Career management is an important and up-to-date issue in strategic human resources management. Career management has significant impacts on many topics such as entrepreneurship, leader-employee interaction, increasing competitiveness, organizational climate, application of innovative and creative ideas, the efficiency of organizational decisions, organizational performance and profitability, internationalization, teamwork, project and process management, is a concept regarding entrepreneurship. Career entrepreneurship, which is introduced to literature for the first time, is explained in this chapter. This concept is put forward with the topics of a theoretical framework, career entrepreneurship, digital career management system, entrepreneurial career behavior, ICT-career management, and digital enterprise transformation. In the conclusion section, suggestions are made to provide important insights for human resources managers, leaders, politicians, and academicians.