Single Status Update
I checked error logs but I couldn't find anything. So I changed a couple settings for the gallery and did a couple test uploads. One image loaded fine, the other upload was 3 images at once. Everything worked ok. One of the issues might have been a file size limitation. Anything around 4mb might have been timing out. I increased the upload size for all usergroups. If anyone wants to test some image uploads, go for it. 10 mb is now the largest image the forum will take at the moment. All of my test images were no bigger than 1.5 mb. We still might get an image upload timing out for large images but that might be a hard server setting I'd have to look for.
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I'll try fucking with the image size because I'm still getting the 504 Gateway Timeout error every time I try to upload a screenshot of my character (which might be the problem since it is 1920 x 1080).
I also have no comment on the absurdity that has proceeded this comment (I really should check the show out but its just to weird, even for me).
504 error. I'll look into it!