Thoughts on things like Cloudflare Tunnels to proxy public facing services in lieu of opening ports on your network?

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I self-hosted behind a Cloudflare proxy as well. The fact is, it's impossible to fully secure a public webserver. Any motivated and resourceful attacker can find their way in.

The web (just http, not the Internet) is inherently insecure.

Yeah, very true. This is why we can’t have nice things 😅