This chapter is a study of informal sidewalk vendors in Iran who dynamically navigate between urban space and social media to sell goods over three months in the summer of 2019. This study combines an ethnographic study of sidewalk vendors in Iran, a thematic analysis of interviews with vendors, and an exploratory analysis of their social media accounts and how they make their living in both social media and urban space. The results highlight the role of social media in disenfranchised populations’ slow but steady economic and political activities.