| 2011 | RND 1 v Canford | GO Pickford & MP Riddiford HALVED |
| RND 2 v Bradfield | GO Pickford & MP Riddiford LOST 2&1 |
| | |
| 2012 | RND 1 v Highgate | GO Pickford & MP Riddiford LOST 2&1 |
| RND 2 v Watsons | GO Pickford & MP Riddiford LOST 1 down |
| | |
| 2013 | RND 1 v Haileybury | GO Pickford & WA Porter WON 3&2 |
| RND 2 v Cheltenham | GO Pickford & WA Porter WON 4&3 |
| RND 3 v Charterhouse | GO Pickford & WA Porter LOST 3&2 |
| | |
| 2014 | RND 1 v Forest | GO Pickford & JA Richards HALVED |
| RND 2 v Kings Cant | GO Pickford & JA Richards LOST 19th |
| | |
| 2015 | RND 1 v Blundells | JF Boyle & GO Pickford WON 6&5 |
| RND 2 v Harrow | JF Boyle & GO Pickford LOST 6&5 |
| RND 3 v Downside | JF Boyle & GO Pickford WON 2&1 |
| RND 4 v Watsons | JF Boyle & GO Pickford WON 1up |
| | |
| 2016 | RND 1 v Merchiston | GO Pickford & MR Sadler WON 2up |
| RND 2 v Canford | GO Pickford & MR Sadler LOST 5&4 |
| RND 3 v Shrewsbury | GO Pickford & MR Sadler LOST 3&2 |
| | |
| 2017 | RND 1 v Eton | GO Pickford & TR Cary LOST 4&3 |
| | |
| 2018 | RND 1 v Taunton | JF Boyle & GO Pickford WON 4&3 |
| RND 2 v Brighton | JF Boyle & GO Pickford WON 5&4 |
| RND 3 v Bradfield | JF Boyle & GO Pickford LOST 5&4 |
| | |
| 2019 | RND 1 v Ampleforth | JF Boyle & GO Pickford LOST 2 down |
| | |
| 2020 | COVID | |
| | |
| 2021 | RND 1 v Marlborough | JF Boyle & GO Pickford WON 3&2 |
| | |
| 2022 | RND 1 v Merchiston | JF Boyle & GO Pickford LOST 5&4 |
| RND 2 v Framlingham | JF Boyle & GO Pickford WON 1up |
| RND 3 v Radley | JF Boyle & GO Pickford LOST 5&4 |
| | |
| 2023 | RND 1 v Fettes | JF Boyle & GO Pickford WON 5&3 |
| RND 2 v Bradfield | JF Boyle & GO Pickford LOST 5&4 |
| RND 3 v Canford | JF Boyle & GO Pickford LOST 5&4 |
| | |
| 2024 | RND 1 v St Bees | JF Boyle & GO Pickford WON 19th |
| RND 2 v Stonyhurst | JF Boyle & GO Pickford LOST 3&1 |
| RND 3 v Gresham’s | FC Moore & GO Pickford WON 2&1 |
| QF v Brighton | FC Moore & GO Pickford WON 2up |
| SF v Bedford | FC Moore & GO Pickford WON 1up |
