I get that feeling whenever I empty the Mac’s Trash and hear that crumpling disposal sound. My Mac is cleaner and I feel good about that. Except that warm and fuzzy feeling can dissipate in a hurry if you delete a file, empty the Trash, and realize you deleted the wrong file. Uh oh. What to do?
Make Trash Smart
What Trash on a Mac needs is an undo feature. Yes, click and the Trash is deleted. But not right away. Imagine how much grief such a function could save Mac mankind. Smart Trash is close to the dream.
What you get is a convenient Menubar selection with options to delete Trash from different Mac volumes. The Smart Delete Window displays which files on which Mac volume are prepared for deletion, but not yet deleted.
Preferences are simple. Set Smart Trash to launch when you login to your Mac, adjust keyboard shortcuts as needed, and make sure to set the option Show The Alert Before Deleting. That’s a plus.
The Menubar setting gives you options to empty the Trash of your Mac, empty Trash on connected volumes (disks), or use the Smart Delete function. As good as Smart Trash is, and it’s heading in the right direction, is some kind of timer or schedule which deletes the Trash automatically, but would still give you time to go back and retrieve a file that should not have been deleted.
Otherwise, Smart Trash is smarter than Trash.