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This paper aims to examine the meaning, use and practical application to management education and leadership development of the terms wisdom, practical wisdom, prudence, discretion and discernment as used in the Rule of Benedict.

After a detailed examination of the historical texts, the author draws on his personal experience of facilitating workshops with a number of senior executives. He applies this learning to current trends and issues in contemporary organisations in particular as they apply to the spiritual qualities of leadership.

The paper comes to a number of conclusions: spiritual discernment is an integral and indispensable part of practical wisdom; the acquisition, development of practical wisdom cannot be divorced from the individual's core spiritual and religious beliefs and practice; practical wisdom is not an end in itself but a means to discerning how to live a morally good life in relationship to other individuals and stakeholders.

Any workplace, irrespective of size and activity, must be a community of practice where practical wisdom can develop and flourish. In the frenetic workplace the exercise of practical wisdom needs protected time and contemplative leisure.

The ancient texts of the Rule of Benedict are translated into modern times; consequences for management practice and education are drawn.