| White Oaks Cup | 11/28 01:00 | 27 | Simon Herbert v Sam Todd | 1-3 | |
| White Oaks Cup | 11/26 21:30 | 26 | Simon Herbert v Omar Said | 3-2 | |
| Open Squash Classic | 10/06 21:40 | 26 | Eain Yow Ng v Simon Herbert | 3-0 | |
| Open Squash Classic | 10/05 20:40 | 25 | Simon Herbert v Leandro Romiglio | 3-1 | |
| Open Squash Classic | 10/05 19:30 | 25 | Simon Herbert v Nathan Lake | Cancelled | |
| Budapest Open | 09/21 13:30 | 26 | Rui Soares v Simon Herbert | 3-1 | |
| Egypt Open Qualifiers | 09/10 10:50 | 753 | Matias Knudsen v Simon Herbert | 3-2 | |
| Egypt Open Qualifiers | 09/09 09:30 | 753 | Simon Herbert v Omar Mosaad | 3-1 | |
| Egypt Open Qualifiers | 09/08 09:30 | 753 | Simon Herbert v Mohamed Nasser | 3-0 | |
| British National Championships | 08/27 15:30 | 26 | Vojtischek/Zick v Simon Herbert | 3-2 | |
| British Open | 06/01 11:45 | 8 | Simon Herbert v Joel Makin | 0-3 | |
| British Open | 05/31 11:45 | 7 | Auguste Dussourd v Simon Herbert | 0-3 | |
| British Open Qualifiers | 05/27 13:30 | - | Simon Herbert v Spencer Lovejoy | 6-5 | |
| Irish Squash Open | 05/22 18:15 | 3 | George Parker v Simon Herbert | 3-1 | |
| Irish Squash Open | 05/21 18:15 | 8 | Toufik Mekhalfi v Simon Herbert | 1-3 | |
| PSA World Championships | 05/10 21:30 | 7 | Karim Abdel Gawad v Simon Herbert | 3-2 | |
| Bermuda Open | 05/01 19:15 | 3 | Miguel Rodriguez v Simon Herbert | 3-1 | |
| Bermuda Open | 04/30 19:15 | 8 | Adrian Waller v Simon Herbert | 1-3 | |
| Manchester Open | 04/03 16:45 | 8 | Leonel Cardenas v Simon Herbert | 3-1 | |
| Manchester Open | 04/02 17:45 | 7 | Patrick Rooney v Simon Herbert | Cancelled | |
| Manchester Open | 04/02 16:45 | 7 | Diego Gobbi v Simon Herbert | 1-3 | |
| Indian Open | 03/25 11:40 | 8 | Simon Herbert v Veer Chotrani | 1-3 | |
| Canadian Open | 02/25 01:15 | 7 | Kareem El Torkey v Simon Herbert | 3-2 | |
| Canadian Open | 02/25 00:15 | 7 | Emyr Evans v Simon Herbert | Cancelled | |
| Pittsburgh Open | 02/12 23:30 | 7 | Mohamed Abouelghar v Simon Herbert | 3-1 | |
| Motor City Open | 02/05 22:00 | 8 | Simon Herbert v Eain Yow Ng | 0-3 | |
| Motor City Open | 02/04 21:00 | 7 | Patrick Rooney v Simon Herbert | 1-3 | |
| London Open | 11/10 16:00 | 1 | Declan James v Simon Herbert | 3-2 | |
| London Open | 11/09 19:00 | 2 | Simon Herbert v Nick Wall | 3-0 | |
| London Open | 11/08 19:00 | 3 | Rory Stewart v Simon Herbert | 2-3 |