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I cannot seem to figure out how to get caddy automatic HTTPS to work behind cloud flair proxy. (lemmy.world)
submitted 2 years ago* (last edited 2 years ago) by to c/selfhosted@lemmy.world
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Hopefully you all can help!

I've been to hundreds of threads over the last few days trying to puzzle this out, with no luck.

The problem:

  1. Caddy v2 with acme HTTP-1 ACME challenge (Changed from TLS-ALPN challenge)
  2. Cloudflair DNS with proxy ON
  3. All cloudflair https is off
  4. This is a .co domain

Any attempt to get certificates fails with an invalid challenge response. If I try and navigate (or curl) to the challenge directly I always get SSL validation errors as if all the requests are trying to upgrade to HTTPS.

I'm kind of at my wit's end here and am running out of things to try.

If I turn Cloud flare proxy off and go back to TLS-ALPN challenge, everything works as expected. However I do not wish to expose myself directly and want to use the proxy.

What should I be doing?

I have now solved this by using Cloudflair DNS ACME challenge. Cloudflair SSL turned back on. Everything works as expected now, I can have external clients terminate SSL at cloudflair, cloudflair communicate with my proxy through HTTPS, and have internal clients terminate SSL at caddy.

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[–] [S] 1 point 2 years ago*

Because the majority of my traffic and services are internal with internal DNS? And I want valid HTTPS certs for them, without exposing my IP in the DNS for those A records.

If I don't care about leaking my IP in my a records then this is pretty easy. However I don't want to do this for various reasons. One of those being that I engage in security related activities and have no desire to put myself at risk by leaking.

Even services that I exposed to the internet I still don't want to have my local network traffic go to the internet and back when there is no need for that. SSL termination at my own internal proxy solves that problem.

I now have this working by using the cloudflare DNS ACME challenge. Those services which I exposed to the internet cloudflare is providing https termination for, cloudflare is then communicating with my proxy which also provides https termination. My internal communication with those services is terminated at my proxy.

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