On October 23, 2025, OpenAI announced the acquisition of Software Applications Incorporated (SAI), whose product, Sky, is a natural language interface for macOS that understands screen content and executes actions within various applications. OpenAI stated that it will bring Sky's deep system integration and product capabilities to ChatGPT, and all SAI members will join the OpenAI team. The announcement also noted that investment funds associated with Sam Altman previously held a passive investment in SAI. The transaction was led by ChatGPT heads Nick Turley and Fidji Simo and approved by OpenAI's independent Board Affairs and Audit Committee.
Multiple media outlets have reported that SAI's founding members previously created Workflow, which was later acquired by Apple and became Shortcuts. This move is interpreted as accelerating ChatGPT's desktop native integration and automation, enabling smoother "screen-to-action" workflows in scenarios like writing, planning, coding, and daily management. The pace of subsequent integration will be determined by official OpenAI updates.
Frequently Asked Questions
Q: What are the acquired companies and products?
A: Software Applications Incorporated, whose product is Sky, a macOS assistant that can understand screen content and call native applications to perform tasks.
Q: How will personnel and products be arranged after the acquisition?
A: The entire team will join OpenAI; Sky's deep macOS integration and product experience will be incorporated into ChatGPT.
Q: Are there any potential related-party transaction issues involved?
A: OpenAI's announcement disclosed that funds associated with Sam Altman had made passive investments in SAI; the transaction was led by management and approved by an independent committee of the board of directors.
Q: What does this mean for users?
A: It is expected that ChatGPT will gain stronger desktop native operation and context understanding capabilities, reduce application switching and improve automation efficiency.
Q: What is the relationship between Sky and Apple Shortcuts?
A: Several media outlets claim that core members of SAI created Workflow (later Shortcuts), but this is based on media reports only. The specific details should be based on official resumes and subsequent documents.
