Certbot timeout on Windows

@steve.rogers I moved your post into its own thread. We like each problem to be its own. Almost always the same symptom is caused by different things.

First, in your case Certbot is no longer supported by the EFF on Windows. You should choose an ACME Client designed for Windows such as Certify the Web or one of the others mentioned in the EFF's post: Certbot Discontinuing Windows Beta Support in 2024

You are still left with the "timeout" which means HTTP request on port 80 to your domain server fails. Often this is a firewall but for residential setups this is often caused by wrong port forwarding or NAT in your router. Or, in some cases being blocked by your ISP.

Make sure your server can be reached using HTTP. This is a good test site: Check website performance and response : Check host - online website monitoring

Or https://letsdebug.net

3 Likes