Hi Robert!
Thanks for reaching out to us!
I’m sorry to hear you are having that problem.
I’m not able to reproduce the same on my local installation with WP Super Cache. Let me help you find the source of it.
First, could you please enable WP_DEBUG and WP_DEBUG_LOG ? This will create a debug.log file inside the /wp-content directory.
After that, try reproducing the issue a few times, so that in case there is an error, it will be saved into the debug.log file. Please share that log file with us so we can see if any problem from there.
We always suggest to setup a dev/staging site so you can test things out and make all plugins, theme and WordPress core updates without disrupting the live site.
Let me know about that.
Thanks,
Victor