| Challenger Cary | 2021/07/18 16:55 | Genaro Alberto Olivieri v Benjamin Sigouin | 6-4,6-1 |
| ITF M15 Weston | 2021/07/01 13:00 | Benjamin Sigouin v Christian Langmo | 6-4,3-6,0-6 |
| ITF M15 Champaign | 2021/06/23 19:05 | Benjamin Sigouin v Gabriel Diallo | 3-6,2-6 |
| ITF M25 Wichita | 2021/06/09 17:45 | Gage Brymer v Benjamin Sigouin | 7-5,4-6,6-1 |
| 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 |
| UTR Pro Tennis Series California | 2021/07/29 19:00 | Jett Middleton v Aditya Gupta | 4-6,6-4,6-1 |
| UTR Pro Tennis Series California | 2021/07/28 15:00 | Ethan Quinn v Aditya Gupta | 6-3,3-6,5-3 |
| UTR Pro Tennis Series California | 2021/07/27 16:30 | Alexey Nesterov v Aditya Gupta | 7-6,6-1 |
| UTR Pro Tennis Series California | 2021/07/25 18:00 | Aditya Gupta v John B D Otico | 6-2,5-3 |
| UTR Pro Tennis Series California | 2021/07/24 18:00 | Sema Pankin v Aditya Gupta | 4-6,6-3,5-4 |
| UTR Pro Tennis Series California | 2021/07/23 16:30 | Roscoe Bellamy v Aditya Gupta | 4-6,3-6 |
| UTR Pro Tennis Series California | 2021/07/21 15:00 | Aditya Gupta v Aaron Bailey | 7-6,6-4 |
| UTR Pro Tennis Series California | 2021/07/20 21:00 | Aditya Gupta v Jett Middleton | 6-7,6-1,6-4 |