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> I'm just not sure how this would work with SSL.

Hmm, you can terminate the SSL connections on a proxy. Some colleagues at work (but at a different location)maintain such a setup (i.e. I never set it up myself) but the relevant search terms are "reverse proxy" and "SSL termination" on that proxy. Only the proxy needs a proper certificate then, but that's where Let's Encrypt helps.

Edit: here's an example

https://bananatrunkingprotocol.com/nginx-reverse-proxy/




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