The ecology of content goals with skill development, needs, and benefits focuses was explored in a corporate training and coaching program. Without a thorough understanding of the rationale for developing a training or job coaching program and identifying the need for, and the cost and benefits for the firm, training and coaching efforts may amount to a hopeless waste of time. Organizations must evaluate the efficiency of their training and coaching programs to ensure that the benefits will be generated. This program was part of a larger organizational change strategy aimed at improving the relationship, technology, and change process in the workplace. Organizations that learn fastest are the best because they adapt well to changing environments and perform the best with time and overtime. Implications for future research from the perspectives of experiential learning and on leader-follower personality congruence and transformational leadership behavior are considered.