dev.classyapi.kilterapp.com has an A (IPv4) record (3.145.23.184) but a request to this address over port 80 did not succeed. Your web server must have at least one working IPv4 or IPv6 address.
A timeout was experienced while communicating with dev.classyapi.kilterapp.com/3.145.23.184: Get "http://dev.classyapi.kilterapp.com/.well-known/acme-challenge/letsdebug-test": dial tcp 3.145.23.184:80: i/o timeout
Trace:
@0ms: Making a request to http://dev.classyapi.kilterapp.com/.well-known/acme-challenge/letsdebug-test (using initial IP 3.145.23.184)
@0ms: Dialing 3.145.23.184
@10001ms: Experienced error: dial tcp 3.145.23.184:80: i/o timeout
A test authorization for dev.classyapi.kilterapp.com to the Let's Encrypt staging service has revealed issues that may prevent any certificate for this domain being issued.
Fetching http://dev.classyapi.kilterapp.com/.well-known/acme-challenge/PvjNRoYzZ6zshfDlbpwlnigOfhU2Z9SHYKgMGE_Df3k: Timeout during connect (likely firewall problem)