In the age of Artificial Intelligence, rationality is ametanarrative that determines notions of self and collective life. AI fails to articulate the myriad complexities of the human condition. Fractured identity and overdependence on reason in the digital age, where experience is almost always not lived, pushes the individual to a precarious moment of crisis. The paper aims to address the position of being a subject ofmodernityvia a qualitative, interdisciplinary study that is at the fore of Ethics and Existential philosophy.Dostoevsky’s work, written in the fast-changing setting of 19^th century Russia, can be drawn upon to derive insights on human nature, the meaning of life, and the dangers of choosingrationality over ethical conduct.Dostoevsky designated faith and suffering as necessary tenets in Tsarist Russia that was under a deluge of Westernschemes of progress to do with Rational Egoism, Social Utopianism, and Utilitarianism. Raskolnikov,Ivan Karamazov, and The Underground Man try to experiment with a new way of life and deal with itsconsequences, not always redeemable. AI, extensively integrated in systems of governance and lifestyle today, is ridden with biases(to do with gender, mental health, minority populace, etc.) that disregard the unstructured, non-definable, deviant, and evolving aspects of human nature. For instance, how would AI incorporate ideas such as interiority, ambiguity, guilt, envy, defiance, sacrifice, forgiveness, revenge, nostalgia, and self-destruction when employed in a matter that affects man?Like Raskolnikov, one is often carried away by the promises and rewards offered by the new formats of life. Like Raskolnikov, one might invite trouble.The study thus argues that depending upon the hyperrational AI (in matters that might fall into the realm of irrational) will only cause a collective existential crisis; it attempts to understand the present bystudying Dostoevsky’s conflict-ridden Russia.