Chapter 12 answers the question why the increase of safety and surveillance technologies does not automatically augment general safety and the sense of security in society. Three factors are emphasized to explain the paradoxical effects: (1) the dominant belief in ‘ruly technology (Wynne)’, (2) under-estimating unplanned interactions and unforeseen interferences (Perrow), and (3) neglecting highly contingent human-technology interactivities within complex constellations of distributed agency. It is also argued that the paradoxical consequences are caused by an overwhelming material diversity of securing practices, a social fragmentation of actors and interests, and a temporal and cultural variability of the scale of tolerable risk and dangers (Douglas). The chapter concludes in the style of maxims and hints to politicians, researchers, designers, and managers of security systems how to cope with the demonstrated paradoxes.