This article discusses the extent to which the charism and the philosophy of education of Venerable Cornelia Connelly founder of the Society of the Holy Child Jesus are being maintained in the twenty-first century in West Africa (Nigeria and Ghana). Using data gathered from Sisters and former students of Holy Child schools as evidence it seeks to discover to what extent Cornelia Connelly's educational vision is indeed alive and flourishing today in the light of contemporary challenges for leadership in Catholic schools and the many threats posed by modern secular and materialistic society.