25/08/2026
Our Deputy Head (Pastoral), Sarah Bisschop, often reminds the boys to be “competitive, but kind.”
It is a simple phrase, but one that perfectly captures the spirit of our school. We want Caldicott boys to be ambitious, embrace challenge, and strive for excellence in everything they do. But we also believe that achievement means little without character.
That is why kindness, compassion, and empathy sit at the heart of our pastoral programme. Through the Weekly Wellbeing Survey, Art Therapy, Citizenship Awards, a new Digital Wellbeing programme, or the Rock Awards which recognise boys who quietly live out our values, we help every boy to grow into a confident, compassionate, and thoughtful young man.
Parents and Senior School colleagues often tell us there’s something special about Caldicott boys. It’s difficult to define exactly what that magic ingredient is which helps them to leave such a positive impression, but it’s certainly in no small part thanks to the “competitive, but kind” mantra which underpins everything we do.