Rebuild goes into a loop

Mostly people don’t use custom certificates anymore. I’m not sure that there is a good reason to do what you’re asking, but you can see Allow SSL / HTTPS for your Discourse Docker setup

I think you just want to turn off the orange cloud, get a lets encrypt certificate and turn on the orange cloud. You also want to use the cloudflare template.

See Using Discourse with Cloudflare: Best Practices

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