Thomas Friedman’s 2005 bestseller The World is Flat described how a number of momentous technological and geopolitical developments converged to “flatten” the world. According to Friedman, this analogy represents how these changes have helped level the economic playing field, enabling remote and economically stagnant regions of the world to participate more equally in an interconnected global economy. As this chapter explains, although this “flattening” was instigated by American entrepreneurs eager for quicker access to foreign markets and labor, it has since accelerated through the efforts of a widening circle of entrepreneurs throughout the developing world. Rising living standards in several sub-Saharan African countries, for example, are a direct consequence of these entrepreneurial efforts, as are less positive changes in other regions. Beyond the current transformation of our own planet, the chapter also describes how, through the nascent space tourism industry, modern entrepreneurs may be leading humanity towards our most significant transformation yet.