| UTR Pro Tennis Series Florida | 2021/08/28 13:30 | Toby D. Boyer v Tommaso Carnevale-Miino | 5-7,6-4,6-3 |
| UTR Pro Tennis Series Florida | 2021/08/27 13:30 | Toby D. Boyer v Jake Van Emburgh | 3-6,2-6 |
| UTR Pro Tennis Series Florida | 2021/08/24 12:00 | Toby D. Boyer v Duilio Vallebuona | 6-2,7-6 |
| UTR Pro Tennis Series Florida | 2021/08/23 12:00 | Brian Berdusco v Toby D. Boyer | 6-3,4-6,4-6 |
| ITF M25 Decatur | 2021/08/02 15:00 | Toby D. Boyer v Nathan Ponwith | 1-6,3-6 |
| ITF M25 Champaign | 2021/07/26 15:00 | Connor Farren v Toby D. Boyer | 6-2,6-3 |
| ITF M15 Edwardsville | 2021/07/20 15:30 | Ryan Shane v Toby D. Boyer | 6-2,6-7,10-7 |
| ITF M15 Edwardsville | 2021/07/19 15:00 | Brian Battistone v Toby D. Boyer | 7-6,3-6,5-10 |
| UTR Pro Tennis Series Florida | 2021/08/28 13:30 | Omar Maldonado v Mateo Barreiros Reyes | 3-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/08/27 15:00 | Parth Aggarwal v Mateo Barreiros Reyes | 6-7,2-6 |
| UTR Pro Tennis Series Florida | 2021/08/26 15:00 | Jorge Panta v Mateo Barreiros Reyes | 6-3,6-0 |
| UTR Pro Tennis Series Florida | 2021/08/24 15:00 | Kian Vakili v Mateo Barreiros Reyes | 6-7,7-5,3-6 |
| UTR Pro Tennis Series Florida | 2021/08/22 12:00 | Chase Ferguson v Mateo Barreiros Reyes | 6-0,3-6,5-3 |
| UTR Pro Tennis Series Florida | 2021/08/21 15:00 | Henry Lieberman v Mateo Barreiros Reyes | 5-7,2-6 |
| UTR Pro Tennis Series Florida | 2021/08/20 12:00 | Ivan Yatsuk v Mateo Barreiros Reyes | 0-6,6-3,3-6 |
| UTR Pro Tennis Series Florida | 2021/08/19 12:00 | Jake Van Emburgh v Mateo Barreiros Reyes | 6-2,6-4 |