Stadium: Court 14 Round: 25 Ground: Clay
| UTR Pro - Floryda | 2023/03/27 21:15 | Felipe Pinzon Moreno v Jesse Flores | 3-6,7-5,1-6 |
| ITF - Montreal M25 | 2023/03/14 16:55 | Jesse Flores v Joe Tyler | 1-6,3-6 |
| ITF - Montreal M25 | 2023/03/13 13:55 | Jesse Flores v Ren Nakamura | 6-2,6-1 |
| ITF - Montreal M25 | 2023/03/06 14:55 | Jesse Flores v Jean-Christian Morandais | 6-2,6-7,7-10 |
| Challenger Monterrey | 2023/02/21 23:20 | Nick Chappell v Jesse Flores | 6-3,6-2 |
| Challenger Monterrey | 2023/02/20 18:00 | Jorge Panta v Jesse Flores | 6-2,5-7,1-6 |
| Challenger Monterrey | 2023/02/19 17:45 | Jesse Flores v Kristjan Tamm | 6-4,7-5 |
| ITF - Santo Domingo M25 | 2023/02/16 13:30 | Daniel Dutra Da Silva v Jesse Flores | 2-6,7-6,6-2 |
| ITF - Naples M15 | 2023/02/28 16:30 | Jonathan Mridha v Kaylan Bigun | 6-2,6-0 |
| ITF - Antalya M15 | 2022/10/27 07:00 | Kaylan Bigun v Peter Heller | 2-6,2-6 |
| ITF - Antalya M15 | 2022/10/25 10:20 | Kaylan Bigun v Denis Klok | 3-6,6-4,6-0 |
| ITF - Antalya M15 | 2022/10/19 09:35 | Yassine Dlimi v Kaylan Bigun | 6-1,6-2 |
| ITF - Memphis M15 | 2022/08/17 21:00 | Tennys Sandgren v Kaylan Bigun | 6-4,6-1 |
| ITF - Cancun M15 | 2022/07/12 17:00 | Kaylan Bigun v Fernando Yamacita | 5-7,2-6 |
| ITF - Waco M15 | 2022/07/07 15:25 | Shunsuke Mitsui v Kaylan Bigun | 6-2,6-4 |
| ITF - Waco M15 | 2022/07/06 13:30 | Jakub Ostajewski v Kaylan Bigun | 3-6,3-6 |