When you save your image, save it as Essen Asset Name [tag1, tag2, tag2].png There can only be three tags, though they can be more than one word long such as tagging "solar system" "space ship" "orc warrior token" etc. Assuming you didn't do this while saving the assets, you can still do it with external renaming programs, like File Renamer Basic, or with a bit of Powershell knowledge. I use File Renamer Basic for the purpose of mass tagging. This unfortunately can't be done for the squares covered number.