Just passin’ through
I have the renewal process itself automated, just not the replacement process.
I selfhost my own mail server (my primary mail in fact).
My LE certs expired on Christmas eve, when I was also getting sick. I didn’t realize my mail server was down for a week until about NYE. Luckily Postfix queued all my emails and there was nothing important lost, but I am reevaluating self hosting my mail server. That being said, this was also the worst issue I’ve faced in over a year of self hosting mail. And it only arose because my dumbass still hasn’t automated my certificate rotation.
As someone studying cybersecurity right now and hoping to pivot into red teaming, i would like to inform you that it’s since attained cult status. It’s so horribly bad that it’s actually good. The best way I’ve heard it described is that that movie is what a hacker (at the time) wished hacking was like. If i could really tap a few buttons and just say “I’m in” or hack the FBI just to fuck with random special agents, believe me I would.