In this episode, we dive into the transformative moment in the Garden of Eden when Adam and Eve eat from the Tree of Knowledge, gaining self-awareness. While this seems like a step forward, it actually leads to shame, hiding, and a sense of disconnection. Reflecting on the psychological concept of meta-cognition (Flavell, 1976), we explore how the ability to observe and judge our thoughts can sometimes distance us from the true experience of life. We also discuss the Sfat Emet (a 19th-century Hasidic Rabbi) who teaches that Adam and Eve were meant to first eat from the Tree of Life, ensuring their awareness was grounded in a solid foundation of life. A unique Talmudic interpretation connects the Tree of Knowledge with the fig tree, from which Adam and Eve fashioned garments. This ties into the Jewish concept of Teshuvah (return, repentance), suggesting that instead of falling into destructive cycles, we can use our awareness to learn from our mistakes and grow. In this way, self-reflection can become a tool for positive change and transformation.