This article addresses issues associated with applications of ideas from "chaos theory" to educational administration and leadership as found in the literature. Implications are considered in relation to claims concerning the behaviour of non-linear dynamic systems, and to the nature of the interpretations and recommendations that are made. To aid the analysis a simple non-linear model is constructed and its behaviour simulated. Questions emerging from the analysis are used to focus on issues deemed significant, both for evaluating arguments presented on behalf of chaos, and for furthering insights aimed at enhancing the understanding and practice of leadership in organisations. (Contains 1 table and 3 figures.)