| Andorra Open | 11/05 17:30 | 26 | Patrick Rooney v Samuel Osborne-Wylde | 3-1 | |
| Andorra Open | 11/04 18:00 | 25 | Oriol Salvia v Samuel Osborne-Wylde | 0-3 | |
| Czech Open | 10/26 15:00 | 28 | Yannick Wilhelmi v Samuel Osborne-Wylde | 3-0 | |
| Czech Open | 10/25 11:30 | 27 | Samuel Osborne-Wylde v George Parker | 3-0 | |
| Czech Open | 10/24 14:15 | 26 | Asim Khan v Samuel Osborne-Wylde | 0-3 | |
| Czech Open | 10/23 12:15 | 25 | Khaled Labib v Samuel Osborne-Wylde | 0-3 | |
| Budapest Open | 09/20 12:00 | 25 | Maceo Levy v Samuel Osborne-Wylde | 3-2 | |
| Egypt Open Qualifiers | 09/09 15:15 | 753 | Yannick Wilhelmi v Samuel Osborne-Wylde | 3-1 | |
| Egypt Open Qualifiers | 09/08 15:15 | 753 |
Ciudad Encantada
v
Samuel Osborne-Wylde |
2-3 | |
| British National Championships | 08/27 18:30 | 26 | Nick Wall v Samuel Osborne-Wylde | 3-1 | |
| British Open Qualifiers | 05/28 18:15 | - | Kareem El Torkey v Sam Osborne-Wylde | 10-3 | |
| British Open Qualifiers | 05/27 18:15 | - | Samuel Osborne-Wylde v Tom Walsh | 11-9 | |
| Irish Squash Open | 05/21 13:45 | 8 | Greg Lobban v Samuel Osborne-Wylde | 3-1 | |
| Irish Squash Open | 05/20 13:50 | 7 | Mazen Gamal v Sam Osborne-Wylde | 0-3 | |
| Bermuda Open | 04/30 20:45 | 8 | Samuel Osborne-Wylde v Mohamad Zakaria | 0-3 | |
| Bermuda Open | 04/29 20:45 | 7 | Alejandro Enriquez v Samuel Osborne-Wylde | 0-3 | |
| WC Qualifiers Europe | 04/13 11:10 | - | Viktor Byrtus v Samuel Osborne-Wylde | 10-0 | |
| Optasia Championships | 03/25 14:45 | 7 | Sam Osborne-Wylde v Iker Pajares | 0-3 | |
| British National Championships | 08/15 14:05 | 7 | Samuel Osborne-Wylde v Greg Lobban | 1-3 | |
| British National Championships | 08/14 19:15 | 19 | Archie Turnbull v Samuel Osborne-Wylde | 0-3 | |
| British National Championships | 08/14 10:30 | 14 | Jared Carter v Sam Osborne-Wylde | 1-3 |
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