I just finally tried with just one domain name. Now there are no “sub-problems”. Here is the error:
DNS problem: query timed out looking up CAA for captweb.captainct.org
I’m thinking this is a DNS issue and not a LetsEncrypt or Certify the Web issue at all.
What domain/ip or ip range will the LetsEncrypt DNS queries be coming from? I’m thinking the problem is at the DNS server, sounds like, ignoring the requests for some reason. I’d like to tell them to whitelist your service. Where would I find such info, do you have it?
Thanks for all your help!