Our observations of successful global leaders in much of the literature to date are drawn from individuals who began their careers before the effects of globalization began to be felt signifi-cantly. However, times are changing, along with an understanding about leading and being led by a new generation of workers. In this chapter, we analyse and reflect on our current knowl-edge of the generation born in the global era that is now emerging into positions of leadership. In the popular media, this cohort, born between 1982 and 2004 (Strauss & Howe, 1991),1is known as Generation Y (Sheahan, 2005), Generation Next (Zemke, Raines, & Filipczak, 2000), Generation Net (Tapscott, 2009), Generation Me (Twenge, 2006), Trophy Kids (Alsop, 2008), Generation Whine (Bennet, 2012), and the Millennial Generation (Hershatter & Epstein, 2010; Howe & Strauss, 2000). In this chapter we will use the label ‘Millennial generation’ and refer to individuals as ‘Millennials’