The article considers Machiavelli's terza rima poems on Ingratitude, Ambition, Fortune and Occasion, generally called I Capitoli, in the context of Renaissance hermeticism, cabbala, erotic magic, and astrology. It argues that these poems, taken together and read as a whole, reveal Machiavelli's playful yet subversive cosmology that ousts the old gods by instituting a new theogony. At the same time, I Capitoli, addressed and dedicated to his friends, discloses Machiavelli's own ambitions and desires, delineating the subtle link between Niccolò the poet and Niccolò the prophet and benefactor.