I have a mac mini running macOS 10.12.4 and Server.app 5.3 hosting 6 different websites.
I followed the instructions, https://community.letsencrypt.org/t/compatibility-certbot-osx-server/19914/2?u=dennispipper to setup LE on the default domain, it worked fabulously well!
However, when I went to add a certificate for a second domain, I got an error:
Failed authorization procedure. www.anchorliving.net (http-01): urn:acme:error:unauthorized :: The client lacks sufficient authorization :: Invalid response from http://www.anchorliving.net/.well-known/acme-challenge/HKDWUTD7_vBSp6egICQBpWS-dqL8A13PEAmUM1CoCfc:
I tried changing ownership for the anchorliving.net webroot to the same as the Default site but that didn’t seem to help.
It was impressive how quickly the first site was processed without issue. When I try to load the site, https://anchorliving.net, it forwards to the Default domain’s SSL site
Thanks for any help!