We need more info on your permissions. 755 would mean anyone can read files there, but only the owner can write. If the owner isn't the same user that mediawiki is running as, then uploads won't work.
What info do you need? The error seems to be due to the Short Urls feature. If I go to the Upload File section and upload a file it redirects to the file but gives a 404 message but when I go to the list of uploaded files I can see all the files have actually uploaded.
For a quick test you could set it to 777, if that fixes it, check which user new files are being assigned to, adjust permissions back down accordingly.
I tried it, I still can upload files to the server when I go to Upload Files section but it redirect to the 404 I think due to the Short Urls. The images still upload to the server fine but its a hassle because it always looks like it fails. I don't know how to fix the Short Urls issue though
and if i try to upload an image from the Upload Image section when editing the wiki it gives me the old HTTP 500 error.
the problem is that it thinks the files are located at /view/File:filename.png
but they're really located at index.php?title=File:filename.png
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