Chaos and entropy are critical concepts for understanding our contemporaneity. Instead of the necessity and prestabilised harmony of the cosmos and the world, on which classical and modern metaphysics still rest, everything «collapses», becomes «curved», and evaporates in «black holes»; only event horizons remain from an astrophysical point of view. The assessment of the risk of action aligns with contemporary philosophical theories of probabilism, which have become scientifically binding and widely reported in the media. Probability became the basic word for the expectation of the coming future as a risky event in the meteorological discourse of storm and hurricane forecasters, only after which does so-called nice weather follow. The author seeks to articulate the fundamental assumption that, as the technosphere becomes an autopoietic system, it simultaneously becomes a matrix of new action within the human-non-human communication system and a model for managing chaos, contingency, and technological singularity, the main concepts of contemporaneity.