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Adding multiple images to one face in SketchUp was always a little impractical and usually required editing textures in a photo editor or some creative workarounds. On the other hand in Blender you can do this easily by setting up some basic nodes in the shader editor. See how in this interesting tutorial.
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0:00 - Intro
1:00 - Material Node System
3:10 - Add Transparent image to the surface
8:03 - Add multiple images
9:40 - Final node layout