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If you are trying to save it directly to the Signature area in Files, that may be the problem. It's meant to be used through the sig creation app.
Does it upload to your regular Files directory?
Rename to something simple and give it a try.
let us know how it goes ...
I mean the editor you normally use to create a sig and add a sig image
That uploads to your signature_images directory in Files. It's not meant to have files uploaded directly without the editor like you upload other files.
Try creating a new sig and see if that works, make it a simple filename first.
The pencil icon to the right in Files let's you rename.
But not clear why you can't rename it on your computer first and add it in the sig editor from there.