Reading upload detail backwards?

This is a weird one. I'm not new to this program, but there are things going on I can't expain.

When I drag and drop a file to the server to upload, it naturally asks me if I want to overwrite, which I do.
However, the dialogue box gives the file details backwards! Essentially, it asks me if I want to overwrite the new file with the existing old.
When I just say yes, the details (file size, date, etc) are correct on the server.

Is it me? Could my download, which I just did yesterday, be messed up?