5 College students employed on campus are in a setting ripe for learning career-based competencies related to leadership. Through incorporating intentional reflection opportunities into student employment settings, institutions can increase their contribution to graduating students ready to lead in the workforce or any other setting. This chapter presents models of reflection that enhance transfer of work related skills.Scan the missions of colleges and universities across the United States and around the world and a word cloud of phrases such as critical thinking, leadership, global citizenship, diverse perspectives, and improving the world emerges. Higher education seeks to produce the next generation of leaders. The complex process of a college education is transformative, both in the development of content expertise in one' s discipline, but perhaps more so, in the dramatic growth in skills related to the process of understanding and reflecting on one' s own views, while confronting the diverse perspectives of others.The curricular and cocurricular activities that populate the college landscape provide students with rich opportunities to develop the leadership competencies denoted in college mission statements. Student employment serves as a testing ground with a safety net to practice developing skills in leadership. This chapter will provide an overview of models of reflection pertinent to the college experience, connect student employment to the process of developing career-based expertise, and illustrate ways that practitioners can ensure that student employment is contributing to the development of key leadership competencies centered in transferrable skills that employers seek.