A political, performative and affective landscape is revealed in this chapter as a way of approaching the topic of performing the digital: from the macro of the upheaval caused by Edward Snowden’s revelations of mass data surveillance to the micro of a phenomenological account of a crisis following an artistic performance using mobile media. “Performing Encryption” is a response to working as a dancer and philosopher with mobile networked digital media that can be read as a part of a larger narrative of transitioning from one state to another. The state of viewing the fine interweaving of mobile technologies in our lives as a positive expression of social choreographies gives way to a state where it is impossible to regard the potential for surveillance and capture of daily activities as anything but provocative, troubling or even threatening. The risk is not just the “capture all” aspects of dataveillance, but of increasing control over gestural and affective exchanges in urban life. In saying networked technologies, I point not just to mobile phones but also to the Cloud and the Internet-of-Things which, in combination, are potentially devastating from the perspective of embodied agency. This narrative of questioning and transition is typical of others arising at the beginning of a century, let alone a millennium. It is no longer possible to avoid asking what we have created. And how we can respond to the technological and cultural conditions of our world.