Thinking...
User has 15 pictures of his dead mother, deleting 14.
Saved 20 MB! :)
For the pictures, I set up a batch script the one time that used exiftool to read all of my photo's exif data (for creation date), rename the file to that date / time, and put it in a year/month folder structure. Once that's normalized it was pretty straightforward to identify and delete duplicates (assuming the exif data on duplicates has the same date/time in it).
Duplicates are easy, that gets sorted quite fast. Picking 1-2 out of those 5 slightly different pictures of the same occasion is another task.
Shipping your drives to Sam Altman. If everybody did that, he could then deduplicate the pictures of the same thing that multiple people took.