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Is it possible to assign a skin to a tile dynamically from the server? The context is one where users are allowed to create new rooms in SFS2x and I would like to have a new skin or existing skin with a trigger to facilitate entering that new room.

This is not possible on the server side.
On the client side you could have a named skin which you make invisible (using the Tile.getSkinByName method) by default as soon as the map is loaded, unless you need to display it to activate the room change trigger.