Stadium: Court 4 Round: 25 Ground: Clay
| UTR Pro Tennis Series Florida | 2021/01/18 15:30 | Strong Kirchheimer v Scott, Fletcher | 6-2,6-4 |
| ITF - M25 Naples | 2021/02/17 15:00 | Louis Wessels v Scott, Fletcher | 6-2,6-4 |
| UTR Pro Tennis Series Florida | 2021/01/23 18:30 | Scott, Fletcher v Daniel Milavsky | 1-6,1-6 |
| UTR Pro Tennis Series Florida | 2021/01/20 14:00 | Scott, Fletcher v Perego, Giulio | 3-6,3-6 |
| UTR Pro Tennis Series Florida | 2021/01/19 18:30 | Scott, Fletcher v Bangoura, Sekou | 3-6,1-5 |
| UTR Pro Tennis Series Florida | 2021/01/18 15:30 | Strong Kirchheimer v Scott, Fletcher | 6-2,6-4 |
| UTR Pro Tennis Series Florida | 2021/01/17 14:00 | Matt Kuhar v Scott, Fletcher | 6-1,4-6,6-1 |
| UTR Pro Tennis Series Florida | 2021/01/16 14:00 | Sullivan, Charles v Scott, Fletcher | 6-4,6-7,4-6 |
| UTR Pro Tennis Series Florida | 2021/01/15 18:15 | Drew Van Orderlain v Scott, Fletcher | 2-6,2-6 |
| ITF - M25 Naples | 2021/02/18 15:00 | Gonzalez, Alejandro v Strong Kirchheimer | 3-6,7-6,7-6 |
| ITF - M25 Naples | 2021/02/17 16:45 | Strong Kirchheimer v Aragone, JC | 3-6,6-2,6-1 |
| UTR Pro Tennis Series Florida | 2021/01/24 14:00 | Strong Kirchheimer v Cristian C. Rodriguez Sanchez | 7-6,3-6,6-4 |
| UTR Pro Tennis Series Florida | 2021/01/23 17:00 | Matija Pecotic v Strong Kirchheimer | 5-7,2-5 |
| UTR Pro Tennis Series Florida | 2021/01/21 14:00 | Strong Kirchheimer v Perego, Giulio | 6-1,6-2 |
| UTR Pro Tennis Series Florida | 2021/01/20 16:30 | Strong Kirchheimer v Bangoura, Sekou | 6-2,6-7,6-3 |
| UTR Pro Tennis Series Florida | 2021/01/19 18:30 | Strong Kirchheimer v Harris Walker | 7-6,6-3 |
| UTR Pro Tennis Series Florida | 2021/01/18 15:30 | Strong Kirchheimer v Scott, Fletcher | 6-2,6-4 |