Timeout during connect (likely firewall problem)

I know this one comes up a lot and I searched but could not quite find my problem. I've checked and port 80 is open on my server. I can access the current http website via IP and domain name. According to the message it appears that the first attempt of validation works so I'm not sure what it is doing on the second attempt different to cause a timeout. If it validates the first attempt, then it's not a firewall issue, right? Thanks in advance.

My domain is: tobweb.org

I ran this command:
sudo certbot --apache

It produced this output:
IMPORTANT NOTES:

My web server is (include version):
Apache 2.4.51

The operating system my web server runs on is (include version):
Ubuntu 18.04.g LTS

My hosting provider, if applicable, is:

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):

The version of my client is (e.g. output of certbot --version or certbot-auto --version if you're using Certbot):
0.27.0

Well, it might work from where you are, but it doesn't work from much of the world. Here's one site I often use to check connectivity from different places:

Let's Encrypt checks from many places around the world, so it's saying that some places (its "primary" validation) could connect, but others (the "secondary" validation) could not.

You might find this FAQ helpful:

If you're not expecting connectivity to be different from different places in the world, you might need to ask your internet hosting provider about it.

Side note: Ubuntu 18 is out of support (unless you have a support subscription), and Certbot 0.27 is really old too. You might want to update if you're actually caring about security, and not just caring about getting a certificate. :slight_smile:

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Thanks for the links, much appreciated. That's not what I would have expected at all but I can clearly see the problem now.

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