This is designed so that a Player's token can't get lost, if accidentally hidden under a larger token. For example if you're encountering a huge dragon, and a PC goes "under" the dragon, it's intended that the Player still be able to see & click their own token, even as others can see that the Token went under the dragon. Does the Player have control of the Familiar's token? If the Player has control of 2 tokens then I think "to Front" and "to Back" would stack them for that player's view. Try assigning control of the familiar token, to the Player, if it isn't already. Wiki doc, <a href="https://wiki.roll20.net/Token_Features#Controlled_" rel="nofollow">https://wiki.roll20.net/Token_Features#Controlled_</a>... Some other sort-of workarounds could be: Make an image of the Familiar on the Character and save it as one image, one JPG or PNG for a new combined token. From there you could have a Rollable Table Token which can flip from Character+Familiar to Character Without Familiar. Or, different idea: use the Status Effects icons to put a tiny icon on the Token when it's considered to be carrying the familiar (for example the snail status icon). Status wiki, <a href="https://wiki.roll20.net/Token_Features#Status_Indi" rel="nofollow">https://wiki.roll20.net/Token_Features#Status_Indi</a>... Rollable Table Token "choose side" method, <a href="https://wiki.roll20.net/Collections#Using_a_Rollab" rel="nofollow">https://wiki.roll20.net/Collections#Using_a_Rollab</a>... Others may come along with additional ideas and responses.