The Richard Barber Cup is a three pair team competition. Each pair consists of one current and one former pupil from a particular school.
| 2011 | St.Olave’sbeatShrewsbury |
| 2012 | St.Olave’s beatShrewsbury |
| 2013 | St.Olave’s beat Shrewsbury |
| 2014 | St Olave'sbeatEton |
| 2015 | St.Olave’swon on a round robin basis |