Stadium: Court 3 Round: 54 Ground: Hardcourt indoor
| ITF M25 Montreal | 2023/03/13 13:55 | Jesse Flores v Ren Nakamura | 6-2,6-1 |
| ITF M25 Montreal | 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 M25 Santo Domingo | 2023/02/16 13:30 | Daniel Dutra Da Silva v Jesse Flores | 2-6,7-6,6-2 |
| ITF M25 Santo Domingo | 2023/02/15 16:55 | Preston Brown v Jesse Flores | 2-6,2-6 |
| UTR Pro Pozos | 2023/01/16 22:00 | Meethre Barot v Jesse Flores | 1-6,1-6 |
| ITF M25 Montreal | 2023/03/13 14:00 | Jean-Christian Morandais v Joe Tyler | 4-6,4-6 |
| ITF M25 Montreal | 2023/03/07 16:45 | Gianni Ross v Joe Tyler | 6-2,6-2 |
| ITF M25 Montreal | 2023/03/06 16:50 | Kuang Qing Xu v Joe Tyler | 3-6,4-6 |
| UK Pro League | 2023/02/25 13:30 | Alexis Canter v Joe Tyler | 3-6,6-7 |
| UK Pro League | 2023/02/23 15:30 | Freddie Ridout v Joe Tyler | 3-6,1-6 |
| UK Pro League | 2023/02/22 13:00 | Joe Tyler v George Loffhagen | 0-6,3-6 |
| UK Pro League | 2023/02/21 11:00 | Joe Tyler v Liam Hignett | 6-4,6-3 |
| UK Pro League | 2023/02/20 11:00 | Joe Tyler v Brandon Murphy | 2-6,3-6 |