Thanks for the Snippet/Import Tip. Didn’t know that, but after writing a Snippet for the repeating Lines, my Caddyfile got compact 
(YAY 
)
The Build Im using was downloaded from the official Caddy Site and I’ve replaced /usr/bin/caddy with it: Download Caddy (caddyserver.com)
Should I try to build it with xcaddy to troubleshoot?
Or could it be that I would need to add disable_tlsalpn_challenge, because my Origin IP is hidden? Caddy 2 behind Cloudflare CDN - Help - Caddy Community