I am experiencing an issue that I really have no idea how I can resolve.
I am using a Plugin to generate certain content.
I am using both Cloudflare and Caching Plugin.
When the cache is flushed, the plugin functionality works, after about 36 hours or so.
The content starts spinning, based on some Initial investigation I found out that I probably need to excluded the plugins content from caching.
Yet at the same time, I discovered that the CORS Headers were being blocked.
This leads me to believe that initially the CORS when the cache is flushed, they work fine, but after a while the caching is stripping the CORS headers where they become blocked.
I am not sure if this theory is even correct, because my initial investigation determined that It was JavaScript minification that was causing the issue and I was so wrong.
I am losing sleep over this, and the plugin maker is in Europe and it is the weekend so their support will need time to respond. Time that I don't have.

I’ve never heard of that before, and I doubt this is caused by caching. Are you seeing resources 404ing in the network tab on chrome? You’ll see messages in console relating to CORS errors as well. I don’t think CORS is the issue here.
Can you describe your issue in more detail? What exactly is happening on the site? Broken styles or functionality?