Modern enterprise attacks increasingly begin at web applications — customer portals, APIs, and AI-powered services — yet most security validation is still organized by technology silos that don't reflect how attackers actually move. Attackers chain weaknesses across applications, identities, cloud resources, and infrastructure to reach business-critical systems. Security validation needs to start from the attacker's perspective, asking what can be reached from an exposed surface, and follow attack paths all the way to business impact rather than stopping at individual vulnerability detection. Horizon3.ai's NodeZero WebApp is presented as a tool that extends autonomous attack validation to authenticated web application workflows, tracing real attack paths into identity, cloud, and infrastructure.