This article examines the literary connections between Anna Seghers’ “The Dead Stay Young” and Fedor Dostoevsky’s “The Brothers Karamazov.” It is established that Dostoevsky’s works provoke both positive and negative characters in Seghers’ narrative to engage in profound reflections, thereby reshaping their worldview. Similarities are identified between the characters Ernst von Liven and Ivan Karamazov, including their education, disdain for humanity, demonic traits, and the promotion of the idea of moral permissiveness. The evolution of Ivan’s story unfolds within the context of his family’s history, while Liven’s narrative is set against the backdrop of the rise of Nazism in early 20th-century Germany. Whereas the Russian character is marked by constant reflection on fundamental existential questions, the German protagonist exhibits a demeanor of self-satisfaction and a pursuit of personal gain. Ivan is capable of internal moral judgment, while Liven is devoid of remorse. The character from the Russian classic is ambivalent, whereas Seghers’ character is unequivocally negative. Seghers aligns with Dostoevsky’s idea that individuals must face consequences for their wrongdoings. She engages with Dostoevsky’s traditions concerning moral issues, which are reflected on both character and thematic levels in her novel, while simultaneously maintaining her unique artistic approach as a critic of Nazi ideology and its adherents.