We explore the dangerous tension between AI’s relentless agreeableness and the human need for friction, asking if our tools are validating anxiety rather than solving it. From Catherine Chu’s warning about AI worsening OCD to Jeff Gothelf’s call for measuring trust over accuracy, we examine how we must aim our tools at organizational dysfunction, not just output. The thread ties this together by highlighting how bypassing user-centric rigor for speed risks building solutions to problems users never actually asked us to solve.
