OpenAI bought the team behind Sky on October 23, 2025. The team will join ChatGPT to help it act inside apps on the Mac instead of only answering chat queries.
Sky is a small app that floats above the desktop and reads what is on the screen. It can summarize text that is visible. It can trigger actions in other apps by using macOS accessibility features. The Sky founders include Ari Weinstein, who helped build Workflow, which later became Shortcuts.
OpenAI says the work will help ChatGPT move from a separate chatbot to a true desktop assistant. The goal is for ChatGPT to understand context and to perform tasks without the user leaving their workflow. Early reports say integration is already underway.
What Sky Does
Sky appears as a floating window when a user calls it. It is able to read the text on a page and then take action on the text. It can compose an email using highlighted text and send it, or it can execute a series of actions in order to transfer data among applications. Sky uses natural language as an interface. Users speak or type commands, and the app carries them out.
Sky also links to automation ideas the founders built years ago. The team made Workflow, which Apple later adopted and turned into Shortcuts. That history makes Sky a natural fit for building safe and useful desktop actions. OpenAI will hire the whole Sky team and fold their code into ChatGPT over time.
What This Means
If the Sky code works inside ChatGPT, users could save steps when they work. ChatGPT could act on open windows. It could extract a chart from a document and make a slide. It could draft a reply and send it via email or in Gmail. That would let people stay focused on one screen while an assistant does routine work.
This move also puts OpenAI in a direct product race with system-level assistants. Apple is adding on-device AI features to its own operating system that can act inside apps. OpenAI will need to balance deep integration with user privacy and with platform rules for macOS. According to observers, this deal is an indication of the rapid migration of assistants out of chat and into desktop.
The plan needs to include security and privacy. Tools that read the screen can see sensitive material. OpenAI and the Sky team will need clear safeguards and user controls. That will matter for trust and for any wider rollout beyond testers and power users.
What to expect next
OpenAI will likely test new features first with paid plans. The company often puts advanced tools in Plus and in enterprise tiers before a broad launch. Users should expect a gradual release with controls to limit what the assistant can access on the desktop.