I’m using letsencrypt-auto, as follows (On MacOS using Terminal):
letsencrypt-auto --debug certonly --email [email] -a manual --rsa-key-size 4096 -d domain1 -d domain2 [etc] -m [email]
For each prompt of
Create a file containing just this data: I’m copying pasting, creating the appropriate file and uploading per instructions.
I’d prefer to automate those steps, but haven’t yet uncovered the option to do that. Closest thing I’ve found so far was Serverco’s suggestion to use GetSSL, which I’ve used on a local machine, not to upload to a remote server. Not seeing how it would interface to upload to .well-known/acme-challenge.