That's me! I'm technical enough to self-sign for ssl for my sites (it and tor are what I do instead) but I run on lots of old hardware and old (>5 years) OSes. The tools for constantly re-updating letsencrypt simply don't work and all the containerizations didn't exist yet. I've tried nearly a dozen LetsEncrypt updates solutions, compiled from source, from debs, "standalone" only bash solutions, etc, there's always a catch that prevents it from working.
