This interview with Matthew Stanley of Samsara Diagnostics opens up with a reflection on Stanley’s background as a thinker, the process of the publication of “It Was Nothing”, the stakes of the dialogue between the philosophy of Heidegger and the contemporary Kyoto School, which may reflect larger distinctions between Western and Eastern approaches to philosophy and spirituality. We furthermore explore Heidegger’s concept of Dasein, as well as anxiety and nothingness, as well as humans and the problem of self-consciousness. We conclude with deeper reflections on Stanley’s move beyond Heidegger and Nishitani, and his increasing interest in Christianity and its capacity to help us truly engage with the other, as well as the contemporary turn of many Westerners to either Catholicism or Orthodoxy.