Depends on your setup. I currently use a mini CDN (content delivery network) of three different OpenVZ servers in the cloud to host my content, so getting thin

Depends on your setup. I currently use a mini CDN (content delivery network) of three different OpenVZ servers in the cloud to host my content, so getting things to work with Let’s Encrypt took about two or three days of writing Bash and Ansible scripts which get the challenge-response from Let’s Encrypt, uploading it to all my cloud nodes, having Let’s Encrypt verify it got a good response, uploading the new cert to all of the cloud nodes, then using Ansible to log in to all the nodes, put the new cert where the web server can see it, then restarting the web server. Point being, the amount of effort needed to get things to work with Let’s Encrypt varies, and can be non-trivial.