Stadium: Court 5 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Tulsa | 2021/06/17 13:55 | Gonzalo Villanueva v Gage Brymer | 4-6,3-6 |
| ITF M25 Tulsa | 2021/06/16 14:00 | Kiranpal Pannu v Gage Brymer | 6-4,5-7,1-6 |
| ITF M25 Tulsa | 2021/06/15 14:00 | Gage Brymer v Nicolas Barrientos | 5-7,5-7 |
| ITF M25 Tulsa | 2021/06/14 15:00 | Gage Brymer v Tom Hands | 6-1,6-4 |
| ITF M25 Wichita | 2021/06/10 19:20 | Gage Brymer v Zachary Svajda | 1-6,0-6 |
| ITF M25 Wichita | 2021/06/09 17:45 | Gage Brymer v Benjamin Sigouin | 7-5,4-6,6-1 |
| Challenger Little Rock | 2021/05/31 15:00 | Gage Brymer v Dayne Kelly | 2-6,1-6 |
| Challenger Little Rock | 2021/05/30 17:05 | Sekou Bangoura v Gage Brymer | 6-4,1-6,5-7 |
| ITF M25 Tulsa | 2021/06/17 14:00 | Sam Riffice v Jason Kubler | 6-1,6-4 |
| ITF M25 Tulsa | 2021/06/16 14:00 | Nathan Ponwith v Sam Riffice | 5-7,4-6 |
| Challenger Orlando | 2021/06/12 17:45 | Sam Riffice v Christopher Eubanks | 3-6,6-7 |
| Challenger Orlando | 2021/06/11 17:20 | Ulises Blanch v Sam Riffice | 1-6,5-7 |
| Challenger Orlando | 2021/06/09 14:00 | Roberto Cid Subervi v Sam Riffice | 2-6,2-6 |
| Challenger Orlando | 2021/06/07 15:55 | Sam Riffice v Paolo Lorenzi | 6-2,6-4 |
| ITF M15 Fayetteville | 2020/11/03 20:50 | Sam Riffice v Roberto Quiroz | 2-6,6-7 |
| UTR Pro Tennis Series Florida | 2020/07/30 12:00 | Cleeve Harper v Sam Riffice | 2-6,4-6 |