You appear to be having problems with uploading files. Let's work through them to see how I can fix them.
In the summary for File:The Man Himself 16x32 large.jpg you wrote: "I don't know how to upload new versions of files, so I just completely upload a new one."
At the bottom of the "File history" section of a file that you uploaded, which of the following messages appears?
In the summary for File:The Man Himself concept full small.jpg you wrote: "I tried uploading a new version of it, but the changes didn't show."
You often need to hard reload (Ctrl+Shift+R) after uploading a new version in order for the browser to realize that the image has changed rather than relying on its cache.
--Tepples (talk) 15:34, 26 June 2017 (UTC)