Pierre Hadot’s interpretation of ancient philosophy has set the origin of philosophy in the inseparable interwoven between life and discourse. In his works, Hadot considers the possibility of the same approach to philosophy also for later thinkers, among which he tangentially mentions Martin Heidegger. Much has been said about Heidegger’s revolution within the history of Western philosophy: he intensely discussed the works of ancient philosophers, modern thinkers, and colleagues contemporary to him, challenging each one of them with his sharp questioning. Shall we deduce that Heidegger wanted to formulate the ultimate philosophical system, i.e., a philosophy that aims at gaining the most sophisticated, erudite knowledge only? Indeed, Heidegger’s style seems to be uniquely focused on the theoretical side of wisdom. However, Heidegger’s philosophy lengthily speaks about his training in thinking and his practice of meditating. Taking up this example, how should we understand his teachings and philosophical indication? With my paper, I want to propose a reading of Heidegger that goes beyond theoresis alone and that shows how he urges each of us to undertake our philosophical path.