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OpenAI Buys ‘Sky’ Mac Interface Startup

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Key Facts

  • OpenAI acquired Software Applications, Inc., maker of the Mac AI interface Sky.
  • Sky overlays the desktop to help with writing, planning, and coding inside Mac apps.
  • Founders built Workflow (acquired by Apple and turned into Shortcuts); terms weren’t disclosed.

OpenAI is bringing more of its tech directly onto the desktop by purchasing Software Applications, the team behind Sky, an AI layer for macOS that sits above your workspace and responds to natural language. The goal: make everyday tasks—drafts, plans, code, and more—faster inside the tools people already use.

Co-founder Ari Weinstein said Sky was designed to make computers feel more intuitive and customizable. The company confirmed the deal was led by OpenAI execs Nick Turley and Fidji Simo, with board-level approvals in place and a disclosure that an investment fund tied to OpenAI’s CEO held a passive stake.

The Sky founders—Weinstein, Conrad Kramer, and Kim Beverett—previously shipped core Apple experiences, including Workflow/Shortcuts and work across Safari, Messages, and SharePlay. The acquisition lands alongside OpenAI’s new Atlas browser push, signaling a broader strategy to weave ChatGPT into everyday computing.

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Dana Nemirovsky
Dana Nemirovsky
Author — Senior CopywriterBrand Vision Insights

Dana Nemirovsky is a senior copywriter and digital media analyst who uncovers how marketing, entertainment, technology, and cultural trends shape the way we live and consume. At Brand Vision Insights, Dana has authored in-depth features on major brand players, while also covering global economics, lifestyle trends, and digital culture. With a bachelor’s degree in Design and prior experience writing for a fashion magazine, Dana explores how media shapes consumer behaviour, highlighting shifts in marketing strategies and societal trends. Through her copywriting position, she utilizes her knowledge of how audiences engage with language to uncover patterns that inform broader marketing and cultural trends.

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