Hi @aaronrye12
It’s hard to tell the cause for the error without additional information. If you open your browser developers tools you should be able to see a log message with the error and under the network tab the request to upload the image should also provide some insights.
Regardless, I recommend updating to the latest CMS version which is netlify-cms@2.10.84.
Thanks for the additional information @aaronrye12, that helps.
Can you also provide the Headers tab from the second screenshot (it has the request URL)?
It looks like (for some reason) the git-gateway doesn’t allow the specific API of that URL.
I would also try to disable/enable git-gateway from the UI settings