Last updated: March 22, 2026
⚡ TL;DR — Sky Review
Sky is a macOS AI assistant created by the original developers of Apple Shortcuts (Ari Weinstein and Conrad Kramer). It uses natural language to control your Mac — understanding your open apps, window...
📝 Table of Contents
Sky homepage — Screenshot by PopularAiTools.ai
What is Sky?
Sky is a macOS AI assistant created by the original developers of Apple Shortcuts (Ari Weinstein and Conrad Kramer). It uses natural language to control your Mac — understanding your open apps, windows, and context to execute complex multi-step tasks with simple commands. Note: Sky was acquired by OpenAI in October 2025 and is being integrated into ChatGPT.
As an AI-powered tool in the AI Assistants category, Sky is designed to streamline workflows and boost productivity for its target users. Whether you're a startup founder, content creator, developer, or marketer, Sky aims to eliminate repetitive tasks and let you focus on what matters most.
Key Features of Sky
Here are the standout features that make Sky worth your attention:
1. Natural Language Mac Control
Tell Sky what to do and it executes across your Mac apps
2. Deep macOS Integration
Understands your open apps, windows, and current context
3. Multi-Step Task Execution
Handles complex workflows — share links, summarize pages, send messages — in one command
4. Custom Tool Creation
Build custom tools combining LLM prompts with Shortcuts, shell scripts, and AppleScript
5. Dual LLM Support
Works with either GPT 4.1 or Claude for AI processing
6. Built-in App Integrations
Calendar, Messages, Notes, Safari, Finder, Mail, and screenshots
Sky Key Features Overview
How to Use Sky: Step-by-Step Guide
Getting started with Sky is straightforward. Here's a complete walkthrough:
1
Visit https://sky.app and create an account
2
Complete the onboarding process and set up your profile
3
Explore the main dashboard and familiarize yourself with Sky's interface
4
Try the core feature: Natural Language Mac Control
5
Experiment with additional features like Deep macOS Integration and Multi-Step Task Execution
6
Review results and adjust settings to optimize your workflow
7
Upgrade to a paid plan if the free tier doesn't meet your needs
Sky Pricing Plans
Here's a complete breakdown of Sky's pricing structure:
Sky Pricing Plans Breakdown
Pros and Cons
👍 Pros
- ✓ Created by Apple Shortcuts team
- ✓ Deep macOS integration
- ✓ Natural language command execution
- ✓ Works with GPT and Claude
- ✓ Custom tool creation
- ✓ Now backed by OpenAI
👎 Cons
- ✗ Acquired by OpenAI — standalone app uncertain
- ✗ Mac only
- ✗ Never officially launched to public
- ✗ Future availability depends on OpenAI's plans
Best Sky Alternatives
If Sky isn't the right fit, here are the top alternatives worth considering:
Final Verdict: Is Sky Worth It?
★★★★☆
4.0/5
Sky represented the pinnacle of what macOS AI assistance could be — built by the legends who created Shortcuts, with deep system integration that no other tool matched. While the standalone app was never publicly released before OpenAI's acquisition, its DNA will live on in ChatGPT's macOS experience. For now, look to Raycast or Lemon AI for similar functionality.
Frequently Asked Questions
What is Sky?
Sky is a macOS AI assistant from the creators of Apple Shortcuts that controls your Mac using natural language.
Is Sky still available?
Sky was acquired by OpenAI in October 2025. The standalone app never officially launched; its technology is being integrated into ChatGPT.
Who created Sky?
Ari Weinstein and Conrad Kramer, the original creators of Workflow (which became Apple Shortcuts).
What happened to Sky?
OpenAI acquired Software Applications Incorporated (the company behind Sky) to bring deep macOS integration to ChatGPT.
Will Sky's features come to ChatGPT?
Yes. OpenAI has stated it plans to integrate Sky's macOS capabilities into ChatGPT.
Did Sky support custom tools?
Yes. Users could create custom tools combining LLM prompts with Shortcuts, shell scripts, and AppleScript.
What AI models did Sky use?
Sky supported both GPT 4.1 and Claude.
Is there an alternative to Sky?
Raycast, Lemon AI, and Alfred are alternatives for macOS productivity and automation.
Ready to Try Sky?
Join thousands of users already using Sky to transform their workflow.
Get Started Free →This review was last updated on March 21, 2026. PopularAiTools.ai independently reviews AI tools and may earn commissions from qualifying purchases.
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