| Dutch Open | 10/09 13:55 | 5 | Lakshya Sen v Osleni Guerrero | L | 2-0 | |
| Belgian Int. | 09/12 09:20 | 5 | Osleni Guerrero v Eetu Heino | L | 0-2 | |
| Pan Am Games | 07/31 14:00 | - | Brian Yang v Osleni Guerrero | L | 2-1 | |
| Pan Am Games | 07/29 16:30 | - | Nicolas Oliva v Osleni Guerrero | W | 0-2 | |
| Mexico Future Series | 06/30 15:00 | - | Osleni Guerrero v Lino Munoz | W | 2-1 | |
| Mexico Future Series | 06/29 15:00 | - | Osleni Guerrero v Luis A M Navarro | W | 2-0 | |
| Mexico Future Series | 06/28 20:00 | - | Osleni Guerrero v Uriel F C Artiga | W | 2-0 | |
| Mexico Future Series | 06/27 15:00 | - | Osleni Guerrero v Sebastian M Cardoso | W | 2-0 | |
| Peru Int. | 06/21 21:20 | - | Brian Yang v Osleni Guerrero | L | 2-1 | |
| Peru Future Series | 05/10 21:00 | - | Osleni Guerrero v B.R. Sankeerth | L | 1-2 | |
| Peru Future Series | 05/09 15:00 | - | Osleni Guerrero v Nicolas Oliva | W | 2-0 | |
| Pan Am Championships | 04/28 15:30 | - | Kevin Cordon v Osleni Guerrero | W | 0-2 | |
| Pan Am Championships | 04/27 16:00 | - | Osleni Guerrero v Jason Anthony Ho-Shue | W | 2-1 | |
| Pan Am Championships | 04/25 19:00 | - | Gavin Robinson v Osleni Guerrero | W | 0-2 | |
| Giraldilla Int. XD | 09/22 16:00 | 1 | Kevin Cordon v Osleni Guerrero | L | 2-1 | |
| Giraldilla Int. XD | 09/21 15:00 | 1 | Osleni Guerrero v Bernardo Atilano | W | 2-0 | |
| Giraldilla Int. XD | 09/20 15:30 | 1 | Osleni Guerrero v Diego Mini | W | 2-0 | |
| Giraldilla Int. XD | 07/01 16:00 | 1 | Kevin Cordon v Osleni Guerrero | L | 2-1 | |
| Giraldilla Int. XD | 06/30 15:00 | 1 | Osleni Guerrero v Milan Ludik | W | 2-0 | |
| Giraldilla Int. XD | 04/28 17:00 | 1 | Ygor Coelho v Osleni Guerrero | L | 2-0 | |
| Giraldilla Int. XD | 04/27 22:00 | 1 | Osleni Guerrero v Job Castillo | W | 2-1 | |
| Giraldilla Int. XD | 03/15 15:30 | 1 | Osleni Guerrero v Xiaodong Sheng | L | 1-2 | |
| Giraldilla Int. XD | 10/27 14:00 | 1 | Osleni Guerrero v Luis Ramon Garrido | W | 2-1 | |
| Giraldilla Int. XD | 10/26 20:00 | 1 | Osleni Guerrero v Duarte Nuno Anjo | W | 2-0 | |
| Giraldilla Int. XD | 10/25 20:00 | 1 | Rosario Maddaloni v Osleni Guerrero | W | 1-2 | |
| Giraldilla Int. XD | 10/24 20:00 | 1 | Osleni Guerrero v Christopher A M Salvador | W | 2-1 | |
| Giraldilla Int. XD | 10/24 14:00 | 1 | Osleni Guerrero v Rory Easton | W | 2-0 | |
| Giraldilla Int. XD | 09/21 17:30 | 1 | Osleni Guerrero v Lino Munoz | L | 0-2 | |
| Giraldilla Int. XD | 04/30 15:00 | 1 | Ygor Coelho v Osleni Guerrero | L | 2-1 | |
| Giraldilla Int. XD | 04/29 15:00 | - | Osleni Guerrero v Bjorn Seguin | W | 2-0 |