Trying to use Caddy behind Cloudflare (with caddy plugin), Caddy itself starts fine and listens on ports 443 and 80, but trying to load my-site-name.net fails on all browsers with error ERR_TOO_MANY_REDIRECTS. My /etc/caddy/Caddyfile: my-site-name.net root /var/www/ tls { dns cloudflare } My …

I think this is usually because your Cloudflare SSL config isn’t set to “Full (strict)” – if I recall, that is the correct setting.

Caddy+CloudFlare = ERR_TOO_MANY_REDIRECTS

Whitestrake (Matthew Fay) March 17, 2018, 7:35am 5

I’ve written about it a few times:

It might do to put it in an FAQ somewhere; although it’s not Caddy’s fault, it happens frequently enough to mention.

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