Is it Possible to Undo Send in Apple Mail

[NaOH]

@ccstone

Keyboard Maestro cannot do this in a way that isn't quite cumbersome.

There is no way to hook into Mail and intercept all the ways you can send an email – you have to have a Mail plug-in that “hacks” Mail's behavior for that.

And the method you'd have to use to send unsent mail would also be cumbersome and difficult to do in bombproof fashion.

Beyond my AppleScript skills,*** but I'm wondering if Keyboard Maestro could have a macro using the standard Command-Shift-D shortcut for sending a message that instead Executes an AppleScript which

1. targets the frontmost Mail window (the message);
2. activates a specified delay; then
3. sends the message after the delay, or
4. displays a prompt to confirm sending immediately or canceling the macro.

If #3, that would certainly necessitate the user also having a macro to cancel all running macros.

***You, ccstone, are astoundingly better with AppleScript than I am, but this is not to suggest you develop such a script, rather more of a strategy being thrown out for consideration as to how this task might be accomplished.