This looks really interesting! I have a setup w/ a Django site on Heroku. Another thread [ Let's Encrypt and Heroku [Solved] ] mentioned near the end that --web-root should replace --manual to facilitate autorenewal.
But part of the process that lets --manual work is that the prompt stops halfway through, tells us the verification response expected [a string response at a path], and gives us time to do a deploy of the file at that path. Does --web-root allow us to stop halfway through somehow so we can do a similar verification deploy?