Stadium: Court 7 Round: 26 Ground: Hardcourt outdoor
| ITF - M25 Tulsa | 2021/06/16 16:30 | Adrian Andreev v Gonzalo Villanueva | 6-2,3-6,4-6 |
| Challenger - Orlando | 2021/06/06 16:10 | Adrian Andreev v Gonzalo Villanueva | 3-6,6-3,7-6 |
| Challenger - Little Rock | 2021/05/30 20:10 | Zachary Svajda v Gonzalo Villanueva | 6-0,5-7,6-2 |
| Challenger Salinas 2 | 2021/04/29 15:00 | Gonzalo Villanueva v JC Aragone | 2-6,2-6 |
| Challenger Salinas 2 | 2021/04/28 16:30 | Gonzalo Villanueva v Hernan Casanova | 7-5,6-0 |
| Challenger Salinas 2 | 2021/04/27 14:30 | Gonzalo Villanueva v David Poljak | 5-7,7-6,7-6 |
| Challenger - Salinas | 2021/04/19 14:30 | Gonzalo Villanueva v Nicolas Mejia | 3-6,0-6 |
| Challenger - Salinas | 2021/04/18 15:00 | Gonzalo Villanueva v Felix Corwin | 6-7,6-4,7-5 |
| 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 |
| UTR Pro Tennis Series - California | 2021/05/22 18:00 | Ryan Seggerman v Gage Brymer | 6-4,6-7,7-6 |