I had HL2 content installed the same way you would with CSS content if you don't own CSS. I do own HL2, but not installed through Steam, I just had its content in my addons folder. Doing this seems to be what broke my game, as removing this content fixes the problem. I also deleted my "Data" folder, which may have helped, but the HL2 content for sure was breaking things. Thanks to all who helped out with this issue and gave suggestions!
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[�]LaTortaDiMinatore�'s post in Textures unloading with seemingly no cause was marked as the answer