In contrast to the constantly increasing surveillance of the streets of cities, Jane Jacobs’ theory of the ‘eyes on the street’ offers a theory of a positive form of surveillance and these eyes can thus perhaps take on the role of a counterforce to problematic forms of surveillance. To examine under what conditions Jacobs could help formulate such a counterforce is the main aim in this article. But for this purpose, certain obstacles need to be addressed, for instance, the usage of Jacobs’ theory in the field of CPTED. What in Jacobs’ theory makes it vulnerable to this kind of usage? In order for Jacobs’ street-eyes to avoid becoming a prolonged arm for state surveillance, this article suggests a critical reading of Jacobs’ thinking in relation to Foucault’s surveillance-critique, ultimately with the aim to strengthen her eyes on the street.