The potential for lifelog collections to move beyond the scope of the individual and offer opportunities for discovery to motivated third parties is an exciting avenue for research and one which I have collaborated with Dr. Aisling Kelliher to investigate. We were interested to discovering how and if third parties could infer meaning and purpose from a large-scale lifelog collection. We evaluated the examination of lifelog data and construction of storied interpretations from this content in a provocative learning environment where the overall focus of study was precisely this type of considered, mediated activity. It saw a single 9-month dataset distributed to over 100 participants within a pedagogical context. The participants were versed with the skills necessary to conduct the evaluation through a semester long 'Media-Editing' module in which the evaluation was situated as the final assessable component. This enabled exploration of the affordances, constraints and considerations involved when presenting such voluminous rich and detailed personal archives to third parties. We determined a variety of reflective strategies and approaches that could benefit from additional computational support including data discovery, ethical considerations and creative opportunities.