Research pertaining to the role of active online internationalization (AOI) in the context of Born Globals has been shown to be an under-researched area of study. This compelled us to explore the possible benefits and challenges that may come from pursuing AOI for Swedish Born Globals. Our theoretical framework combined literature concerning Born Globals and their rapid internationalization with the notion of learning advantages of newness and literature regarding AOI into a theoretical model. Our theoretical investigation displayed a lack of research dealing with the potential challenges of AOI; with the virtuality trap of Yamin and Sinkovics (2006) being the exception. Through abductively analyzing qualitative data collected from four Swedish Born Globals with our theoretical model, we arrived at a number of empirically testable propositions that highlight the effects of using AOI for Swedish Born Globals. Our analysis leads to the conclusion that there are more challenges for Swedish Born Globals pursuing AOI than previously identified by present literature.