I like using Apple Shortcuts when it fits my workflow, but advanced features can be confusing. I manage simple loops and variables, but it’s slow and tricky. That’s why I was happy to see MacStories release Shortcuts Playground, a free plugin for Codex and Claude Code. It lets you describe what you want in natural language and creates a real Apple Shortcut you can use or share. You can read about it and get installation instructions for free if you have those platforms. It’s been years since I updated my list of free and cheap apps that boost Apple Shortcuts, so here’s the 2026 edition. Best Standalone App for Triggers - Shortery Apps like Keyboard Maestro, Hazel, and BetterTouchTool can trigger Shortcuts but take time to learn. Shortery costs $29.99 and is easier to use. Apple also added some automation triggers in macOS: macOS Shortcuts covers basics Apps, Files and folders, Wi‑Fi/Bluetooth, Displays, Focus, Time, Wake/sleep Shortery adds extras Audio, Camera, Clamshell, Calendar,…
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