Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2020/11/02 10:30 | Arjun Kadhe v Jesse Flores | 6-3,6-2 |
| ITF M15 Sharm El Sheikh | 2020/11/01 12:00 | Jesse Flores v Seth Seely | 6-3,6-1 |
| ITF M15 Sharm El Sheikh | 2020/10/26 08:00 | Daniele Capecchi v Jesse Flores | 6-3,3-6,10-3 |
| ITF M15 Sharm El Sheikh | 2020/10/25 07:00 | Jesse Flores v Evgeny Philippov | 6-7,6-4,11-9 |
| Davis Cup | 2020/03/08 00:50 | Jesse Flores v Dimitar Kuzmanov | 4-6,3-6 |
| Davis Cup | 2020/03/07 01:25 | Jesse Flores v Alexandar Lazarov | 5-7,6-4,3-6 |
| ITF M15 Cancun | 2020/02/20 18:55 | Gage Brymer v Jesse Flores | 6-3,6-4 |
| ITF M15 Cancun | 2020/02/18 16:20 | Jesse Flores v Joshua Ortlip | 6-3,6-3 |
| ITF M15 Sharm El Sheikh | 2020/11/10 08:00 | Kelsey Stevenson v Andres Gabriel Ciurletti | 6-4,7-6 |
| ITF M15 Sharm El Sheikh | 2020/11/09 12:00 | Kelsey Stevenson v Danylo Veremeychuk | 6-4,6-1 |
| ITF M15 Sharm El Sheikh | 2020/11/03 08:00 | Kelsey Stevenson v Yaraslav Shyla | 3-6,4-6 |
| ITF M15 Sharm El Sheikh | 2020/11/02 08:00 | Kelsey Stevenson v Elijah Poritzky | 6-4,6-3 |
| ITF M15 Sharm El Sheikh | 2020/10/26 09:00 | Kelsey Stevenson v Lorenzo Claverie | 4-6,3-6 |
| ITF M15 Sharm El Sheikh | 2020/10/25 10:00 | Kelsey Stevenson v Aleksei Khomich | 6-1,6-2 |
| ITF M15 Sharm El Sheikh | 2020/10/12 12:30 | Kelsey Stevenson v Francesco Vilardo | 5-7,1-6 |
| ITF M15 Sharm El Sheikh | 2020/10/12 08:00 | Kelsey Stevenson v Dominik Langmajer | 6-3,6-4 |