ChatGPT is getting a little more comfortable inside the Mac, with its latest update adding an Apple Messages integration. The feature lets users bring conversations from Apple’s Messages app into ChatGPT, giving the assistant another source of context without requiring users to manually copy and paste entire conversations.
The integration is part of a broader push to make ChatGPT more useful as a desktop assistant rather than simply a chatbot sitting in its own window. OpenAI has been expanding the Mac app’s ability to work with other applications and information, including its Computer History feature, which can reference selected activity from supported apps and websites.
Everyday conversations just got easier with the new Apple Messages plugin.
Search messages, catch up on conversations, draft and send replies—all with ChatGPT on your Mac.
Now available in ChatGPT Work and Codex on desktop. pic.twitter.com/nicfZMuxZc
Messages is an especially interesting addition because conversations often contain information that users may want to act on later. Instead of digging through a long thread, users can bring that context into ChatGPT and ask it to summarize a conversation, pull out important details, or help work with information contained within it.
OpenAI’s broader desktop strategy is clearly heading in this direction. Its current Mac app combines ChatGPT with Work and Codex, while connected apps and plugins are designed to let the assistant work with external tools and information rather than keeping everything inside a standalone chat.
Giving ChatGPT access to Messages is considerably more sensitive than connecting something like Google Drive. Messages can contain private conversations, personal details, addresses, financial information, and other information that users probably don’t expect an AI assistant to see. That’s why the permissions and privacy controls matter here. Apple’s existing ChatGPT integration already makes clear that users control when information is sent to ChatGPT, with Siri asking permission before sending files.
The Messages integration therefore feels like a small feature with much bigger implications. ChatGPT is slowly moving from an assistant users talk to into one that can understand more of what they’re already doing on their devices. That’s undeniably useful, but the more of a user’s digital life it can access, the more important it becomes to know exactly what ChatGPT can see, when it can see it, and where that information goes.
Scroll through any app for five minutes, and you’ll find someone maxxing something. Their skin, their sleep, their protein intake, even their Friday night on the couch. That little suffix has been everywhere this year, and now it has a trophy to show for it. In a recent announcement, Dictionary.com named maxxing its 2026 Word of the Year.
What are people actually doing when they’re maxxing?
Speech-to-text apps have flooded the App Store, making it easier than ever to type on our Macs with just our voice. I have previously covered one such app called TypeWhisper. However, there has been a dearth of good text-to-speech models, and most of the good ones are locked behind a subscription.
Ollama, an open-source app that lets you run local AI models on your computer, wants to change that. It works on macOS, Windows, and Linux, and your prompts are never stored or used for training.
Did you think hitting delete on your AI chatbot conversation actually makes it disappear? Georgia Tech researchers just proved that's not entirely true. They have built a forensic tool called ORISA that can dig deleted conversations from your phone and even rebuild them into a working chatbot session you can keep talking to.
How can ORISA bring deleted AI conversations back?