| UTR Pro Tennis Series Miami | 2021/11/04 17:00 | Matthew Segura v Juan David Velasquez | 6-4,5-4 |
| UTR Pro Tennis Series Miami | 2021/11/03 17:00 | Jerry Barton v Matthew Segura | 4-6,3-5 |
| UTR Pro Tennis Series Miami | 2021/11/02 18:30 | Bruno Vietri v Matthew Segura | 7-5,2-6,4-6 |
| ITF M15 Vero Beach | 2021/10/22 19:00 | Matthew Segura v Ezekiel Clark | 5-7,4-6 |
| ITF M15 Vero Beach | 2021/10/20 22:00 | Matthew Segura v Cooper Williams | 1-6,6-3,6-1 |
| UTR Pro Tennis Series Florida | 2021/09/19 14:00 | Matthew Segura v Roman Postolka | 1-1 |
| UTR Pro Tennis Series Florida | 2021/09/18 17:30 | Matthew Segura v Brian Berdusco | 6-3,5-2 |
| UTR Pro Tennis Series Florida | 2021/09/17 22:30 | Matthew Segura v Meecah Bigun | 6-1,6-4 |
| UTR Pro Tennis Series Miami | 2021/11/04 17:00 | Joseph Chen v Maximiliano Estevez | 0-6,1-5 |
| UTR Pro Tennis Series Miami | 2021/11/03 18:30 | Bruno Vietri v Maximiliano Estevez | 4-6,3-5 |
| UTR Pro Tennis Series Miami | 2021/11/01 16:30 | Juan David Velasquez v Maximiliano Estevez | 2-6,3-6 |
| Challenger Buenos Aires | 2021/10/17 14:00 | Lautaro Midon v Maximiliano Estevez | 7-6,2-6,6-1 |
| UTR Pro Tennis Series Manzanillo | 2021/08/14 14:30 | Maximiliano Estevez v Jose Antonio Rodriguez Rodriguez | 4-6,6-3,1-6 |
| UTR Pro Tennis Series Manzanillo | 2021/08/13 13:00 | Alan Sau Franco v Maximiliano Estevez | 1-6,6-1,0-6 |
| UTR Pro Tennis Series Manzanillo | 2021/08/12 13:00 | Oscar M S Hirales v Maximiliano Estevez | 1-6,2-6 |
| UTR Pro Tennis Series Manzanillo | 2021/08/11 14:00 | Guillermo Castaneda v Maximiliano Estevez | 6-7,1-6 |