Hey Jason, thanks for the quick reply.
I understand you would want a complete solution before rolling it out. Selfishly I'm okay with it only working for ROMs, as ROMs are all I have (for now).
I actually really like CADScott's idea. Instead of waiting until after you've removed a bunch of games from Launchbox and then using a cleanup tool to remove the files, would it be possible to remove all the files on deletion?
eg: Right-click "Game Name '98" -> Delete. Launchbox now removes the game from the list, and deletes the "gamename98.zip" file from the backend, and maybe even deletes any images associated with it.
Would that be easier to do, or would that have the same problems as the Bulk Cleanup Tool?
ps: I love the work you are doing on this program. I've had a bunch of ROMs sitting on my hard drive for years, but with nothing but file names to go on, I never really had the urge to play them. Not so now.