OpenAI Acquires Sky, a Still-in-Beta System-Wide AI Automation Tool for the Mac

Other Mac-related news from OpenAI last week:

Sky is a powerful natural language interface for the Mac. With Sky, AI works alongside you, whether you’re writing, planning, coding, or managing your day. Sky understands what’s on your screen and can take action using your apps.

We will bring Sky’s deep macOS integration and product craft into ChatGPT, and all members of the team will join OpenAI.

Two of the founders of Software Applications Incorporated, the company behind Sky, are Ari Weinstein and Conrad Kramer, who a decade ago co-created Workflow, which Apple acquired in 2017 and turned into Shortcuts.

Federico Viticci got an advanced look at Sky and wrote a glowing preview back in May.

★ Tuesday, 28 October 2025