The author attempts to answer Slavoj Žižek’s questions to Hegel’s philosophy. Despite all efforts of contemporary discourse to divorce with dialectics, Žižek returns to it and recovers Hegel based on Lacanian psychoanalysis. Also, he works to reassert the Cartesian subject and brings to light its excessive, unacknowledged core that resists the full appropriation by Logos. On the one hand, philosopher finds traces of this dark side of the cogito which is neither Nature nor Culture in the Hegelian “Night of the World” and speculative concept of madness and characterizes Hegel as “philosopher who made the most radical attempt to think the abyss of madness at the core of subjectivity”. But, on the other hand, Žižek exposes Hegel’s failure to conceptualize intermediate essence of madness which withdraws the subject from a primary natural sphere and signifies its passage to Symbolic Order. How suggests Žižek, missing subversive for human’s immediate Nature obvious force of madness, Hegel all too quickly conceives this experience as regression to the simple animal life determined by the rhythm of nature. Trying to resolve this contradiction between general appreciation Hegel’s dialectics and its particular “failures”, the author starts the disputing on the animal. Does the Hegel’s view really miss affirmative function of madness which withdrawing human from nature? What place does the experience of insanity take in the concept of spirit? What is the relationship between the animality of the animal and the animality of man in speculative philosophy?