Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| Challenger Columbus 3 | 2019/09/17 15:50 | Gage Brymer v Benjamin Sigouin | 4-6,1-6 |
| ITF M15 Cancun | 2019/06/28 13:30 | Benjamin Sigouin v Gage Brymer | 6-2,6-3 |
| 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 |
| UTR Pro Tennis Series California | 2021/05/21 15:00 | Gage Brymer v Lucas Gomez | 6-7,6-4,0-6 |
| UTR Pro Tennis Series California | 2021/05/20 15:00 | Gage Brymer v Kalman Boyd | 2-6,2-6 |
| UTR Pro Tennis Series California | 2021/05/19 18:00 | Eric Hadigian v Gage Brymer | 3-6,3-6 |
| UTR Pro Tennis Series California | 2021/05/18 16:30 | Ishaan Ravichander v Gage Brymer | 1-6,0-6 |
| Challenger Salinas 2 | 2021/04/26 21:00 | Gage Brymer v Marek Gengel | 4-6,7-5,2-6 |
| ITF M15 East Lansing | 2019/11/20 20:40 | Jacob Dunbar v Benjamin Sigouin | 7-5,6-1 |
| Challenger Champaign | 2019/11/12 22:15 | Sebastian Korda v Benjamin Sigouin | 6-1,6-3 |
| Challenger Champaign | 2019/11/11 19:50 | Michail Pervolarakis v Benjamin Sigouin | 6-3,3-6,2-6 |
| ITF M25 Fayetteville | 2019/10/24 17:50 | Nicolas Mejia v Benjamin Sigouin | 6-3,3-6,6-3 |
| ITF M25 Fayetteville | 2019/10/23 17:35 | Benjamin Sigouin v Tauheed Browning | 6-1,6-0 |
| ITF M25 Claremont | 2019/10/10 18:00 | Benjamin Sigouin v Hendrik Jebens | 5-7,7-5,6-4 |
| ITF M25 Claremont | 2019/10/09 18:45 | Benjamin Sigouin v Alessandro-D Ventre | 6-4,6-0 |
| Challenger Columbus 3 | 2019/09/19 15:00 | Thai-Son Kwiatkowski v Benjamin Sigouin | 6-2,6-4 |