Mobile media applications need to balance user and group goals, attentional constraints, and limited screen real estate. In this paper, we describe the iterative development and testing of an application that explores these tradeoffs. We developed early prototypes of a retrospective, time-based system as well as a prospective and space-based system. Our experiences with the prototypes led us to focus on the prospective system. We argue that attentional demands dominate and mobile media applications should be lightweight and hands-free as much as possible.