How to compress files then have them delete themselves
Just to make sure I understand, you're planing to compress the videos with handbrake by re-encoding them, right? If you were hoping to use Windows file compression or ZIP/RAR/7z formats, none of those will do anything meaningful to video files.
I can't find a option for deleting the files after transcode in handbrake/ffmpeg (handbrake is just a wrapper for ffmpeg, if you didn't know). This makes some sense, ffmpeg allowing you to delete a source file right after encode would be akin to someone handing you a gun and letting you shoot it with your eyes closed. It's a *really* bad idea. People who know their transcode settings are good can write a script to delete the file automatically after the transcode is done (powershell/bash). I think a script is your best bet, if you are 100% confident your transcodes are going to work.
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