As a general rule:
Nothing beats the flexibility of the command line.
Also, for menial tasks like this, user interaction is what you don't want. Better do that by script, so you don't have to waste time clicking on things that a script would do much faster and more precise. And you could see this as the beginning of a script that helps you keeping your laptop neat and tidy automatically, so you don't have to worry too much about it.
Piece of mind or having yet another maintenance task where you must click away at lists and lists of files to keep, to store on different media or throw away.