Is there any software I can install on the PC that would make a copy of every file sent or received and either email them to me or copy into some hidden folder that only I can access? Especially those files sent and received through Skype.
All I've found is software that will log a list of all file transfers, but not copy the actual files. But it's not like my son nor his friends will name files descriptively, so this is useless. Unless he left the uploaded/downloaded file on the PC (he's smart enough to cover his tracks), you're out of luck. The best I could get is the monitoring software that takes screenshots which, with screenshots taken frequently enough, would allow you to see the file when it was viewed. But I foresee taking at least an hour every day to view thousands of screenshots trying to catch a view of a file being downloaded - even with a log of all file transfers, matching up the time of the transfer to the screenshot would be time consuming.
I suspect there are enterprise solutions, but I don't know if they'd be workable in a home setting without having substantial infrastructure in place at home.
Thanks for any direction you can provide.