OpenAI has taken a meaningful step in the long human negotiation between tool and self, releasing a feature that allows ChatGPT to read through a person's emails and messages in order to write as that person would. Called ChatGPT Work, the capability is available on the web and through paid plans, connecting to platforms like Gmail and Slack to build a model of individual voice and habit. The promise is seamless, personalized assistance; the question it quietly opens is an old one — how much of ourselves we are willing to share in exchange for convenience, and with whom.