Estádio: Grandstand Round: 25 Ground: Clay
| Flórida - UTR Pro Tennis Series | 2021/09/19 14:00 | Matthew Segura v Roman Postolka | 1-1 |
| Flórida - UTR Pro Tennis Series | 2021/09/18 17:30 | Matthew Segura v Brian Berdusco | 6-3,5-2 |
| Flórida - UTR Pro Tennis Series | 2021/09/17 22:30 | Matthew Segura v Meecah Bigun | 6-1,6-4 |
| Flórida - UTR Pro Tennis Series | 2021/09/15 16:30 | Matthew Segura v Rafael Lima Wagner | 2-6,6-3,5-1 |
| Flórida - UTR Pro Tennis Series | 2021/09/15 12:00 | Matthew Segura v Michal Lusovsky | 6-4,4-6,4-5 |
| Flórida - UTR Pro Tennis Series | 2021/09/13 12:00 | Noureldin Adam v Matthew Segura | 3-6,6-2,2-5 |
| Flórida - UTR Pro Tennis Series | 2021/09/11 15:00 | Rubin Statham v Matthew Segura | 6-2,6-4 |
| Flórida - UTR Pro Tennis Series | 2021/09/10 19:00 | Matthew Segura v Victor Sklenka | 4-6,6-4,7-5 |
| ITF - M25 Vero Beach | 2021/10/19 16:00 | Cooper Williams v Ronald Hohmann | 7-5,7-5 |
| ITF - M25 Vero Beach | 2021/10/18 16:00 | Louroi Martinez v Cooper Williams | 6-7,6-3,6-10 |
| ITF - M25 Weston | 2021/06/29 23:30 | Alan Kohen v Cooper Williams | 2-6,6-4,10-6 |
| ITF - M25 Weston | 2021/06/28 19:00 | Cooper Williams v Michael Zhu | 6-2,7-6 |
| Flórida - UTR Pro Tennis Series | 2021/06/13 14:15 | Cooper Williams v Huzaifa Abdul Rehman | 7-6,3-6,6-7 |
| Flórida - UTR Pro Tennis Series | 2021/06/10 13:00 | Cooper Williams v Andres Martin | 3-6,1-6 |
| Flórida - UTR Pro Tennis Series | 2021/06/09 16:00 | Cooper Williams v Thomas Brown | 0-0 |
| Flórida - UTR Pro Tennis Series | 2021/06/08 17:30 | Cooper Williams v Ivan Yatsuk | 3-6,5-6 |