In pursuit of more mindful notions of hybridity, this review essay provides a series of reflections on Mathew Weinstein's representations of Street Medics and "sciences for the red zones of neoliberalism". My analysis draws on three popular ways of thinking with boundaries to offer a critical reading of the boundary-work that the essay performs with respect to three dialectics: (1) technical and political; (2) disciplinarily and multidisciplinarities; and (3) structures and agencies. I conclude with reflections on my boundary labour as a researcher, writer and pedagogue and how such cultural work might learn to live better with difference, ambiguities, hybrids and cross-hybrid learning.