This paper explores the second-order cybernetic relationship that emerges between technical systems employed within digital cultural production and the potentials for cultural shifts through exploring the architecture and interfaces of information and knowledge sharing systems. This work makes new contributions to understanding not only the role of digital technologies in cultural production but also the role of digital technologies in the formation of the modern digital subject. Through this exploration this contribution argues that these technologies are turning the subject against legal and cultural norms and toward sharing cultures as the experience with digital technology undermines legal and cultural mandates.