Former Apple Engineers Join OpenAI After Acquisition of Mac AI Startup

OpenAI Buys Mac AI Interface Builder Software Applications Incorporated

OpenAI Buys Mac AI Interface Builder Software Applications Incorporated

Image: OpenAI

OpenAI’s acquisition of the company — renowned for developing Sky — advances its mission to integrate AI into people’s daily lives.

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Madeline Clarke
Madeline Clarke
Oct 27, 2025
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OpenAI has acquired Software Applications Incorporated, a small but promising startup founded by former Apple engineers.

The acquisition of the company, best known for creating the natural language interface for Mac computers, “Sky”, pushes OpenAI further along its strategy of putting artificial intelligence directly into people’s everyday lives.

Sky brings natural language to the Mac

Sky, unveiled earlier this year but not yet publicly released, enables Mac users to control their computers through natural language commands, helping them write, plan, code, and manage tasks across apps. The software can comprehensively interpret what’s on a user’s screen and take actions based on its content. These features offer users what OpenAI calls a “floating AI experience” over the desktop.

All 12 members of the existing Software Applications team, including co-founders Ari Weinstein, Conrad Kramer, and Kim Beverett, will join OpenAI as part of the acquisition. Weinstein and Kramer previously created Workflow, the iOS automation app Apple acquired in 2017 and rebranded as Shortcuts.

“We’re building a future where ChatGPT doesn’t just respond to your prompts — it helps you get things done,” said Nick Turley, OpenAI’s VP and head of ChatGPT, in the press release. “Sky’s deep integration with the Mac accelerates our vision of bringing AI directly into the tools people use every day.”

Weinstein reflected that sentiment, stating, “We’ve always wanted computers to be more empowering, customizable, and intuitive. With LLMs, we can finally put the pieces together.”

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A year of acquisitions for OpenAI

The acquisition follows a series of major deals by OpenAI this year, including the $1.1 billion purchase of Statsig and the $6 billion acquisition of Jony Ive’s AI hardware startup io.

Though financial details of the Sky deal were not disclosed, Software Applications had raised $6.5 million in seed funding from investors such as OpenAI CEO Sam Altman, Figma CEO Dylan Field, and Context Ventures.

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According to OpenAI, the transaction was led by Turley and Fidji Simo, its head of applications, and approved by independent board committees. The company plans to integrate Sky’s macOS proficiency into ChatGPT, advancing its mission to create AI that both thinks and acts.

OpenAI recently unleashed its highly anticipated ChatGPT Atlas browser, putting AI at the center of web browsing in ways we have not seen before.

Madeline Clarke

Madeline is a writer specializing in copywriting, content creation, brand communication, and technology writing. After studying art and earning her BFA in Creative Writing from Salisbury University, she developed a multidisciplinary approach to writing that combines language, visual thinking, structure, and audience awareness. Her background helps her create copy that is clear, engaging, and aligned with a brand’s tone, purpose, and presentation. She has applied her writing and design expertise to projects requiring both creativity and strategy, including marketing copy, digital content, brand messaging, informational articles, client-facing materials, and technology-focused content. Her tech writing experience includes explaining products, services, and digital tools in an accessible way without sacrificing clarity or professionalism. Madeline later founded Clarke Content, LLC, where she works with companies to produce entertaining, informational, and professionally crafted content. Through her business, she supports clients with writing that strengthens their public voice, explains their services, and connects with their intended audience.