Failed authorization procedure - timeout

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My domain is: bcfurries.com, gryphonic.com, critter.net

I ran this command: /usr/local/bin/certbot renew

It produced this output:

: 2/{1}root@cornix:~# /usr/local/bin/certbot renew --dry-run
Saving debug log to /var/log/letsencrypt/letsencrypt.log

-------------------------------------------------------------------------------
Processing /usr/local/etc/letsencrypt/renewal/bcfurries.com.conf
-------------------------------------------------------------------------------
Cert is due for renewal, auto-renewing...
Plugins selected: Authenticator webroot, Installer None
Renewing an existing certificate
Performing the following challenges:
http-01 challenge for bcfurries.com
http-01 challenge for www.bcfurries.com
Waiting for verification...
Cleaning up challenges
Attempting to renew cert (bcfurries.com) from /usr/local/etc/letsencrypt/renewal/bcfurries.com.conf produced an unexpected error: Failed authorization procedure. www.bcfurries.com (http-01): urn:acme:error:connection :: The server could not connect to the client to verify the domain :: Fetching http://www.bcfurries.com/.well-known/acme-challenge/PbZ_VPfj8uazTJS_lXCS6tPoBDpb2Eh-8PnYWd745nE: Timeout. Skipping.

-------------------------------------------------------------------------------
Processing /usr/local/etc/letsencrypt/renewal/gryphonic.com.conf
-------------------------------------------------------------------------------
Cert is due for renewal, auto-renewing...
Plugins selected: Authenticator webroot, Installer None
Renewing an existing certificate
Performing the following challenges:
http-01 challenge for gryphonic.com
http-01 challenge for www.gryphonic.com
Waiting for verification...
Cleaning up challenges
Attempting to renew cert (gryphonic.com) from /usr/local/etc/letsencrypt/renewal/gryphonic.com.conf produced an unexpected error: Failed authorization procedure. gryphonic.com (http-01): urn:acme:error:connection :: The server could not connect to the client to verify the domain :: Fetching http://gryphonic.com/.well-known/acme-challenge/k0AhZgtlkugQ5EHEhLtWt36_YOFPv-p8Cj5fXaLj_GA: Timeout. Skipping.

-------------------------------------------------------------------------------
Processing /usr/local/etc/letsencrypt/renewal/critter.net.conf
-------------------------------------------------------------------------------
Cert not due for renewal, but simulating renewal for dry run
Plugins selected: Authenticator webroot, Installer None
Renewing an existing certificate
Performing the following challenges:
http-01 challenge for critter.net
http-01 challenge for mail.critter.net
http-01 challenge for secure.critter.net
http-01 challenge for smtp.critter.net
Waiting for verification...
Cleaning up challenges
Attempting to renew cert (critter.net) from /usr/local/etc/letsencrypt/renewal/critter.net.conf produced an unexpected error: Failed authorization procedure. mail.critter.net (http-01): urn:acme:error:connection :: The server could not connect to the client to verify the domain :: Fetching http://mail.critter.net/.well-known/acme-challenge/cdSQu377XepTUUNX4YOQamWSx10ueVKh1Dei87ggYVA: Timeout, critter.net (http-01): urn:acme:error:connection :: The server could not connect to the client to verify the domain :: Fetching http://critter.net/.well-known/acme-challenge/qfFLsxU6mURArjiyIb8fycbKVJCDUi0zE4g9QAa9Yk4: Timeout, secure.critter.net (http-01): urn:acme:error:connection :: The server could not connect to the client to verify the domain :: Fetching http://secure.critter.net/.well-known/acme-challenge/yHI07aa9higIM-F3m5FNbW-aN4U1No-zgecqo4Cah_I: Timeout, smtp.critter.net (http-01): urn:acme:error:connection :: The server could not connect to the client to verify the domain :: Fetching http://smtp.critter.net/.well-known/acme-challenge/Jq6plrnIAF--fryEuWCUETqRhS7CgoKhHUxhsegHcow: Timeout. Skipping.
All renewal attempts failed. The following certs could not be renewed:
  /usr/local/etc/letsencrypt/live/bcfurries.com/fullchain.pem (failure)
  /usr/local/etc/letsencrypt/live/gryphonic.com/fullchain.pem (failure)
  /usr/local/etc/letsencrypt/live/critter.net/fullchain.pem (failure)

-------------------------------------------------------------------------------
** DRY RUN: simulating 'certbot renew' close to cert expiry
**          (The test certificates below have not been saved.)

All renewal attempts failed. The following certs could not be renewed:
  /usr/local/etc/letsencrypt/live/bcfurries.com/fullchain.pem (failure)
  /usr/local/etc/letsencrypt/live/gryphonic.com/fullchain.pem (failure)
  /usr/local/etc/letsencrypt/live/critter.net/fullchain.pem (failure)
** DRY RUN: simulating 'certbot renew' close to cert expiry
**          (The test certificates above have not been saved.)
-------------------------------------------------------------------------------
3 renew failure(s), 0 parse failure(s)

IMPORTANT NOTES:
 - The following errors were reported by the server:

   Domain: gryphonic.com
   Type:   connection
   Detail: Fetching
   http://gryphonic.com/.well-known/acme-challenge/k0AhZgtlkugQ5EHEhLtWt36_YOFPv-p8Cj5fXaLj_GA:
   Timeout

   To fix these errors, please make sure that your domain name was
   entered correctly and the DNS A/AAAA record(s) for that domain
   contain(s) the right IP address. Additionally, please check that
   your computer has a publicly routable IP address and that no
   firewalls are preventing the server from communicating with the
   client. If you're using the webroot plugin, you should also verify
   that you are serving files from the webroot path you provided.
 - The following errors were reported by the server:

   Domain: mail.critter.net
   Type:   connection
   Detail: Fetching
   http://mail.critter.net/.well-known/acme-challenge/cdSQu377XepTUUNX4YOQamWSx10ueVKh1Dei87ggYVA:
   Timeout

   Domain: critter.net
   Type:   connection
   Detail: Fetching
   http://critter.net/.well-known/acme-challenge/qfFLsxU6mURArjiyIb8fycbKVJCDUi0zE4g9QAa9Yk4:
   Timeout

   Domain: secure.critter.net
   Type:   connection
   Detail: Fetching
   http://secure.critter.net/.well-known/acme-challenge/yHI07aa9higIM-F3m5FNbW-aN4U1No-zgecqo4Cah_I:
   Timeout

   Domain: smtp.critter.net
   Type:   connection
   Detail: Fetching
   http://smtp.critter.net/.well-known/acme-challenge/Jq6plrnIAF--fryEuWCUETqRhS7CgoKhHUxhsegHcow:
   Timeout

   To fix these errors, please make sure that your domain name was
   entered correctly and the DNS A/AAAA record(s) for that domain
   contain(s) the right IP address. Additionally, please check that
   your computer has a publicly routable IP address and that no
   firewalls are preventing the server from communicating with the
   client. If you're using the webroot plugin, you should also verify
   that you are serving files from the webroot path you provided.
 - The following errors were reported by the server:

   Domain: www.bcfurries.com
   Type:   connection
   Detail: Fetching
   http://www.bcfurries.com/.well-known/acme-challenge/PbZ_VPfj8uazTJS_lXCS6tPoBDpb2Eh-8PnYWd745nE:
   Timeout

   To fix these errors, please make sure that your domain name was
   entered correctly and the DNS A/AAAA record(s) for that domain
   contain(s) the right IP address. Additionally, please check that
   your computer has a publicly routable IP address and that no
   firewalls are preventing the server from communicating with the
   client. If you're using the webroot plugin, you should also verify
   that you are serving files from the webroot path you provided.

My web server is (include version): Apache 2.4.29

The operating system my web server runs on is (include version): FreeBSD 10.3-p24

My hosting provider, if applicable, is: hetzner

I can login to a root shell on my machine (yes or no, or I don’t know): yes

I’m using a control panel to manage my site (no, or provide the name and version of the control panel): no

Additionally, I have verified that I can make HTTP connections to each of the virtual domains mentioned above. Using the URL specified, I get a 404 which is expected as the certbot client is not running to create the appropriate file(s)/director(y|ies) when I test with my browser.

Your domains have AAAA DNS records, but your web server doesn’t seem to respond on IPv6.

You need to fix the server to work with IPv6, or remove the AAAA records.

Thanks! Looks like there was some cleanup I had to do after some IPv6 renumbering recently. ;p

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