The File System Strikes Back: Why AI Agents Still Can’t Understand Your Life
Files are where AI agent demos go to become adults. In a product video, the agent opens a few clean documents, remembers your preferences, drafts an answer, books the meeting, and looks quietly inevitable. In an actual computer, the same agent faces a folder called final_final_v3, a receipt saved as an image, a calendar invite with the wrong title, a video that contains the decisive evidence at second 8, and three people who all appear in the same user’s digital life. Suddenly the assistant that “knows you” looks less like a colleague and more like an intern who has discovered search for the first time. ...