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Leadership development and succession planning are of critical importance to any organization’s performance and long-term sustenance. Unfortunately, the need to plan for leadership succession remains a challenge to most organizations, both secular and faith-based. This article explores the risks of not having a succession plan in organizations, the inhibitors of successful leadership transition management, and best practices for leadership development and transition. The last section explores ways to prepare the next generations for missions. The emphasis is on how intentional mentoring can help address the challenge of leadership development and succession at all levels of an organization.