[davomyster]

There are kodi remotes that allow you to delete library content but it's pretty much the same as using a keyboard and won't work for my purpose. I'd like to pull out my iPad while watching a video on my Kodi PC to free up disk space. I could delete the files directly from the file system but I want to see watched status and additional metadata. Does such a solution exist?

[HeresJohnny]

Sounds like you're looking for a headless solution but afaik that doesn't exist yet.