Looking forward to see what the Dreamhost offering is - most control panels should have fairly simple integrations, having implemented this now.
The only complication seems to be sites that inadvertently block off access to the “.well-known” URL path, mostly through rewrite rules (blocking dotfiles such as .git). But, I think that over time, improved plugin UX can help the user deal with this problem in a pain-free way.
@arek the DNAT idea, I would dread having to deploy that, haha!
@carstorm Yes it works! Here is a tutorial for OS X and a shared host (non-root SSH access). All you need is the option to upload SSL certs in your administration panel at your host. Actually you dont even need SSH access. You could do the domain verification via FTP too.
I work for a small hosting company that would like to allow lets encrypt for all its customers. I’m happy to hear you may be able to help us understand how to make that possible. But, I’m not sure how to contact you other than by replying to your posts… I signed up to this forum today specifically to contact you. Any help would be greatly appreciated.