After Kant the meaning of freedom is considered not so much as inner experience, but rather as a requisite to understand the world. In this regard an act of freedom is not one among many human acts, but their precondition and cause. In its highest reaches freedom thus provides existence with a final possibility in which it presents itself as an aesthetic monolith. Aesthetics of freedom considers its sublimity, one that confronts the misery of suffering its deprivation. The syncope of freedom consists in itself its aesthetic feasibility as a lunge equal to reaching, but not discovering freedom, the same freedom many have viewed differently in numerous moments of aspiration through the ages, but have never discovered it in the entirety of its sublimity due to evading responsibility for it. This presentation attempts to contribute to understanding whether the philosophical concept of freedom is in fact comparable to a square circle (Arendt).