Technology is blurring the distinctions between humans and non-humans. The proliferation of new media, smart phones and the Internet has led to an increased disorientation. No longer are we able to define human existence by unique temporal and spatial coordinates. Considering proposals that we respond to this by changing the way we research digital technologies, and move towards sustained engagements with digital processes, this thesis examines the artistic-technological process of re-making. To examine the entangled temporal relationships that occur in practice between body, data, image and interface, I continuously re-make a set of digital video files in the form of generative video feedback loops. This seemingly simple task of returning and restarting in digital space allows me to consider the problems of locating oneself in artistic processes that merge the human and the technological over a sustained period of time. Lostness emerged from my inability to self-situate, and position my practice, in the current post-medium, post-digital, post-contemporary condition. Lostness enables me to destabilize binary positions in various meta-narratives concerning the ontology of the digital image. I examine philosophies and ontologies of the digital image and look at the entangled relationships that occur in a durational artistic technological process. This thesis looks towards an ethico-onto-epistem-ology, which is relational and plural. An assemblage of text, performative writing, short form video, gif, image and interface, it creates the conditions for a diffractive reading to occur so the reader might experience lostness.