ChatGPT: OpenAI, Sam Altman, AI, Joe Rogan, Artificial Intelligence, Practical AI

Sky Joins OpenAI’s Arsenal of Smart Tools

Nov 1, 2025
OpenAI's latest acquisition, Sky, promises to revolutionize how we interact with our devices using voice and context. The discussion highlights Sky's natural language interface, showcasing impressive desktop automation capabilities like taking screenshots and managing calendars. Comparisons with Apple reveal both challenges and opportunities for differentiation. Insights into the Sky team's Apple background add depth to its potential. Questions about integration, productivity, and investment dynamics keep the conversation engaging as we ponder the future of AI assistants.
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INSIGHT

Acquisition Focuses On Interfaces

  • OpenAI acquired Sky to bring an AI interface that understands context and adapts to user intent.
  • The goal is to unlock intelligence through interfaces, not just model improvements.
ANECDOTE

Demo Shows Floating Mac Assistant

  • Jaeden describes Sky's demo showing a floating Mac bubble that reads screenshots and schedules calendar events.
  • The demo shows Sky researching locations and messaging a group to coordinate plans.
ADVICE

Supervise Sensitive AI Tasks

  • Expect to need to monitor AI agents when they perform sensitive tasks like sending emails.
  • Keep the agent visible or dedicate a secondary monitor to supervise its actions.
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