Xenobunny said: (because not adjusting the size field triggers an error so I must tweak every item's default size before saving out). I know there are steps recommended as to how we might embed our own tags but I use Roll20's system and I would LOVE a way to fill in the tags for all of my items all at once 1) just violently reset your page with a refresh and it will by default set everything to 1x1. It won't erase anything, and it'll just be all sitting there without the error inducing prompt. I swear it works, you don't have to manually set them all if they're just square tokens. But it is worth it if they're not squares because eventually it'll be part of a feature where things drop in at their set size. 2) Name the file with your tags in it. Roll20 will never do anything to make it better, so your best bet if you want to name everything with the same tag set is to bake them into the file name by pasting them as you go. If you make all your tokens items etc in one file before you save them, you can have above everything, correction layers for new tints, or make a duplicate file and do a retint to all components and save with slices, instead of doing things one at a time. There are lots of reasons why it's worth it to set up multi-token things on a single file instead of messing with a zillion little files. Tagging the file. Easy. If you're flicking through several layers, just copy your tags then paste them each time. This is done by saving your file as, say, orc[orc warrior,monster token,axe fighter].png If you don't want to paste your tags onto each file name as you save them (which is what I do), you have a couple of options. Use Windows Powershell (or the similar programming in your own computer's system for Mac or Linux), here's someone's thread in which they figured out how to do exactly what you want (I have not tested this and I recommend making a duplicate before testing using Powershell or similar to rename enmasse) <a href="https://social.technet.microsoft.com/Forums/en-US/50114a6b-1902-4a31-9c2f-0dbf015057c5/powershell-append-text-to-the-end-of-a-file-name-before-the-extension" rel="nofollow">https://social.technet.microsoft.com/Forums/en-US/50114a6b-1902-4a31-9c2f-0dbf015057c5/powershell-append-text-to-the-end-of-a-file-name-before-the-extension</a> Run a batch job in Photoshop (or your choice of similar program) in which the only thing you're requesting is that it saves the files with a new file name including your tags at the end. This is also useful if you want to, say, save everything at half the size, or tint everything with the same filter, such as a greyscale version of all of your maps or a night version of all of your maps. Grab the free program Tinytask which will repeat your keystrokes as many times as you tell it to. Do your movement once in the Roll20 uploader after hitting 'record', then set it to repeat x amount of times and then hit play and don't touch anything on your computer until it's done. The best part is that you can run it faster than you can do it yourself, double speed or more (though keep in mind the internet may lag and cause everything to get messed up so I wouldn't mess with much faster than that). If everything is the same amount of squares and the same tag, this is a perfectly fine way to do it without doing the heavy lifting yourself.