This book brings together Constantine Sandis’s essays on Wittgenstein’s approach to understanding others. It sketches a picture of how his anti-scepticism with regard to the philosophical problem of ‘other minds’ is not only compatible with but also supported by his scepticism concerning the real-life difficulty of understanding others (and vice versa). While each individual essay focuses on particular issues in Wittgenstein (including philosophical anthropology, interpersonal psychology, communication theory, and animal minds), they collectively paint a picture of what he takes the real problem of other minds to be, how to overcome it, and the limitations of our understanding. The book not only offers a fresh exegesis of Wittgenstein’s public and private writings on these matters but also proceeds to show the relevance of Wittgenstein beyond the academy.