OpenAI’s latest acquisition adds the team behind Sky, a Mac app that understands your screen, as it races Apple to make AI that actually helps you work.
The deal was announced October 23, 2025, and brings Sky’s entire team, led by co-founder and CEO Ari Weinstein, into OpenAI. Sky will be folded into ChatGPT, bringing its deep macOS integration and user-focused design to the popular AI assistant.
Sky is a lightweight AI layer for the Mac that “floats” over the desktop and works within your apps. It can understand what’s on your screen and perform actions such as writing, planning, or coding assistance without switching contexts.
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