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Gabriel N. said: I did delete the cookies on my browser, and it didn't reset things One of the problems people sometimes run into when clearing cookies/cache is that they do not set the time scale to something long enough (such as "All Time"). Make sure you do that when clearing the cookies/cache and please try again.
Just to test and make sure that it is showing up at all, try using a private browsing window or a browser you don't typically use for Roll20. In the meantime, I'll do some research and asking about and see what I can find.
Gabriel, we just got word back. Both Keith and I forgot about the setting in My Settings tab, under Graphics. Remove the checkmark on this setting: "Disable auto sizing of tokens dropped on the Map Layer"