This article by Graham H. Ryan analyzes how generative AI challenges the legal immunity conferred by Section 230 of the Communications Decency Act—and why that protection may crumble under new judicial scrutiny. Ryan argues that generative AI systems “create or develop content” and thus likely fall outside Section 230’s existing scope, exposing providers to increased liability for design decisions and algorithmic contributions. It matters for legal professionals because emerging case law may redefine liability standards—from co-authoring content to design-based claims—signaling a pivotal shift in AI governance and internet law that practitioners need to monitor closely. By framing generative AI as a catalyst for reevaluating the legal foundations of internet speech, the article urges lawyers to proactively reassess risk strategies and regulatory compliance in this evolving landscape.