Am I missing something that would make this magically work?
Installing a SSL certificate is relatively easy anyhow. It's one of the most common things you do with a http server.
I'm overall, very happy that it works at all... Some things I'd like to see...
Namely, automatically allow higher thresholds for domains used/provided by dynamic dns providers such as freedns, that have more domains that may want/need to register than limits allow.
Have a more transparent interface for requesting higher thresholds, or for submission of virtual tlds for those domains that offer subdomains to others.
Also, not sure where to put public suffix list additions for such a provider... I was going to add bbs.io, as well as say the top 25 domains for freedns.afraid.org, but wasn't sure where to add them.
I still love Let's Encrypt for its principle, but I don't dare running it in full auto mode anymore. A few custom shell scripts get the job done easily enough.