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So, I'm a noob and I'm having an incredibly hard time understanding how the cliffs are supposed to tile :(

Do you think you could have an example scene? Maybe with numbered tiles? Like you create a sample scene using every tile and include their number

(1 edit)

Yes, exactly like that! The high cliff needs to be put manually anyway. 

And I see you're using Godot, perhaps? The tileset you screenshotted is quite limited, and meant for RPG Maker. If you are not using RPG Maker, you better use the free placeholders available here now, because the v1.5 update with full modular autotile support is coming very near and will have the exact same layout and autotile setting as below.