This blog delves into the legal battle between the New York Times (NYT) and OpenAI, likening it to the longstanding stand-off between legacy media and big tech. It suggests that the lawsuit is less about copyright infringement and more a reflection of the NYT's inability to keep pace with technological advancements like AI, paralleling the struggle traditional media faced with the rise of digital platforms. The blog critically examines the NYT's approach to innovation and adaptation, questioning its choice to litigate in the face of rapidly evolving tech landscapes and the inevitable progress of generative AI. It also questions the tenability of some of the NYTs more normative contentions given that it is, at the end of the day, also a business and had years to keep AI companies from scraping its data, but only chose to act after the latter were able to successfully monetise.