Topic on User talk:Wisslewossle
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This is a permanent link to the first version of this post.
You can view later versions on the post history page.
If you're uploading a new version of a file, it stays cached and won't update from the old one for a while.
If you're having trouble where it looks like its not uploading your new one, that is why.
No way I know of to fix it besides just waiting.