Assisting others in the process of leadership development comes in many forms. In recent years, coaching has continued to grow as a popular way to accomplish this, which has catalyzed the emergence of different models. What follows is the exploration of one such model that Dr. Breedlove terms discipleship style coaching (DSC). The DSC model is a distinctly Christian model of coaching that intentionally embraces the principles of Christian discipleship and blends them with the best coaching methodologies. This blending of coaching and discipleship is intended to help both professional and amateur Christian coaches as they seek to advance a culture of coaching in the many organizations in which they have influence. One of the most unique aspects of the DSC model is how it can help leaders at all levels cross the ever-increasing divide between the secular and the sacred in order to bring the principles of the kingdom of God into the places where Christians live, work, and play. Using both scholarly research and relevant examples, the author unpacks how the DSC model can be used to transform individuals, organizations, and ultimately whole communities.