Letsencrypt, the Good, the Bad and the Ugly
I can sympathize with the frustration, but I disagree with the criticism. Certbot is capable of doing dry-runs, and is configured by default to try to renew with a <i>month</i> to spare. It logs failures. You should read your logs.<p>If you've built a system where silently failing is a problem, and you haven't configured any sort of "email me when anything isn't nominal" then you haven't finished configuring your server.<p>Software updates happen. Unattended updates are a thing. It's not the ninties anymore... You can't hook something up to the internet, chuck it in your closet, forget about it for five years, and expect zero issues. You need to pay attention to it.