Stadium: Court 7 Round: 26 Ground: Hardcourt outdoor
| ITF - M15 Monastir | 2021/08/18 09:50 | Brymer, Gage v Adil Kalyanpur | 6-2,6-2 |
| ITF M25 Decatur | 2021/08/02 15:00 | Brymer, Gage v Montsi, Siphosothando | 6-2,2-6,7-10 |
| ITF M25 Champaign | 2021/07/28 17:35 | Brymer, Gage v Rio Noguchi | 6-7,2-6 |
| ATP - Los Cabos | 2021/07/18 02:40 | Brymer, Gage v Alex Rybakov | 3-6,4-6 |
| ITF M15 Champaign | 2021/06/26 15:00 | Jason Kubler v Brymer, Gage | 6-0,6-3 |
| ITF M15 Champaign | 2021/06/25 16:55 | Kenyatte, Kweisi v Brymer, Gage | 2-6,4-6 |
| ITF M15 Champaign | 2021/06/24 20:25 | Dane Sweeny v Brymer, Gage | 6-7,6-7 |
| ITF M15 Champaign | 2021/06/23 16:50 | Brymer, Gage v Sho Shimabukuro | 3-6,6-2,6-1 |
| ITF - M15 Monastir | 2021/08/17 08:30 | Naoki Tajima v Connor, Preston | 6-1,6-0 |
| ITF - M15 Monastir | 2021/08/12 14:50 | Sho Shimabukuro v Naoki Tajima | 6-1,7-6 |
| ITF - M15 Monastir | 2021/08/11 19:05 | Adas, Seif v Naoki Tajima | 2-6,3-6 |
| ITF M15 Castelo Branco | 2021/07/27 12:10 | Naoki Tajima v Breysach , Martin | 6-3,2-6,2-6 |
| ITF M25 Idanha-A-Nova | 2021/07/20 10:45 | Anton Matusevich v Naoki Tajima | 6-3,7-5 |
| ITF M25 Idanha-A-Nova | 2021/07/15 09:30 | Rodrigues, Daniel v Naoki Tajima | 6-3,7-5 |
| ITF M25 Idanha-A-Nova | 2021/07/14 09:25 | Coelho, Fabio v Naoki Tajima | 6-4,4-6,2-6 |
| ITF M15 Almada | 2021/07/07 10:30 | Naoki Tajima v Leote Prata, Martim | 3-6,2-6 |