A cryptic Talmudic tale of four rabbis who "entered the garden" masks a profound warning about the psychological perils of mystical practice. The narrative from Hagigah 14b chronicles how three of the four protagonists met tragic fates: Ben Azzai died, Ben Zoma suffered mental collapse, and Aher (Elisha ben Avuyah) abandoned his faith, while Rabbi Akiva emerged unscathed only to later support the disastrous Bar Kokhba rebellion. Through psychoanalytic investigation of their biographical profiles, this research reveals that mystical pursuits did not cause these outcomes, but rather attracted individuals already harboring psychological vulnerabilities. Clinical evidence and dream analysis demonstrate how gnostic journeys often represent fantasies of maternal refuge, particularly appealing to those with psychotic, borderline, and depressive tendencies seeking escape from reality. The investigation identifies three escalating dangers of apocalyptic mysticism: individual psychological deterioration, loss of religious conviction, and communal catastrophe when charismatic figures promote millenarian movements. These findings suggest the narrative serves as a deliberate cautionary tale, highlighting organized religion's vital role in containing dangerous apocalyptic impulses through regulated religious experience while protecting both individual and communal stability from the destabilizing effects of unfettered mystical speculation.