This position paper presents two studies of content not normally expressed in status updates—well-being and status feedback—and considers how they may be processed, valued and used for potential quality-of-life benefits in terms of personal and social reflection and awareness. Do I Tweet Good? (poor grammar intentional) is a site investigating more nuanced forms of status feedback than current microblogging sites allow, towards understanding self-identity, reflection, and online perception. Healthii is a tool for sharing physical and emotional well-being via status updates, investigating concepts of self-reflection and social awareness. Together, these projects consider furthering the value of microblogging on two fronts: 1) refining the online personal/social networking experience, and 2) using the status update for enhancing the personal/social experience in the offline world, and considering how to leverage that online/offline split. We offer results from two different methods of study and target groups—one co-workers in an academic setting, the other followers on Twitter—to consider how microblogging can become more than just a communication medium if it facilitates these types of reflective practice.