To effectively manage, empathize with and respond to the implications and impact of the so-called ‘Manosphere,’ this paper is centered on the premise that researchers require an understanding of the draw factors that lead individuals to engage, affiliate with, and contribute to the various groups that constitute this wider movement. This paper seeks to contribute to the growing body of knowledge around the Manosphere by exploring how thought leaders propagate symbiotic cycles of ontological security and insecurity through YouTube in a manner that resembles a protection racket. It argues that these constructed ontological security cycles provide a powerful impetus to not only draw individuals into the Manosphere, but also to extract material and social resources out of them that can be reinvited to retain them within the movement.