Hi Jason! There are a lot of variables here. Things to check: Are these tokens (default tokens associated with a character sheet and dragged form the Journal tab) or images, dragged from your art library, or imported freshly from your computer? Further, are they being dragged onto the map layer or the token layer? If a size has not been set for a token and saved as a default, the image will come in at 3x3 on the map layer or 1x1 on the token layer, if dragged from the art library. Images dragged from a character sheet, rather than from the journal tab are not really tokens, but unassociated graphics, and will also follow these rules.