Stadium: Court 4 Round: 26 Ground: Hardcourt outdoor
| ITF - M15 Monastir | 2021/09/08 14:00 | Yitbarek, Simon v Marc Ros Mesas | 6-2,7-6 |
| ITF - M15 Monastir | 2021/09/01 12:40 | Yitbarek, Simon v Max Alcala Gurri | 6-7,1-6 |
| ITF M15 Vejle | 2021/07/30 11:30 | Jonathan Mridha v Yitbarek, Simon | 6-1,6-3 |
| ITF M15 Vejle | 2021/07/27 15:50 | Yitbarek, Simon v George Loffhagen | 6-3,6-2 |
| UTR Pro Tennis Series Copenhagen | 2021/06/19 08:30 | Hannestad, Benjamin v Yitbarek, Simon | 6-4,6-3 |
| UTR Pro Tennis Series Copenhagen | 2021/06/18 09:30 | Lescure, Mick v Yitbarek, Simon | 4-6,5-7 |
| UTR Pro Tennis Series Copenhagen | 2021/06/17 11:00 | Norfeldt, David v Yitbarek, Simon | 2-5 |
| UTR Pro Tennis Series Copenhagen | 2021/06/16 11:00 | Pierre, Hugo v Yitbarek, Simon | 6-3,1-6,7-5 |
| ITF - M15 Monastir | 2021/09/08 14:00 | Giorgio Ricca v Brymer, Gage | 4-6,3-6 |
| ITF - M15 Monastir | 2021/09/02 08:00 | Brymer, Gage v Seelig, Kyle | 4-6,0-6 |
| ITF - M15 Monastir | 2021/09/01 09:30 | Brymer, Gage v Marat Sharipov | 6-2,6-3 |
| ITF - M15 Monastir | 2021/08/27 07:30 | Martniez, Mateo Nicolas v Brymer, Gage | 7-6,6-4 |
| ITF - M15 Monastir | 2021/08/26 07:30 | Yuki Mochizuki v Brymer, Gage | 3-6,6-1,0-6 |
| ITF - M15 Monastir | 2021/08/24 08:30 | Tashbulatov, Dostanbek v Brymer, Gage | 2-6,2-6 |
| ITF - M15 Monastir | 2021/08/21 08:00 | Brymer, Gage v Duarte Vale | 6-7,2-6 |
| ITF - M15 Monastir | 2021/08/19 07:30 | Brymer, Gage v Naoki Tajima | 6-3,6-3 |