Two imprisoning factors, rumination and loneliness, on the individual level, and two imprisoning factors, social isolation and over-positioning economy, at the collective level are extensively described. Several implications for the organization of the self in contemporary society are outlined: the increasing density and heterogeneity of I-positions, frequency of “visits” by unexpected positions, and larger “position leaps.” Then, the phenomenon of “over-positioning economy” as one of the main implications of neoliberalism is discussed in more depth. A sociological theory is introduced to account for the “asymmetrical penetration” of the economic value sphere into other value spheres (e.g., education, science, love). Also, on the level of the self, a one-sided penetration occurs as economic positions, such as consumer and entrepreneurial positions, are increasingly influencing other I-positions that, as a consequence, are at risk of losing their uniqueness. In all these cases, possible trajectories into the direction of self-liberation are sketched.