Stadium: Court 6N Round: 54 Ground: Hardcourt outdoor
| ITF M25 Champaign | 2021/09/13 17:00 | Perry Gregg v Parth Aggarwal | 6-2,5-7,10-2 |
| ITF M15 Monastir | 2021/08/01 09:00 | Joshua Sheehy v Perry Gregg | 6-4,7-5 |
| ITF M15 Monastir | 2021/07/25 12:00 | Ethan Terblanche v Perry Gregg | 1-6,2-6 |
| ITF M15 Monastir | 2021/07/20 08:30 | Santiago Rodriguez Taverna v Perry Gregg | 6-4,1-6,6-3 |
| ITF M15 Monastir | 2021/07/14 12:50 | Perry Gregg v Jake Van Emburgh | 7-6,6-7,4-6 |
| ITF M15 Monastir | 2021/07/12 14:30 | Alexandros Skorilas v Perry Gregg | 0-6,3-6 |
| ITF M15 Monastir | 2021/07/12 09:00 | Valentino De Pellegrin v Perry Gregg | 1-6,6-3,10-12 |
| ITF M15 Monastir | 2021/07/11 10:00 | Victor Krustev v Perry Gregg | 0-6,6-7 |
| UTR Pro Tennis Series Barcelona | 2021/08/08 08:30 | Olexiy Kolisnyk v Osgar O'Hoisin | 7-6,3-6,5-2 |
| UTR Pro Tennis Series Barcelona | 2021/08/07 11:00 | Osgar O'Hoisin v Francois Musitelli | 2-0 |
| UTR Pro Tennis Series Barcelona | 2021/08/06 10:00 | Osgar O'Hoisin v Nicolas Bianchi | 4-6,6-0,6-4 |
| UTR Pro Tennis Series Barcelona | 2021/08/04 08:30 | Osgar O'Hoisin v Kuzey Cekirge | 3-6,6-7 |
| UTR Pro Tennis Series Barcelona | 2021/08/03 07:00 | Osgar O'Hoisin v Xavier Gabarro | 6-3,6-2 |
| UTR Pro Tennis Series Barcelona | 2021/08/02 11:30 | Pol Fernandez v Osgar O'Hoisin | 6-7,7-6,1-6 |
| ITF M15 Castelo Branco | 2021/07/26 11:00 | Sahar Simon v Osgar O'Hoisin | 4-6,6-4,10-6 |
| ITF M15 Castelo Branco | 2021/07/25 08:00 | Osgar O'Hoisin v Ivan Zaytsev | 7-5,6-0 |