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The focus of this chapter lies with women middle-level leaders. It reports on themes from women in leadership programmes designed and delivered by Barbara Watterston, through the lens of a programme especially developed for the Association of Independent Schools of South Australia (AISSA). This chapter begins by profiling a description of the programme. The main aim was providing women leaders with an opportunity to take stock of their careers, consider ongoing challenges impeding their work as school leaders, and identify options for the future. After the programme finished, volunteers were invited to write a narrative encapsulating their career journey. Three women leaders volunteered, and their insightful reflections regarding their career trajectories constitute a significant portion of this chapter. The final part of this chapter identifies three common themes that emerged from their stories, resonating with ideas which are frequently illuminated in similar programmes and research. These include the importance of ongoing professional learning to be a successful leader, gender-based barriers that caused the women to doubt their abilities and readiness for leadership, and the deep appreciation the women expressed from learning with and from like-minded other women leaders.

The author lasted a whopping 10 months as a Site Manager for an authoritative micro-managing Executive Director that consistently went back and forth on decision-making. “Do this … I didn’t say to do that … Make decisions … Clear all decisions with me first …. Why are you asking me about making a decision?” Her head swung back and forth faster than watching a ping-pong tournament. Other department managers would go to her to vent their frustrations on the same exact issue with the Executive Director. So how do you manage an authoritative micro-manager? How do you deal with yo-yo decision-making? It wasn’t until after leaving the organization and recovering from the stress of the whole ordeal that she broke everything down and created a better solution than the one used. This lesson on leadership failure starts by detailing the 10 months of stress torture. The author endured with details about the types of leadership styles used, and what could have helped on an individual level. Even if a person is not the designated leader of the organization, she can still be the better example of how to lead. This lesson concludes with the outcome of her 10-month torture and how it made her a better leader today.

To date, the vast majority of existing research on unethical leadership has focused on top leaders’ actions and behaviors as the primary catalyst for the permeation of unethical behaviors in organizations. In this chapter, we shift the focus to middle and junior managers and argue that they too have an active role in contributing to the permeation of top-level unethical leadership. More specifically, we adopt a meaning-making lens to investigate how junior and middle-level managers perceive and interpret top-level unethical leadership and how such meaning-making affects their (un)ethical legitimacy. Understanding the role played by lower-level managers becomes vitally important to develop a more holistic picture of the permeation of unethical leadership. Findings from 30 in-depth interviews with top, middle, and junior managers reveal variables such as survival, group membership, and strain as buttressing meaning-making by lower-level managers. Findings also revealed two contrasting aspects, that is, “interactions” within organizational members as well as “silence” by top-level managers playing into individuals’ information processing and attribution capacities during ethical dilemmas. Real cases experienced by participants pertaining to the flow of unethical leadership illustrate how the central bearings play out in managerial practice.

The field of organization development is about change and development of organizational systems. One of the major barriers to system change is organizational silence, the fear of lower level to speak truth to power, and senior leaders' reluctance to seek the truth. Consequently, senior leaders whose role is to orchestrate strategic change that will develop the organization's capabilities do not know the whole truth about their system's capabilities to achieve its purpose and strategy and live to its values. Thirty years of enabling leaders to transform their organization through safe honest, collective, and internally public conversations using a structured process called the Strategic Fitness Process (SFP) has led to insights about why such conversations are powerfully transformative. After a brief description of the SFP, this chapter describes insights and supporting grounded data about why honest conversations were transformative when leaders fully embrace the practice and spirit of SFP. These insights were gained from facilitating and observing hundreds of honest conversations in progress. The findings have implications for how leaders aided by consultants can accelerate strategic change that will improve effectiveness and performance while simultaneously transforming trust and commitment.

Organizations are investing their resources to identify effective leaders; however, the most commonly utilized assessments of leadership potential do not cover the social cognitions of individuals. Trait assessments, which are explicit in nature, also have other problems, including faking and socially desirable responding. In this chapter, we highlight the importance of leaders' implicit reasoning processes, with a particular focus on cognitive biases, in an attempt to understand how destructive leaders frame the world, situations and people and how they justify their choice of behaviours and decisions. Empirical evidence in the literature supports the valid use of implicit reasoning measurements in organizational contexts. Thus, we first summarize and list the cognitive biases of destructive leaders as identified in the literature. We then turn our focus on Machiavellian leaders as they have been associated with destructive leadership. We present the most common six cognitive biases and justification mechanisms of Machiavellian leaders based on our qualitative analysis of interview responses from 72 employees. We aim to encourage researchers and practitioners to make use of the literature on implicit reasoning and to further contribute to developing measures assessing such implicit reasoning processes.