Please fill out the fields below so we can help you better. Note: you must provide your domain name to get help. Domain names for issued certificates are all made public in Certificate Transparency logs (e.g. crt.sh | example.com), so withholding your domain name here does not increase secrecy, but only makes it harder for us to provide help.
My domain is:stjuderedcap.schoolofstjude.org
I ran this command:certbot renew
It produced this output:Timeout during connect (likely firewall problem)
My web server is (include version): wamp server 3.2.6-64bit
The operating system my web server runs on is (include version): Windows Server 2019 datacenter
My hosting provider, if applicable, is: N/A
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
The version of my client is (e.g. output of certbot --version or certbot-auto --version if you're using Certbot): certbot 2.2.0
Thank you for your support and Yes, although I have subscribed for reminders before expirations, I will like to eliminate the manual process and automate this.
Our architecture is a Windows server running a Wamp server with Apache.
Why that one? I think using --webroot method would be easier. If you need something to open and close port 80 automatically you could use the --pre-hook and --post-hook.
You have Route53 as your DNS provider so could use a DNS Challenge instead. That avoids opening port 80 but is often more difficult to automate. And, I don't remember if Certbot supports the Route53 plug-in on Windows. I don't think it does but not certain.
For that you may have to look at other ACME Clients designed for Windows. Certify the Web is a good option
I was leaning towards not having to use the DNS plugin.
And, since certbot for Windows and Apache don't play well together...
I was leaning towards --webroot as well.
But we can only take the horse to water - we can't make him drink it.