The dissertation addresses the complex relationship between human beings and technological hegemony, drawing on the philosophical concepts of Martin Heidegger and Aristotle to analyze how Information and Communication Technologies (ICTs) and artificial intelligences shape and reconfigure human existence. The Heideggerian concept of Gestell is explored to understand how modern technology structures reality and the human relationship with being. The dissertation proposes that meditative thinking can counterbalance calculative thinking, allowing for a more authentic experience with technology. The concept of myth, in a sense yet to be clarified, is introduced as a fundamental poetic and pedagogical element for a digital paideia, where Aristotelian phronesis functions as an ethical virtue to guide human interactions with technology. In this regard, the idea of a digital agora is conceived as a space where technology can be experienced in a communal and ethical manner. Finally, the notion of serenity, as defined by Heidegger, is discussed as a disposition that enables a balanced approach to technology, seeking a digital eudaimonia – a form of authentic happiness, certainly mediated, but not dominated, by technology.