The purpose of this research was to identify knowledge transfer gaps and current practices, prepare current project managers to accept the challenges associated with leadership opportunities that are coming available due to retirements through cross training efforts and succession planning, and to identify the proper management of knowledge sharing with project managers in technology. Developing well-rounded project managers, with an array of experiences throughout the organization and who will be prepared to take on leadership roles was the expected outcome of this study. Using a research questionnaire developed by the researcher, face to face interviews were conducted with twelve project managers and six technical directors in technology to determine what steps have been taken to prepare for knowledge transfer and succession planning with a large retirement eligible population over the next five years. Results of data analysis suggest that providing opportunities for project managers to gain people management experience, implementation of a leadership development program, and open discussions of succession planning that include a minimum six month mentorship will all impact knowledge retention rates. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com/en-US/products/dissertations/individuals.shtml.]