Superwhisper and Macrowhisper: voice notes setup

Set up watch or iPhone voice notes with Superwhisper and Macrowhisper, using iCloud sync and a Mac shortcut to save transcriptions in Bear.

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Robert walks through a voice note automation that starts with Just Press Record on an Apple Watch or iPhone and ends with a note in Bear. Audio syncs through iCloud to a Mac, where Keyboard Maestro detects the file and sends it to Superwhisper. Macrowhisper passes the result to an Apple shortcut. This adapts his earlier OpenAI API workflow; he says the revised setup needs no API keys.

The setup depends on folder handling. Robert enables the imported Keyboard Maestro macro, checks its watched folder, and selects Keep Downloaded for both the recording folder and the history folder. The macro moves processed recordings and their directories into history so subsequent recordings can trigger it. He explains this as a limitation of Keyboard Maestro's folder watching.

A custom Superwhisper mode cleans up the transcript and adds a title and Bear tag. Its JSON key goes into the macro. The Macrowhisper action and shortcut must share a name, and installations made through the script rather than Homebrew need a path adjustment. The shortcut uses its input to create and open a Bear note.

Robert reports that macOS 26.3 fixes an accessibility permissions bug affecting CLI apps. He also describes sending results to Alter, a URL, or a script. The demonstrated workflow relies on iCloud sync and Mac automation; it does not establish offline operation.