What do you get when Apple’s hands meet OpenAI’s brain?
OpenAI has acquired Sky.
An on-screen AI Mac assistant that helps you get things done quicker. Sky understands what you’re doing and acts as your sidekick — fetching, filing, and fixing as you work.
That’s just the headline. But like all good stories, there’s more than meets the eye.
The journey starts with two restless engineers, Ari Weinstein and Conrad Kramer, who built automation tool Workflow in their twenties to accelerate the boring stuff, so people could do more with fewer taps; Apple saw the promise, acquired it, and turned it into Shortcuts.
The third co-founder, Kim Beverett, arrived on the scene with a complementary superpower — years inside Apple, polishing the everyday tools people were using: Safari, iMessage, and FaceTime, and figuring out how to make them more efficient.
Together, the three shared a stubborn belief. A truly transformative assistant wouldn’t live in an app; it would live outside of it, on the screen with you.
And with that, Sky was founded, an assistant that sees your screen, understands context, and takes helpful actions. Not a chat box. A calm, steady presence that writes, plans, and even codes beside you.
Users would draft an email; Sky would attach the right file.
Schedule a meeting? Sky would propose times, book a room, add a Zoom link, and send an agenda pulled from the email thread.
Want to plan a trip? Sky would gather the dates, bookings, and costs without switching windows.
Sky stayed quiet, tested with a handful of users, and then came the call… OpenAI wanted the idea, the taste, and the team.
If Sky’s automation meets OpenAI’s models, you’re looking at a true copilot. You set direction; it does the work.
