The new plugin lets the AI chatbot search conversations, draft replies, and send messages, raising fresh questions about privacy and automation.
In a recent update, OpenAI introduced a new Apple Messages plugin for ChatGPT that lets the AI chatbot interact directly with conversations stored in the Messages app on Mac computers. The feature takes ChatGPT beyond generating text in a separate window, giving it the ability to work with personal conversations and, with user approval, send messages.
The plugin lets users search their Messages history, catch up on conversations, and ask ChatGPT to analyse or summarise chats. It can also draft responses based on the context of an existing conversation. The integration covers iMessage as well as SMS and RCS messages available through Apple’s Messages application. At present, the feature is designed for ChatGPT on Mac and is available through ChatGPT Work and Codex, and requires Apple Silicon hardware. For users dealing with long message threads, the ability to quickly locate an older conversation or understand what has been discussed could be useful. It also moves AI assistants closer to handling routine communication rather than simply helping users write content.
Sending messages requires user approval.
One of the more significant aspects of the update is ChatGPT’s ability to send a message on a user’s behalf. However, sending is not intended to happen automatically. The feature requires explicit approval before an outgoing message is sent, according to reports on the integration.
That distinction is important because personal messaging involves more than producing grammatically correct text. A message can carry emotional, professional or sensitive information, making user control particularly relevant when AI is involved.
Privacy becomes a major concern.
The integration also raises questions about how much access an AI system should have to private conversations. Activating the feature requires users to grant ChatGPT access to their Messages environment and relevant macOS permissions.
OpenAI has indicated that the feature operates locally on the Mac and doesn’t create a cloud-based index of users’ messages. Even so, the level of access required means users will need to consider the sensitivity of the conversations stored on their computers.
The development also highlights the growing debate over where convenience should end, and human involvement should begin. While automated messaging can save time, personal communication often depends on tone, context and authenticity, qualities that remain difficult for any AI system to understand fully.



