Vince said: I would also recommend tagging images as you import them to help with searching later. Tagging images is useful, but you can streamline your procedure a lot by naming the graphics files as you create them, and thus avoid the extra step of tagging directly in Roll20. The filenames of the graphics will become searchable in your Roll20 art library similar to as-if they were tags, with the added benefit you'll also be able to find the token graphics in your computer, keep them organized, and won't need to enter those filename words as Roll20 Tags later. Example, when creating your Character's tokens in computer or when exporting from Token Tool, name the files: Billy-Human-Fighter-Sword-BenjaminQuest-Token.png Sally-Elf-Cleric-Mace-BenjaminQuest-Token.png Lil-Halfling-Rogue-Dagger-BenjaminQuest-Token.png This technique should help you find & organize & place them quickly after uploading as they will already be findable by the words in the name.