Selfhosted
A place to share alternatives to popular online services that can be self-hosted without giving up privacy or locking you into a service you don't control.
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The mail address is not the issue. You can enter any address you want there if you don't care about Let's Encrypt being able to reach you in case of problems (they won't).
Don't be afraid of the logs. You don't have to read or understand every line of them. You have an issue with your certificate? Search for certificate and read the lines above and below to get clues what might have gone wrong.
Thank you for your assist. I found the underlying issue to be with the DNS from the domain provider. I switched to Cloudflare DNS and now it works flawlessly.
for future reference there are a few ports that need to be open for let's encrypt to work, and it has a very small timeout (as you have found) so if the dns isn't great it fails. Cloudflare will cache your site/dns so usually works