In a digital paradigm where job turnover is the order of the day, it is necessary to determine strategies that promote a culture of work engagement. Employees need to feel committed to both their work and the organization in order to be retained, and Coaching Leadership is a leadership strategy capable of influencing the psychological state (psychological capital) of employees, with consequent increases in performance, reflected in voice behavior. Thus, this paper aims to demonstrate a first Coaching Leadership framework supported by the concept of a technological tool that aims to promote the engagement factor, as well as an organizational structure supported by a learning culture and training satisfaction (characteristics that have been shown to enhance job retention). This framework was built based on a first literature review and, subsequently, using eleven targeted interviews within a multinational Portuguese organization belonging to the metal-mechanic sector. In a context where volatility is intrinsic, it is essential to develop workforce retention strategies that focus on fostering engagement by creating a leadership culture that is favorable to this promotion.