I've spent eight hours looking around the web for possible solutions and turned up dry. Hopefully somebody here finds something stupid I overlooked, or something I haven't tried. Problem: Packing custom texture files and a 2D Skybox into a map not working for me. This problem first became noticeable when sending an early version of my map to a friend for feedback. Hall-of-mirrors style skybox problem and the purple-black checkered-texture problem. - Both the custom textures and custom 2D Skybox were created according to the Valve Developer Community website. I've double checked both with that site as well as other online guides, including ones from these forums. - I've tried packaging with both Pakrat and VIDE, multiple times. - Testing my map locally works fine. Everything renders properly. The map has no leaks. - I have tried packaging and then running the map on sv_pure 2 locally, yielding the same results my friend sent screenshots of to me. However, using GCFScape verifies that I did package the content. What might I be missing?