | 4-6,1-6 |