Digital media has spawned entire industries centered on geosurveillance, resulting in complex flows of sensitive data. Practices surrounding the collection, use, and sale of this data are commonly concealed behind lengthy privacy policies riddled with legal jargon and devoid of technical specificity. Simultaneously, new methods of analysis tease out information from even “anonymized” data. As a result, it increasingly seems that the only reliable shelter from geosurveillance is to disconnect, but how difficult is this in practice, is it worth pursuing, and how might we do so? This chapter examines these questions. It first outlines several conceptualizations of privacy and establishes what is at stake every time privacy is eroded. It then overviews the many mechanisms that can produce geospatial data, illustrating the ubiquity of geosurveillance and difficulty of disconnection. Finally, and despite this difficulty, it discusses tactics for resistance, demonstrating that modern privacy requires not just disconnection, but reconnection.