Canadian poet, programmer, and artist Jim Andrews lived and worked in Seattle 1997–2000, participating in the exuberant economic and technological growth known as the dot-com era. Andrews’ DHTML poems engage the materiality of Web technologies from this moment in computational history and were instrumental in his formation as a poet. This article performs media-specific analyses on Enigma n and Seattle Drift to contextualize and demonstrate Andrews’ evolution into an e-poet.