As a result of the digital revolution, legal complexities have increased for internet users. With an undisclosed and dispersed world network, users are often bound to sovereignties and laws they are unaware of. In this article, the author explores how internet corporations are redefining geopolitics in relation to traditional imperial models. Through two artworks, this essay reframes the best-seller novel, Robinson Crusoe, within the context of current technologies. Further, the author proposes considering the figure of the castaway as a framework so as to reflect upon the political position of users in relation to the internet infrastructure.